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Journal articles on the topic '2 amino thiazole / 2 amino -6 methyl Pyridine'

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Published: 5 June 2025

Last updated: 2 August 2025

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1

Beuchel, Andreas, Richard Goddard, Peter Imming, and Rüdiger W. Seidel. "A solid solution of ethyl and d 3-methyl 2-[(4-methylpyridin-2-yl)amino]-4-(pyridin-2-yl)thiazole-5-carboxylate." Acta Crystallographica Section E Crystallographic Communications 76, no. 8 (2020): 1255–59. http://dx.doi.org/10.1107/s2056989020008956.

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The synthesis of ethyl 2-[(4-methylpyridin-2-yl)amino)-4-(pyridin-2-yl)thiazole- 5-carboxylate via the Hantzsch reaction and partial in situ transesterification during recrystallization from methanol-d 4 to the d 3-methyl ester, resulting in the title solid solution, ethyl 2-[(4-methylpyridin-2-yl)amino)-4-(pyridin-2-yl)thiazole-5-carboxylate–d 3-methyl 2-[(4-methylpyridin-2-yl)amino)-4-(pyridin-2-yl)thiazole-5-carboxylate (0.88/0.12), 0.88C17H16N4O2S·0.12C16D3H11N4O2S, is reported. The refined ratio of ethyl to d 3-methyl ester in the crystal is 0.880 (6):0.120 (6). The pyridine ring is signi

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2

Dotsenko, Victor V., Nawras T. Jassim, Azamat Z. Temerdashev, Zainab R. Abdul-Hussein, Nicolai A. Aksenov, and Inna V. Aksenova. "New 6′-Amino-5′-cyano-2-oxo-1,2-dihydro-1′H-spiro[indole-3,4′-pyridine]-3′-carboxamides: Synthesis, Reactions, Molecular Docking Studies and Biological Activity." Molecules 28, no. 7 (2023): 3161. http://dx.doi.org/10.3390/molecules28073161.

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The purpose of this work was to prepare new isatin- and monothiomalondiamide-based indole derivatives, as well as to study the properties of the new compounds. The four-component reaction of 5-R-isatins (R = H, CH3), malononitrile, monothiomalonamide (3-amino-3-thioxo- propanamide) and triethylamine in hot EtOH yields a mixture of isomeric triethylammonium 6′-amino-3′-(aminocarbonyl)-5′-cyano-2-oxo-1,2-dihydro-1′H- and 6′-amino-3′-(aminocarbonyl)- 5′-cyano-2-oxo-1,2-dihydro-3′H-spiro[indole-3,4′-pyridine]-2′-thiolates. The reactivity and structure of the products was studied. We found that oxi

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3

Harnden, MR, and DT Hurst. "The Chemistry of Pyrimidinethiols. III. The Synthesis of Some Substituted Pyrimidinthiols and Some Thiazolo[5,4-D]pyrimidines." Australian Journal of Chemistry 43, no. 1 (1990): 55. http://dx.doi.org/10.1071/ch9900055.

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The preparation of a number of pyrimidinethiols and (substituted) thiopyrimidines has been carried out. The reaction of 5-acetylamino-2-aminopyrimidine-4,6-diol with phosphorus penta -sulfide in pyridine gave 5-amino-2-methylthiazolo[5,4-d]pyrimidine-7-thiol which was used to prepare several additional novel pyrimidine derivatives. Hydrolysis of the 4-carboxymethylthio derivative by using 5M hydrochloric acid gave 2,5-diamino-6-mercaptopyrimidin-4-ol hy -drochloride whilst hydrolysis of 2-methyl-7-methylthiothiazolo[5,4-d]pyrimidin-5-amine gave the corresponding 4-hydroxy derivative. Several 4

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4

Kudikala, Sadanandam, Pinnoju Prasad, S. K. Manasa, and Sarasija Madderla. "Synthesis and Anticancer Activity of New 2-methylquinoline with Pyridine, Thiazole and Pyrazole Derivatives." Research Journal of Chemistry and Environment 28, no. 12 (2024): 31–41. https://doi.org/10.25303/2812rjce031041.

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This work presents a novel class of 2-methylquinoline derivatives that combine pyridine, thiazole, pyrazole ring systems. The precursor 1-(2-methylquinolin-3-yl) ethanone (1) is combined with aldehydes, malononitrile and ethyl cyanoacetate in a one-pot synthesis to produce 2-amino-6-(2-methylquinolin-3-yl)-4-phenylpyridine hybrids 2 and 3. Synthetic approaches to the (E)-1-(1-(2-methylquinolin-3-yl) ethylidene) hybrids 5, 6, to treat 1 with thiosemicarbazide and 1-chloropropan-2-one and to get 7, 8, the compound 1 is treated with bromine and thiourea. Then by using 2-chloroacetyl chloride and

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5

Sabreen, A. Kamal. "In Vitro Antifunal Potential of Morganella morganii and Determination of its Chemical Composition by Gas ChromatographyMass Spectrometry." International Journal of Current Pharmaceutical Review and Research 8, no. 2 (2017): 99–113. https://doi.org/10.5281/zenodo.12677764.

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Bioactives were analyzed using gas chromatography-mass spectroscopy (GC-MS) techniques, then the in vitroantibacterial and antifungal activity of the methanolic extract was evaluated. GC-MS analysis of Morganella morganiirevealed the existence of the Tricyclo[4.3.1.1(3.8)]undecan-1-amine, 3-Methoxybenzaldehyde semicarbazone,carboxaldehyde , 1-methyl-,oxime ,(Z)-(+), 1,5,5-Trimethyl-6-methylene-cyclohexene, 4-(2,5-Dihydro-3-methoxyphenyl)butylamine, Paromomycin , 9-Borabicyclo[3.31]nonane , 9-mercapto-, Benzenemethanol , 2-(2-aminopropoxy)-3-methyl, Acetamide , N-(6-acetylaminobenzothiazol-2-yl

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6

Sajjad Saad Zghair, Sahar Sarhan Thajeel, and Imad Hadi Hameed. "Characterization of antimicrobial secondary metabolites produced by Klebsiella pneumoniae and screening of its bioactive natural compounds using gas chromatography-mass spectrometry (GC-MS)." International Journal of Life Science Research Archive 5, no. 1 (2023): 076–89. http://dx.doi.org/10.53771/ijlsra.2023.5.1.0071.

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Microbial secondary metabolites are low molecular mass products with unusual structures. The structurally diverse metabolites show a variety of biological activities like antimicrobial agents. Thirty nine bioactive compounds were identified in the methanolic extract of Klebsiella pneumoniae. GC-MS analysis of Klebsiella pneumoniae revealed the existence of the Tricyclo[4.3.1.1(3.8)]undecan-1-amine, 3-Methoxybenzaldehyde semicarbazone, carboxaldehyde , 1-methyl-,oxime ,(Z)-(+), 1,5,5-Trimethyl-6-methylene-cyclohexene, 4-(2,5-Dihydro-3-methoxyphenyl)butylamine, Paromomycin , 9-Borabicyclo[3.31]n

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7

Gayatri, Kumari. "A Study on X-ray Diffraction of some newly synthesized copper (II) complexes of Mannich bases derived from Thiazole and Pyridine Moieties." Chemistry Research Journal 9, no. 1 (2024): 147–51. https://doi.org/10.5281/zenodo.11275998.

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<strong>Abstract </strong> Three new copper (II) complexes of Mannich bases; p-hydroxybenzylidene-2-aminothiazole and p-hydroxybenzylidene-2-amino-6-methylpyridine have been synthesized and characterized by elemental analyses, magnetic measurements, IR, electronic and ESR spectral studies<sup>1</sup>. In the present paper, the X-ray diffraction analysis of these newly synthesized complexes have been investigated for their powder microcrystalline structure. The values of sin<sup>2</sup>θ (observed and calculated), interplanar spacings (d), relative intensities and hkl values of different

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8

Sun, Hao, and Volker Neugebauer. "mGluR1, but not mGluR5, activates feed-forward inhibition in the medial prefrontal cortex to impair decision making." Journal of Neurophysiology 106, no. 2 (2011): 960–73. http://dx.doi.org/10.1152/jn.00762.2010.

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Cognitive flexibility depends on the integrity of the prefrontal cortex (PFC). We showed previously that impaired decision making in pain results from amygdala-driven inhibition of medial PFC neurons, but the underlying mechanisms remain to be determined. Using whole cell patch clamp in rat brain slices and a cognitive behavioral task, we tested the hypothesis that group I metabotropic glutamate receptors (mGluRs) activate feed-forward inhibition to decrease excitability and output function of PFC pyramidal cells, thus impairing decision making. Polysynaptic inhibitory postsynaptic currents (I

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9

Sundaraganesan, N., C. Meganathan, and Mustafa Kurt. "Molecular structure and vibrational spectra of 2-amino-5-methyl pyridine and 2-amino-6-methyl pyridine by density functional methods." Journal of Molecular Structure 891, no. 1-3 (2008): 284–91. http://dx.doi.org/10.1016/j.molstruc.2008.03.051.

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10

Xue, Xiaoyan, Xia Chen та Hongbo Tong. "Dichloridobis{6-methyl-2-[(trimethylsilyl)amino]pyridine-κN1}cobalt(II)". Acta Crystallographica Section E Structure Reports Online 65, № 8 (2009): m957. http://dx.doi.org/10.1107/s1600536809027937.

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11

Sibdas, Ray, and Ghosh Sukla. "A one-pot synthesis of alkyl 5-amino-2-mercaptothiazole-4-carboxylates and sulphur-Claisen type rearrangement reactions of the corresponding S-allyl/ propargyl compounds." Journal of Indian Chemical Society Vol. 80, Nov 2003 (2003): 1037–43. https://doi.org/10.5281/zenodo.5839781.

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Department of Chemistry, University of Calcutta, University College of Science, Kolkata-700 009, India <em>E-mail : </em>sibdas02@yahoo.co.in <em>Manuscript received 5 September 2003</em> Alkyl 5-amino-2-mercaptothiazole-4-carboxylates (5) have been prepared in a one-pot synthesis by the action of hydrogen sulfide on a mixture of alkyl 2-oximino-2-cyanoacetate and trialkyl orthoformate in pyridine; reduction of the oximino group to imino followed by its trapping with trialkyl orthoformate has been instrumental. S-Alkylation of 5 with (ethenyl/ ethynyl)methyl bromides has been performed under p

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12

Hafez, Hend N., and Abdel-Rahman B. A. El-Gazzar. "Synthesis of Novel Pyridine Bearing Biologically Active Imidiazolyl, Pyrazolyl, Oxa/thiadiazolyl and Urea Derivatives as Promising Anticancer Agents." Current Organic Synthesis 17, no. 1 (2020): 55–64. http://dx.doi.org/10.2174/1570179417666191223163225.

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Background: A novel series of pyridine containing 1,3,4-oxa/thiadiazol derivatives 4a,b, pyrazole derivatives 5-7, thiazole derivatives 9a,b and 17a-c, urea derivatives 12a-c, imidiazole derivative 16, imidazo[1,2-a]pyridine derivatives 18a, b, tetrazole 19, pyrane 20 and pyridine derivatives 21 has been synthesized. Objective: This research aims to synthesize 6-(Trifluoromethyl)-2-[3-(trifluoromethyl)phenyl] amino nicotinohydrazide 2 and 6-(trifluoromethyl)-2-[3-(trifluoromethyl)phenyl]amino pyridin-3-carboaldhyde 15 as key intermediate for the synthesis of novel pyridine derivatives bearing

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13

Carter, Emma, Katherine M. Sharples, James A. Platts, and Damien M. Murphy. "Structure determination of bound nitrogen-based adducts with copper(ii) acetylacetonato; an EPR, ENDOR and DFT study." Physical Chemistry Chemical Physics 17, no. 17 (2015): 11445–54. http://dx.doi.org/10.1039/c5cp00559k.

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<sup>1</sup>H ENDOR spectroscopy and DFT have been used to characterize the coordination and geometry of bound pyridine and substituted pyridine substrates in the [Cu(acac)<sub>2</sub>](pyridine) and [Cu(acac)<sub>2</sub>](2-amino-6-methyl-pyridine) adducts.

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14

Wang, Qian, Dianxiang Zhou, Chunmei Li, Qingqing Shao, and Shujiang Tu. "Methyl 6-amino-5-cyano-4-(4-fluorophenyl)-2-methylpyridine-3-carboxylate." Acta Crystallographica Section E Structure Reports Online 63, no. 11 (2007): o4220. http://dx.doi.org/10.1107/s1600536807047502.

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In the molecule of the title compound, C15H12FN3O2, the benzene and pyridine rings are oriented at a dihedral angle of 54.91 (2)°. In the crystal structure, there are intermolecular N—H...N hydrogen bonds.

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15

Deuther-Conrad, Winnie, Dirk Schepmann, Isabel Iriepa та ін. "2-{N-[ω-(1-Benzylpiperidin-4-yl)alkyl]amino}-6-[(prop-2-yn-1-yl)amino]pyridine-3,5-dicarbonitriles Showing High Affinity for σ1/2 Receptors". International Journal of Molecular Sciences 26, № 3 (2025): 1266. https://doi.org/10.3390/ijms26031266.

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Sigma receptors (σRs) represent very attractive biological targets for the development of potential agents for the treatment of several neurological disorders. In the search for new small molecule drugs against neuropathic pain, we identified 2-{[2-(1-benzylpiperidin-4-yl)ethyl]amino}-6-[methyl(prop-2-yn-1-yl)amino]pyridine-3,5-dicarbonitrile (5) as a polyfunctionalized small pyridine with potent dual-target activities against acetylcholinesterase (AChE) (IC50 = 13 nM) and butyrylcholinesterase (BuChE) (IC50 = 3.1 µM), exhibiting high σ1R affinity (Ki(hσ1R) = 1.45 nM) and 290-fold selectivity

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16

Denisenko, Alexander, and Anton Tverdokhlebov. "Synthesis of masked 2-amino-6-methyl-4-oxo-4H-pyran-3-carbaldehydes." French-Ukrainian Journal of Chemistry 6, no. 1 (2018): 67–73. http://dx.doi.org/10.17721/fujcv6i1p67-73.

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Acetoacetylation of (1,3-dimethylbenzimidazol-2-ylidene)-, (3-methylbenzothiazol-2-ylidene)-, and (3,4-dimethylthiazol-2-ylidene)acetonitriles with 2,2,6-trimethyl-4H-1,3-dioxin-4-one was found to yield appropriate C-acylation products. Treatment of the obtained products with perchloric acid afforded 2-(2-amino-6-methyl-4H-pyran-4-one-3-yl)substituted quaternary azolium salts. Their reduction with sodium borohydride yielded the corresponding dihydro (in the case of benzoazoles) or tetrahydro (in the case of thiazole) derivatives, which were shown to be synthetic equivalents of the title aldehy

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17

Çolak, Naki, Dursun Ali Köse, Nazmiye Marım, Ömer Çelik, and Tuncer Hökelek. "Ethyl 2-[(2-hydroxybenzylidene)amino]-6-methyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate." Acta Crystallographica Section E Structure Reports Online 69, no. 7 (2013): o1116—o1117. http://dx.doi.org/10.1107/s1600536813016474.

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18

Wanare, Rajendra K. "Design, Synthesis and Evaluation of Novel Thiopyrimidine-Glucuronide Compounds with Promising Biological Activities." Asian Journal of Organic & Medicinal Chemistry 7, no. 3 (2022): 239–44. http://dx.doi.org/10.14233/ajomc.2022.

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3-Methyl-5-acetyl-7-[(2-sulfanylidene-6-aryl-1,2-dihydropyrimidin-4-yl)amino]-1,2-benzisoxazoles (2a-n) were obtained from N-(5-acetyl-3-methyl-1,2-benzoxazol-7-yl)-3-arylprop-2-enamides (1a-n) and thiourea. Products (2a-n) oxidized with KMnO4 to afford 5-acetyl-7-[(2-sulfanylidene-6-aryl-1,2- dihydropyrimidin-4-yl)amino]-1,2-benzisoxazole-3-carboxylic acids (3a-n). Reaction of 3a-n with D-gluconic acid and pyridine yielded β-D-glucuronosyl-5-acetyl-7-[(2-sulfanylidene-6-aryl-1,2- dihydropyrimidin-4-yl)amino]-1,2-benzisoxazol-3-carboxylates (4a-n). The present synthesis featured the formation

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19

K. Wanare, Rajendra. "Design, Synthesis and Evaluation of Novel Thiopyrimidine-Glucuronide Compounds with Promising Biological Activities." Asian Journal of Organic & Medicinal Chemistry 7, no. 3 (2022): 239–44. http://dx.doi.org/10.14233/ajomc.2022.ajomc-p397.

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3-Methyl-5-acetyl-7-[(2-sulfanylidene-6-aryl-1,2-dihydropyrimidin-4-yl)amino]-1,2-benzisoxazoles (2a-n) were obtained from N-(5-acetyl-3-methyl-1,2-benzoxazol-7-yl)-3-arylprop-2-enamides (1a-n) and thiourea. Products (2a-n) oxidized with KMnO4 to afford 5-acetyl-7-[(2-sulfanylidene-6-aryl-1,2-dihydropyrimidin-4-yl)amino]-1,2-benzisoxazole-3-carboxylic acids (3a-n). Reaction of 3a-n with D-gluconic acid and pyridine yielded β-D-glucuronosyl-5-acetyl-7-[(2-sulfanylidene-6-aryl-1,2-dihydropyrimidin-4-yl)amino]-1,2-benzisoxazol-3-carboxylates (4a-n). The present synthesis featured the formation of

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20

Hidalgo, Francisco J., Esmeralda Alcón, and Rosario Zamora. "Reactive Carbonyl-Scavenging Ability of 2-Aminoimidazoles: 2-Amino-1-methylbenzimidazole and 2-Amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP)." Journal of Agricultural and Food Chemistry 62, no. 49 (2014): 12045–51. http://dx.doi.org/10.1021/jf504320a.

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21

Ghalia, Mohamed H., Mohamed Abd El-Hamid, Mohamed A. Zweil, Abd El-Galil E. Amr, and Shimaa A. Moafi. "Synthesis and Reactions of New Chiral Linear and Macrocyclic Tetraand Penta-peptide Candidates." Zeitschrift für Naturforschung B 67, no. 8 (2012): 806–18. http://dx.doi.org/10.5560/znb.2012-0116.

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9a A series of linear and macrocyclic pentapeptide derivatives have been prepared via the coupling of pyridine-2,6-dicarboxylic acid (1) or pyridine-2,6-dicarbonyl dichloride (2) with appropriate amino acid methyl esters. The coupling of 1or 2with aminoacid methyl esters gave the corresponding pyridine dipeptide methyl esters 3, which were hydrolyzed with sodium hydroxide to the corresponding acids 4. The latter compounds 4were coupled with other amino acid methyl esters to afford the corresponding tetrapeptide esters 5, which were hydrolyzed with sodium hydroxide to the corresponding acids 6.

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22

Marchalín, Štefan, Dušan Ilavský, Jaroslav Kováč, and Milan Bruncko. "Synthesis and reactions of 5-acetyl-2-amino-3-cyano-4-(5-X-2-furyl)-6-methyl-4H-pyrans." Collection of Czechoslovak Chemical Communications 55, no. 3 (1990): 718–27. http://dx.doi.org/10.1135/cccc19900718.

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Substituted 2-amino-4-(5-X-2-furyl)-4H-pyrans IIIa-IIIe have been prepared by a cyclization reaction of 5-X-2-furylmethylenepropanedinitriles IIa-IIe with 2,4-pentanedione. In reaction of 3-(5-X-2-furyl)-methylene-2,4-pentanediones Ia-Ie with propanedinitrile the formation of 4H-pyrans IIIa-IIIe is accompanied, depending on the catalyst type, by the formation of 5-X-2-furylmethylenepropanedinitriles IIa-IIe. 2-(4-Methylbenzylideneamino)-4H-pyran (V), 2-formylamino-4H-pyran (VI), and 3H, 5H-pyrano[2,3-d]pyrimidine-4-one (VII) have been synthesized by functional modifications of the amino group

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23

Perfetti, Gracia A. "Determination of Heterocyclic Aromatic Amines in Process Flavors by a Modified Liquid Chromatographic Method." Journal of AOAC INTERNATIONAL 79, no. 3 (1996): 813–16. http://dx.doi.org/10.1093/jaoac/79.3.813.

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Abstract A liquid chromatographic method for determining heterocyclic aromatic amines (HAAs) was modified so that it can be used to quantitate the following 5 HAAs in complex process flavors: 2-amino-3-methylimidazo[4,5-f]quinoline (IQ); 2-amino-3,4-dimethylimidazo[4,5-f]quinoline (MelQ); 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MelQx); 2-amino-3,4,8-trimethylimidazo[4,5-f]quinoxaline (diMelQx); and 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP). By changing the initial extraction procedure, PhIP recovery improved from 35 to 87%. An additional cleanup step using ion-exchange soli

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24

Chandrakumar, K., M. K. Kokila, Puttaraja, S. Mohan, J. Saravanan, and M. V. Kulkarni. "Ethyl 2-amino-6-methyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate monohydrate." Acta Crystallographica Section E Structure Reports Online 62, no. 6 (2006): o2457—o2459. http://dx.doi.org/10.1107/s1600536806017831.

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25

Shin, Jong Won, Dong Won Lee, Dae-Woong Kim та Dohyun Moon. "Crystal structure of dichlorido{2-methyl-2-[(pyridin-2-ylmethyl)amino]propan-1-ol-κ3N,N′,O}copper(II) from synchrotron data". Acta Crystallographica Section E Crystallographic Communications 72, № 10 (2016): 1400–1403. http://dx.doi.org/10.1107/s2056989016013773.

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The title compound, [CuCl2(C10H16N2O)], has been synthesized and characterized by synchrotron single-crystal X-ray diffraction and FT–IR spectroscopy. The 2-methyl-2-[(pyridin-2-ylmethyl)amino]propan-1-ol (mpmapOH) ligand, including pyridine, amine and hydroxy groups, was synthesized by the reaction of 2-amino-2-methylpropan-1-ol with pyridine-2-carbaldehyde and was characterized by NMR spectroscopy. In its CuIIcomplex, the metal ion has a distorted square-pyramidal coordination geometry with two N and one O atom of the mpmapOH ligand and one chloride anion in the equatorial plane, and the sec

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Bakhite, Etify A., Abdu E. Abdel-Rahman, and Elham A. Al-Taifi. "Fluorine-Containing Heterocycles: Part I. Synthesis of New 7-(2-thienyl)-9-Trifluoromethylpyrido[3′,2′:4,5]Thieno[3,2-d]Pyrimidines and Related Fused Tetracyclic Systems." Journal of Chemical Research 2005, no. 3 (2005): 147–54. http://dx.doi.org/10.3184/0308234054213726.

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3-amino-6-(2-thienyl)-4-trifluoromethylthieno[2,3-b]pyridine-2-carboxamide (3) and 2-carbonitrile analogue 5 were prepared by reaction of 3-cyano-6-(2-thienyl)-4-trifluoromethylpyridine-2(1H)-thione (1) with chloroacetamide or chloroacetonitrile respectively. Heating compound 3 with triethyl orthoformate led to the formation of pyridothienopyrimidinone derivative 6. Reaction of 6 with phosphorus oxychloride produced 4-chloropyrimidine derivative 7 which underwent some nucleophilic displacements upon treatment with thiourea, piperidine, morpholine or hydrazine hydrate to give the target 4-subst

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Abdel-Rahman, Abdu E., Etify A. Bakhite, and Elham A. Al-Taifi. "Fluorine-containing Heterocycles: Part II Synthesis and Reactions of New Thieno[2,3-b]Pyridine Derivatives Bearing Trifluoromethyl Group." Journal of Chemical Research 2005, no. 7 (2005): 461–68. http://dx.doi.org/10.3184/030823405774309014.

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Ethyl [3-cyano-6-(2-thienyl)-4-trifluoromethylpyridin-2-ylthio]acetate (2) and ethyl 3-amino-6-(2-thienyl)-4-trifluoromethylthieno[2,3-b]pyridine-2-carboxylate (3) were prepared by reaction of 3-cyano-6-(2-thienyl)-4-trifluoromethylpyridine-2(1H)-thione (1) with ethyl chloroacetate. The reaction of both 2 and 3 with hydrazine hydrate under different conditions was studied. The main products were [3-cyano-6-(2-thienyl)-4-trifluoromethyl-2-pyridinylthio]acetohydrazide (4) and 3-amino-6-(2-thienyl)-4-trifluoromethylthieno[2,3-b]pyridine-2-carbohydrazide (5). The condensation of acethydrazide 4 wi

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28

Panaetov, A. O., V. D. Strelkov, V. V. Dotsenko, et al. "Mannich reaction involving 6-amino-4-methyl2-(thio)oxo-1,2-dihydropyridine-3,5-dicarbonitriles." Журнал общей химии 93, no. 7 (2023): 1007–22. http://dx.doi.org/10.31857/s0044460x23070041.

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The reaction of (1-ethoxyethylidene)malononitrile with cyanoacetamide or cyanothioacetamide yielded 6-amino4-methyl-2-(thio)oxo-1,2-dihydropyridine-3,5-dicarbonitriles. The resulting pyridine derivatives enter into an aminomethylation reaction with an excess of formaldehyde and primary amines with the formation of previously unknown 8-methyl-6-oxo-3-R-1,3,4,6-tetrahydro-2 H -pyrido[1,2- a ][ 1,3,5]triazine-7,9-dicarbonitriles. Further treatment of 6-amino-4-methyl-2-thioxo-1,2-dihydropyridine-3,5-dicarbonitrile and its oxygen analogue with excess formaldehyde leads to the formation of 3,10-dim

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Fun, Hoong-Kun, C. S. Chidan Kumar, Prescilla Patrao, A. M. A. Khader, and Balakrishna Kalluraya. "2-Amino-6-methyl-5-{5-[(naphthalen-2-yloxy)methyl]-1,3,4-oxadiazol-2-ylsulfanyl}-4-(3-nitrophenyl)pyridine-3-carbonitrile." Acta Crystallographica Section E Structure Reports Online 69, no. 4 (2013): o491—o492. http://dx.doi.org/10.1107/s1600536813005837.

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Bhuva, V. V., V. N. Bhadani, H. D. Purohit, and Dipak M. Purohit. "Synthesis, Spectral Studies Antibacterial and Antifungal Activity of 2"-Amino-4"-[2 -(4'-Chlorophenyl)-6-Methyl Imidazo[1, 2-a]Pyridin-3-yl]-6"-Aryl Nicotinonitrile." International Letters of Chemistry, Physics and Astronomy 49 (April 2015): 161–66. http://dx.doi.org/10.18052/www.scipress.com/ilcpa.49.161.

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Pyridine nucleus plays an important role in medicine, agriculture and industrial chemistry. With a view of biological activities and variety of industrial applications, some new 2" – amino - 4" - [2 - (4' -chlorophenyl)-6-methyl imidazo [1, 2-a] pyridin-3-yl]-6"-aryl nicotinonitriles ( 4a-4l ) have been synthesized. The products have been assayed for their biological activity against Gram +ve, Gram –ve bacteria and fungi. Some of the products showed moderate activity in concentration 50μg/ml. The structures of the products have been elucidated by IR, 1H-NMR, Mass spectral data, elemental analy

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31

Bhuva, V. V., V. N. Bhadani, H. D. Purohit, and Dipak M. Purohit. "Synthesis, Spectral Studies Antibacterial and Antifungal Activity of 2"-Amino-4"-[2 -(4'-Chlorophenyl)-6-Methyl Imidazo[1, 2-a]Pyridin-3-yl]-6"-Aryl Nicotinonitrile." International Letters of Chemistry, Physics and Astronomy 49 (April 7, 2015): 161–66. http://dx.doi.org/10.56431/p-1ap4oq.

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Pyridine nucleus plays an important role in medicine, agriculture and industrial chemistry. With a view of biological activities and variety of industrial applications, some new 2" – amino - 4" - [2 - (4' -chlorophenyl)-6-methyl imidazo [1, 2-a] pyridin-3-yl]-6"-aryl nicotinonitriles ( 4a-4l ) have been synthesized. The products have been assayed for their biological activity against Gram +ve, Gram –ve bacteria and fungi. Some of the products showed moderate activity in concentration 50μg/ml. The structures of the products have been elucidated by IR, 1H-NMR, Mass spectral data, elemental analy

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32

Rajendran, Rajam, and Yoshiyuki Ohta. "Binding of heterocyclic amines by lactic acid bacteria from miso, a fermented Japanese food." Canadian Journal of Microbiology 44, no. 2 (1998): 109–15. http://dx.doi.org/10.1139/w97-133.

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Miso, a widely used Japanese fermented food was analysed for its lactic acid bacterial count on bromocresol purple agar. The binding of eight different foodborne carcinogenic heterocyclic amines to 25 bacterial isolates from miso were investigated. The heterocyclic amines used were 3-amino-1,4-dimethyl[5H]pyrido(4,3-b)indole (Trp-P-1), 3-amino-1-methyl[5H]pyrido(4,3-b)indole (Trp-P-2), 2-amino-6-methyldipyrido(1,2-a:3'2'-d)imidazole (Glu-P-1), 2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine (PhIP), 2-amino-dimethylimidazo(4,5f)quinoline (IQ), 2-amino-3,4-dimethylimidazo(4,5-f) quinoline (MeIQ)

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33

Yao, Jianan, Chunbo Wang, Xiaogang Zhao, Hongwei Zhou, Chunhai Chen, and Daming Wang. "Highly transparent and soluble polyimides with synergistic effects of pyridine and cyclohexane." High Performance Polymers 30, no. 4 (2017): 418–26. http://dx.doi.org/10.1177/0954008317698548.

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In order to prepare novel polyimides (PI) with high transparency and solubility in common solvents, three diamine monomers containing pyridine or methyl-substituted pyridine and cyclohexane, 1,1′-bis[4-(5-amino-2-pyridinoxy)phenyl]cyclohexane (IIIa), 1,1′-bis[4-(5-amino-3-methyl-2-pyridinoxy)phenyl]cyclohexane (IIIb), and 1,1′-bis[4-(5-amino-2-methyl-6-pyridinoxy)phenyl]cyclohexane (IIIc), were synthesized and characterized. The diamine monomer (IIIa) was subsequently polymerized with 3,3′,4,4′-oxydiphthalic anhydride, 4,4′-(hexafluoroisopropylidene)-diphthalic anhydride (6FDA) to obtain PIs,

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34

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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35

He, Hai-Feng, Hong-Wu He, Ying Liang, and Zi-Wen Yang. "Ethyl 4-[({[(6-chloropyridin-3-yl)methyl](methyl)amino}(4-fluoroanilino)methylidene)amino]-3-phenyl-2-sulfanylidene-2,3-dihydro-1,3-thiazole-5-carboxylate." Acta Crystallographica Section E Structure Reports Online 68, no. 7 (2012): o2281. http://dx.doi.org/10.1107/s1600536812026311.

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36

Sergiy, Vlasov, Kovalenko Sergiy, Orlenko Inna, Zhuravel Iryna, Krolenko Konstantin, and Vlasov Vitaliy. "Synthesis and antimicrobial activity of 3-(2-N-(aryl,acyl)amino-5-methyl-1,3-thiazol-4-yl)-2H-chromen-2-ones." ScienceRise: Pharmaceutical Science, no. 6(28) (December 30, 2020): 50–55. https://doi.org/10.15587/2519-4852.2020.221701.

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<strong>The aim </strong>of this work is to study methods of 3-(2-N-(aryl,acyl)amino-5-methyl-1,3-thiazol-4-yl)-2H-chromen-2-ones preparation and their antimicrobial activity. <strong>Materials and methods. </strong><sup>1</sup>Н NMR spectra were recorded on Varian Mercury-200 (200 MHz), <sup>13</sup>C NMR spectra were acquired on Bruker Avance 500 <sup>1</sup>H NMR (500 MHz) and <sup>13</sup>C NMR (125 MHz) in DMSO-d<sub>6</sub> and CDCl<sub>3</sub>. LC-MS analysis of compounds was performed on an Agilent 1100 HPLC instrument with chemical ionization at atmospher

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Karpov, Sergey, Arthur Grigor’ev, Yakov Kayukov, Iuliia Gracheva, and Victor Tafeenko. "Cascade Regioselective Heterocyclization of 2-Acyl-1,1,3,3-tetracyanopropenides: Synthesis of Pyrrolo[3,4-c]pyridine and Pyrrolo[3,4-d]thieno[2,3-b]pyridine Derivatives." Synlett 28, no. 13 (2017): 1592–95. http://dx.doi.org/10.1055/s-0036-1588823.

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2-Acyl-1,1,3,3-tetracyanopropenides (ATCN) undergo cascade heterocyclization under the action of aliphatic thiols, resulting in the formation of 6-(alkylthio)-4-amino-1-aryl(alkyl)-1-hydroxy-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine-7-carbonitriles. The involvement of methyl mercaptoacetate to this reaction leads to the formation of the methyl 4,8-diamino-1-aryl-1-hydroxy-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-d]thieno[2,3-b]pyridine-7-carboxylates, containing a new fused heterocyclic scaffold.

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38

Takayama, Kyoko, Katsumi Yamashita, Keiji Wakabayashi, Takashi Sugimura, and Minako Nagao. "DNA Modification by 2-Amino-1-methyl-6-phenylimidazo[4,5-b]pyridine in Rats." Japanese Journal of Cancer Research 80, no. 12 (1989): 1145–48. http://dx.doi.org/10.1111/j.1349-7006.1989.tb01644.x.

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39

Kim, Dojung, Young-Joo Lee, Heui-Young Ryu, et al. "Genetic polymorphisms in metabolism of 2-amino-1-methyl-6-phenylimidazo[4,5-b] pyridine." Journal of Applied Toxicology 33, no. 1 (2011): 63–70. http://dx.doi.org/10.1002/jat.1712.

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40

Rajendran, Rajam, and Yoshiyuki Ohta. "Binding activity of Natto (a fermented food) and Bacillus natto isolates to mutagenic-carcinogenic heterocyclic amines." Canadian Journal of Microbiology 47, no. 10 (2001): 935–42. http://dx.doi.org/10.1139/w01-094.

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The fermented food, whole meal Natto, viscous polymeric material from Natto, Natto bean, cooked soya bean, and 28 bacterial isolates from Natto were studied for their binding capacity to foodborne mutagenic-carcinogenic heterocyclic amines. The mutagenic heterocyclic amines used were Trp-P-1 (3-amino-1,4-dimethyl-5H-pyrido(4,3-b)indole); Trp-P-2 (3-amino-1-methyl-5H-pyrido(4,3-b)indole); Glu-P-1 (2-amino-6-methyldipyrido(1,2-a:3'2'-d)imidazole); PhIP (2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine); IQ (2-amino-3-methylimidazo(4,5-f)quinoline); MeIQ (2-amino-3,4-dimethylimidazo(4,5-f)quinoxal

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41

Bhuva, V. V., V. N. Bhadani, H. D. Purohit, and Dipak M. Purohit. "Synthesis, Spectral Studies and Biological Screening of 2-(4'-Chlorophenyl)-6-Methyl-(3-N, N’-Diaryl/Dialkyl Amino Methyl)-Imidazo[1,2-a]Pyridine." International Letters of Chemistry, Physics and Astronomy 49 (April 2015): 167–71. http://dx.doi.org/10.18052/www.scipress.com/ilcpa.49.167.

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2-(4'-chlorophenyl)-6-methyl- (3-N, N'- diaryl/dialkyl amino methyl)-imidazo [1, 2-a] pyridine (4a-4l) has been synthesized. The products have been assayed for their biological activity against Gram +ve, Gram –ve bacteria and fungi. Some of the products showed moderate activity in concentration 50μg/ml. The structures of the products have been elucidated by IR, 1H-NMR, Mass spectral data, elemental analysis and thin layer chromatography.

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42

Bhuva, V. V., V. N. Bhadani, H. D. Purohit, and Dipak M. Purohit. "Synthesis, Spectral Studies and Biological Screening of 2-(4'-Chlorophenyl)-6-Methyl-(3-N, N’-Diaryl/Dialkyl Amino Methyl)-Imidazo[1,2-a]Pyridine." International Letters of Chemistry, Physics and Astronomy 49 (April 7, 2015): 167–71. http://dx.doi.org/10.56431/p-26vqfo.

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2-(4'-chlorophenyl)-6-methyl- (3-N, N'- diaryl/dialkyl amino methyl)-imidazo [1, 2-a] pyridine (4a-4l) has been synthesized. The products have been assayed for their biological activity against Gram +ve, Gram –ve bacteria and fungi. Some of the products showed moderate activity in concentration 50μg/ml. The structures of the products have been elucidated by IR, 1H-NMR, Mass spectral data, elemental analysis and thin layer chromatography.

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43

Frandsen, Henrik, and Jan Alexander. "N-acetyltransferase-dependent activation of 2-hydroxyamino-1-methyl-6-phenylimidazo[4,5-b]pyridine: formation of 2-amino-1-methyl-6-(5-hydroxy)phenylimidazo [4,5-b]pyridine, a possible biomarker for the reactive dose of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine." Carcinogenesis 21, no. 6 (2000): 1197–203. http://dx.doi.org/10.1093/carcin/21.5.197.

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44

Frandsen, Henrik, and Jan Alexander. "N -acetyltransferase-dependent activation of 2-hydroxyamino-1-methyl-6-phenylimidazo[4,5- b ]pyridine: formation of 2-amino-1-methyl-6-(5-hydroxy)phenylimidazo [4,5- b ]pyridine, a possible biomarker for the reactive dose of 2-amino-1-methyl-6-phenylimidazo[4,5- b ]pyridine." Carcinogenesis 21, no. 6 (2000): 1197–203. http://dx.doi.org/10.1093/carcin/21.6.1197.

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45

Otero, Iran, Holger Feist, Dirk Michalik, Manfred Michalik, José Quincoces та Klaus Peseke. "Synthesis of Iso-C-nucleoside Analogues from 1-(Methyl 2-O-benzyl-4,6- O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)but-3-yn-2-ones". Zeitschrift für Naturforschung B 60, № 11 (2005): 1175–85. http://dx.doi.org/10.1515/znb-2005-1110.

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1-(Methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)but-3-yn-2-one (3a) reacted with 3-amino-1H-1,2,4-triazole and 5-aminopyrazole-4-carboxylic acid derivatives in the presence of base to furnish the triazolo[1,5-a]pyrimidine (5) and the pyrazolo[1,5- a]pyrimidines (8a - d), respectively. Treatment of 1-(methyl 2-O-benzyl-4,6-O-benzylidene-3- deoxy-α-D-altropyranosid-3-yl)-4-phenyl-but-3-yn-2-one (3b) with cyanacetamide, 2-cyano-N- (4-methoxyphenyl)acetamide und N-aryl-3-oxo-butyramides afforded the substituted nicotinonitriles (11a - d). Furthermore, reaction of 3b with 2-b

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46

Hunnur, Raveendra K., Prashant R. Latthe, and Bharati V. Badami. "1,3-Dipolar Cycloaddition Reactions in Heterocyclic Synthesis. Synthesis of [1-[4-(thiazolyl/imidazothiazolyl/triazolyl)phenyl]-1H-pyrazole-3,4-dicarboxylate esters from 3-(4-acetylphenyl)sydnone." Journal of Chemical Research 2005, no. 9 (2005): 592–94. http://dx.doi.org/10.3184/030823405774308907.

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Cycloaddition of 3-(4-acetylphenyl)sydnone (1) with DMAD gave dimethyl 1-(4-acetylphenyl)-1H-pyrazole-3,4-dicarboxylate (2), which on bromination yielded the corresponding monobromoacetyl (3) and dibromoacetyl (4) derivatives. Both compounds 3 and 4 on reaction with thiourea and thioacetamide afforded the 2-amino- (5) and the 2-methyl- (6) thiazole derivatives respectively, while compound 3 on reaction with 2-aminothiazole gave the imidazothiazole 7. Compound 3 was converted into its azide (8), which on 1,3-dipolar cycloaddition with DMAD afforded the 1,2,3-triazole-4,5-dicarboxylate (9).

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Malfatti, Michael A., Kristen S. Kulp, Mark G. Knize, et al. "The identification of [2-14C]2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine metabolites in humans." Carcinogenesis 20, no. 4 (1999): 705–13. http://dx.doi.org/10.1093/carcin/20.4.705.

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48

Lang, Nicholas P., Susan Nowell, Michael A. Malfatti, et al. "In vivo human metabolism of [2-14C]2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP)." Cancer Letters 143, no. 2 (1999): 135–38. http://dx.doi.org/10.1016/s0304-3835(99)00142-1.

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49

Sachdeva, Harshita, Diksha Dwivedi, and Rekha Saroj. "Alum Catalyzed Simple, Efficient, and Green Synthesis of 2-[3-Amino-5-methyl-5-(pyridin-3-yl)-1,5-dihydro-4H-1,2,4-triazol-4-yl]propanoic Acid Derivatives in Aqueous Media." Scientific World Journal 2013 (2013): 1–7. http://dx.doi.org/10.1155/2013/716389.

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Alum (KAl(SO4)2·12H2O) is an inexpensive, efficient, and nontoxic catalyst used for the synthesis of 2-[3-amino-5-methyl-5-(pyridin-3-yl)-1,5-dihydro-4H-1,2,4-triazol-4-yl]propanoic acid derivatives in aqueous media by the reaction of 3-acetyl pyridine(1), amino acids(2)/(6), and thiosemicarbazide(4)at 80°C. This methodology offers significant improvements for the synthesis of products with regards to the yield of products, simplicity in operation, and green aspects by avoiding toxic catalysts which uphold the motto of green chemistry. Synthesized compounds have been characterized by FT-IR,13C

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Yu, Qingzhen, Katsushi Kumata, Hua Li та ін. "Synthesis and evaluation of 6-(11C-methyl(4-(pyridin-2-yl)thiazol-2-yl)amino)benzo[d]thiazol-2(3H)-one for imaging γ-8 dependent transmembrane AMPA receptor regulatory protein by PET". Bioorganic & Medicinal Chemistry Letters 30, № 4 (2020): 126879. http://dx.doi.org/10.1016/j.bmcl.2019.126879.

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