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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
3-AMINO-2-CHLORO-ISONICOTINIC ACID METHYL ESTER 3-AMINO-2-CHLORO-ISONICOTINIC ACID METHYL ESTER 173435-41-1 C7H7ClN2O2
2-Amino-3-bromo-5-(trifluoromethyl)-pyridine 2-Amino-3-bromo-5-(trifluoromethyl)-pyridine 79456-30-7 C6H4BrF3N2
2-Chloro-3-nitro-5-pyridinecarboxylic acid 2-Chloro-3-nitro-5-pyridinecarboxylic acid 7477-10-3 C6H3ClN2O4
4-Pyridinemethanol,2-methoxy-(9CI) 4-Pyridinemethanol,2-methoxy-(9CI) 123148-66-3 C7H9NO2
4-(BOC-AMINOMETHYL)PYRIDINE 4-(BOC-AMINOMETHYL)PYRIDINE 111080-65-0 C11H16N2O2
Methyl 6-(hydroxymethyl)nicotinate Methyl 6-(hydroxymethyl)nicotinate 56026-36-9 C8H9NO3
3,5-Dichloro-4-pyridone-N-acetic acid 3,5-Dichloro-4-pyridone-N-acetic acid 56187-37-2 C7H5Cl2NO3
5-(Methoxycarbonyl)pyridine-2-carboxylic acid 5-(Methoxycarbonyl)pyridine-2-carboxylic acid 17874-79-2 C8H7NO4
5-BROMO-2-CHLORO-3-METHOXYPYRIDINE 5-BROMO-2-CHLORO-3-METHOXYPYRIDINE 286947-03-3 C6H5BrClNO
N,N'-DIFLUORO-2,2'-BIPYRIDINIUM BIS(TETRAFLUOROBORATE) N,N'-DIFLUORO-2,2'-BIPYRIDINIUM BIS(TETRAFLUOROBORATE) 178439-26-4 C10H8BF6N2+
4-CHLORO-NICOTINIC ACID ETHYL ESTER HYDROCHLORIDE 4-CHLORO-NICOTINIC ACID ETHYL ESTER HYDROCHLORIDE 37831-62-2 C8H8ClNO2
5-FLUORO-2-METHOXYPYRIDINE-4-BORONIC ACID 5-FLUORO-2-METHOXYPYRIDINE-4-BORONIC ACID 1043869-98-2 C6H7BFNO3
2-(TERT-BUTOXYCARBONYLAMINO)PYRIDINE 2-(TERT-BUTOXYCARBONYLAMINO)PYRIDINE 38427-94-0 C10H14N2O2
1H-Imidazo[4,5-b]pyridine,5-bromo-(8CI) 1H-Imidazo[4,5-b]pyridine,5-bromo-(8CI) 28279-52-9 C6H4BrN3
2,2-DIMETHYL-N-PYRIDIN-3-YL-PROPIONAMIDE 2,2-DIMETHYL-N-PYRIDIN-3-YL-PROPIONAMIDE 70298-88-3 C10H14N2O
5-CHLORO-2-METHYL-NICOTINIC ACID METHYL ESTER 5-CHLORO-2-METHYL-NICOTINIC ACID METHYL ESTER 350597-49-8 C8H8ClNO2
2,2'-DIPYRIDYLAMINE 2,2'-DIPYRIDYLAMINE 1202-34-2 C10H9N3
6-NITRO-1H-PYRROLO[2,3-B]PYRIDINE 6-NITRO-1H-PYRROLO[2,3-B]PYRIDINE 145901-11-7 C7H7N3
4-Phenylpyridine-N-oxide 4-Phenylpyridine-N-oxide 1131-61-9 C11H9NO
2-Chloro-5-nitronicotinic acid 2-Chloro-5-nitronicotinic acid 42959-38-6 C6H3ClN2O4
3-AMINO-7-AZAINDOLE 3-AMINO-7-AZAINDOLE 189882-31-3 C7H7N3
N-(CYANOMETHYL)PYRIDINIUM CHLORIDE N-(CYANOMETHYL)PYRIDINIUM CHLORIDE 17281-59-3 C7H7ClN2
5-BROMO-3-FLUORO-2-PYRIDINONE 5-BROMO-3-FLUORO-2-PYRIDINONE 156772-63-3 C5H3BrFNO
3-METHOXYPYRIDINE 3-METHOXYPYRIDINE 7295-76-3 C6H7NO
3-Pyridinepropionic acid 3-Pyridinepropionic acid 3724-19-4 C8H9NO2
4-METHOXY-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER 4-METHOXY-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER 29681-43-4 C8H9NO3
4-TERT-BUTYLPYRIDINE 4-TERT-BUTYLPYRIDINE 3978-81-2 C9H13N
2,2,2-TRIFLUORO-1-PYRIDIN-2-YL-ETHYLAMINE 2,2,2-TRIFLUORO-1-PYRIDIN-2-YL-ETHYLAMINE 503173-14-6 C7H7F3N2
5-METHYL-IMIDAZO[1,2-A]PYRIDINE-2-CARBOXYLIC ACID ETHYL ESTER 5-METHYL-IMIDAZO[1,2-A]PYRIDINE-2-CARBOXYLIC ACID ETHYL ESTER 67625-35-8 C11H12N2O2
2,6-Dimethoxypyridine-3-boronic acid 2,6-Dimethoxypyridine-3-boronic acid 221006-70-8 C7H10BNO4
2,3-Diamino-6-methoxypyridine 2,3-Diamino-6-methoxypyridine 28020-38-4 C6H9N3O
6-Aminopyridine-3-carboxamide 6-Aminopyridine-3-carboxamide 329-89-5 C6H7N3O
2-(DIFLUOROMETHOXY)BENZALDEHYDE 2-(DIFLUOROMETHOXY)BENZALDEHYDE 71653-64-0 C8H6F2O2
Methyl 4-chloro-2-pyridinecarboxylate hydrochloride Methyl 4-chloro-2-pyridinecarboxylate hydrochloride 176977-85-8 C7H7Cl2NO2
2-Amino-3-acetylpyridine 2-Amino-3-acetylpyridine 65326-33-2 C7H8N2O
N-Phenyldiethanolamine 2-pyridylboronate N-Phenyldiethanolamine 2-pyridylboronate 662138-96-7 C15H17BN2O2
3-PYRIDINEALDOXIME 3-PYRIDINEALDOXIME 1193-92-6 C6H6N2O
2-(6-Chloropyridin-3-yl)acetic acid 2-(6-Chloropyridin-3-yl)acetic acid 39891-13-9 C7H6ClNO2
5-NITRONICOTINIC ACID 5-NITRONICOTINIC ACID 2047-49-6 C6H4N2O4
1-[5-(Trifluoromethyl)pyridin-2-yl]piperazine 1-[5-(Trifluoromethyl)pyridin-2-yl]piperazine 132834-58-3 C10H12F3N3
5-BROMOPYRIDINE-3-SULPHONIC ACID 96 5-BROMOPYRIDINE-3-SULPHONIC ACID 96 62009-34-1 C5H4BrNO3S
4-AMINO-2-CHLOROPYRIDINE, N-BOC PROTECTED 98 4-AMINO-2-CHLOROPYRIDINE, N-BOC PROTECTED 98 234108-73-7 C10H13ClN2O2
2,6-DIMETHOXYPYRIDIN-3-AMINE 2,6-DIMETHOXYPYRIDIN-3-AMINE 28020-37-3 C7H10N2O2
PYRIDINE-3,4-DICARBOXYLIC ANHYDRIDE PYRIDINE-3,4-DICARBOXYLIC ANHYDRIDE 4664-08-8 C7H3NO3
3-AMINO-4-PYRIDINECARBOXAMIDE 3-AMINO-4-PYRIDINECARBOXAMIDE 64188-97-2 C6H7N3O
5-BROMO-2-HYDROXY-3-NITRO-4-PICOLINE 5-BROMO-2-HYDROXY-3-NITRO-4-PICOLINE 228410-90-0 C6H5BrN2O3
Pyridine-4-carboxylic acid N-oxide Pyridine-4-carboxylic acid N-oxide 13602-12-5 C6H5NO3
PYRIDINIUM M-NITROBENZENESULFONATE PYRIDINIUM M-NITROBENZENESULFONATE 84752-61-4 C11H10N2O5S
2,6-DIMETHYLISONICOTINIC ACID 2,6-DIMETHYLISONICOTINIC ACID 54221-93-1 C8H9NO2
4-PYRIDYLCARBINOL N-OXIDE 4-PYRIDYLCARBINOL N-OXIDE 22346-75-4 C6H7NO2
5-Thien-2-yl-1H-pyrazol-3-amine 5-Thien-2-yl-1H-pyrazol-3-amine 96799-03-0 C7H7N3S
Methyl 5-bromo-2-chloroisonicotinate Methyl 5-bromo-2-chloroisonicotinate 886365-28-2 C7H5BrClNO2
6-Bromo-7-methylimidazo[1,2-a]pyridine 6-Bromo-7-methylimidazo[1,2-a]pyridine 116355-18-1 C8H7BrN2
2-(4-BROMOPHENYL)-6-METHYLIMIDAZO(1,2-A& 2-(4-BROMOPHENYL)-6-METHYLIMIDAZO(1,2-A& 1023-01-4 C14H11BrN2
4-Pyridinol,2-methoxy-(6CI,9CI) 4-Pyridinol,2-methoxy-(6CI,9CI) 66080-45-3 C6H7NO2
Diethyl pyridine-3,5-dicarboxylate Diethyl pyridine-3,5-dicarboxylate 4591-56-4 C11H13NO4
6-FLUORO-2-METHYLNICOTINIC ACID 6-FLUORO-2-METHYLNICOTINIC ACID 884494-97-7 C7H6FNO2
PYRIDINE-2,3-DICARBONITRILE PYRIDINE-2,3-DICARBONITRILE 17132-78-4 C7H3N3
[5-(METHOXYCARBONYL)PYRIDIN-3-YL]BORONIC ACID [5-(METHOXYCARBONYL)PYRIDIN-3-YL]BORONIC ACID 871329-53-2 C7H8BNO4
3-METHOXYCARBONYL-5-NITRO-2(1H)-PYRIDINONE 3-METHOXYCARBONYL-5-NITRO-2(1H)-PYRIDINONE 856579-28-7 C7H6N2O5
6-Chlorooxazolo[4,5-b]pyridin-2(3H)-one 6-Chlorooxazolo[4,5-b]pyridin-2(3H)-one 35570-68-4 C6H3ClN2O2
2-Amino-4,6-dichloro-nicotinicacidmethylester 2-Amino-4,6-dichloro-nicotinicacidmethylester 1044872-40-3 C7H6Cl2N2O2
1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE 1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE 28289-54-5 C12H15N
N-Methyl-1-(pyridin-4-yl)methanamine N-Methyl-1-(pyridin-4-yl)methanamine 6971-44-4 C7H10N2
1-PYRIDIN-4-YL-ETHANOL 1-PYRIDIN-4-YL-ETHANOL 23389-75-5 C7H9NO
2-(4-Bromophenyl)imidazo[1,2-a]pyridine 2-(4-Bromophenyl)imidazo[1,2-a]pyridine 34658-66-7 C13H9BrN2
2-(2,2,2-TRIFLUOROETHOXY)PYRIDINE-3-CARBONITRILE 2-(2,2,2-TRIFLUOROETHOXY)PYRIDINE-3-CARBONITRILE 175277-89-1 C8H5F3N2O
4'-(4-METHYLPHENYL)-2,2':6',2''-TERPYRIDINE 4'-(4-METHYLPHENYL)-2,2':6',2''-TERPYRIDINE 89972-77-0 C22H17N3
6-NITRONICOTINIC ACID 6-NITRONICOTINIC ACID 33225-73-9 C6H4N2O4
4-CHLOROPYRIDIN-3-YLBORONIC ACID, PINACOL ESTER 98 4-CHLOROPYRIDIN-3-YLBORONIC ACID, PINACOL ESTER 98 452972-15-5 C11H15BClNO2
METHYL 2-METHOXYISONICOTINATE 97%METHYL 2-METHOXYPYRIDINE-4-CARBOXYLATE METHYL 2-METHOXYISONICOTINATE 97%METHYL 2-METHOXYPYRIDINE-4-CARBOXYLATE 26156-51-4 C8H9NO3
2,2'-Bipyridine-4,4'-dicarboxaldehyde 2,2'-Bipyridine-4,4'-dicarboxaldehyde 99970-84-0 C12H8N2O2
LAURYL DIMETHYLAMINE OXIDE LAURYL DIMETHYLAMINE OXIDE 70592-80-2 C10H13Br2N
3-FLUORO-4-(TRIFLUOROMETHYL)PYRIDINE 3-FLUORO-4-(TRIFLUOROMETHYL)PYRIDINE 113770-87-9 C6H3F4N
3H-IMIDAZO[4,5-B]PYRIDINE 3H-IMIDAZO[4,5-B]PYRIDINE 170245-18-8 C6H5N3
2-CHLORO-5-METHOXYPYRIDINE 2-CHLORO-5-METHOXYPYRIDINE 139585-48-1 C6H6ClNO
5-AMINO-2-FLUORO-ISONICOTINIC ACID 5-AMINO-2-FLUORO-ISONICOTINIC ACID 171178-43-1 C6H5FN2O2
8-Bromo-6-methylimidazo[1,2-a]pyridine 8-Bromo-6-methylimidazo[1,2-a]pyridine 136117-93-6 C8H7BrN2
5-HYDRAZINO-2-METHOXYPYRIDINE 5-HYDRAZINO-2-METHOXYPYRIDINE 160664-95-9 C6H9N3O
Pyridine, 2-fluoro-4-methoxy- (9CI) Pyridine, 2-fluoro-4-methoxy- (9CI) 175965-83-0 C6H6FNO
2-Fluoro-6-(difluoromethoxy)pyridine 2-Fluoro-6-(difluoromethoxy)pyridine 947534-62-5 C6H4F3NO
3-Bromo-5-nitrobenzonitrile 3-Bromo-5-nitrobenzonitrile 49674-15-9 C7H3BrN2O2
5-Bromo-2-hydrazino-3-nitropyridine 5-Bromo-2-hydrazino-3-nitropyridine 15862-42-7 C5H5BrN4O2
3-Pyridinecarboximidamide,6-methyl-(9CI) 3-Pyridinecarboximidamide,6-methyl-(9CI) 201937-20-4 C7H9N3
3-Pyridinemethanol,alpha,6-dimethyl-(6CI,9CI) 3-Pyridinemethanol,alpha,6-dimethyl-(6CI,9CI) 100189-16-0 C8H11NO
4-Pyridinol,5-amino-2-chloro-(9CI) 4-Pyridinol,5-amino-2-chloro-(9CI) 138084-66-9 C5H5ClN2O
5-Chloro-2-methoxy-3-nitropyridine 5-Chloro-2-methoxy-3-nitropyridine 22353-52-2 C6H5ClN2O3
5-Bromo-2-methoxypyridin-4-ylboronic acid 5-Bromo-2-methoxypyridin-4-ylboronic acid 957060-94-5 C6H7BBrNO3
7-Methoxyimidazo[1,2-a]pyridine-8-carbonitrile 7-Methoxyimidazo[1,2-a]pyridine-8-carbonitrile 834869-04-4 C9H7N3O
3-Bromo-2,6-dimethoxypyridine 3-Bromo-2,6-dimethoxypyridine 13445-16-4 C7H8BrNO2
3-HYDRAZINOPYRIDINE Dihydrochloride 3-HYDRAZINOPYRIDINE Dihydrochloride 42166-50-7 C5H7N3
1-(3-AMINO-PYRIDIN-4-YL)-ETHANONE 1-(3-AMINO-PYRIDIN-4-YL)-ETHANONE 13210-52-1 C7H8N2O
3-OXO-3-PYRIDIN-4-YL-PROPIONITRILE 3-OXO-3-PYRIDIN-4-YL-PROPIONITRILE 23821-37-6 C8H6N2O
2-Phenyl-nicotinic acid ethyl ester 2-Phenyl-nicotinic acid ethyl ester 144501-28-0 C14H13NO2
3-Pyridinepropanol 3-Pyridinepropanol 2859-67-8 C8H11NO
2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine 2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine 49669-14-9 C9H10BrNO2
5-FORMYLPYRIDINE-3-BORONIC ACID PINACOL ESTER 5-FORMYLPYRIDINE-3-BORONIC ACID PINACOL ESTER 848093-29-8 C12H16BNO3
Ethyl 6-chloroimidazo[1,2-a]pyridine-2-carboxylate Ethyl 6-chloroimidazo[1,2-a]pyridine-2-carboxylate 67625-38-1 C10H9ClN2O2
5-BROMO-2-CHLORO-4-PYRIDINEBORONIC ACID 5-BROMO-2-CHLORO-4-PYRIDINEBORONIC ACID 871329-63-4 C5H4BBrClNO2
6-Bromo-5-methoxypicolinic acid 6-Bromo-5-methoxypicolinic acid 54232-43-8 C7H6BrNO3
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