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Pyridine derivatives

The important pyridine derivatives include niacin, nicotinamide, isonicotinoylhydrazine, nicotine, strychnine, and vitamin B6.

Vitamin B6 is a class of tetrasubstituted pyridine derivatives with coenzyme function, used clinically for the treatment of vomiting of pregnancy, radioactive vomiting, isoniazid poisoning, seborrheic dermatitis and pellagra, etc.

Pyridine is a kind of colorless or slightly yellow liquid with an alkalescence and special odor, naturally present in coal tar, shale oil, coal gas and petroleum. Miscible with water, alcohols, ethers, petroleum ether, oils, benzene, chloroform and most of other organic solvents, pyridine is an important chemical raw materials and solvents.

Similar to benzene with the same electronic structure pyridine has an almost hexagonal structure. The electron density of 2, 4, 6 sites is lower than that of 3, 5 sites due to the electronic absorption of nitrogen atoms in the ring. Therefore, in an acidic medium, electrophilic substitution reactions occur in the 3,5 positions and nucleophilic reactions such as amination, alkylation, arylation, acylation occur on the 2,4,6 position. Pyridine is a weak tertiary amine that can generate water-insoluble salts with various acids such as picric acid and perchloric acid in an ethanol solution; and pyridine hydrochloride ( C5H5N • HCl) can be generated by hydrochloric acid with pyridine due to its alkalescence. Piperidine can be generated from the hydrogenation of pyridine under the catalysis of nickel at 200 ℃ and 15 ~ 30MPa, or from the electrolysis reduction. It's relatively easier to be reduced but more difficult to be oxidized than benzene. But it can be oxidized by hydrogen peroxide or peroxy acids to form pyridine N-oxide, which is an important pyridine derivative.  Pyridine N-oxide can’t form a positively charged pyridinium cation after the oxidation of nitrogen atoms, which is therefore in favor of electrophilic substitution reaction of aryl group. Electrophilic substitution reactions of pyridine such as pyridine nitration, sulfonation and halogenation are difficult. But 3,5-dichloro-pyridine, or 3,4.5- trichloro pyridine can be obtained at more than 200 ℃ through halogenation which is slightly easier than the former two. Pyridine can form crystalline coordination compounds with various metal ions.

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Structure Chemical Name CAS MF
Isoquinoline, 5-(bromomethyl)- (9CI) Isoquinoline, 5-(bromomethyl)- (9CI) 158654-74-1 C10H8BrN
1H-Pyrrolo[3,2-b]pyridine-5-methanamine(9CI) 1H-Pyrrolo[3,2-b]pyridine-5-methanamine(9CI) 267876-26-6 C8H9N3
3-METHOXY-2-PYRIDINECARBOXYLIC ACID 3-METHOXY-2-PYRIDINECARBOXYLIC ACID 16478-52-7 C7H7NO3
3-BROMO-5-(METHYLTHIO)PYRIDINE 3-BROMO-5-(METHYLTHIO)PYRIDINE 142137-18-6 C6H6BrNS
(4-METHYLPYRIDIN-3-YL)METHANOL (4-METHYLPYRIDIN-3-YL)METHANOL 4664-27-1 C7H9NO
4-CYANO-2-IODOPYRIDINE 4-CYANO-2-IODOPYRIDINE 114821-24-8 C6H3IN2
2-Amino-3,5-dinitro-6-methylpyridine 2-Amino-3,5-dinitro-6-methylpyridine 25864-34-0 C6H6N4O4
2-TRIFLUOROMETHYL-3-CYANOPYRIDINE 2-TRIFLUOROMETHYL-3-CYANOPYRIDINE 870066-15-2 C7H3F3N2
5-(tert-Butylcarbamoyl)pyridine-3-boronic acid 5-(tert-Butylcarbamoyl)pyridine-3-boronic acid 913835-99-1 C10H15BN2O3
5-BROMOPYRIDINE-3-SULPHONYL CHLORIDE HYDROCHLORIDE 95 5-BROMOPYRIDINE-3-SULPHONYL CHLORIDE HYDROCHLORIDE 95 913836-25-6 C5H4BrCl2NO2S
3,5-DIMETHOXYPYRIDINE-4-CARBOXALDEHYDE 3,5-DIMETHOXYPYRIDINE-4-CARBOXALDEHYDE 204862-70-4 C8H9NO3
2,6-DICHLORO-5-FLUORONICOTINOYL CHLORIDE 2,6-DICHLORO-5-FLUORONICOTINOYL CHLORIDE 96568-02-4 C6HCl3FNO
5-FORMYL-2-ISOPROXYPYRIDINE 5-FORMYL-2-ISOPROXYPYRIDINE 884495-35-6 C9H11NO2
2-AMINO-3,5-DIFLUORO-4-(TRIFLUOROMETHYL)PYRIDINE 2-AMINO-3,5-DIFLUORO-4-(TRIFLUOROMETHYL)PYRIDINE 883498-68-8 C6H3F5N2
3-FLUORO-2-(4-MORPHOLINO)PYRIDINE 3-FLUORO-2-(4-MORPHOLINO)PYRIDINE 693235-16-4 C9H11FN2O
6-chloro-5-iodonicotinic acid 6-chloro-5-iodonicotinic acid 59782-87-5 C6H3ClINO2
5-IODO-2-PYRROLIDIN-1YLPYRIDINE 5-IODO-2-PYRROLIDIN-1YLPYRIDINE 494771-62-9 C9H11IN2
Pyridine, 2-ethynyl-5-methyl-, 1-oxide (9CI) Pyridine, 2-ethynyl-5-methyl-, 1-oxide (9CI) 499187-53-0 C8H7NO
2(1H)-Pyridinone,5-methoxy-(9CI) 2(1H)-Pyridinone,5-methoxy-(9CI) 61941-79-5 C6H7NO2
4-HYDROXY-NICOTINIC ACID ETHYL ESTER 4-HYDROXY-NICOTINIC ACID ETHYL ESTER 57905-31-4 C8H9NO3
Ethyl 6-bromo-7-methylimidazo[1,2-a]pyridine-2-carboxylate Ethyl 6-bromo-7-methylimidazo[1,2-a]pyridine-2-carboxylate 907945-87-3 C11H11BrN2O2
6-METHYL-2,2'-BIPYRIDINE 6-METHYL-2,2'-BIPYRIDINE 56100-22-2 C11H10N2
(3-FLUOROPYRIDIN-4-YL)METHANAMINE (3-FLUOROPYRIDIN-4-YL)METHANAMINE 870063-62-0 C6H7FN2
(5-METHOXYPYRIDIN-2-YL)METHANOL (5-METHOXYPYRIDIN-2-YL)METHANOL 127978-70-5 C7H9NO2
(2-PYRROLIDIN-1-YLPYRID-4-YL)METHYLAMINE (2-PYRROLIDIN-1-YLPYRID-4-YL)METHYLAMINE 876316-38-0 C10H15N3
4-Amino-2-chloro-6-(trifluoromethyl)pyridine 4-Amino-2-chloro-6-(trifluoromethyl)pyridine 34486-22-1 C6H4ClF3N2
IMidazo[1,2-a]pyridine-3-carboxylic acid, 6-chloro- IMidazo[1,2-a]pyridine-3-carboxylic acid, 6-chloro- 138642-97-4 C8H5ClN2O2
2-BROMONICOTINAMIDE 2-BROMONICOTINAMIDE 87674-18-8 C6H5BrN2O
4-BOC-1-(5-BROMO-2-PYRIDYL)PIPERAZINE 4-BOC-1-(5-BROMO-2-PYRIDYL)PIPERAZINE 153747-97-8 C14H20BrN3O2
2 6-DIMETHOXYPYRIDINE-3-CARBOXALDEHYDE& 2 6-DIMETHOXYPYRIDINE-3-CARBOXALDEHYDE& 58819-72-0 C8H9NO3
PYRIDINE-4-BORONIC ACID HYDROCHLORIDE PYRIDINE-4-BORONIC ACID HYDROCHLORIDE 913835-65-1 C5H7BClNO2
3-FORMYL-2-PYRIDINECARBONITRILE 3-FORMYL-2-PYRIDINECARBONITRILE 131747-66-5 C7H4N2O
4,4'-DIPYRIDYL DIHYDROCHLORIDE 4,4'-DIPYRIDYL DIHYDROCHLORIDE 27926-72-3 C10H10Cl2N2
N-HEXYLPYRIDINIUM BROMIDE N-HEXYLPYRIDINIUM BROMIDE 74440-81-6 C11H18BrN
4-Chloro-pyridine-2-carbonyl chloride 4-Chloro-pyridine-2-carbonyl chloride 53750-66-6 C6H3Cl2NO
1H-Pyrrolo[2,3-b]pyridine, 3-methyl-, 7-oxide (9CI) 1H-Pyrrolo[2,3-b]pyridine, 3-methyl-, 7-oxide (9CI) 688782-00-5 C8H8N2O
6-CHLORO-4-(TRIFLUOROMETHYL)NICOTINICACID
6-CHLORO-4-(TRIFLUOROMETHYL)NICOTINICACID 261635-77-2 C7H3ClF3NO2
3-Bromo-5-(methylsulphonyl)pyridine 3-Bromo-5-(methylsulphonyl)pyridine 445491-71-4 C6H6BrNO2S
2-Pyridinecarboxamide,5-fluoro-(9CI) 2-Pyridinecarboxamide,5-fluoro-(9CI) 499796-71-3 C6H5FN2O
2(1H)-Pyridinone,6-(aminomethyl)-(9CI) 2(1H)-Pyridinone,6-(aminomethyl)-(9CI) 131052-62-5 C6H8N2O
4,6-DIMETHYLNICOTINIC ACID 4,6-DIMETHYLNICOTINIC ACID 22047-86-5 C8H9NO2
Ethyl 8-bromo-6-methylimidazo[1,2-a]pyridine-2-carboxylate Ethyl 8-bromo-6-methylimidazo[1,2-a]pyridine-2-carboxylate 847446-55-3 C11H11BrN2O2
2,6-DIMETHYLPYRIDINE-4-CARBOXYLIC ACID METHYL ESTER 2,6-DIMETHYLPYRIDINE-4-CARBOXYLIC ACID METHYL ESTER 142896-15-9 C9H11NO2
6-BROMO-IMIDAZO[1,2-A]PYRIDINE-3-CARBONITRILE 6-BROMO-IMIDAZO[1,2-A]PYRIDINE-3-CARBONITRILE 474708-98-0 C8H4BrN3
1,2-Dihydro-2-oxo-6-(trifluoromethyl)-3-pyridinecarboxylic acid ethyl ester 1,2-Dihydro-2-oxo-6-(trifluoromethyl)-3-pyridinecarboxylic acid ethyl ester 116548-02-8 C9H8F3NO3
2-(2-BroMophenyl)pyridine 2-(2-BroMophenyl)pyridine 109306-86-7 C11H8BrN
2-NITRONICOTINIC ACID 2-NITRONICOTINIC ACID 33225-72-8 C6H4N2O4
NEOPYRITHIAMINE HYDROBROMIDE NEOPYRITHIAMINE HYDROBROMIDE 534-64-5 C14H20Br2N4O
3-(Dimethylamino)-1-(pyridine-2-yl)prop-2-en-1-one 3-(Dimethylamino)-1-(pyridine-2-yl)prop-2-en-1-one 66521-54-8 C10H12N2O
2 6-DIPHENYLISONICOTINIC ACID  97 2 6-DIPHENYLISONICOTINIC ACID 97 38947-57-8 C18H13NO2
1-(3-PYRIDINYL)-2-HYDROXYETHYLAMINE, 1-(3-PYRIDINYL)-2-HYDROXYETHYLAMINE, 372144-01-9 C7H10N2O
2,4-Dihydroxypyridine 2,4-Dihydroxypyridine 84719-31-3 C5H5NO2
2-BROMO-3-METHOXYPYRIDINE-4-CARBOXALDEHYDE 2-BROMO-3-METHOXYPYRIDINE-4-CARBOXALDEHYDE 191418-78-7 C7H6BrNO2
6-HYDROXYMETHYL-PYRIDINE-2-CARBOXYLIC ACID 6-HYDROXYMETHYL-PYRIDINE-2-CARBOXYLIC ACID 1197-10-0 C7H7NO3
Furo[2,3-b]pyridin-3-ol, 2,3-dihydro- (9CI) Furo[2,3-b]pyridin-3-ol, 2,3-dihydro- (9CI) 144186-57-2 C7H7NO2
5,6,7,8-tetrahydro-2,6-naphthyridin-1-amine 5,6,7,8-tetrahydro-2,6-naphthyridin-1-amine 601515-40-6 C8H11N3
2,5-DICHLORO-4-HYDROXYPYRIDINE 2,5-DICHLORO-4-HYDROXYPYRIDINE 343781-57-7 C5H3Cl2NO
3-Pyridinecarbonitrile,2-methoxy-5-methyl-(9CI) 3-Pyridinecarbonitrile,2-methoxy-5-methyl-(9CI) 149379-73-7 C8H8N2O
3-Pyridinamine,6-chloro-N-methyl-(9CI) 3-Pyridinamine,6-chloro-N-methyl-(9CI) 120739-84-6 C6H7ClN2
2-Pyridinol,4-methoxy-(9CI) 2-Pyridinol,4-methoxy-(9CI) 95907-06-5 C6H7NO2
2-PHENOXY ISONICOTINIC ACID 2-PHENOXY ISONICOTINIC ACID 51362-08-4 C12H9NO3
2,4,6-TRIMETHYLPYRIDINE-3-BORONIC ACID 2,4,6-TRIMETHYLPYRIDINE-3-BORONIC ACID 1029654-17-8 C8H12BNO2
3-AMINO-2-(4-FLUOROPHENOXY)PYRIDINE 3-AMINO-2-(4-FLUOROPHENOXY)PYRIDINE 175135-64-5 C11H9FN2O
1-PYRIDIN-3-YL-CYCLOPROPYLAMINE 1-PYRIDIN-3-YL-CYCLOPROPYLAMINE 503417-38-7 C8H10N2
5-BROMO-2,2'-DIETHOXY-4,5'-BIPYRIDINE 5-BROMO-2,2'-DIETHOXY-4,5'-BIPYRIDINE 871269-04-4 C14H15BrN2O2
2-BROMO-3-METHYLPYRIDINE-5-BORONIC ACID PINACOL ESTER 2-BROMO-3-METHYLPYRIDINE-5-BORONIC ACID PINACOL ESTER 1256360-64-1 C12H17BBrNO2
4-Amino-3-ethylbenzoic acid 4-Amino-3-ethylbenzoic acid 51688-75-6 C9H11NO2
2-CHLORO-5-PHENYLPYRIDINE-3-CARBOXALDEH& 2-CHLORO-5-PHENYLPYRIDINE-3-CARBOXALDEH& 176433-57-1 C12H8ClNO
Carbamic acid, (3-amino-4-pyridinyl)-, 1,1-dimethylethyl ester (9CI) Carbamic acid, (3-amino-4-pyridinyl)-, 1,1-dimethylethyl ester (9CI) 183311-28-6 C10H15N3O2
Pyridine, 2-fluoro-5-methoxy- (9CI) Pyridine, 2-fluoro-5-methoxy- (9CI) 136888-79-4 C6H6FNO
2-METHOXY-4,6-DIMETHYLNICOTINONITRILE 2-METHOXY-4,6-DIMETHYLNICOTINONITRILE 65515-39-1 C9H10N2O
2,6,7-Trichloro-3-(trifluoromethyl)quinoxaline 2,6,7-Trichloro-3-(trifluoromethyl)quinoxaline 281209-13-0 C9H2Cl3F3N2
2-Pyridinemethanamine,5-fluoro-(9CI) 2-Pyridinemethanamine,5-fluoro-(9CI) 561297-96-9 C6H7FN2
2-Pyridinecarboxylicacid,5-nitro-,ethylester(9CI) 2-Pyridinecarboxylicacid,5-nitro-,ethylester(9CI) 30563-98-5 C8H8N2O4
2-(TRIFLUOROACETOXY)PYRIDINE 2-(TRIFLUOROACETOXY)PYRIDINE 96254-05-6 C7H4F3NO2
4-TRIFLUOROMETHYL-3-FORMYLPYRIDINE 4-TRIFLUOROMETHYL-3-FORMYLPYRIDINE 872626-76-1 C7H4F3NO
6-(2-THIENYL)-2-PYRIDINECARBOXALDEHYDE 6-(2-THIENYL)-2-PYRIDINECARBOXALDEHYDE 208111-00-6 C10H7NOS
6-SULFONICOTINIC ACID 6-SULFONICOTINIC ACID 17624-03-2 C6H5NO5S
2,2'-Dipyridyl N-oxide 2,2'-Dipyridyl N-oxide 33421-43-1 C10H8N2O
5-CYANO-2-IODOPYRIDINE 5-CYANO-2-IODOPYRIDINE 289470-22-0 C6H3IN2
Acetic acid, (2-pyridinylthio)-, ethyl ester (9CI) Acetic acid, (2-pyridinylthio)-, ethyl ester (9CI) 28856-92-0 C9H11NO2S
Pyridine, 3-bromo-5-(bromomethyl)- (9CI) Pyridine, 3-bromo-5-(bromomethyl)- (9CI) 145743-85-7 C6H5Br2N
Pyridine, 2-bromo-5-(chloromethyl)- (9CI) Pyridine, 2-bromo-5-(chloromethyl)- (9CI) 168173-56-6 C6H5BrClN
4-Amino-5-chloronicotinic acid 4-Amino-5-chloronicotinic acid 52834-09-0 C6H5ClN2O2
2-Cyanopyridine-3-boronic acid neopentyl glycol ester 2-Cyanopyridine-3-boronic acid neopentyl glycol ester 868944-75-6 C11H13BN2O2
2-Pyridinecarboxylicacid,4-cyano-(9CI) 2-Pyridinecarboxylicacid,4-cyano-(9CI) 640296-19-1 C7H4N2O2
Furo[3,2-b]pyridin-3(2H)-one,2-methyl-(9CI) Furo[3,2-b]pyridin-3(2H)-one,2-methyl-(9CI) 107096-03-7 C8H7NO2
7(6H)-Isoquinolinone,5,8-dihydro-(9CI) 7(6H)-Isoquinolinone,5,8-dihydro-(9CI) 228271-52-1 C9H9NO
2(1H)-Pyridinone,5-fluoro-,hydrazone(9CI) 2(1H)-Pyridinone,5-fluoro-,hydrazone(9CI) 145934-90-3 C5H6FN3
3-Pyridineethanimidamide(9CI) 3-Pyridineethanimidamide(9CI) 474310-74-2 C7H9N3
2-phenoxypyridin-3-amine 2-phenoxypyridin-3-amine 28664-62-2 C11H10N2O
2-Pyridinecarboxylic  acid,3-chloro-5-(trifluoromethyl)-,methyl  ester 2-Pyridinecarboxylic acid,3-chloro-5-(trifluoromethyl)-,methyl ester 655235-65-7 C8H5ClF3NO2
2-(1,1-Diethoxymethyl)pyridine-3-boronic acid pinacol ester 2-(1,1-Diethoxymethyl)pyridine-3-boronic acid pinacol ester 1218790-41-0 C16H26BNO4
1-(1-ADAMANTYL)PYRIDINIUM BROMIDE 1-(1-ADAMANTYL)PYRIDINIUM BROMIDE 19984-57-7 C15H20BrN
6-METHYLPYRIDINE-2-SULFONIC ACID 6-METHYLPYRIDINE-2-SULFONIC ACID 18615-99-1 C6H7NO3S
(4-METHYLPYRIDIN-3-YL)METHYLAMINE (4-METHYLPYRIDIN-3-YL)METHYLAMINE 1443-42-1 C7H10N2
5-(METHYLTHIO)PYRIDIN-3-YLTHIOMETHYLBORONIC ACID 95 5-(METHYLTHIO)PYRIDIN-3-YLTHIOMETHYLBORONIC ACID 95 913835-66-2 C7H10BNO2S2
2-CHLORO-5-IODONICOTINIC ACID 2-CHLORO-5-IODONICOTINIC ACID 59782-86-4 C6H3ClINO2
3-BROMOMETHYL-PYRIDINE-2-CARBONITRILE 3-BROMOMETHYL-PYRIDINE-2-CARBONITRILE 116986-13-1 C7H5BrN2
3-Bromo-2,5-lutidine 3-Bromo-2,5-lutidine 17117-19-0 C7H8BrN
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