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Journal articles on the topic 'Bromo-nitro derivative'

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Published: 5 June 2025

Last updated: 1 August 2025

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1

Makhsumov Abdulhamid and Auesbaev Alisher. "SYNTHESIS AND PROPERTIES OF THE DIPROPARGYL DIETER DERIVATIVE 2-BROMINE-2- NITRO-PROPANDIOL-1,3 (BRONOPOL)." International Academy Journal Web of Scholar, no. 12(42) (December 30, 2019): 3–12. http://dx.doi.org/10.31435/rsglobal_wos/30122019/6839.

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    The article is devoted to a comprehensive study of 2-bromo-2-nitro- propanediol - 1,3 (bronopol) in order to expand the derivatives of bronopol as food products, preservatives, in all sectors of the national economy. The derivatives of dipropargyl diester 2 - bromo -, 2 - nitro - propanediol - 1,3, γ,γ ́-dicopper (2-bromo-,2-nitro-dipropargyl diester) propanediol-1,3 (II), γ,γ ́-bis- (silver 2-bromo-, 2-nitro-dipropargyl ether) - propanediol-1,3 (III), mercury-bis- (propargyl ether) - 2 - bromo-, 2- nitro-propanediol - 1, 3 (IV), (γ,γ ́-dibromo-dipropargyl diester)

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2

Arnold, Dennis P., Raymond C. Bott, Helen Eldridge, Fiona M. Elms, Graham Smith, and Mike Zojaji. "Functionalization of 5,15-Diphenylporphyrin: Preparation and X-Ray Crystal Structures of meso Nitro, Bromo, and Trimethylsilylethynyl Derivatives." Australian Journal of Chemistry 50, no. 5 (1997): 495. http://dx.doi.org/10.1071/c96193.

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Substitutions on 5,15-diphenylporphyrin led to the isolation of mono- and di-bromo and mono- and di-nitro derivatives, which were converted into their respective nickel(II) complexes. Reaction of the bromoporphyrins with iodine/silver nitrite resulted in nitrodebromination as well as conventional nitration. The nickel(II) complex of 5-nitro-10,20-diphenylporphyrin was reduced to the 5-amino derivative. The nickel(II) complexes of the bromoporphyrins were converted into the respective mono- and bis-(trimethylsilylethynyl) species. The crystal structures of 5-nitro-10,20-diphenylporphyrin, 5-bro

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3

CORTES, H. C. E., N. MUELLER, M. ESPOSITO, A. LEITÃO, A. NAGULESWARAN, and A. HEMPHILL. "In vitro efficacy of nitro- and bromo-thiazolyl-salicylamide compounds (thiazolides) against Besnoitia besnoiti infection in Vero cells." Parasitology 134, no. 7 (2007): 975–85. http://dx.doi.org/10.1017/s0031182007002417.

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SUMMARYNitazoxanide (NTZ) and its deacetylated metabolite tizoxanide (TIZ) exhibit considerable in vitro activity against Besnoitia besnoiti tachyzoites grown in Vero cells. Real-time-PCR was used to assess B. besnoiti tachyzoite adhesion, invasion, and intracellular proliferation in vitro. A number of NTZ-derivatives, including Rm4822 and Rm4803, were generated, in which the thiazole-ring-associated nitro-group was replaced by a bromo-moiety. We here show that replacement of the nitro-group on the thiazole ring with a bromo (as it occurs in Rm4822) does not impair the efficacy of the drug, bu

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4

Krebs, HD. "Thienoisothiazoles. III. The Synthesis and Reactions of 3-Phenyl-5-alkylthioisothiazole-4-carbonitriles and 3-Phenylthieno[3,2-d]isothiazoles." Australian Journal of Chemistry 42, no. 8 (1989): 1291. http://dx.doi.org/10.1071/ch9891291.

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Oxidation of the alkyl 3-amino-4-cyano-3-phenylpropenedithioates (1), obtained by alkylation of the condensation product of 3-amino-3-phenylpropenenitrile and carbon disulfide, produced 3-phenyl-5-alkylthioisothiazole-4-carbonitriles (2a-d). The ease of nucleophilic displacement of the S-alkyl group in the isothiazole (2a) was utilized to synthesize the isothiazoles (2f-j). 3-Phenylthieno[3,2-d] isothiazole (3e) was prepared by deamination, hydrolysis and decarboxylation of the intermediate ethyl 4-amino-3-phenylthieno[3,2-d]isothiazole-5-carboxylate (3a), which was obtained by ring-closure of

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5

Chand, P. B., and R. Manohar. "Synthesis, Characterization and Unusual Dielectric Behaviour of λ-Shaped Mesogenic Homologous Series With Polar Substituents." Himalayan Physics 2 (July 31, 2011): 16–25. http://dx.doi.org/10.3126/hj.v2i2.5204.

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A new λ-shaped mesogenic homologous series with polar bromo and nitro substituent was synthesized by fixing rigid 2-bromo-4-nitrophenylazo groups to a resorcinol moiety. 4-n-alkoxybenzoyl groups esterify both the phenolic -OH groups. In the present series, methoxy and ethoxy derivatives are non-mesogenic, n-propyloxy to n-octyloxy derivatives exhibit enantiotropic nematic mesophase. Smectic C (SmC) mesophase commences from the n- octyloxy derivative as an enantiotropic phase and is retained up to the last member synthesized. The effect of polar bromo and nitro substituent on mesomorphic proper

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6

Tallarita, Roberto, Lukas Manuel Jacobsen, Benedict J. Elvers, et al. "Synthesis of Seven Indolizine-Derived Pentathiepines: Strong Electronic Structure Response to Nitro Substitution in Position C-9." Molecules 29, no. 1 (2023): 216. http://dx.doi.org/10.3390/molecules29010216.

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Seven new 1,2,3,4,5-pentathiepino[6,7-a]indolizines were synthesized in which the pentathiepine moieties bear an indolizine backbone that is derivatized from C–H to F-, Cl-, Br-, I-, NO2-, and CH3-substitutions, respectively, in a meta position relative to the aza group on the pyridine moiety. Their preparation took place via two common steps: (i) a Sonogashira coupling between (4-substituted) 2-bromo- or 2-chloropyridines and propynyl 3,3-diethylacetal, and (ii) a ring closing reaction mediated by a molybdenum oxo-bistetrasulfido complex and elemental sulfur. The latter simultaneously facilit

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7

Mikra, Chrysoula, Maria Bairaktari, Marina-Theodora Petridi, Anastasia Detsi, and Konstantina C. Fylaktakidou. "Green Process for the Synthesis of 3-Amino-2-methyl-quinazolin-4(3H)-one Synthones and Amides Thereof:DNA Photo-Disruptive and Molecular Docking Studies." Processes 10, no. 2 (2022): 384. http://dx.doi.org/10.3390/pr10020384.

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Eleven 3-amino-2-methyl-quinazolin-4(3H)-ones have been synthesized, in good to excellent yields, via their corresponding benzoxazinones using an efficient tandem microwave-assisted green process. Representative acetamides have been thermally derived from their functional free 3-amino group, whereas for the synthesis of various arylamides, a novel green microwave-assisted protocol has been developed, which involved the attack of hydrazides on benzoxazinones. Eight out of the eleven 3-amino-2-methyl-quinazolin-4(3H)-ones were found photo-active towards plasmid DNA under UVB, and four under UVA

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8

Al-Abboodi1, Doaa Hashim, and Naeemah Al-lami. "NEW METHDOLOGY OF SYNTHESIS PYRAZOLO- THIAZOLO DERIVATIVES WITH STUDY ANTIMICROBAL ACTIVITIES." iraqi journal of market research and consumer protection 16, no. 1 (2024): 1–12. http://dx.doi.org/10.28936/jmracpc16.1.2024.(1).

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In this contribution, new derivatives of thiosemicarbazon, cyclic thiazolidinone, yilidine thiazolidinone, and parazolo-thiazole were synthesized, starting from the reaction of 2 -aminobenzothiazole with p-bromo phenacyl bromide to give the first step of 2(4-bromo phenyl) imidazole (2,1 -b) benzo thiazole (1). Compound (1) then was subjected under Viels Myer Haack to yield 3-carbaldehyde linking with imidazo-benzothiazol (2). Compound (2) condensed with thiosemicarbazide togivenewsynthesis of thiosemicarbazon derivative (3). Compound 4-Oxo-1,3-thiazolidine (4) was constituted from reacting com

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9

Huppatz, JL. "Systemic Fungicides. The Synthesis of Pyrazolo[1,5-a]pyrimidine Analogues of Carboxin." Australian Journal of Chemistry 38, no. 1 (1985): 221. http://dx.doi.org/10.1071/ch9850221.

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The synthesis of a series of pyrazolo [1,5-a] pyrimidine derivatives, structural analogues of the systemic fungicide carboxin, is described. A common intermediate incorporating structural features desirable for fungicidal activity, N-phenyl-3(5)-amino-5(3)-methylpyrazole-4- carboxamide (6), was used to prepare pyrazolo [1,5-a] pyrimidines variously substituted in positions 5 and 7 of the ring system. Bromination of N-phenyl-2-methylpyrazolo[1,5-a]pyrimidine-3-carboxamide (8) occurred preferentially in the phenyl ring and the 6-bromo derivative was prepared by bromination of the corresponding 3

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10

TAVMAN, Aydin, Demet GÜRBÜZ, Ayça Aktaş KARAÇELİK, Dilşat Nigar ÇOLAK, Derya EFE, and Adem ÇINARLI. "Spectral characterization, antibacterial and antioxidant activity of 2-(5-bromo-1H-benzimidazol-2-yl)-(3’/4’/5’-substituted)phenols and some transition metal complexes." Revue Roumaine de Chimie 69, no. 3-4 (2024): 201–14. http://dx.doi.org/10.33224/rrch.2024.69.3-4.10.

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2-(5-Bromo-1H-benzimidazol-2-yl)-3'/4'/5'-substituted-phenols (HL1 – HL25) were synthesized and characterized using various spectroscopic techniques. Then, Fe(III), Co(II), Ni(II), Cu(II), Zn(II), Ru(III) complexes of 2-(5-bromo-1H-benzimidazol-2-yl)phenol (HL1) were prepared and the methods such as elemental analysis, thermogravimetric analysis (TGA), molar conductivity and magnetic moment measurements, FT-IR, fluorescence and NMR spectroscopy were used to make suggestions about structures of the complexes. It is interesting that the compounds HL12 and HL22 showed stronger fluorescence effect

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11

Neamah, Rawaa, та Shaimaa Adnan. "Study the Biological Activity for Shiff Base and Β – Lactam Compounds that Synthesis and Identification from Pyrimidine Derivatives". International Journal of Pharmaceutical Quality Assurance 11, № 01 (2013): 37–39. http://dx.doi.org/10.25258/ijpqa.11.1.12.

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In This study We are synthesis and characterization of some Schiff base and β- lactam derivatives) by three steps. The First react 2-amino-4-Chloro-6-methyl pyrimidine with 4-amino acetophenone in an acid medium to get shiff base derivative(E)-4-(1-((4-Chloro-6-methyl pyridine-2-yl)imino)ethyl)aniline (1), the second step (1) react with (3,4- dimethoxybenzal dehyde,4-methyl benzaldehyde,4-dimethylamino benzaldehyde,4-bromo benzaldehyde,4–hydroxy benzaldehyde, 4-Nitro benzaldehyde) to get Schiff base derivatives (2-7), the last step (2-7) derivatives react with Chloro acetyl chloride to get –β-

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12

Gan, Zengyu, Jianping Huang, Jinyin Chen, Muhammad Farrukh Nisar, and Wenwen Qi. "Synthesis and Antifungal Activities of Cinnamaldehyde Derivatives against Penicillium digitatum Causing Citrus Green Mold." Journal of Food Quality 2020 (October 12, 2020): 1–7. http://dx.doi.org/10.1155/2020/8898692.

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Penicillium digitatum (green mold) is pathogenic fungi and causes citrus fruit postharvest rotting that leads to huge economic losses across the world. The current study was aimed to develop a new derivative of cinnamaldehyde (4-methoxycinnamaldehyde) through the cross-hydroxyaldehyde condensation method with benzaldehyde substituted by a benzene ring under the catalysis of alkaline reagent and, moreover, to test their antifungal potential against P. digitatum, the major citrus fruit rotting fungi. Multiple derivatives of cinnamaldehyde viz. 4-nitro CA, 4-chloro CA, 4-bromo CA, 4-methyl CA, 4-

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13

Delgado Rivera, Sara M., Jean C. González Espiet, Jesús M. Dones, et al. "Crystal structure of 1-ferrocenyl-2-(4-nitrophenyl)ethyne." Acta Crystallographica Section E Crystallographic Communications 76, no. 8 (2020): 1403–6. http://dx.doi.org/10.1107/s2056989020010336.

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The title ferrocene derivative, [Fe(C5H5)2(C8NO2)], including an alkyne bonded to a para-nitrophenyl substituent, which was synthesized from a copper-free Sonogashira cross-coupling reaction between ethynylferrocene and 4-bromo-1-nitrobenzene, crystallizes in the P21/n space group. In the ferrocene unit, the pentadienyl (Cps) rings are in an eclipsed conformation. The angle of rotation between the substituted cyclopentadienyl ring and the p-nitrophenyl group is 6.19 (10)°, yielding a quasi-linear extension of the ferrocenyl substitution. Important intermolecular interactions arise from π–π sta

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14

Jindřich, Jindřich, Hana Dvořáková, and Antonín Holý. "Synthesis of Isomeric N-(3-Fluoro-2-hydroxypropyl) and N-(2-Fluoro-3-hydroxypropyl) Derivatives of Purine and Pyrimidine Bases." Collection of Czechoslovak Chemical Communications 57, no. 7 (1992): 1466–82. http://dx.doi.org/10.1135/cccc19921466.

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Reaction of fluoromethyloxirane (III) with heterocyclic bases in the presence of potassium carbonate afforded N-(3-fluoro-2-hydroxypropyl) derivatives of adenine (VI), 3-deazaadenine (VII), 2-amino-6-chloropurine (XII), 6-nitro-1-deazapurine (IX), 4-methoxy-2-pyrimidone (XVIII) and its 5-methyl derivative (XIX). Acid hydrolysis of compounds XII, XVIII, and XIX gave 9-(3-fluoro-2-hydroxypropyl)guanine (XIII), 1-(3-fluoro-2-hydroxypropyl)uracil (XX) and -thymine (XXI). The intermediates XVIII and XIX were ammonolyzed to give 1-(3-fluoro-2-hydroxypropyl)cytosine (XXII) and -5-methylcytosine (XXII

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15

Maltais, René, Doriane de Sainte Maresville, Vincent Desrosiers, and Donald Poirier. "Development of a Multigram Synthetic Route to RM-581, an Orally Active Aminosteroid Derivative Against Several Types of Cancers." Molecules 30, no. 11 (2025): 2441. https://doi.org/10.3390/molecules30112441.

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Aminosteroid derivative RM-581 stands out as an anticancer agent, supported by positive in vitro and in vivo studies on resistant cancers of the breast, prostate, and pancreas. A synthetic route has already been developed to obtain aminosteroid RM-581 in small quantities (scale of milligrams to a few grams). However, this route has significant limitations in view of its transposition to scaling up to larger quantities to support late preclinical and clinical trials. Among the problems are the use of toxic reagents, the moderate overall yield, and the need for multiple purifications through chr

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16

Abbas, Sumayah Saadi, and Ammar A. Razzak Mahmood Kubba. "Synthesis and antimicrobial evaluation with DFT study for new thiazole derivatives." Iraqi Journal of Pharmaceutical Sciences ( P-ISSN: 1683 - 3597 , E-ISSN : 2521 - 3512) 27, no. 1 (2018): 69–78. http://dx.doi.org/10.31351/vol27iss1pp69-78.

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Two compounds,[2-amino-4-(4-nitro phenyl) 1,3-thiazole],(4) and [2-amino-4-(4-bromo phenyl) 1,3-thiazole],(5), were synthesized by refluxing thiourea (1) with each of para-ntiro and para-bomophanacyl bromides(2) and (3) respectively, in absolute methanol. Then, by reaction of [5] with 3,5-dinitrobenzoyl chloride in dimethylformamide (DMF) yielded (6) .On the other hand, reaction of (4) with chloroacetyl chloride in dry benzene afforded (7), which is upon treatment with thiourea in absolute methanol, afforded (8) . The characterization of the titled compounds were done utilizing FTIR spectrosco

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17

NEDA, I., T. KAUKORAT, A. FISCHER та P. G. JONES. "ChemInform Abstract: Synthesis and Conformational Analysis of an Amino-Substituted 5-Bromo- 5-nitro-1,3,2λ4-dioxaphosphorinane Derivative (IV) by Single Crystal X-Ray Structure Analysis." ChemInform 25, № 35 (2010): no. http://dx.doi.org/10.1002/chin.199435215.

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18

Bond, Andrew D., Delia A. Haynes, and Jeremy M. Rawson. "Structural studies of dithiatetrazocines: X-ray crystal structures of the symmetric dithiatetrazocines p-XC6H4CN4S2CC6H4X [X = NO2, Br] and the first unsymmetric dithiatetrazocine, p-BrC6H4CN4S2CC6H4NO2." Canadian Journal of Chemistry 80, no. 11 (2002): 1507–17. http://dx.doi.org/10.1139/v02-159.

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Oxidation of equimolar amounts of [p-BrC6H4CNSSN]Cl and [p-O2NC6H4CNSSN]Cl with elemental O2 in the presence of Ph3Sb in MeCN yields a mixture of the symmetric dithiatetrazocines, O2NC6H4CN4S2CC6H4NO2 (1) and BrC6H4CN4S2CC6H4Br (2) as well as the unsymmetrically substituted derivative BrC6H4CN4S2CC6H4NO2 (3). The structures of compounds 13 are determined by X-ray diffraction: 1 crystallizes in the monoclinic space group P21/c (a = 8.6397(4), b = 5.8359(4), c = 14.9767(11) Å, β = 92.088(4)°) with half a molecule in the asymmetric unit; 2 crystallizes in the triclinic space group P[Formula: see

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19

Yadav, Yadav, Manisha Negi, Ranjit Singh, and ,. Sanjay Singh. "Design, Synthesis and Characterization Of Benzofuran Derivatives For Anti-Bacterial Activity – A Research Article." Cuestiones de Fisioterapia 54, no. 1 (2025): 645–56. https://doi.org/10.48047/2jxp1j63.

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Many compounds are produced by different modifications of the benzofuran moiety, and each of those molecules exhibits a wide range of biological activity. New benzofuran derivatives (M5a-M5t) were produced using various reagents and techniques. The benzofuran derivatives (M5a-M5t) were made by combining 7-chlorobenzofuran-3-yl hydrazine and 5-nitrobenzofuran-3-yl)hydrazine with various benzaldehydes, such as 2-chloro, 4-Chloro, 4-Nitro, 2-Nitro, 4-Fluoro, 3-Methoxy, 4-bromo, 3-Bromo, 3-Chloro and 3-Nitrobenzaldehyde were used.

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20

Hrabovský, Ján, Jaroslav Kováč, and Mária Kaprinayová. "5-Nitro-2-thienylvinylation. Preparation of 2-substituted 1-(5-nitro-2-thienyl)ethylenes." Collection of Czechoslovak Chemical Communications 51, no. 5 (1986): 1127–32. http://dx.doi.org/10.1135/cccc19861127.

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The preparation of 2-substituted 1-(5-nitro-2-thienyl)-ethylenes based on the reaction of (Z)-2-bromo-1-(5-nitro-2-thienyl)ethylene with aromatic or heteroaromatic compounds in the presence of aluminum chloride is described. The structure of the derivatives prepared was investigated by means of 1H NMR and UV spectra and dipole moments measurement.

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21

Pham, Chien Thang, Dinh Hung Mac, and Thai Thanh Thu Bui. "Crystal structures of 2-(2-bromo-5-fluorophenyl)-8-ethoxy-3-nitro-2H-thiochromene and 2-(2-bromo-5-fluorophenyl)-7-methoxy-3-nitro-2H-thiochromene." Acta Crystallographica Section E Crystallographic Communications 75, no. 11 (2019): 1783–86. http://dx.doi.org/10.1107/s2056989019014178.

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Two thiochromene compounds containing Br and F atoms, namely 2-(2-bromo-5-fluorophenyl)-8-ethoxy-3-nitro-2H-thiochromene (C17H13BrFNO3S, A) and 2-(2-bromo-5-fluorophenyl)-7-methoxy-3-nitro-2H-thiochromene (C16H11BrFNO3S, B), were prepared via the condensation reaction between 2-mercaptobenzaldehyde and nitrostyrene derivatives. In both compounds, the thiochromene plane is almost perpendicular to the phenyl ring. In the structure of A, molecules are assembled via π–π stacking and C—H...O and C—F...π interactions. In the crystal packing of B, molecules are linked by C—H...F, C—H...O, C—H...π and

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22

Dobre, Adela F., Augustin M. Madalan, and Petre Ionita. "The Crystal Structures of Some Bromo-Derivatives of the DPPH Stable Free Radical." Molbank 2024, no. 3 (2024): M1880. http://dx.doi.org/10.3390/m1880.

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Bromination of the 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical with bromine or N-bromo-succinimide (NBS) affords a complex mixture of bromo- and nitro-derivatives of the starting material. In this study, by chromatographic separation, most of the reaction products were isolated. Suitable crystals for X-ray measurements were obtained and characterized for the compounds 2-p-bromophenyl-2-phenyl-1-picrylhydrazyl free radical (Br-DPPH), 2-p-bromophenyl-2-phenyl-1-picrylhydrazine (Br-DPPH-H), and 2,2-(p-bromophenyl)-1-(2-bromo-4,6-dinitrophenyl)hydrazine (Br2-DPPBr-H).

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23

Špirková, Katarína, Rudolf Kada, Jaroslav Kováč, Viera Knoppová, Miroslav Dzuroška, and Margita Margušová. "A study of reactions of 5-substituted furfurylidene derivatives with secondary amines." Collection of Czechoslovak Chemical Communications 50, no. 2 (1985): 459–69. http://dx.doi.org/10.1135/cccc19850459.

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The paper describes preparation of 5-bromo-, 5-nitro-, 5-phenylsulphonyl-, and 5-phenylthio-2-furfurylidene derivatives and investigation of their reactions with N-phenylpiperazine, morpholine, piperidine, and pyrrolidine. Kinetics of the reactions have been followed, and UV, IR, and 1H NMR spectra of the compounds produced are interpreted.

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24

Marcovicz, Camila, Guilherme dos Anjos Camargo, Bianca Scharr, et al. "Schistosomicidal evaluation of synthesized bromo and nitro chalcone derivatives." Journal of Molecular Structure 1258 (June 2022): 132647. http://dx.doi.org/10.1016/j.molstruc.2022.132647.

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25

Fornasieri, Giulia, Frédéric Guittard, and Serge Géribaldi. "Nitro and bromo derivatives of a highly fluorinated thiobenzoate." Liquid Crystals 31, no. 4 (2004): 491–95. http://dx.doi.org/10.1080/02678290410001667353.

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26

Edder, Youssef, Issam Louchachha, Abdelmajid Faris, et al. "Synthesis of Novel Nitro-Halogenated Aryl-Himachalene Sesquiterpenes from Atlas Cedar Oil Components: Characterization, DFT Studies, and Molecular Docking Analysis against Various Isolated Smooth Muscles." Molecules 29, no. 12 (2024): 2894. http://dx.doi.org/10.3390/molecules29122894.

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We report the synthesis of two novel halogenated nitro-arylhimachalene derivatives: 2-bromo-3,5,5,9-tetramethyl-1-nitro-6,7,8,9-tetrahydro-5H-benzo[7]annulene (bromo-nitro-arylhimachalene) and 2-chloro-3,5,5,9-tetramethyl-1,4-dinitro-6,7,8,9-tetrahydro-5H-benzo[7]annulene (chloro-dinitro-arylhimachalene). These compounds were derived from arylhimachalene, an important sesquiterpene component of Atlas cedar essential oil, via a two-step halogenation and nitration process. Characterization was performed using 1H and 13C NMR spectrometry, complemented by X-ray structural analysis. Quantum chemica

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Kerr, Jamie R., Laurent Trembleau, John M. D. Storey, James L. Wardell, and William T. A. Harrison. "Crystal structures of four indole derivatives as possible cannabinoid allosteric antagonists." Acta Crystallographica Section E Crystallographic Communications 71, no. 6 (2015): 654–59. http://dx.doi.org/10.1107/s2056989015008476.

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The crystal structures of four indole derivatives with various substituents at the 2-, 3- and 5-positions of the ring system are described, namely, ethyl 3-(5-chloro-2-phenyl-1H-indol-3-yl)-3-phenylpropanoate, C25H22ClNO2, (I), 2-bromo-3-(2-nitro-1-phenylethyl)-1H-indole, C16H13BrN2O2, (II), 5-methoxy-3-(2-nitro-1-phenylethyl)-2-phenyl-1H-indole, C23H20N2O3, (III), and 5-chloro-3-(2-nitro-1-phenylethyl)-2-phenyl-1H-indole, C22H17ClN2O2, (IV). The dominant intermolecular interaction in each case is an N—H...O hydrogen bond, which generates either chains or inversion dimers. Weak C—H...O, C—H...

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Song, Kwang, Sunwoo Lee, and Jaerim Park. "Palladium-Catalyzed Decarboxylative Coupling Reactions of Propiolic Acid Derivatives and Arylsulfonyl Hydrazide." Synthesis 50, no. 16 (2018): 3197–204. http://dx.doi.org/10.1055/s-0036-1591596.

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Arylsulfonyl hydrazides were employed as coupling partners for the decarboxylative coupling reaction of propiolic acid derivatives. When the reaction was conducted using Pd(TFA)2 (1.0 mol%), dppp (1.0 mol%), and Cu(OAc)2 (2.4 equiv) in DMF at 100 °C for 0.5 hour, the desired coupled products were formed in moderate to good yields. The reaction showed good tolerance toward functional groups such as ester, ketone, cyano, nitro, chloro, and bromo groups.

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Gawron, Katarzyna, Dorota G. Piotrowska, Graciela Andrei, Dominique Schols, Robert Snoeck, and Iwona E. Głowacka. "Synthesis, Antiviral and Cytostatic Activity of New Series of Naphthalimide Derivatives." Acta Poloniae Pharmaceutica - Drug Research 80, no. 5 (2023): 775–93. http://dx.doi.org/10.32383/appdr/171434.

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A new series of N-(diethylphosphonoalkyl)-1,8-naphthalimides were synthesized via direct reaction of 1,8-naphthalic anhydride or its 3-nitro- and 4-bromo- derivatives with selected ɷ-aminoalkylphosphonates and evaluated against a broad-spectrum of viruses as well as for their cytostatic properties toward selected cell lines. N-(diethylphosphonomethyl)-3-nitro-1,8-naphthalimide 15a exhibited inhibitory activity toward coxsackie virus B4 in Vero cells (EC50 = 9.45 μM), whereas 3-nitro-1,8-naphthalimides 15b and 15d containing short 2-carbon linker showed moderate activity against herpes simplex

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Poulain, Agnieszka, Maciej Kubicki, and Claude Lecomte. "Isomorphism and solid solution as shown by an accurate high-resolution diffraction experiment." Acta Crystallographica Section B Structural Science, Crystal Engineering and Materials 70, no. 6 (2014): 973–82. http://dx.doi.org/10.1107/s2052520614021325.

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High-resolution crystal structure determination and spherical and multipolar refinement enabled an organic solid solution of 1-(4′-chlorophenyl)-2-methyl-4-nitro-1H-imidazole-5-carbonitrile and 5-bromo-1-(4′-chlorophenyl)-2-methyl-4-nitro-1H-imidazole to be found, which would not normally be revealed using only standard resolution data (ca0.8 Å), as the disordered part is only visible at high resolution. Therefore, this new structure would have been reported as just another polymorphic form, even more reasonably as isostructural with other derivatives. To the best of our knowledge this is the

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31

Perz, Martyna, Daria Szymanowska, Tomasz Janeczko, and Edyta Kostrzewa-Susłow. "Antimicrobial Properties of Flavonoid Derivatives with Bromine, Chlorine, and Nitro Group Obtained by Chemical Synthesis and Biotransformation Studies." International Journal of Molecular Sciences 25, no. 10 (2024): 5540. http://dx.doi.org/10.3390/ijms25105540.

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The search for new substances of natural origin, such as flavonoids, is necessary in the fight against the growing number of diseases and bacterial resistance to antibiotics. In our research, we wanted to check the influence of flavonoids with chlorine or bromine atoms and a nitro group on pathogenic and probiotic bacteria. We synthesized flavonoids using Claisen–Schmidt condensation and its modifications, and through biotransformation via entomopathogenic filamentous fungi, we obtained their glycoside derivatives. Biotransformation yielded two new flavonoid glycosides: 8-amino-6-chloroflavone

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32

Boncel, Sławomir, Kinga Saletra, Barbara Hefczyc, and Krzysztof Z. Walczak. "Michael-type addition of azoles of broad-scale acidity to methyl acrylate." Beilstein Journal of Organic Chemistry 7 (February 8, 2011): 173–78. http://dx.doi.org/10.3762/bjoc.7.24.

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An optimisation of Michael-type addition of azole derivatives of broad-scale acidity – ranging from 5.20 to 15.00 pK a units – namely 4-nitropyrazole, 3,5-dimethyl-4-nitropyrazole, 4(5)-nitroimidazole, 4,5-diphenylimidazole, 4,5-dicyanoimidazole, 2-methyl-4(5)-nitroimidazole, 5(4)-bromo-2-methyl-4(5)-nitroimidazole and 3-nitro-1,2,4-triazole to methyl acrylate as an acceptor was carried out. The optimisation process involved the use of an appropriate basic catalyst (DBU, DIPEA, NaOH, NaH, TEDA), a donor/base/acceptor ratio and the reaction temperature. The reactions were performed in DMF as so

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33

Farhan, Muthanna S., Tuka Hassan Abd-Elhussain, and Azhar Mahdi Jasim. "Synthesis and preliminary antimicrobial evaluation of new 7-amino-4-methyl-coumarin thiazolidinone conjugates." Pharmacia 71 (October 3, 2024): 1–6. http://dx.doi.org/10.3897/pharmacia.71.e131859.

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As a part of our ongoing project on the design and synthesis of new 4-thiazolidinone derivatives with antimicrobial activity, four new 4-thiazolidinone derivatives carrying bromo, nitro, methyl, and chloro groups on the benzene ring were synthesized by starting with the 7-amino-4-methylcoumarin moiety, linking coumarin with various phenyl isothiocynate to form the thiourea group, and then cyclizing the derivatives, characterized by IR and 1HNMR, and assayed in vitro for their antimicrobial activity against Gram positive and Gram negative bacteria and fungi. Overall, 2-(4-methyl-2-oxo-2H-chrome

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Farhan, Muthanna S., Tuka Hassan Abd-Elhussain, and Azhar Mahdi Jasim. "Synthesis and preliminary antimicrobial evaluation of new 7-amino-4-methyl-coumarin thiazolidinone conjugates." Pharmacia 71 (October 3, 2024): 1–6. https://doi.org/10.3897/pharmacia.71.e131859.

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As a part of our ongoing project on the design and synthesis of new 4-thiazolidinone derivatives with antimicrobial activity, four new 4-thiazolidinone derivatives carrying bromo, nitro, methyl, and chloro groups on the benzene ring were synthesized by starting with the 7-amino-4-methylcoumarin moiety, linking coumarin with various phenyl isothiocynate to form the thiourea group, and then cyclizing the derivatives, characterized by IR and 1HNMR, and assayed <i>in vitro</i> for their antimicrobial activity against Gram positive and Gram negative bacteria and fungi. Overall, 2-(4-methyl-2-oxo-2H

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Godinho, Patrícia I. C., Paula Pérez-Ramos, Yaiza Gabasa, et al. "Halogenated 3-Nitro-2H-Chromenes as Potential Agents Against Multidrug-Resistant Bacteria." Antibiotics 14, no. 3 (2025): 218. https://doi.org/10.3390/antibiotics14030218.

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Introduction/Objectives: Nosocomial infections caused by S. aureus and S. epidermidis resistant strains are an important cause of morbidity and mortality worldwide. Due to the increasing rate of resistance to conventional antibiotics, the discovery of new antibiotic drugs is crucial to keep pace with the evolution of these pathogenic bacterial species. Methods: The 3-nitro-2H-chromene moiety is present in several compounds with potent antibacterial activity; based on these previous studies, we report herein the synthesis of 20 new 2-aryl-3-nitro-2H-chromene derivatives and the evaluation of th

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Al-Soud, Yaseen A., Ala’a H. Al-Ahmad, Luay Abu-Qatouseh, et al. "Nitroimidazoles Part 9. Synthesis, molecular docking, and anticancer evaluations of piperazine-tagged imidazole derivatives." Zeitschrift für Naturforschung B 76, no. 5 (2021): 293–302. http://dx.doi.org/10.1515/znb-2020-0200.

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Abstract New piperazine-tagged imidazole derivatives were synthesized via reaction of 1-alkyl/aryl-5-bromo-2-alkyl-4-nitro-1H-imidazoles 1–3 with piperazine nucleophiles. Nine selected compounds were assessed for their antiproliferative inhibition potency against five human cancer cell lines (MCF-7, PC3, Du145, HepG2 and Dermal/Fibroblast). Compounds 7 and 10 are the most potent anticancer agents on HepG2 cell line with IC50 values of (5.6 ± 0.5 µm) and (29.6 ± 7.6 µm) respectively, and on MCF-7 with IC50 values of (32.1 ± 5.6 µm) and (46.2 ± 8.2 µm) respectively. The molecular docking of comp

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37

Perz, Martyna, Agnieszka Krawczyk-Łebek, Monika Dymarska, Tomasz Janeczko, and Edyta Kostrzewa-Susłow. "Biotransformation of Flavonoids with -NO2, -CH3 Groups and -Br, -Cl Atoms by Entomopathogenic Filamentous Fungi." International Journal of Molecular Sciences 24, no. 11 (2023): 9500. http://dx.doi.org/10.3390/ijms24119500.

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Combining chemical and microbiological methods using entomopathogenic filamentous fungi makes obtaining flavonoid glycosides possible. In the presented study, biotransformations were carried out in cultures of Beauveria bassiana KCH J1.5, Isaria fumosorosea KCH J2, and Isaria farinosa KCH J2.6 strains on six flavonoid compounds obtained in chemical synthesis. As a result of the biotransformation of 6-methyl-8-nitroflavanone using the strain I. fumosorosea KCH J2, two products were obtained: 6-methyl-8-nitro-2-phenylchromane 4-O-β-D-(4″-O-methyl)-glucopyranoside and 8-nitroflavan-4-ol 6-methyle

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Wu, Shouting, Xi Liang, Fang Luo, et al. "Synthesis, Crystal Structure and Bioactivity of Phenazine-1-carboxylic Acylhydrazone Derivatives." Molecules 26, no. 17 (2021): 5320. http://dx.doi.org/10.3390/molecules26175320.

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A phenazine-1-carboxylic acid intermediate was synthesized from the reaction of aniline and 2-bromo-3-nitro-benzoic acid. It was then esterified and reacted with hydrazine hydrate to afford phenazine-1-carboxylic hydrazine. Finally, 10 new hydrazone compounds 3a–3j were obtained by the condensation reaction of phenazine-1-carboxylic acid hydrazide and the respective aldehyde-containing compound. The structures were characterized by 1H and 13C NMR spectroscopy, MS and single crystal X-ray diffraction. The antitumor activity of the target compounds in vitro (HeLa and A549) was determined by thia

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Hankovszky, H. Olga, Kálmán Hideg, M. Judit Lovas, et al. "Synthesis and reaction of ortho-fluoronitroaryl nitroxides. Novel versatile synthons and reagents for spin-labelling studies." Canadian Journal of Chemistry 67, no. 9 (1989): 1392–400. http://dx.doi.org/10.1139/v89-214.

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2-Flurophenyl- and 2,5-bis(fluorophenyl)pyrrolidin-1-oxyls (2 and 6) were synthesized from the corresponding nitrones 1,4, and 5 with the Grignard reagent prepared from 1-bromo-4-fluorobenzene. The reaction of 2,2,5,5-tetramethyl-3-formyl-3-pyrrolin-1-oxyl (8) with (4-FC6H4)2Cd gave 2,2,5,5-tetramethyl-3-(α-hydroxy-4-fluorobenzyl)-3-pyrrolin-1-oxyl (9), which was oxidized with MnO2 to 2,2,5,5-tetramethyl-3-(4-fluorobenzoyl)-3-pyrrolin-1-oxyl (10). The aryl nitroxides 2, 6, and 10 were nitrated with concentrated H2SO4/HNO3 to ortho-fluoronitrophenyl compounds 3, 7, and 11. The fluoro nitro deri

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40

Ha, S. T., and Y. W. Low. "Synthesis and Phase Transition Behaviours of New Chalcone Derivatives." Journal of Chemistry 2013 (2013): 1–6. http://dx.doi.org/10.1155/2013/943723.

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A series of new chalcone derivatives with a general formula of C11H27COOC6H4COCH=CHC6H4X where X=F, Cl, Br, and NO2were well synthesized and crystallized from organic solution. The physical properties as well as the chemical formulations of these compounds were determined by spectroscopic techniques (FTIR, and1H and13C NMR). Differential scanning calorimetry (DSC) and polarizing optical microscopy (POM) techniques were employed to study their transition temperatures and mesophase characteristics. DSC thermograms of compounds with fluoro and nitro substituents displayed direct isotropization an

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41

Archie, Sabrina Rahman, Biplab Kumar Das, Md Shahadat Hossain, Uttom Kumar, and Abu Shara Shamsur Rouf. "SYNTHESIS AND ANTIOXIDANT ACTIVITY OF 2-SUBSTITUTED-5-NITRO BENZIMIDAZOLE DERIVATIVES." International Journal of Pharmacy and Pharmaceutical Sciences 9, no. 1 (2016): 308. http://dx.doi.org/10.22159/ijpps.2017v9i1.14972.

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<p><strong>Objective: </strong>This study was conducted to synthesise some 2-substituted-5-nitro benzimidazole derivatives to evaluate their antioxidant activity.</p><p><strong>Methods: </strong>The titled compounds were synthesised by sodium metabisulfite mediated reaction of 4-nitro-1, 2-phenylenediamine with a number of <em>para</em>-substituted benzaldehydes. The antioxidant activity was evaluated by 2, 2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging method.</p><p><strong>Results: </strong>All the comp

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42

Ammar Ferman Abbood. "Synthesis, Characterization and Molecular Docking Study of New 1,3,4-Thiadiazole Derivatives." Journal of Wasit for Science and Medicine 17, no. 3 (2024): 26–38. http://dx.doi.org/10.31185/jwsm.503.

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In this study, a series of 5-(5-{(Z)-[(4-R1)methylidene]amino}-1,3,4-thiadiazol-2-yl)benzene-1,2,3-triol (L1-3), and 4-(5-{(Z)-[(4-R1)methylidene]amino}-1,3,4-thiadiazol-2-yl)benzene-1,2-diol (L4-6) compounds were synthesized, where R1 = 4-Nitro, 4-bromo, 4-chloro. The reaction between benzoic acid derivatives and hydrazinecarbothioamide in the basic medium gave the intended products with high yield and purity. The preparation of the compounds was confirmed by spectroscopic measurements in addition to physical properties. The biological properties of the prepared compounds were studied by mole

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43

KINOSHITA, T., Y. WATANABE, S. NAKAO, and S. FURUKAWA. "ChemInform Abstract: Pyrimidine Derivatives. Part 9. Synthesis of Bromo-Substituted 5-Nitro- 2,4(1H,3H)-pyrimidinedione Derivatives." ChemInform 24, no. 20 (2010): no. http://dx.doi.org/10.1002/chin.199320232.

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Abdullah, Asmaa M., Abdull Jabar Kh Attia, and Sergei N. Shtykov. "Synthesis and Characterization of Novel Benzimidazole Derivatives using CdO NPs and their Application as Antibacterial and Antifungal Agents." Al-Mustansiriyah Journal of Science 35, no. 4 (2024): 52–63. https://doi.org/10.23851/mjs.v35i4.1572.

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Background: Benzimidazoles are a class of compounds characterized by a fusion of benzene and imidazole rings. This unique structure endows them with a broad spectrum of biological activities, making them invaluable in medicinal and pharmaceutical research. The benzene ring provides aromatic stability, while the imidazole ring offers a site for various chemical modifications, enhancing their versatility and functionality. Benzimidazoles are known for their diverse pharmacological properties, including antimicrobial, antiviral, anticancer, anti-inflammatory, and antiparasitic. Objective: Synthes

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Nagarsha, K. M., T. M. Sharanakumar, D. Ramesh, et al. "NOVEL SYNTHESIS, CHARACTERIZATION AND ANTIMICROBIAL ACTIVITY OF N-(5BROMO-2-(5-PHENYL1,3,4-OXADIAZOL-2-YL)NAPHTHA[2,1-B]FURAN-1- YL)ACETAMIDE AND N-(5-NITRO-2-(5-PHENYL-1,3,4- OXADIAZOL-2-YL)NAPHTHA[2,1-BFURAN-1-YL]ACETAMIDE AND THEIR DERIVATIVES." RASAYAN Journal of Chemistry 16, no. 01 (2023): 167–75. http://dx.doi.org/10.31788/rjc.2023.1618088.

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The novel derivatives of naphtho-furan such N-(5bromo-2-(5-phenyl-1,3,4-oxadiazol-2-yl)naphtha[2,1-b]furan-1- yl)acetamide (8), N-(5-bromo-2-(hydrazinecarbonyl)naphtha[2,1-b]furan-1-yl]acetamide (7), ethyl-1-acetamido-5- bromonaphtho[2,1-b]furan-2-carboxylate (6), N-(5-nitro-2-(5-phenyl-1,3,4-oxadiazol-2-yl)naphtha[2,1-bfuran-1- yl]acetamide (5),N-(2-(hydrazinecarbonyl)-5-nitronaphtho[2,1-b]furan-1-yl)acetamide (4), ethyl-1-acetamido-5- nitrpnaphtho[2,1-b]furan-2-carboxylate (3), are prepared by ethyl-1-acetamidonaphtho[2,1-b]furan-2-carboxyate and ethyl 1-aminonaphtho[2,1-b]furan-2-carboxylat

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Kos, Jiri, Gilles Degotte, Dominika Pindjakova, et al. "Insights into Antimalarial Activity of N-Phenyl-Substituted Cinnamanilides." Molecules 27, no. 22 (2022): 7799. http://dx.doi.org/10.3390/molecules27227799.

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Due to the urgent need of innovation in the antimalarial therapeutic arsenal, a series of thirty-seven ring-substituted N-arylcinnamanilides prepared by microwave-assisted synthesis were subjected to primary screening against the chloroquine-sensitive strain of P. falciparum 3D7/MRA-102. The lipophilicity of all compounds was experimentally determined as the logarithm of the capacity factor k, and these data were subsequently used in the discussion of structure-activity relationships. Among the screened compounds, fourteen derivatives exhibited IC50 from 0.58 to 31 µM, whereas (2E)-N-(4-bromo-

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S., CHAURASIA, and S.D. SRIVASTAVA (Mrs.). "Synthesis and Biological Evaluation of some Novel N-2-(Phenoxy /bromo/nitro/methyl/naphthoxy and substituted-phenoxy)- acetylphenothiazine." Journal of Indian Chemical Society Vol. 68, Feb 1991 (1991): 106–7. https://doi.org/10.5281/zenodo.6134569.

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Department of Chemistry, Doctor Hari Singh Gour Vishwavidyalaya,Sagar-470 003 <em>Manuscript received 21 September 1989, revised 12 December 1990, accepted 11 February 1991</em> PHENOXY- and naphthoxyacetic acids and their various derivatives have been reported to possess a wide spectrum of biological activities<sup>1</sup>. These results prompted us to undertake the synthesis of the title compounds and to screen their anthelmintic activity.

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Tomczyk, Mateusz D., Anna Byczek-Wyrostek, Klaudia Strama, Martyna Wawszków, Przemysław Kasprzycki та Krzysztof Z. Walczak. "Anticancer Activity and Topoisomerase II Inhibition of Naphthalimides with ω-Hydroxylalkylamine Side-Chains of Different Lengths". Medicinal Chemistry 15, № 5 (2019): 550–60. http://dx.doi.org/10.2174/1573406414666180912105851.

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Background: The substituted 1,8-Naphthalimides (1H-benzo[de]isoquinoline-1,3(2H)- diones) are known as DNA intercalators stabilizing DNA-Topoisomerase II complexes. This interaction disrupts the cleavage-relegation equilibrium of Topo II, resulting in formation of broken strands of DNA. Objective: To investigate the influence of type of substituents and substitution positions in 1,8- naphthalimde skeleton on the inhibition of Topoisomerase II activity. Methods: The starting 1,8-naphthalimide were prepared from acenaphthene by introduction of appropriate substituents followed by condensation wi

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Cobo, Antonio, Alfonso Alejo-Armijo, Daniel Cruz, Joaquín Altarejos, Sofía Salido, and Elena Ortega-Morente. "Halogenated Analogs to Natural A-Type Proanthocyanidins: Evaluation of Their Antioxidant and Antimicrobial Properties and Possible Application in Food Industries." Molecules 29, no. 15 (2024): 3622. http://dx.doi.org/10.3390/molecules29153622.

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A description of new antimicrobial agents suitable for food industries has become necessary, and natural compounds are being considered as promising sources of new active derivatives to be used with the aim of improving food safety. We have previously described desirable antimicrobial and antibiofilm activities against foodborne bacteria by analogs to A-type proanthocyanidins (PACs) with a nitro (NO2) group at carbon 6 of the A-ring. We report herein the synthesis of eight additional analogs with chloro and bromo atoms at the A-ring and the systematic study of their antimicrobial and antioxida

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Sobiak, Stanisław. "Reaction of 4-Bromo-2-methyl-5-nitro-1-phenacylimidazole Derivatives with Morpholine, Pyrrolidine and Piperidine." Synthetic Communications 28, no. 14 (1998): 2703–11. http://dx.doi.org/10.1080/00397919808004841.

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