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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
Pyridine, 5-bromo-2-(bromomethyl)- (9CI) Pyridine, 5-bromo-2-(bromomethyl)- (9CI) 145218-19-5 C6H5Br2N
Pyridine, 2-(bromomethyl)-5-chloro- (9CI) Pyridine, 2-(bromomethyl)-5-chloro- (9CI) 605681-01-4 C6H5BrClN
2,3-DICHLORO-5-IODOPYRIDINE 2,3-DICHLORO-5-IODOPYRIDINE 97966-01-3 C5H2Cl2IN
3-[(4-PYRIDYLMETHYL)AMINO]PROPANENITRILE 3-[(4-PYRIDYLMETHYL)AMINO]PROPANENITRILE 648409-30-7 C9H11N3
2-Pyridin-4-ylacetohydrazide 2-Pyridin-4-ylacetohydrazide 69583-00-2 C7H9N3O
N-methyl 2-bromo-5-pyridinecarboxamide N-methyl 2-bromo-5-pyridinecarboxamide 869640-48-2 C7H7BrN2O
1H-Pyrrolo[2,3-c]pyridin-7-amine(9CI) 1H-Pyrrolo[2,3-c]pyridin-7-amine(9CI) 165669-36-3 C7H7N3
3-Pyridinemethanamine,2-amino-(9CI) 3-Pyridinemethanamine,2-amino-(9CI) 144288-48-2 C6H9N3
3-Chloro-2-(trimethylsilyl)pyridine 3-Chloro-2-(trimethylsilyl)pyridine 79698-47-8 C8H12ClNSi
(5-METHYLPYRIDIN-3-YL)METHANOL (5-METHYLPYRIDIN-3-YL)METHANOL 102074-19-1 C7H9NO
2-(1-PYRROLIDINYL)NICOTINIC ACID 2-(1-PYRROLIDINYL)NICOTINIC ACID 690632-36-1 C10H12N2O2
4-CHLORO-N,N-DIMETHYL-PYRIDINE-2-CARBOXAMIDE 4-CHLORO-N,N-DIMETHYL-PYRIDINE-2-CARBOXAMIDE 114780-06-2 C8H9ClN2O
ALPHA-PYRIDOIN ALPHA-PYRIDOIN 1141-06-6 C12H10N2O2
4-ETHOXYPYRIDINE 4-ETHOXYPYRIDINE 33399-46-1 C7H9NO
3-NITRO-2-PYRIDINESULFENYL CHLORIDE 3-NITRO-2-PYRIDINESULFENYL CHLORIDE 68206-45-1 C5H3ClN2O2S
2-ETHOXY-4-PYRIDINECARBOXYLIC ACID 2-ETHOXY-4-PYRIDINECARBOXYLIC ACID 91940-86-2 C8H9NO3
2-chloro-4-pyridone 2-chloro-4-pyridone 17228-67-0 C5H4ClNO
2-HYDRAZINOISONICOTINIC ACID 2-HYDRAZINOISONICOTINIC ACID 887589-25-5 C6H7N3O2
3-Chlor-2-(2-Chlor-5-AMino-Phenoxy)-5-(TrifluoroMethyl)-Pyridine 3-Chlor-2-(2-Chlor-5-AMino-Phenoxy)-5-(TrifluoroMethyl)-Pyridine 87170-48-7 C12H7Cl2F3N2O
N-HEXYLPYRIDINIUM TRIFLUOROMETHANESULFONATE N-HEXYLPYRIDINIUM TRIFLUOROMETHANESULFONATE 623167-81-7 C12H18F3NO3S
NICOTINAMIDE HYDROIODIDE NICOTINAMIDE HYDROIODIDE 3726-23-6 C6H7IN2O
2-ACETYLAMINO-3-BROMO-5-METHYLPYRIDINE& 2-ACETYLAMINO-3-BROMO-5-METHYLPYRIDINE& 142404-83-9 C8H9BrN2O
6-(1H-IMIDAZOL-1-YL)NICOTINIC ACID 6-(1H-IMIDAZOL-1-YL)NICOTINIC ACID 216955-75-8 C9H7N3O2
4-(TERT-BUTYLDIMETHYLSILYLOXYMETHYL)PYRIDINE 4-(TERT-BUTYLDIMETHYLSILYLOXYMETHYL)PYRIDINE 117423-41-3 C12H21NOSi
Pyridine, 4-[(trimethylsilyl)ethynyl]- (9CI) Pyridine, 4-[(trimethylsilyl)ethynyl]- (9CI) 133810-35-2 C10H13NSi
(6-BROMO-PYRIDIN-3-YL)-ACETONITRILE (6-BROMO-PYRIDIN-3-YL)-ACETONITRILE 144873-99-4 C7H5BrN2
Ethanol, 2-(3-pyridinyloxy)- (9CI) Ethanol, 2-(3-pyridinyloxy)- (9CI) 119967-49-6 C7H9NO2
Isoxazolo[5,4-c]pyridin-3-amine (9CI) Isoxazolo[5,4-c]pyridin-3-amine (9CI) 114080-94-3 C6H5N3O
3-Pyridinemethanamine,alpha-(1-methylethyl)-(9CI) 3-Pyridinemethanamine,alpha-(1-methylethyl)-(9CI) 343270-47-3 C9H14N2
4-Pyridinethiol,2-amino-(9CI) 4-Pyridinethiol,2-amino-(9CI) 683738-44-5 C5H6N2S
2-Pyridinemethanamine,3-fluoro-(9CI) 2-Pyridinemethanamine,3-fluoro-(9CI) 312904-51-1 C6H7FN2
3-Pyridinemethanamine,6-amino-(9CI) 3-Pyridinemethanamine,6-amino-(9CI) 156973-09-0 C6H9N3
1H-Pyrido[2,3-b][1,4]oxazin-2(3H)-one(9CI) 1H-Pyrido[2,3-b][1,4]oxazin-2(3H)-one(9CI) 136742-83-1 C7H6N2O2
1H-Pyrrolo[3,2-b]pyridine,7-methyl-(9CI) 1H-Pyrrolo[3,2-b]pyridine,7-methyl-(9CI) 357263-42-4 C8H8N2
2-Pyridinemethanamine,alpha-cyclopropyl-(9CI) 2-Pyridinemethanamine,alpha-cyclopropyl-(9CI) 535925-68-9 C9H12N2
2-Pyridinesulfonamide,4-methyl-(9CI) 2-Pyridinesulfonamide,4-methyl-(9CI) 65938-78-5 C6H8N2O2S
2-PIVALOYLAMINO-6-PICOLINE 2-PIVALOYLAMINO-6-PICOLINE 86847-79-2 C11H16N2O
6-Bromo-8-nitrotetrazolo[1,5-a]pyridine 6-Bromo-8-nitrotetrazolo[1,5-a]pyridine 16098-20-7 C5H2BrN5O2
8-Chloro-3-methyl-[1,2,4]triazolo[4,3-a]pyridine 8-Chloro-3-methyl-[1,2,4]triazolo[4,3-a]pyridine 929000-42-0 C7H6ClN3
3-METHYL-PYRIDINE-4-CARBOXAMIDE 3-METHYL-PYRIDINE-4-CARBOXAMIDE 251101-36-7 C7H8N2O
4-(TRIFLUOROMETHYL)PYRIDINE-3-CARBOXYLIC ACID HYDRAZIDE 4-(TRIFLUOROMETHYL)PYRIDINE-3-CARBOXYLIC ACID HYDRAZIDE 175204-84-9 C7H6F3N3O
2,4,6-TRI-TERT-BUTYLPYRIDINE 2,4,6-TRI-TERT-BUTYLPYRIDINE 20336-15-6 C17H29N
2-HYDRAZINO-6-(TRIFLUOROMETHYL)PYRIDINE 2-HYDRAZINO-6-(TRIFLUOROMETHYL)PYRIDINE 94239-06-2 C6H6F3N3
2-SULFOISONICOTINIC ACID 2-SULFOISONICOTINIC ACID 18616-07-4 C6H5NO5S
4-CHLORO-N-DIISOPROPYL-PYRIDINE-2-CARBOXAMIDE 4-CHLORO-N-DIISOPROPYL-PYRIDINE-2-CARBOXAMIDE 168428-76-0 C12H17ClN2O
2-Bromo-3-ethoxypyridine 2-Bromo-3-ethoxypyridine 89694-54-2 C7H8BrNO
4-Bromo-3-ethoxypyridine 4-Bromo-3-ethoxypyridine 17117-21-4 C7H8BrNO
Pyridine, 2-chloro-3-hydrazino- (9CI) Pyridine, 2-chloro-3-hydrazino- (9CI) 117087-45-3 C5H6ClN3
Thieno[2,3-c]pyridin-7-amine (9CI) Thieno[2,3-c]pyridin-7-amine (9CI) 215454-72-1 C7H6N2S
3-IODO-4-NITROPYRIDINE 3-IODO-4-NITROPYRIDINE 89283-70-5 C5H3IN2O2
4-Cyanopyridine-3-boronic acid neopentyl glycol ester 4-Cyanopyridine-3-boronic acid neopentyl glycol ester 868944-72-3 C11H13BN2O2
7-Quinolinamine,4-methyl-(9CI) 7-Quinolinamine,4-methyl-(9CI) 114058-79-6 C10H10N2
Furo[3,2-b]pyridine-2-methanol(9CI) Furo[3,2-b]pyridine-2-methanol(9CI) 162537-61-3 C8H7NO2
3-Pyridinamine,2,6-difluoro-(9CI) 3-Pyridinamine,2,6-difluoro-(9CI) 108118-69-0 C5H4F2N2
Di-2-pyridylglyoxal Di-2-pyridylglyoxal 492-73-9 C12H8N2O2
4-PYRIDINEMETHANAMINE, ALPHA,ALPHA-DIMETHYL- 4-PYRIDINEMETHANAMINE, ALPHA,ALPHA-DIMETHYL- 566155-76-8 C8H12N2
4-CHLORO-N-ISOPROPYL-PYRIDINE-2-CARBOXAMIDE 4-CHLORO-N-ISOPROPYL-PYRIDINE-2-CARBOXAMIDE 604813-08-3 C9H11ClN2O
2-(dichloromethyl)pyridine 2-(dichloromethyl)pyridine 4377-35-9 C6H5Cl2N
Thieno[3,2-c]pyridin-4-amine (9CI) Thieno[3,2-c]pyridin-4-amine (9CI) 215453-35-3 C7H6N2S
3-PYRROLIDIN-3-YLPYRIDINE 3-PYRROLIDIN-3-YLPYRIDINE 498548-09-7 C9H12N2
3-METHYLPYRIDINE-2-SULFONIC ACID 3-METHYLPYRIDINE-2-SULFONIC ACID 223480-78-2 C6H7NO3S
2-ETHOXY-5-(N,N-DIISOPROPYL)AMINOPYRIDINE 2-ETHOXY-5-(N,N-DIISOPROPYL)AMINOPYRIDINE 871269-05-5 C13H22N2O
2-CHLORO-4-(METHYLTHIO)-PYRIDINE 2-CHLORO-4-(METHYLTHIO)-PYRIDINE 71506-83-7 C6H6ClNS
2-BROMO-5-ETHOXYPYRIDINE 2-BROMO-5-ETHOXYPYRIDINE 42834-01-5 C7H8BrNO
2-BROMO-3,5-DINITROPYRIDINE 2-BROMO-3,5-DINITROPYRIDINE 16420-30-7 C5H2BrN3O4
4-SULFOPICOLINIC ACID 4-SULFOPICOLINIC ACID 14045-14-8 C6H5NO5S
2,4,6-TRIMETHYL-3,5-PYRIDINEDIMETHANOL 2,4,6-TRIMETHYL-3,5-PYRIDINEDIMETHANOL 633318-43-1 C10H15NO2
3-(difluoromethyl)pyridine 3-(difluoromethyl)pyridine 76541-44-1 C6H5F2N
1-Methyl-1H-imidazole-2-boronic acid pinacol ester 1-Methyl-1H-imidazole-2-boronic acid pinacol ester 553651-31-3 C10H17BN2O2
Ethanone,1-(5-fluoro-3-pyridinyl)- Ethanone,1-(5-fluoro-3-pyridinyl)- 342602-55-5 C7H6FNO
6-Isopropylpyridin-3-ol 6-Isopropylpyridin-3-ol 101870-78-4 C8H11NO
Pyridine,3,4-bis(chloromethyl)-(9CI) Pyridine,3,4-bis(chloromethyl)-(9CI) 38070-81-4 C7H7Cl2N
(5-CYANOPYRIDIN-3-YL)-METHANOL (5-CYANOPYRIDIN-3-YL)-METHANOL 135124-71-9 C7H6N2O
2,3-DIHYDROXYPYRIDINE 2,3-DIHYDROXYPYRIDINE 84719-32-4 C5H5NO2
Pyridine, 2-(1H-pyrazol-4-yl)- (9CI) Pyridine, 2-(1H-pyrazol-4-yl)- (9CI) 439106-75-9 C8H7N3
4-Pyridinol,3-methoxy-(9CI) 4-Pyridinol,3-methoxy-(9CI) 62885-41-0 C6H7NO2
1H-Pyrrolo[2,3-c]pyridine-5-methanamine(9CI) 1H-Pyrrolo[2,3-c]pyridine-5-methanamine(9CI) 267876-19-7 C8H9N3
2-Pyridinol, 3,5-dinitro- 2-Pyridinol, 3,5-dinitro- 222548-10-9 C5H3N3O5
2,3,5,6-TETRACHLOROPYRIDINE-4-CARBOXALDEHYDE 2,3,5,6-TETRACHLOROPYRIDINE-4-CARBOXALDEHYDE 68054-26-2 C6HCl4NO
2,4-DICHLORO-6-METHYLNICOTINIC ACID 2,4-DICHLORO-6-METHYLNICOTINIC ACID 56022-07-2 C7H5Cl2NO2
Pyridine,2-(1-methylethoxy)- Pyridine,2-(1-methylethoxy)- 16096-13-2 C8H11NO
3-Fluoro-4-(tributylstannyl)pyridine 3-Fluoro-4-(tributylstannyl)pyridine 259807-88-0 C17H30FNSn
6-[4-(TRIFLUOROMETHOXY)PHENYL]NICOTINIC ACID 6-[4-(TRIFLUOROMETHOXY)PHENYL]NICOTINIC ACID 851266-74-5 C13H8F3NO3
3H-IMIDAZO[4,5-C]PYRIDINE 3H-IMIDAZO[4,5-C]PYRIDINE 170245-15-5 C6H5N3
4-PYRIDINECARBOXALDEHYDE N-OXIDE 4-PYRIDINECARBOXALDEHYDE N-OXIDE 7216-42-4 C6H5NO2
2,3,5-TRIFLUORO-4-(TRIFLUOROMETHYL)PYRIDINE 2,3,5-TRIFLUORO-4-(TRIFLUOROMETHYL)PYRIDINE C6HF6N
2-(2-PYRIDYLAZO)-1-NAPHTHOL 2-(2-PYRIDYLAZO)-1-NAPHTHOL 10335-31-6 C15H11N3O
4-SULFONICOTINIC ACID 4-SULFONICOTINIC ACID 14045-15-9 C6H5NO5S
2-CHLORO-3-FORMYL-6-PICOLINE 2-CHLORO-3-FORMYL-6-PICOLINE 91591-69-4 C7H6ClNO
4-Amino-6-hydroxypyridine-3-carboxylic acid 4-Amino-6-hydroxypyridine-3-carboxylic acid 85145-48-8 C6H6N2O3
3-Pyridinecarboxamide,5-hydroxy-(9CI) 3-Pyridinecarboxamide,5-hydroxy-(9CI) 101512-21-4 C6H6N2O2
4-Pyridinecarboxamide,3-fluoro-(9CI) 4-Pyridinecarboxamide,3-fluoro-(9CI) 152126-30-2 C6H5FN2O
2-Pyridinecarboxaldehyde,3,5-dimethyl-(9CI) 2-Pyridinecarboxaldehyde,3,5-dimethyl-(9CI) 675138-02-0 C8H9NO
5-Methylimidazo[1,2-a]pyridine, HCl 5-Methylimidazo[1,2-a]pyridine, HCl 5857-49-8 C7H6ClN2R
2-Fluoronicotinamide 2-Fluoronicotinamide 364-22-7 C6H5FN2O
2-CHLOROMETHYL-4-METHYLPYRIDINE 2-CHLOROMETHYL-4-METHYLPYRIDINE 38198-16-2 C7H8ClN
3-AMINO-6-BROMO-2-PHENYLPYRIDINE 3-AMINO-6-BROMO-2-PHENYLPYRIDINE 912772-85-1 C11H9BrN2
2-(4-BROMOPHENYL)-6-IODOIMIDAZO(1 2-A)P& 2-(4-BROMOPHENYL)-6-IODOIMIDAZO(1 2-A)P& 118000-66-1 C13H8BrIN2
2,6-PYRIDINEDICARBOXAMIDE 2,6-PYRIDINEDICARBOXAMIDE 4663-97-2 C7H7N3O2
2-(4-Bromomethylphenyl)pyridine 2-(4-Bromomethylphenyl)pyridine 257907-04-3 C12H10BrN
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