Journal articles: '-(4'-Aminophenyl)-6-methyl benzothiazole'

1

Chandni, Jain, Gopal Ram, Panwar Lalita, and Nagar Meena. "Phosphorylation and thiophosphorylation of 2-(4'-aminophenyl)-6-methyl benzothiazole and their biological activities." Journal of Indian Chemical Society 93, June 2016 (2016): 571–75. https://doi.org/10.5281/zenodo.5638395.

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Department of Chemistry, University of Rajasthan, Jaipur-302 004, Rajasthan, India E-mail : nagar_meena@yahoo.com Manuscript received online 15 December 2015, accepted 30 January 2016 Some novel organophosphorus compounds of the type [(C14H11N2 S)nP(O)Cl3-n]/[(C14H11N2 S)nP(S)Cl3-n] {where n=1–3} have been easily synthesized by the reaction of 2-(4'-aminophenyl)-6-methyl benzothiazole (C14H11N2 S) with phosphorus oxychloride (POCl3)/phosphorus thiochloride (PSCl3) and triethylamine in 1 : 1 : 1, 2 : 1 : 2 and 3 : 1 : 3 molar ratio in anhydrous THF/CH2Cl2. All these viscous organophosphates have been characterized by elemental analyses, molecular weight measurements and FT-IR, NMR (1H and 31P) spectral studies. The antibacterial activity of these organophosphate derivatives has been evaluated against pathogenic bacteria Staphylococcus aureus (+ve) and Escherichia coli (–ve). The antifungal activity of these organophosphates has been evaluated against pathogenic fungi Aspergillus niger and Fusarium oxysporum. These organophosphates were also found to be insecticidal when tested against Periplanata americana. The results indicate that organophosphate derivatives are found more active than the parent compound.

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Gineinah, Magdy. "6-, 7- AND 8-(5-ARY L-1-PHENYL-2-PYRAZOLIN-3-LY)IMIDAZO- AND PYRIMIDO[2,1-b]BENZOTHIAZOLES AS NOVEL ANTICONVULSANT AGENTS." Scientia Pharmaceutica 69, no. 1 (2001): 53–61. http://dx.doi.org/10.3797/scipharm.aut-01-06.

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Some new derivatives of 2-amino-5- and 6-(5-aryl-1-phenyl-2-pyrazolin-3-yl)benzothiazole were synthesized from the corresponding aminophenyl compounds by reaction with KSCN/Br2 to build up the benzothiazole ring. The aminophenyl derivatives of pyrazoline were prepared by cyclization with phenylhydrazine of the appropriate 1,3-diphenyl-2-propen-1-one derivatives obtained from arninoacetophenone and differently substituted aldehydes. However, the newly synthesized 2-aminobenzothiazole derivatives of pyrazoline were subjected to cyclization with ethyl brornopyruvate to afford the formation of 6- and 7-(5-aryl-1 -phenyl-2-pyrazolin-3 -yl)-2-ethoxycarbonylimidazo[2,1-b]benzothiazole derivatives. Furthermore, dimethyl acetylenedicarboxylate (DMAD) was used as another cyclizing agent for 2-aminobenzothiazole derivatives to obtain 7- and 8-(5-aryl-1-phenyl-2-pyrazolin-3-y1)-4-methoxycarbonyl-2-oxo-2H-pyrimido[2,1-b]benzothiazole derivatives. The newly prepared compounds were screened for their anticonwlsant activities. However, some of the tested compounds manifested good anticonvulsant potencies.

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Phillips, Lawrence R., Chris Bramhall, John Buckley, Tracy W. Daw, and Sherman F. Stinson. "Analysis of 2-(3-methyl-4-aminophenyl)-benzothiazole (NSC 674495) in plasma by gas chromatography with mass-selective detection." Journal of Chromatography B: Biomedical Sciences and Applications 732, no. 2 (1999): 315–21. http://dx.doi.org/10.1016/s0378-4347(99)00295-9.

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Al-Amiery, A. A., A. A. Al-Temimi, A. A. H. Kadhum, et al. "Co-crystal structure of mixed molecules of methyl 2-(3-chloro-4-methyl-2-oxo-2H-chromen-7-yloxy)acetate and 2-(2-aminophenyl)benzothiazole." Journal of Structural Chemistry 54, no. 3 (2013): 648–49. http://dx.doi.org/10.1134/s002247661303030x.

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Meng, Hangyu, Hongxia Li, Wei Xu, Sujin Zhang, and Siyuan Wu. "Synthesis and Application of Novel Benzothiazole Fluorescent Probes." Journal of Life Sciences and Agriculture 1, no. 3 (2024): 74–78. https://doi.org/10.62517/jlsa.202407311.

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As a new detection method, fluorescent probe plays a very important role in many fields. The variety of probe is more and more, the specificity of detection is more and more strong, the range is more and more wide, the detection sensitivity is more and more good. Compared with the traditional detection method, the fluorescence probe has higher selectivity and no obvious toxic and negative effect, and has good sensitivity and simple and convenient operation, can be very good for living cells or living animals, plants and other advantages of tracking imaging, Therefore, the development of new fluorescent probes has now become the focus of scientific research. In many fluorescence probes, the small molecule fluorescence probe has definite element composition and molecular weight, and has many advantages in synthesis, analytical performance, reproducibility and biological imaging. This article using ethanol as solvent, 2-aminophenol and 5-methylsalicylaldehyde as starting materials. A fluorescence probe targeting 2-(benzo [ D ] thiazole-2-yl) -6-(hydrazone methyl) -4-methylphenol (BTH-MPH) was designed and synthesized. Its structure was characterized by hydrogen spectrum, carbon spectrum and mass spectrum analysis. The absorption spectrum of the probe was measured by fluorescence photometer, and the cytotoxicity of the probe was measured by CCK-8 method, and the imaging of the cells was detected by confocal laser microscopy. The results show the target probe has the correct structure, pH range 3-8, and strong absorption peak at 510 and 570 nm. The cell survival rate was above 92.34% after 24 hours incubation at 7 concentrations in the range of 0-50 μm, the target probe can be used to detect living cells.

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Hong, Yan-Ping, Bao-An Song, and Xin-Chen Shangguan. "Dimethyl [(4-fluorophenyl)(6-methoxybenzothiazol-2-ylamino)methyl]phosphonate." Acta Crystallographica Section E Structure Reports Online 65, no. 6 (2009): o1199—o1200. http://dx.doi.org/10.1107/s1600536809015384.

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In the molecule of title compound, C17H18FN2O4PS, both the benzene ring with its conjunction C atom and the benzothiazole ring with its conjunction N atom are close to planar (the maximum deviations are 0.0267 and 0.0427 Å for the benzene and benzothiazole rings, respectively), the dihedral angle between the planes of the benzothiazole and benzene rings is 119.05 (3)°. The molecular packing is stabilized by intermolecular N—H...O, C—H...N and C—H...F hydrogen bonding, and by C—H...π and π–π stacking interactions [centroid–centroid distances = 2.99 (2), 2.96 (3), 2.88 (2) and 3.773 (4) Å].

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Carmona-Negrón, José A., Mayra E. Cádiz, Curtis E. Moore, Arnold L. Rheingold, and Enrique Meléndez. "New platinum(II) complexes with benzothiazole ligands." Acta Crystallographica Section E Crystallographic Communications 72, no. 3 (2016): 412–16. http://dx.doi.org/10.1107/s2056989016002826.

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Four new platinum(II) complexes, namely tetraethylammonium tribromido(2-methyl-1,3-benzothiazole-κN)platinate(II), [NEt4][PtBr3(C8H7NS)] (1), tetraethylammonium tribromido(6-methoxy-2-methyl-1,3-benzothiazole-κN)platinate(II), [NEt4][PtBr3(C9H9NOS)] (2), tetraethylammonium tribromido(2,5,6-trimethyl-1,3-benzothiazole-κN)platinate(II), [NEt4][PtBr3(C10H11NS)] (3), and tetraethylammonium tribromido(2-methyl-5-nitro-1,3-benzothiazole-κN)platinate(II), [NEt4][PtBr3(C8H6N2O2S)] (4), have been synthesized and structurally characterized by single-crystal X-ray diffraction techniques. These species are precursors of compounds with potential application in cancer chemotherapy. All four platinum(II) complexes adopt the expected square-planar coordination geometry, and the benzothiazole ligand is engaged in bonding to the metal atom through the imine N atom (Pt—N). The Pt—N bond lengths are normal: 2.035 (5), 2.025 (4), 2.027 (5) and 2.041 (4) Å for complexes1,2,3and4, respectively. The benzothiazole ligands are positioned out of the square plane, with dihedral angles ranging from 76.4 (4) to 88.1 (4)°. The NEt4cation in3is disordered with 0.57/0.43 occupancies.

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Srivastav, Manish, MD Salahuddin, and S. M. Shantakumar. "Synthesis and Anti-inflammatory Activity of Some Novel 3-(6-Substituted-1, 3-benzothiazole-2-yl)-2-[{(4-substituted phenyl) amino} methyl] quinazolines-4 (3H)-ones." E-Journal of Chemistry 6, no. 4 (2009): 1055–62. http://dx.doi.org/10.1155/2009/507052.

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A series of novel 3-(6-substituted-1, 3-benzothiazole-2-yl)-2-[{(4-substituted phenyl) amino} methyl] quinazolines-4(3H)-ones were synthesized by treating 2-(chloromethyl)-3-(6-substituted-1, 3-benzothiazole-2-yl) quinazoline-4-(3H)-one (IIa-d) with various substituted amine. The compounds (IIa-d) prepared by treating 2-[(chloroacetyl) amino] benzoic acid with different 2-amino-6-substituted benzothiazole. Elemental analysis, IR,1HNMR and mass spectral data confirmed the structure of the newly synthesized compounds. Synthesized quinazolines-4-one derivative were investigated for their anti-inflammatory and antibacterial activity.

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Patel, Sachin V., Manish Patel, and Rangan Patel. "Synthesis and characterization of novel substituted spiro[isobenzofuran-1(3H), 9’-xanthene]-3-ones." Journal of the Serbian Chemical Society 70, no. 7 (2005): 931–36. http://dx.doi.org/10.2298/jsc0507931p.

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The ketoacid, 2-(4-diethylamino-2-hydroxybenzoyl)benzoic acid, prepared from N,N-diethyl-m-aminophenol and phthalic anhydride, was reacted with various substituted 3-[6-methoxybenzothiazol-2-yl]-4(3H)-quinazolinones in the presence of a dehydration condensing agent to afford novel spiro[isobenzofuran-1(3H),9?-xanthene]-3-ones. The benzothiazolyl quinazolinones were synthesized by reacting 2-amino-6-methoxybenzothiazole with various substituted benzoxazinones. All compounds were characterized by melting point determination, elemental analysis, infra- red spectroscopy NMR-spectroscopy and UV-visible sprectroscopy. All the fluoran compounds are colourless or nearly colourless and produce colour in the presence of acidic media.

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Zhang, Chun-Tao, Jie-Hua Wu, Li-Na Zhou, Yong-Li Wang, and Jing-Kang Wang. "(R)-(–)-6-(4-Aminophenyl)-5-methyl-4,5-dihydropyridazin-3(2H)-one." Acta Crystallographica Section E Structure Reports Online 62, no. 7 (2006): o2999—o3000. http://dx.doi.org/10.1107/s1600536806022409.

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The title compound, C11H13N3O, is a key intermediate in the synthesis of cardiotonic agents. The asymmetric unit consists of two molecules of the same enantiomer and the crystal packing is stabilized by intermolecular N—H...O hydrogen bonds.

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11

Rajeev, Jain, Shrivastava Sadhana, and Bhadauria Akhilesh. "Synthesis of some pyrazole and pyrimidine derivatives of sulfonamides." Journal of India Chemical Society Vol 81, Aug 2004 (2004): 692–93. https://doi.org/10.5281/zenodo.5830189.

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School of Studies in Chemistry, Jiwaji University. Gwalior-474 011, India E-mail: gwlsosmica@sancharnet.in       Fax : 91-751-2346209 Manuscript received 9 January' 2003, revised 12 January 2004 accepted 6 April 2004 1- Carboxymethylpyridinium-3-aminophenyl-5-methyl-4-(4'-sustituted)sulfonamoy lazopyrazoles (2a-f) and 2-amino-4-methyl- 6-(4' -aminotoIudyl)-5-( 4'-sulfonamoyl)azopyrimidines (3a- f) were synthesized by condensation of 1-aminophenlyl-2-( 4'substituted) sulfonamoylhydrazonohutane-1 ,3-dione (1a-f) with 1-carboxymethylpyridinium-hydrazine chloride (Girard-P) and guanidine nitrate respectively.

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Abdel-Azzem, M., S. H. El-Hamouly, and A. A. Hathoot. "Electrochemical copolymerization of 2-(4-amino phenyl)-6-methyl benzothiazole and aniline." European Polymer Journal 31, no. 12 (1995): 1207–13. http://dx.doi.org/10.1016/0014-3057(95)00073-9.

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Toiserkani, Hojjat. "Synthesis and evaluation of properties of novel aromatic poly(ether-imide) with benzazole pendent groups and flexible ether linkages." High Performance Polymers 23, no. 7 (2011): 542–54. http://dx.doi.org/10.1177/0954008311421988.

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Three types of new bis(ether-amine) monomers such as 5-(2-benzimidazole)-1,3-bis(4-aminophenoxy)benzene (3), 5-(2-benzoxazole)-1,3-bis(4-aminophenoxy)benzene (4), and 5-(2-benzothiazole)-1,3-bis(4-aminophenoxy)benzene (5) were prepared in three steps, starting from the reaction of 3,5-dihydroxybenzioc acid with 4-fluronitrobenzene in N, N-dimethylformamide (DMF) solution in the presence of potassium carbonate, followed by catalytic reduction of the intermediate dinitro-carboxylic acids, and subsequent condensation of the resulting diamino-carboxylic acids and 1,2-phenylenediamine, 2-aminophenol or 2-aminothiophenol in polyphosphoric acid (PPA), respectively. Three series of modified poly(ether-imide)s (PEIs) bearing pendent benzimidazole, benzoxazole or benzothiazole groups were prepared from the bis(ether-amine)s with dianhydrides by a conventional two-stage process that included ring-opening polycondensation forming the poly(amic acid)s (PAA) and further thermal or chemical imidization forming poly(ether-imide)s. For comparative purposes, reference poly(ether-imide)s were also prepared by reacting bis(ether-amine) lacking pendent groups namely 1,3-bis(4-aminophenoxy)benzene (6) with the same dianhydrides under similar conditions. The modified polymers were obtained in quantitative yields with inherent viscosities between 0.52 and 0.83 dL g−1. Experimental results indicated that all the PEIs had glass transition temperature between 221 and 283 °C, the decomposition temperature at 10% weight loss between 480 and 572 °C under nitrogen.

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Zeng, Qing, Demin Ren, Xingliang Fu, and Xiaofang Li. "Synthesis of Spiro[Pyrrolo[2,1-b][1,3]Benzothiazole-3,2′-[1,3]Thiazolo[3,2-a] Pyrimidine] via Cycloaddition Reactions." Journal of Chemical Research 42, no. 5 (2018): 260–63. http://dx.doi.org/10.3184/174751918x15260567362969.

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The 1,3-dipolar cycloaddition reaction of ethyl-5-aryl-2-[( Z)-2-methoxy-2-oxoethylidene]-7-methyl-3-oxo-3,5-dihydro-2 H-thiazolo[3,2- a] pyrimidine-6-carboxylates and azomethine ylide, which was generated in situ by the reaction of N-4-methoxyphenacylbenzothiazolium bromides and triethylamine, yielded novel 6′-ethyl-2-methyl-5′-aryl-1-(4-methoxybenzoyl)-7-methyl-3′-oxo-1,2-dihydro-5 H-spiro[pyrrolo[2,1- b][1,3]benzothiazole-3,2′-[1,3]thiazolo[3,2- a]pyrimidine]-2,6′-dicarboxylates in moderate yields. The structures of all of the products were characterised by NMR, IR, HRMS spectrometry, together with X-ray crystallographic analysis.

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Gerelt-Od, Ya, A. Solongo, S. Javzan, S. Philipov, and D. Selenge. "Alkaloids from Sedum telephium L." Mongolian Journal of Chemistry 16 (March 22, 2016): 44–47. http://dx.doi.org/10.5564/mjc.v16i0.670.

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The crude alkaloid mixtures from the aerial parts S.telephium was analyzed by GC-MS method. As a result 14 compounds, including 6 alkaloids were characterized. 3-methyl-2-carbethoxyindole (4.730%), 2-(2-hydroxyphenyl) benzothiazole (1.576%) and N,4, 5-trimethyl phenyl-1,2-diamine, (1.217%) were in higher contents. One sulfur-containing alkaloid 2-(2-hydroxyphenyl) benzothiazole has been identified. These six alkaloids are described for the first time from this plant.Mongolian Journal of Chemistry 16 (42), 2015, 44-47

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Hafez, Hend N., and Abdel-Rhman B. A. El-Gazzar. "Synthesis and evaluation of antitumor activity of new 4-substituted thieno[3,2-d]pyrimidine and thienotriazolopyrimidine derivatives." Acta Pharmaceutica 67, no. 4 (2017): 527–42. http://dx.doi.org/10.1515/acph-2017-0039.

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Abstract 3-Methyl-6-phenyl-2-thioxo-2,3-dihydrothieno[3,2-d]pyrimidin- 4(1H)-one (2), on treatment with phosphorous oxychoride, affored 4-chloro-3-methyl-6-phenyl -thieno[3,2-d]pyrimidine- 2(3H)-thione (3). A series of novel 6-phenyl-thieno[3,2-d]pyrimidine derivatives 4-9 bearing different functional groups were synthesized via treatment of compound 3 with different reagents. On the other hand, compound 2 was used to synthesize ethyl-[(3-methyl-6-phenyl-2-thioxo-2,3-dihydrothieno[ 3,2-d]pyrimidin-4-yl)-oxy]acetate (10), 2-hydrazinyl- -3-methyl-6-phenyl-thieno[3,2-d]pyrimidin-4(3H)-one (11), 3-methyl-2-(methyl-sulfanyl)-6-phenyl-thieno[3,2-d]pyrimidin- 4(3H)-one (12) and N-(phenyl)/4-chlorophenyl or methoxy- phenyl)-2-[(3-methyl-4-oxo-6-phenyl-3,4-dihydrothieno[ 3,2-d]pyrimidin-2-yl)-sulfanyl]-acetamide (13a-c). In addition, compound 12 was used to synthesize thieno[1,2,4] triazolopyrimidine derivatives 14 and 15 and 3-methyl-2-(methyl-sulfonyl)-6-phenyl-thieno[3,2-d]pyrimidin-4(3H)-one (16) through the reaction with the respective reagents. Moreover, the reaction of 16 with 4-phenylenediamine gave 2-[(4-aminophenyl)-amino]-3-methyl-6-phenyl-thieno[3,2-d] pyrimidin-4(3H)-one (17), which reacted with methanesulfonyl chloride to afford N-{4-[(3-methyl-4-oxo-6-phenyl-3H,4H- -thieno[3,2-d]pyrimidin-2-yl)-amino]phenyl}-methanesulfonamide (18). The majority of the newly synthesized compounds displayed potent anticancer activity, comparable to that of doxorubicin, on three human cancer cell lines, including the human breast adenocarcinoma cell line (MCF-7), cervical carcinoma cell line (HeLa) and colonic carcinoma cell line (HCT- 116). Compounds 18, 13b and 10 were nearly as active as doxorubicin whereas compounds 6, 7b and 15 exhibited marked growth inhibition, but still lower than doxorubicin.

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Rajeev, Jain, and Shrivastava Sadhana. "Electrochemical investigations on some 1-carboxymethylpyridinium-3-aminophenyl-5-methyl-4-[ 4' -sulfonamoyl]azopyrazoles." Journal of Indian Chemical Society Vol. 80, Jan 2003 (2003): 30–32. https://doi.org/10.5281/zenodo.5835516.

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School of Studies in Chemistry, Jiwaji University, Gwalior-474 Oil, India E-mail : gwlsosmica@sancharnet.in         Fax : 91-0751-2346209 Manuscript received 31 March 2000, revised 26 April 2002, accepted 6 September 2002 The electrochemical behavior of 1-carboxymethylpyridinium-3-aminophenyl-5-methyl-4-[ 4' -sulfonamoyl]azopyrazoles has been studied on the basis of d.c. polarography, cyclic voltammetry and coulometry in Britton-Robinson buffers in the pH range 2.5-12.0. The electroreduction occurs in a single, well defined, 2e step at dropping mercury electrode. At glassy carbon electrode also one 2e cathodic peak is observed. The electrode process is diffusion-controlled and irreversible in nature. A reaction mechanism has been postulated. The effects of ionic strength, cations, anions and solvent composition have also been evaluated.

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Sun, Xue-Tong, Xiu-Guang Wang та Xiao-Jun Zhao. "Bis(2-amino-6-methyl-1,3-benzothiazole-κN3)bis(4-nitrobenzoato-κO1)zinc". Acta Crystallographica Section E Structure Reports Online 67, № 7 (2011): m933. http://dx.doi.org/10.1107/s1600536811022331.

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Shetty, Chaithra R., Ishwar K. Bhat, Abhishek Kumar, Vijay Kumar Merugumolu, Revanasidappa BC, and Banylla Felicity Dkhar Gatphoh. "CONVENTIONAL AND MICROWAVE SYNTHESIS AND ANTIOXIDANT EVALUATION OF BENZOTHIAZOLE SUBSTITUTED 4-THIAZOLIDINONES." INDIAN DRUGS 57, no. 10 (2021): 17–22. http://dx.doi.org/10.53879/id.57.10.12175.

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Antioxidants exert their action chiefly in controlling and preventing the free-radicals and their reactions and thus it has a vital role as health protecting factor. There are many scientific data proposing that antioxidants lower the threats of some chronic diseases including cancer and heart disease. In the present work, the hybrid molecule i.e benzothiazole substituted 4-thiazolidinone, has been taken for the study and different novel benzothiazole substituted 4-thiazolidinone derivatives were synthesized by reacting 2-amino-6-methyl benzothiazole with aromatic aldehydes in alcohol media. The resulting Schiff bases were made to react with thioglycolic acid in dioxane. Characterization of synthesized compounds was done by IR, 1 H NMR and Mass spectroscopy. The same reaction was performed in the microwave assisted reaction condition and compared with conventional synthesis. In vitro antioxidant activities of compounds were performed by three different methods, out of which Compound TZ4 emerged as a promising molecule.

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Haroun, Michelyne. "In Silico Design, Synthesis and Evaluation of Novel Series of Benzothiazole- Based Pyrazolidinediones as Potent Hypoglycemic Agents." Medicinal Chemistry 16, no. 6 (2020): 812–25. http://dx.doi.org/10.2174/1573406416666191227113716.

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Background: The discovery of novel ligand binding domain (LBD) of peroxisome proliferator- activated receptor γ (PPARγ) has recently attracted attention to few research groups in order to develop more potent and safer antidiabetic agents. Objective: This study is focused on docking-based design and synthesis of novel compounds combining benzothiazole and pyrazolidinedione scaffold as potential antidiabetic agents. Methods: Several benzothiazole-pyrazolidinedione hybrids were synthesized and tested for their in vivo anti-hyperglycemic activity. Interactions profile of title compounds against PPARγ was examined through molecular modelling approach. Results: All tested compounds exhibited anti-hyperglycemic activity similar or superior to the reference drug Rosiglitazone. Introducing chlorine atom and alkyl group at position-6 and -5 respectively on benzothiazole core resulted in enhancing the anti-hyperglycemic effect. Docking study revealed that such groups demonstrated favorable hydrophobic interactions with novel LBD Ω- pocket of PPARγ protein. Conclusion: Among the tested compounds, N-(6-chloro-5-methylbenzo[d]thiazol-2-yl-4-(4((3,5- dioxopyrazolidin-4-ylidene)methyl)phenoxy)butanamide 5b was found to be the most potent compound and provided valuable insights to further develop novel hybrids as anti-hyperglycemic agents.

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Siluvairaj, Richard Rajkumar, Vallal Perumal Govindasamy, Rajarajan Govindasamy, Periyanayagasamy Vanathu Chinnappan, and Thanikachalam Venugopal. "Comparative study of 4-((4-aminophenyl)diazenyl)-2-((2-phenylhydrazono)methyl)phenol and N-(4-((4-hydroxy-3-((2-phenylhydrazono)methyl)phenyl)diazenyl)phenyl)acetamide - DFT method." European Journal of Chemistry 15, no. 1 (2024): 50–70. http://dx.doi.org/10.5155/eurjchem.15.1.50-70.2498.

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Theoretical calculation of 4-((4-aminophenyl)diazenyl)-2-((2-phenylhydrazono)methyl) phenol (1) and N-(4-((4-hydroxy-3-((2-phenylhydrazono)methyl)phenyl)diazenyl)phenyl) acetamide (2) was studied by DFT/B3LYP/6-311+G(d,p) basis set. The calculated values of geometric structural parameters, Fourier transform infrared spectral data, highest occupied molecular orbital and lowest unoccupied molecular orbital, natural bond orbital, nucleus-independent chemical shifts, Fukui function, polarizability, hyperpolarizability, and UV data of compounds 1 and 2 clearly indicate that substitution of the amino group alters the physical properties of compound 2. The nucleus-independent chemical shift values of the amino-substituted phenyl ring reduces the aromatic character due to the lone pair electron on nitrogen involved in inductive and conjunction effects, as well as due to OH, NH2 and OH, NHCOCH3 in compounds 1 and 2, respectively. The effect of the solvent on different parameters was studied, and it was found that increasing the dielectric constant increased the parameter studied. The stability and planarity of the molecule’s effects on dipole moment, energy, polarizability, and hyperpolarizability were studied extensively.

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Lungu, Lidia, Caleria Cucicova, Svetlana Blaja, et al. "Synthesis of Homodrimane Sesquiterpenoids Bearing 1,3-Benzothiazole Unit and Their Antimicrobial Activity Evaluation." Molecules 27, no. 16 (2022): 5082. http://dx.doi.org/10.3390/molecules27165082.

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Based on some homodrimane carboxylic acids and their acyl chlorides, a series of fourteen 2-homodrimenyl-1,3-benzothiazoles, N-homodrimenoyl-2-amino-1,3-benzothiazoles, 4′-methyl-homodrimenoyl anilides and 4′-methyl-homodrimenthioyl anilides were synthesized and their biological activities were evaluated on five species of fungi (Aspergillus niger, Fusarium solani, Penicillium chrysogenum, P. frequentans, and Alternaria alternata) and two strains of bacteria (Bacillus sp. and Pseudomonas aeruginosa). The synthesis involved the decarboxylative cyclization, condensation and thionation of the said acids, anhydrides or their derivatives with 2-aminothiophenol, 2-aminobenzothiazole, p-toluidine and Lawesson’s reagent. As a result, together with the desired compounds, some unexpected products 8, 25, and 27 were obtained, and the structures and mechanisms for their formation have been proposed. Compounds 4, 9, and 25 showed higher antifungal and antibacterial activity compared to the standards caspofungin (MIC = 1.5 μg/mL) and kanamycin (MIC = 3.0 μg/mL), while compound 8 had comparable activities. In addition, compounds 6, 17, and 27 showed selective antifungal activity at MIC = 2.0, 0.25, and 1.0 μg/mL, respectively.

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M. Patel, Sejalkumari, Paresh S. Patel, and Keshav C. Patel. "SYNTHESIS AND APPLICATIONS OF SOME REACTIVE DYES HAVING QUINAZOLIN-4(3H)-ONE MOIETY." International Journal of Advanced Research 10, no. 03 (2022): 506–19. http://dx.doi.org/10.21474/ijar01/14412.

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Some reactive dyes (6a-6l) having Quinazolin-4(3H)-one reactive system have been synthesized by coupling of diazotized 3-(4-(5-(4-aminophenyl)-1,3,4-oxadiazol-2-yl) phenyl)-4-oxo-2-phenyl-3,4-dihydroquinazoline-6-sulphonic acid with cyanurated coupling components such as H-acid, J-acid, N-methyl J-acid, Gamma acid, Peri acid, Sulpho Tobias acid, Koch acid, Bronners acid, Chicago acid, K-acid, N-Phenyl J-acid and M-acid. The synthesized dyes were characterized by nitrogen elemental analysis, IR, and 1H-NMR spectra. They were applied on wool, silk, and cotton fibres. Their dyeing properties, fastness properties, and colorimetric data (L*, a*, b*, C*, H*, and K/S) have also been investigated.

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Fun, Hoong-Kun, Suhana Arshad, M. Himaja, D. Munirajasekhar, and B. K. Sarojini. "2-[5-(4-Methoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl]-6-methyl-1,3-benzothiazole." Acta Crystallographica Section E Structure Reports Online 67, no. 9 (2011): o2412. http://dx.doi.org/10.1107/s1600536811033666.

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25

Alhuwaymil, Zamzam, Zuhair M. Mohammedsaleh, Mamdoh S. Moawadh, et al. "Empirical and molecular docking-based screening of heterocyclic compounds to identify potential acetylcholinesterase inhibitors to treat Alzheimer’s disease and its histology." Egyptian Pharmaceutical Journal 22, no. 4 (2023): 659–75. http://dx.doi.org/10.4103/epj.epj_155_23.

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Background Alzheimer’s disease (AD) is characterized by neuropathological symptoms, there has been no proper cure in recent era. It was linked to a deficiency in the brain neurotransmitter acetylcholine. Acetylcholinesterase is an enzyme that breaks down acetylcholine to an inactive form and the death of cholinergic neurons. Objective Therefore, there is a crucial need to identify alternative compounds with potential anti-cholinesterase agents and minimal undesirable effects. Fluoroquinolones and benzimidazole-benzothiazole derivatives offer antimicrobial, anti-inflammatory, anti-oxidant, anti-diabetic, and anti-Alzheimer activities. Materials and methods A series of fluoroquinolones and benzimidazole-benzothiazole derivatives were evaluated against acetylcholinesterase (AChE) and Butyrylcholinesterase (BChE) enzymes. For this purpose, molecular docking and adsorption, distribution, metabolism, excretion, and toxicology ADMET models were used for in-silico studies in addition to in-vitro studies, Fluoroquinolones (Z, Z3, Z4, Z6, Z8, Z12, Z15, and Z9) and benzimidazole-benzothiazole compounds (TBIS-16, TBAF-1, TBAF-2, TBAF-3, TBAF-4, TBAF-5, TBAF-6, TBAF-7, TBAF-8, and TBAF-9) passed through the AChE inhibition assay and their IC50 values were calculated. Results and conclusion The compound 1-ethyl-6-fluoro-7-(4-(2-(4-nitrophenylamino)-2-oxoethyl)piperazin-1-yl) −4-oxo-1, 4 di-hydroquinoline-3-carboxylic acid and 2-((1H-benzo[d]imidazol-2-yl)methyl)-N’-(3-bromobenzyl)-4-hydroxy-2H-thiochromene-3-carbohydrazide 1, 1-dioxide (Z-9 and TBAF-6) showed the lowest IC50 values against AChE/BChE (0.37±0.02/2.93±0.03 μM and 0.638±0.001/1.31±0.01 μM, respectively) than the standard drug, donepezil (3.9±0.01/4.9±0.05 μM). During the in-vivo investigation, behavioral trials were performed to analyze the neuroprotective impact of Z-9 and TBAF-6 compounds on AD mouse models. Hematological and histopathological parameters revealed that compounds have a safer aptitude. However heterocyclic compounds dramatically corrected the loss of neurons, neuroinflammation, neurofibrillary tangles, and degenerative changes in the brain’s architecture. Also, Z-9 and TBAF-6 compounds improve behavioral and biochemical parameters hence treating neurodegenerative disorders effectively.

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Nguyen, Thi Thu Huong, Jiří Urban, Eva Klinotová, et al. "Synthesis of Several Hydroxylated 23-(Benzimidazol-2-yl-, Benzoxazol-2-yl and Benzothiazol-2-yl)norcholanes and Some Related Compounds." Collection of Czechoslovak Chemical Communications 60, no. 2 (1995): 257–75. http://dx.doi.org/10.1135/cccc19950257.

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The bile acids Ia - Id (lithocholic, chenodeoxycholic, deoxycholic, cholic) and their derivatives (O-acetylated acids and O-acetylated acid chlorides) reacted under various conditions with 1,2-diaminobenzene, 2-aminophenol and 2-aminothiophenol and afforded the title benzimidazoles II and VII, benzoxazoles V and benzothiazoles VI. Alkylation of the benzimidazole derivative IIa with 2-dimethylaminoethyl chloride resulted in 3α-hydroxy-23-[1-(2-dimethylaminoethyl)ben zimidazol-2-yl]- norcholane (IVa). The use of 1,2-diamino-4-methylbenzene enabled the preparation of 3α-acetoxy-23-[5(6)-methylbenzimidazol-2-y l]norcholane (VIII). Reactions of the 3α-hydroxy compounds IVa, Va and VIa with succinic anhydride resulted in the hemisuccinates IVi - VIi. The boric acid mediated condensation of O-acetyllithocholic acid (Ie) with 3,4-diaminopyridine gave compound X which was transformed to 3α-acetoxy-23-[1H-imidazo(4,5- c)pyridin-2-yl]norcholane (IX). The structure of the products was corroborated by the mass, IR, 1H NMR and 13C NMR spectra. Some of the compounds were tested for antileukemic and for the anti-HIV activity in vitro.

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Rodríguez, Diego, Sergio Andrés Guerrero, Alirio Palma, Justo Cobo, and Christopher Glidewell. "4-Styrylquinolines from cyclocondensation reactions between (2-aminophenyl)chalcones and 1,3-diketones: crystal structures and regiochemistry." Acta Crystallographica Section C Structural Chemistry 76, no. 9 (2020): 883–90. http://dx.doi.org/10.1107/s2053229620010803.

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Structures are reported for two matched sets of substituted 4-styrylquinolines which were prepared by the formation of the heterocyclic ring in cyclocondensation reactions between 1-(2-aminophenyl)-3-arylprop-2-en-1-ones with 1,3-dicarbonyl compounds. (E)-3-Acetyl-4-[2-(4-methoxyphenyl)ethenyl]-2-methylquinoline, C21H19NO2, (I), (E)-3-acetyl-4-[2-(4-bromophenyl)ethenyl]-2-methylquinoline, C20H16BrNO, (II), and (E)-3-acetyl-2-methyl-4-{2-[4-(trifluoromethyl)phenyl]ethenyl}quinoline, C21H16F3NO, (III), are isomorphous and in each structure the molecules are linked by a single C—H...O hydrogen bond to form C(6) chains. In (I), but not in (II) or (III), this is augmented by a C—H...π(arene) hydrogen bond to form a chain of rings; hence, (I)–(III) are not strictly isostructural. By contrast with (I)–(III), no two of ethyl (E)-4-[2-(4-methoxyphenyl)ethenyl]-2-methylquinoline-3-carboxylate, C22H21NO3, (IV), ethyl (E)-4-[2-(4-bromophenyl)ethenyl]-2-methylquinoline-3-carboxylate, C21H18BrNO2, (V), and ethyl (E)-2-methyl-4-{2-[4-(trifluoromethyl)phenyl]ethenyl}quinoline-3-carboxylate, C22H18F3NO2, (VI), are isomorphous. The molecules of (IV) are linked by a single C—H...O hydrogen bond to form C(13) chains, but cyclic centrosymmetric dimers are formed in both (V) and (VI). The dimer in (V) contains a C—H...π(pyridyl) hydrogen bond, while that in (VI) contains two independent C—H...O hydrogen bonds. Comparisons are made with some related structures, and both the regiochemistry and the mechanism of the heterocyclic ring formation are discussed.

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Araki, Tsutomu, Yasuko Muramatsu, Katsuyuki Tanaka, Mitsunobu Matsubara, and Yutaka Imai. "Riluzole (2-amino-6-trifluoromethoxy benzothiazole) attenuates MPTP (1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine) neurotoxicity in mice." Neuroscience Letters 312, no. 1 (2001): 50–54. http://dx.doi.org/10.1016/s0304-3940(01)02176-0.

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Helilusiatiningsih, Nunuk. "IDENTIFIKASI SENYAWA KIMIA PADA BUAH SEGAR TERUNG POKAK (Solanum torvum) DENGAN METODE LCMS." Journal of Food Technology and Agroindustry 3, no. 1 (2021): 1–12. http://dx.doi.org/10.24929/jfta.v3i1.1179.

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The content of antioxidant compounds in pokak eggplant (Solanum torvum) had the potential as an herbal medicine and was consumed by the world population. The research objective was to study the chemical compound content of the LCMS method. Experimental design with fresh fruit extraction of pokak eggplant using 95% ethanol solvent. The parameters measured were the chemical components found in fresh fruit. The results of analysis of chemical compounds include Choline, Proline, Bis (2-ethylhexyl) phthalate, BMK ethyl glycidate, 4- Methoxycinnamic acid, chlorogenic acid, 7- Hydroxycoumarine, Trigonelline, 1- Vinylimidazole, Pipecolic acid, L- (+) - Arginine- Stearoylglycerol, Caffeine, Cetrimonium, l- Pyroglutamic acid, Erucamide, Muscone, Cucurmin, Stearamide, Betulin, Acetophenone, Ethyl oleate, SSR146977, D - (+) - Maltose, M-144, Monoolein, L-ide, Histidine, Tomatidine, Oleamide Hexadecanamide, Isoleucine, DIPEA, L- Aspartic acid, Octadecanimine, Maltol, 1-Linoleoyl glycerol, 3- Hydroxy-L- proline, Sakuranin, Leucylprolin, Diaminopimelic acid, Nervonic acid, Nootkatone, Caffeic acid, 5-Hydroxymethyl , Methyl cinnamate, Octyl decyl phthalate, 1-Aminocyclohexanecarboxylic acid, Glycerophospho-N-palmitoyl ethanolamine, 4-Methoxybenzaldehyde, Methyl palmitate, Cyclohexyl, phenyl ketone, Esculin, n-Pentyl isopentyl phthalate, - 6 -Ketoprostaglandin F1α, N, N-Dimethylsphingosin e, α-Eleostearic acid, cis-12-Octadecenoic acid methyl ester, Oleoyl ethanolamide, Citral, L-Tyrosine, XLR-11, Isovanillic acid, 1-Tetradecylamine, Isoquinoline, Calocarpin, Sedanolide, N-Acetyltyramine, Testosterone isocaproate , 2-Methyl-S-benzothiazole, 1-Aminocyclohexanecarboxylic acid, 4-Methylumbelliferyl-α-D-glucopyranoside, Dodecyltrimethylammonium, cis, cis-Muconic acid, 6-Ketoprostaglandin 4-octopamine, Lupeol, N-FeroyETl, [4- (4-Hydroxy-3-methoxyphenyl) tetrahydro-1H, 3H-furo [3,4-c] furan-1-yl] -2-methoxyphenyl hexopyranoside.

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Rodríguez, Ricaurte, Manuel Nogueras, Justo Cobo, and Christopher Glidewell. "Different hydrogen-bonded structures in the isomeric solvates 2-amino-6-anilino-4-methoxy-5-[(E)-4-nitrobenzylideneamino]pyrimidine dimethyl sulfoxide solvate and 2-amino-6-[methyl(phenyl)amino]-5-[(E)-4-nitrobenzylideneamino]pyrimidin-4(3H)-one dimethyl sulfoxide solvate." Acta Crystallographica Section C Crystal Structure Communications 65, no. 3 (2009): o111—o114. http://dx.doi.org/10.1107/s0108270109004181.

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The title solvates, (I) and (II), both C18H16N6O3·C2H6OS, are isomeric. The conformations adopted by the 6-substituent are significantly different, with the 6-aminophenyl unit remote from the nitrophenyl ring in methoxypyrimidine (I) but adjacent to it in pyrimidinone (II). Pairs of pyrimidine molecules in (I) are linked by N—H...N hydrogen bonds to form cyclic centrosymmetric dimers from which the dimethyl sulfoxide molecules are pendent, while in (II) a combination of three independent N—H...O hydrogen bonds links the components into a chain containing bothR22(8) andR42(8) rings, in which the dimethyl sulfoxide component acts as a double acceptor of hydrogen bonds. The significance of this study lies in its observation of different conformations for the pyrimidine components in (I) and (II), and different hydrogen-bonded structures, apparently dominated by the different roles adopted by the dimethyl sulfoxide components.

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31

Kaya, Betül, Weiam Hussin, Leyla Yurttaş, et al. "Design and Synthesis of New 1,3,4-Oxadiazole – Benzothiazole and Hydrazone Derivatives as Promising Chemotherapeutic Agents." Drug Research 67, no. 05 (2017): 275–82. http://dx.doi.org/10.1055/s-0042-119070.

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AbstractLooking for new cytotoxic and antimicrobial agents with improved antitumor activity, a series of hydrazide and oxadiazole derivatives were designed and synthesized using 3-methoxyphenol as starting substance. Novel N’-(arylidene)-2-(3-methoxyphenoxy)acetohydrazide derivatives (4a–f)/1-(4-substitutedphenyl)-2-[(5-[(3-methoxyphenoxy)methyl]-1,3,4-oxadiazol-2-yl)thio]ethan-1-one derivatives (6a–f)/N-(6-substitutedbenzothiazol-2-yl)-2-[(5-[(3-methoxyphenoxy)methyl]-1,3,4-oxadiazol-2-yl)thio]acetamide derivatives (7a–e) were obtained and evaluated for their in vitro antimicrobial activity against various gram-positive, gram-negative bacteria and fungi. The antimicrobial activity potential of the compounds against gram-negative bacteria was found to have higher compared to the potential against gram-positive bacteria. Also, compounds were screened for their antiproliferative activity against 2 selected human tumor cell lines, A549 lung, MCF7 breast cancer cell line and mouse embryo fibroblast cell line, NIH/3T3 as healthy cell line. Among the compounds evaluated, compound 7c bearing 1,3,4-oxadiazole ring and 6-methoxy benzothiazole moiety exhibited the highest inhibitory activity against A549 and MCF-7 tumor cell lines in contrary to NIH/3T3 cell line, as desired.

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Sumrra, Sajjad Hussain, Wardha Zafar, Sabaahatul Ain Malik, Khalid Mahmood, Syed Salman Shafqat, and Saira Arif. "Metal Based Bioactive Nitrogen and Oxygen Donor Mono and Bis Schiff Bases: Design, Synthesis, Spectral Characterization, Computational Analysis and Antibacterial Screening." Acta Chimica Slovenica 69, no. 1 (2022): 200–216. https://doi.org/10.17344/acsi.2021.7182.

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The scientific interest in developing the advanced metal based compounds to inhibit and control bacterial infections is continuously rising. Keeping in view their pharmacological significance, two new bioactive symmetrical phenylenediamine mono- and bis-Schiff bases, 2-{[(4-aminophenyl)imino]methyl}-6-methoxyphenol (L1) and 2,2’-{benzene-1,2-diylbis[nitrilomethylylidene]}bis(6-methoxyphenol) (L2) have been synthesized and characterized by using physical techniques, spectral methods, elemental and DFT based computational analysis with B3LYP/6-311++G(d, p) basis set. Furthermore, the synthesized ligands were complexed with VO, Mn, Co, Ni, Cu and Zn ions in ratio [M:L,1:2 and 1:1], respectively. All the complexes exhibited significant antibacterial action against all tested bacterial strains. But overall, the zinc complexes possessed higher antibacterial activity. These results concluded that metal complexes might be promising induction in the upcoming time for medical purposes.

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Sharma, Diksha, Archana Sharma, Rakesh Pahwa, Avtar Chand Rana, and Prabodh Chander Sharma. "Design, synthesis, anti-infective and anti-cancer potential of thiazole based Pyrazoles bearing benzothiazole moiety." Journal of medical pharmaceutical and allied sciences 11, no. 2 (2022): 4622–28. http://dx.doi.org/10.55522/jmpas.v11i2.2470.

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A new series of (E)-6-methyl-N-((3-phenyl-1-(4-phenylthiazol-2-yl)-1H-pyrazol-4-yl)methylene)benzo[d]thiazol-2-amine derivatives was developed. Structural investigation of the synthesized derivatives was carried out by several instrumental method of analysis like IR, and 1H-NMR spectroscopy. The titled analogues were examined for in-vitro anticancer and antiinfective activities. The biological findings specified that analogues 5a, 5b, 5d, 5e, 5f and 5g showed most potent antibacterial activity (MIC 62.5-250μg/mL) and 5a, 5e, 5f and 5g displayed most potent antifungal action (MIC 62.5-500 μg/mL) than standard drugs. Compounds 5a and 5e were reported to be most active antimalarial analogue having IC50 value of 0.24-0.49μg/mL. Compounds 5a, 5e and 5f showed shortest mean paralysis time of (25.6±4.56 min, 26.4±4.97 min and 26.8±4.76 min) and mean death time (47.6±8.01min, 45.6±3.04min and 46.6±7.40min), respectively. Compound 5e showed moderate cytotoxicity with IC50 value of 65.4 against MCF-7. The results proved that 1,3-thiazolyl-pyrazole clubbed benzothiazole derivatives showed considerable antiinfective and cytotoxic activity. Keywords: Anti-infective activity, Cytotoxic activity, Spectroscopic methods, Thiazole, Pyrazole, Benzothiazole.

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34

El-Shamy, I. E., E. Hleli, M. A. El-Hashash, I. Kelnar, and A. M. Abdel-Mohsen. "2-Methyl-6-(4-aminophenyl)-4,5-dihydro-3(2H)-pyridazinone Synthon for Some New Annelated 1,2,3-Selena/Thiadiazoles and 2H-Diazaphospholes with Anticipated Biological Activity and Quantum Chemical Calculations." Molecules 28, no. 3 (2023): 1280. http://dx.doi.org/10.3390/molecules28031280.

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A convenient and efficient synthetic protocol for the new selenadiazole. Thiadiazole and diazaphosphole derivatives incorporating a pyridazine moiety originating from 4-(4-aminophenyl)-4-oxobutanoic acid (1) were described. All newly synthesized compounds were evaluated for their antimicrobial activity using the disk diffusion method, and their cytotoxicity was evaluated against brine shrimp lethality bioassay. Using density functional theory (DFT), the frontier molecular orbital (FMO) and molecular electrostatic potential (MEPS) were studied to estimate the chemical reactivity and kinetic stability of each structure. Therefore, global descriptor parameters like electronegativity (χ), chemical hardness (η), and global softness (σ) were calculated. Consequently, the attained results were compared with the experimental data of the biological activity of the studied structures.

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Mehmet, Ferdi Fellah, Gulhan Bakirdere Emine, Canpolat Erdal, and Kaya Mehmet. "A density functional theory study of [(4-aminophenyl)imino]methyl-6-methoxy4-nitrophenol complexes with Co, Ni, Cu and Zn metals." Journal of Indian Chemical Society Vol. 91, Jul 2014 (2014): 1321–26. https://doi.org/10.5281/zenodo.5726323.

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Chemical Engineering Department, Bursa Technical University, 16190, Bursa, Turkey E-mail : mffellah@gmail.com, mferdi.fellah@btu.edu.tr Fax : 90-224-3141650 Department of Science Education, Ylldlz Technical University, 34220, Istanbul, Turkey E-mail : bgulhan@yildiz.edu.tr Fax : 90-212-3834808 Department of Elementary Science Education, Flrat University, 23119, Elazlg, Turkey Department of Chemistry, Flrat University, 23119, Elazlg, Turkey Manuscript received online 10 September 2013, revised 05 February 2014, accepted 06 February 2014 The optimization and IR spectra of the [(4-aminophenyl)imino]methyl-6-methoxy-4-nitrophenol and its complexes with Co, Ni, Cu and Zn metals were determined by means of density functional theory (DFT) calculations using B3LYP formalism. The optimized geometries of complexes have tetrahedral structures. The C=N, C-O and N-H stretching frequency values were calculated to be in good agreement with experimental frequency data for ligand and its complexes with metals. All calculated frequencies are within 1.1% of the regions of experimental frequencies

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Ajmal, M., A. S. Mideen, and M. A. Quraishi. "2-hydrazino-6-methyl-benzothiazole as an effective inhibitor for the corrosion of mild steel in acidic solutions." Corrosion Science 36, no. 1 (1994): 79–84. http://dx.doi.org/10.1016/0010-938x(94)90110-4.

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Millhollon, Rex W., and Hideo Koike. "Combined Effect of Disease and Herbicide Treatment on Yield of Sugarcane (Saccharum officinarum)." Weed Science 34, no. 1 (1986): 137–42. http://dx.doi.org/10.1017/s0043174500026606.

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Sugarcane (Saccharum officinarumL.) was planted in the fall; the seed cane was healthy or infected either with sugarcane mosaic virus (strain H) or with ratoon stunting disease (RSD) (Clavibacter xyli). Herbicide treatments were applied the following spring and each subsequent spring during the 3-yr crop cycle. Hexazinone [3-cyclohexyl-6-(dimethylamino)-1-methyl-1,3,5-triazine-2,4(1H,3H)-dione] at 1.1 kg ai/ha was applied as a soil foliage treatment when sugarcane was about 30 cm tall. The methyl ester of diclofop {(±)-2-[4-(2,4-dichlorophenoxy)phenoxy] propanoic acid} at 1.1 kg ai/ha and the sodium salt of asulam {methyl [(4-aminophenyl)sulfonyl] carbamate} at 3.4 or 3.8 kg ai/ha were applied as foliage treatments when sugarcane was about 90 cm tall. Both mosaic and RSD reduced yield of sugar/ha by 16% for the 3-yr crop, primarily by causing a decrease in stalk population. Hexazinone reduced yield of sugar/ha by 24% primarily by causing a decrease in both stalk population and sugar content of stalks. Diclofop reduced yield by 7% and asulam caused no significant yield loss. Combinations of disease and herbicide treatment reduced yields in an additive manner, with the combination of hexazinone and either mosaic or RSD causing a 38% reduction.

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Ajay, M. Chaturvedi &. Vikas Vijayvargiya. "SYNTHESIZED AND GEOMETRY OPTIMIZATION OF DIFFERENT SUBSTITUTED NITROGEN AND SULPHUR CONTAINING HETEROCYCLES." GLOBAL JOURNAL OF ENGINEERING SCIENCE AND RESEARCHES [FRTSSDS- June 2018] (June 22, 2018): 330–35. https://doi.org/10.5281/zenodo.1296246.

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A series of some novel 2-(5-methyl-1, 3, 4-thiadiazole-2-yl)-1H-Benzimidazole and 2-(1H-benzimidazol-2-yl)-1,3-benzothiazole derivatives were designed and synthesized under microwave irradiation via multistep reaction. The structures of substituted nitrogen and suphur containing heterocycles were confirmed by 1H NMR, MS, IR. The antibacterial activities of substituted nitrogen and suphur containing heterocycles were determined. The antibacterial activity results indicated that the compounds Ib, Ie, and Jd exhibited good activity against Staphylococcus aureus, and the compounds Ic and If displayed good activity against Escherichia coli. Theoretical calculation of the synthesized compounds was carried out with B3LYP/6-31G (d). The full geometry optimization was carried out using 6-31G(d) basis set, and the frontier orbital energy and HOMO and LUMO were discussed.

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Thees, S., B. Neumaier, S. Deisenhofer, et al. "Radiation dosimetry and biodistribution of the beta-amyloid plaque imaging tracer 11C-BTA-1 in humans." Nuklearmedizin 46, no. 05 (2007): 175–80. http://dx.doi.org/10.1160/nukmed-0077.

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SummaryAim: [N-methyl-11C]2-(4'-(methylaminophenyl)-benzothiazole (11C-BTA-1) is a thioflavin-T derivative that has been one of the promising PET tracers for imaging of amyloid plaque distribution in the Alzheimer patients brain in vivo. The biodistribution and dosimetry of this tracer in humans is presented and compared to the results of a previous dosimetry and biodistribution study of another thioflavin-T derivative [N-methyl-11C]2-hydroxy-(4'-(methylaminophenyl)- benzothiazole (11C-OH-BTA-1) in baboons. Methods: Five subjects underwent 2D dynamic PET imaging. Source organs were segmented using a semiautomatic algorithm based on clustering. Residence times for each source organ were determined by analytical integration of an exponential fit of the time activity curves. Finally organ doses were estimated using the software OLINDA/EXM. Results: The administration of 286 ± 93 MBq 11C-BTA-1 was well tolerated by all subjects. Effective radiation dose was 4.3 μSv/MBq, range 3.6–5.0 μSv/MBq. In four of the five subjects the liver, in one of the subjects the gallbladder was the critical organ. Conclusion: The radiation burden of a single dose of 300 MBq 11C-BTA-1 is within the accepted limits for research purpose. In contrast to the previous non-human primate study revealing the gallbladder as the critical organ for 11C-6-OH-BTA-1, we found the liver as the critical organ in humans using 11C-BTA-1. Possible explanations may be (1) a reduced bile concentration of 11C-BTA-1 due to the absent OH-group or (2) a different hepatic metabolism of thioflavin derivatives in human and baboon.

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Nalewaja, John D., and Zenon Woznica. "Effect of Environment and Adjuvants on Asulam Phytotoxicity." Weed Science 36, no. 3 (1988): 367–72. http://dx.doi.org/10.1017/s0043174500075032.

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Experiments were conducted to determine the influence of various factors on asulam {methyl[(4-aminophenyl)sulfonyl] carbamate} toxicity to flax (Linum usitatissimumL.) and wild oats (Avena fatuaL. # AVEFA). Asulam toxicity to both flax and wild oats generally increased as temperature, humidity, and soil moisture increased after treatment. Octoxynol {α-[p-1,1,3,3-tetramethyl butyl phenyl]-ω-hydroxypoly(oxyethylene)} in the spray solution increased asulam toxicity to both species in all environments. Octoxynol and trimethylenonypolyethoxyethanol (WK) enhanced asulam toxicity more than other adjuvants evaluated. Asulam toxicity to both flax and wild oats increased as octoxynol concentration in the spray increased. Flax tolerance to asulam generally increased with flax height at treatment. ‘Flor’ flax was the most asulam susceptible of six cultivars evaluated. A 2-mm simulated rainfall within 3 or 6 h after asulam treatment reduced toxicity to wild oats and flax, respectively.

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Pallai, Debraj, Melwin Diego Dsouza, Kalimoddin I. Momin, et al. "Synthesis, Spectroscopic Characterization, and Biological Assessment of Novel Benzothiazole Derivatives Bound to Transition Metal Complexes." Oriental Journal Of Chemistry 40, no. 3 (2024): 806–14. http://dx.doi.org/10.13005/ojc/400324.

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A range of metal complexes derived from the HBTADH ligand (4-{[(6-chloro-1,3-benzothiazol-2-yl)imino]methyl}benzene-1,4-diol) have been synthesized, and their structural characterization has been conducted, yielding compounds of the type [M(BTADH)2]. Electron spin resonance (ESR), electronic absorption, mass, electromagnetic moments, NMR, infrared, and C, H, N, and S analysis spectroscopy were some of the methods used for characterization. A tetrahedral geometry has been projected for the complexes containing Hg(II), Zn(II), and Cd (II), but a high spin octahedral geometry is anticipated for the other complexes. In contrast, the spectra suggest that the Pd(II) complex will have a square planar shape. Metal complexes in nitrobenzene do not behave like electrolytes because of the compound's low molar conductance values. In addition, this study examined and evaluated the antibacterial activity of all compounds that were synthesised.

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Adinehnia, Morteza, Jeremy R. Eskelsen, K. W. Hipps, and Ursula Mazur. "Mechanical behavior of crystalline ionic porphyrins." Journal of Porphyrins and Phthalocyanines 23, no. 01n02 (2019): 154–65. http://dx.doi.org/10.1142/s1088424619500147.

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Mechanical properties of six different binary ionic porphyrin crystals with variable morphologies were measured and correlated with their structural properties. These solids were formed from stoichiometric combinations of negatively charged tectons, meso-tetra(4-sulfonatophenyl)porphyrin (TSPP), Cu(II) meso-tetra(4-sulfonatophenyl)porphyrin (CuTSPP), Ni(II) meso-tetra (4-sulfonatophenyl)porphyrin (NiTSPP), and four different cationic tectons, namely, meso-tetra (4-pyridyl)porphyrin (TPyP), tetra([Formula: see text]-methyl-4-pyridyl)porphyrin (TMPyP), Cu(II) meso-tetra([Formula: see text]-methyl-4-pyridyl)porphyrin (CuTMPyP), Ni(II) meso-tetra([Formula: see text]-methyl-4-pyridyl)porphyrin (NiTMPyP), and tetra(4-aminophenyl)porphyrin (TAPP). Crystal structures were determined from single crystal and powder X-ray diffraction patterns. Scanning electron and atomic force microscopes (SEM and AFM) provided topographical information. The common arrangement of the porphyrin tectons within the crystals is consistent with alternating face-to-face molecular arrangement forming coherent columns along the fast-growing long axis which are held together by electrostatic and [Formula: see text]–[Formula: see text] interactions as well as hydrogen bonding. In acquiring the indentation data of the porphyrin crystals using AFM, stress was applied perpendicular to the direction where ionic and [Formula: see text]–[Formula: see text] bonds dominate the packing. At indent loads [Formula: see text]50 nN/nm2, all the porphyrin structures deformed elastically. Young’s modulus ([Formula: see text] values for the different crystals range from 6 to 28 GPa. In a broader perspective, this study highlights the extraordinary mechanical behavior of porphyrin assemblies formed by ionic self-assembly. Judicious selection of charged porphyrin synthons can yield crystalline materials with mechanical properties that combine the elastic characteristics of ‘soft’ polymers with the stiffness of composite materials. Such high-performance materials are excellent candidates for deformable optoelectronic devices.

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Richard, Edward P. "Influence of Surfactants on the Toxicity of Asulam to Johnsongrass (Sorghum halepense) and Sugarcane (Saccharumsp.)." Weed Science 34, no. 2 (1986): 299–303. http://dx.doi.org/10.1017/s0043174500066856.

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The influence of surfactant type and concentration on the efficacy of asulam {methyl [(4-aminophenyl) sulfonyl] carbamate} for controlling rhizomatous johnsongrass [Sorghum halepense(L.) Pers. # SORHA] was evaluated in field and greenhouse studies. Under field conditions, nonoxynol (9 to 10 POE) [α-lp-nonylphenyl)-w-hydroxypoly (oxyethylene)] applied at concentrations of 6% (v/v) with asulam at 2.8 kg ai/ha reduced rhizomatous johnsongrass biomass by 35%, with no consistently significant difference in asulam's performance between surfactant concentrations of 0 and 3% (v/v) being observed. Asulam applied with nonoxynol at concentrations of 3 and 6% (v/v) reduced sugarcane (Saccharuminterspecific hybrids) yields and significantly offset any advantages from increased johnsongrass control. In greenhouse studies, where johnsongrass foliage was washed either 0, 1, 6, 24, or 48 h after treatment (HAT), the degree of johnsongrass control with asulam was generally not affected by the type of surfactant (paraffin-base petroleum oil-surfactant blend or alcohol-surfactant-water mixture) used. At least 48 h was needed to insure adequate basipetal translocation, hence maximum inhibition of rhizome regrowth with asulam applied alone. Increasing the surfactant concentration shortened this interval to 48 h (0.25%) to 24 h (0.5 to 1%) to 6 h (3%) to 1 h (6%).

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44

Fernández, Héctor, and Marı́a Alicia Zón. "Novel studies on the electrochemical oxidation of 2-[4-(N,N-dimethylamino)phenyl]-6-methyl benzothiazole (DPMB) in acetonitrile at platinum electrodes." Journal of Electroanalytical Chemistry 572, no. 1 (2004): 129–43. http://dx.doi.org/10.1016/j.jelechem.2004.05.028.

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McCarty, Lambert B., and Daniel L. Colvin. "Buffalograss Tolerance to Postemergence Herbicides." HortScience 27, no. 8 (1992): 898–99. http://dx.doi.org/10.21273/hortsci.27.8.898.

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Buffalograss [Buchloe dactyloides (Nutt.) Engelm.] is a turfgrass species traditionally adapted to low-rainfall areas that may incur unacceptable weed encroachment when grown in higher rainfall areas such as Florida. An experiment was performed to evaluate the tolerance of two new buffalograss cultivars, `Oasis' and `Prairie', to postemergence herbicides commonly used for grass, broadleaf, and sedge weed control. Twenty to 40 days were required for each cultivar to recover from treatment with asulam, MSMA, and sethoxydim (2.24, 2.24, and 0.56 kg-ha-l, respectively). Other herbicides used for postemergence grass weed control (metsulfuron, quinclorac, and diclofop at 0.017, 0.56, and 1.12 kg·ha-1, respectively) did not cause unacceptable buffalograss injury. Herbicides used for postemergence broadleaf weed control, triclopyr, 2,4-D, sulfometuron, dicamba (0.56, 1.12, 0.017, and 0.56 kg·ha-1, respectively), and a three-way combination of 2,4-D + dicamba + mecoprop (1.2 + 0.54 + 0.13 kg·ha-1), caused 20 to 30 days of unacceptable or marginally acceptable turfgrass quality, while 20 days were required for `Prairie' buffalograss to recover from atrazine treatments. `Oasis' buffalograss did not fully recover from 2,4-D or 2,4-D + dicamba + mecoprop through 40 days after treatment. Herbicides used for postemergence sedge control, bentazon and imazaquin, caused slightly reduced, but acceptable, levels of turf quality in both cultivars throughout the experiment. Chemical names used: 6-chloro-N-ethyl-N'-(1-methylethyl)-1,3,5-triazine-2,4-diamine (atrazine); methyl[(4-aminophenyl)sulfonyl]carhamate (asulam); 3-(1-methylethyl)-(1H)-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide (bentazon); 3,6-dichloro-2-methoxybenzoic acid (dicamba); (±)-2-[4-(2,4-dichlorophenoxy)phenoxy]propanoic acid (diclofop); 2-[4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-3-quinolinecarboxylic acid (imazaquin); (±)-2-(4-chloro-2-methylphenoxy)propanoic acid (mecoprop); 2-[[[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]amino]sulfonyl]benzoic acid (metsulfuron); monosodium salt of methylarsonic acid (MSMA); 2-[1-(ethoxyimino)butyl]-5-[2-(ethylthio)propyl]-3-hydroxy-2-cyclohexen-1-one(sethoxydim); 2-[[[[(4,6-dimethylethyl-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]benzoic acid (sulfometuron); [(3,5,6-trichloro-2-pyridinyl)oxy]acetic acid (triclopyr); (2,4-dichlorophenoxyl)acetic acid (2,4-D); 3,7-dichloro-8-quinolinecarboxylic acid (quinclorac).

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46

Xue, Dong, Zhi-Gao Huang, Kimberley Barnes, Howard J. Lesiuk, Karen E. Smith, and Alastair M. Buchan. "Delayed Treatment with AMPA, but Not NMDA, Antagonists Reduces Neocortical Infarction." Journal of Cerebral Blood Flow & Metabolism 14, no. 2 (1994): 251–61. http://dx.doi.org/10.1038/jcbfm.1994.32.

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We tested the abilities of two potent non- N-methyl-d-aspartate (non-NMDA) glutamate antagonists [2,3-dihydroxy-6-nitro-7-sulfamoylbenzo( F)quinoxaline (NBQX)] and [1-(4-aminophenyl)-4-methyl-7,8-methylene-dioxy-5 H-2,3-benzodiazepine hydrochloride (GYKI 52466)] to reduce neocortical infarction following 2 h of transient middle cerebral artery occlusion in a hypertensive stroke model in the rat and compared these effects against, and in combination with, a potent NMDA antagonist [(+)-5-methyl-10,11-dihydro-5 H-dibenzo-[ a,d]cyclohepten-5,10-amine maleate (MK-801)]. In Expt. 1, an already established cytoprotective dose of Na+-NBQX (30 mg/kg i.p. × 3) was compared with saline (1 ml), the NMDA antagonist MK-801 (1 mg/kg i.p. × 3), and a combination of the same doses of both NBQX and MK-801. Initial doses were delayed to 90 min following occlusion with subsequent injections at the time of reperfusion and 30 min following reperfusion. Saline-treated rats sustained 181 ± 32 mm3 (n = 15) of neocortical infarction (mean ± SD). This was significantly reduced by NBQX to 137 ± 25 mm3 (n = 15, p < 0.05) of damage. Neither MK-801 (170 ± 33 mm3; n = 11) nor the combination of MK-801 and NBQX (169 ± 20 mm3; n = 6) proved to be cytoprotective when given with a 90-min delay. In Expt. 2, NBQX (30 mg/kg) was dissolved (6 mg/ml) in 5% dextrose and compared with both saline and dextrose (1.2 ml) i.v. infusions given over a 4-h period starting 1 h after occlusion. Saline-treated rats had a mean infarct of 183 ± 27 mm3 (n = 6), dextrose-treated had 200 ± 30 mm3 (n = 9), while for NBQX-treated rats it was reduced to 129 ± 60 mm3 (n = 10, p < 0.05). Intravenous NBQX precipitated into the renal tubules, causing nephrotoxicity. In Expt. 3, rats were given either saline (1 ml i.p.) or GYKI 52466 (10 mg/kg i.p.) at 30 and 90 min following occlusion and at 30, 90, and 150 min following reperfusion. Saline-treated rats sustained 187 ± 27 mm3 of neocortical infarction (n = 7), while those treated with GYKI 52466 were protected, with 139 ± 38 mm3 of infarction (n = 7, p < 0.05). A clinically useful role for α-amino-3-hydroxy-5-methyl-4-isoxazole propionate antagonists in embolic stroke is envisaged if nontoxic drugs can be developed, since cerebroprotection was achieved with delayed treatment with both of these lead compounds.

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47

Stella, Salvatore L., Eric J. Bryson, and Wallace B. Thoreson. "A2 Adenosine Receptors Inhibit Calcium Influx Through L-Type Calcium Channels in Rod Photoreceptors of the Salamander Retina." Journal of Neurophysiology 87, no. 1 (2002): 351–60. http://dx.doi.org/10.1152/jn.00010.2001.

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Presynaptic inhibition is a major mechanism for regulating synaptic transmission in the CNS and adenosine inhibits Ca2+ currents ( I Ca) to reduce transmitter release at several synapses. Rod photoreceptors possess L-type Ca2+ channels that regulate the release ofl-glutamate. In the retina, adenosine is released in the dark when l-glutamate release is maximal. We tested whether adenosine inhibits I Ca and intracellular Ca2+ increases in rod photoreceptors in retinal slice and isolated cell preparations. Adenosine inhibited both I Ca and the [Ca2+]i increase evoked by depolarization in a dose-dependent manner with ∼25% inhibition at 50 μM. An A2-selective agonist, ( N 6-[2-(3,5-dimethoxyphenyl)-2-(2-methylphenyl)-ethyl]adenosine) (DPMA), but not the A1- or A3-selective agonists, ( R)- N 6-(1-methyl-2-phenylethyl)adenosine and N 6-2-(4-aminophenyl)ethyladenosine, also inhibited I Ca and depolarization-induced [Ca2+]iincreases. An inhibitor of protein kinase A (PKA), Rp-cAMPS, blocked the effects of DPMA on both I Ca and the depolarization-evoked [Ca2+]i increase in rods. The results suggest that activation of A2receptors stimulates PKA to inhibit L-type Ca2+channels in rods resulting in a decreased Ca2+influx that should suppress glutamate release.

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Todd, Keith J., Carrie A. B. Slatter, and Declan W. Ali. "Activation of Ionotropic Glutamate Receptors on Peripheral Axons of Primary Motoneurons Mediates Transmitter Release at the Zebrafish NMJ." Journal of Neurophysiology 91, no. 2 (2004): 828–40. http://dx.doi.org/10.1152/jn.00599.2003.

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The development and function of the vertebrate neuromuscular junction (NMJ) is continually being redefined. Previous studies have indicated that glutamate may play a role in the development or function of the NMJ by associating with presynaptic receptors. We have used larval zebrafish ( Danio rerio) to investigate the presence of presynaptic ionotropic glutamate receptors (iGluRs) at the NMJ in vivo. In whole-mount zebrafish larvae, antibody staining directed to NR2A subunits colocalized with specific staining of motoneuron axon tracts. Whole cell voltage-clamp recordings of miniature endplate currents (mEPCs) from axial white muscle were performed during application of iGluR agonists and antagonists. Local perfusion of the NMJ with iGluR agonists resulted in significant increases in the frequency of spontaneous acetylcholine (ACh) release. These increases were blocked by the N-methyl-d-aspartate (NMDA) receptor antagonist d-(-)-2-amino-5-phosphonopentanoic acid (50 μM) and by the non-NMDA receptor antagonist 6-cyano-7-nitroquinoxalene-2,3-dione (50 μM). Further pharmacological investigation revealed no effect of the kainate receptor-specific antagonist (2S,4R)-4-methylglutamate (10 μM) on kainate-induced rises in the frequency of spontaneous ACh release. However, these were blocked with the AMPA receptor-specific antagonist 1-(4-aminophenyl)-4-methyl-7,8-methylenedioxy-5H-2,3-benzodiazepine (50 μM). Application of glutamate (1 mM) in the presence of the glutamate uptake inhibitor d-threo-β-benzyloxyaspartate(200 μM) resulted in a significant increase in the frequency of mEPCs. These results suggest the presence of AMPA and NMDA receptors in association with motoneuron axons of larval zebrafish.

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Poolos, Nicholas P. "Hypoxia Results in GABAergic Channelopathy." Epilepsy Currents 5, no. 6 (2005): 234–35. http://dx.doi.org/10.1111/j.1535-7511.2005.00073.x.

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AMPA/Kainate Receptor–mediated Downregulation of GABAergic Synaptic Transmission by Calcineurin after Seizures in the Developing Rat Brain Sanchez RM, Dai W, Levada RE, Lippman JJ, Jensen FE J Neurosci 2005;25:3442–3451 Hypoxia is the most common cause of perinatal seizures and can be refractory to conventional anticonvulsant drugs, suggesting an age-specific form of epileptogenesis. A model of hypoxia-induced seizures in immature rats reveals that seizures result in immediate activation of the phosphatase calcineurin (CaN) in area CA1 of hippocampus. After seizures, CA1 pyramidal neurons exhibit a downregulation of GABAA receptor (GABAAR)-mediated inhibition that was reversed by CaN inhibitors. CaN activation appears to be dependent on seizure-induced activation of Ca2+-permeable α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptors (AMPARs), because the upregulation of CaN activation and GABAAR inhibition were attenuated by GYKI 52466 [1-(4-aminophenyl)-4-methyl-7,8-methylenedioxy-5H-2,3-benzodiazepine hydrochloride] or Joro spider toxin. GABAAR β2/3 subunit protein was dephosphorylated at 1 h after seizures, suggesting this subunit as a possible substrate of CaN in this model. Finally, in vivo administration of the CaN inhibitor FK-506 significantly suppressed hypoxic seizures, and posttreatment with NBQX (2,3-dihydroxy-6-nitro-7-sulfonylbenzo[ f]quinoxaline) or FK-506 blocked the hypoxic seizure-induced increase in CaN expression. These data suggest that Ca2+-permeable AMPARs and CaN regulate inhibitory synaptic transmission in a novel plasticity pathway that may play a role in epileptogenesis in the immature brain.

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Beytur, Murat. "FABRICATION OF PLATINUM NANOPARTICLE/BORON NITRIDE QUANTUM DOTS/6-METHYL-2-(3-HYDROXY-4-METHOXYBENZYLIDENAMINO)-BENZOTHIAZOLE (ILS) NANOCOMPOSITE FOR ELECTROCATALYTIC OXIDATION OF METHANOL." Journal of the Chilean Chemical Society 65, no. 3 (2020): 4929–33. http://dx.doi.org/10.4067/s0717-97072020000204929.

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Journal articles on the topic '-(4'-Aminophenyl)-6-methyl benzothiazole'

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