Chemistry Heterocyclic Building Blocks Pyridines

Pyridines

Pyridine is an organic compound with a heterocyclic basic nature and a chemical formula of C5H5N. Its structure is similar to that of benzene, except for the substitution of a nitrogen atom for a methine group (=CH−).

Pyridine ring is found in numerous essential compounds such as agrochemicals, pharmaceuticals, and vitamins. In the past, coal tar was the source for producing pyridine.

Pyridine differs from benzene in that its ring does not have an even distribution of electron density due to the negative inductive effect of the nitrogen atom. As a result, pyridine possesses a dipole moment and has a weaker resonant stabilization compared to benzene, as evidenced by its resonance energy of 117 kJ·mol-1 (as opposed to benzene's 150 kJ·mol-1).

Pyridine, due to the presence of an electronegative nitrogen atom in its ring, exhibits a lower tendency to undergo electrophilic aromatic substitution reactions compared to benzene derivatives. Its reactivity, instead, bears a resemblance to that of nitrobenzene.

In the pyridine molecule, the ring atoms have undergone sp2 hybridization, while the nitrogen atom utilizes its unhybridized p orbital to participate in the π-bonding aromatic system. The lone pair of electrons resides in an sp2 orbital and extends outward from the ring in the same plane as the σ bonds.

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Framework+−

(2-chloropyridin-4-yl)boronic acid (3-bromopyridin-2-yl)methanol (3-chloropyridin-2-yl)methanamine (3-fluoropyridin-2-yl)methanamine (3-methylpyridin-2-yl)methanamine (3-methylpyridin-2-yl)methanol (3aR,8aS)-2-(pyridin-2-yl)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole (3aS,8aR)-2-(pyridin-2-yl)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole (4R,5S)-4,5-diphenyl-2-(pyridin-2-yl)-4,5-dihydrooxazole (5-(trifluoromethyl)pyridin-3-yl)boronic acid (5-bromopyridin-2-yl)methanamine (5-bromopyridin-2-yl)methanol (5-chloropyridin-2-yl)methanamine (6-methylpyridin-2-yl)methanamine (6-methylpyridin-2-yl)methanol (6-phenoxypyridin-3-yl)boronic acid (R)-3-(pyrrolidin-2-yl)pyridine (R)-4-benzyl-2-(pyridin-2-yl)-4,5-dihydrooxazole (R)-4-phenyl-2-(pyridin-2-yl)-4,5-dihydrooxazole (S)-4-(tert-butyl)-2-(pyridin-2-yl)-4,5-dihydrooxazole (S)-4-benzyl-2-(pyridin-2-yl)-4,5-dihydrooxazole (S)-4-isopropyl-2-(pyridin-2-yl)-4,5-dihydrooxazole (S)-4-phenyl-2-(pyridin-2-yl)-4,5-dihydrooxazole 1,1'-diphenyl-[4,4'-bipyridine]-1,1'-diium 1,10-phenanthrolin-4-ol 1,2,3,4-tetrahydropyrido[2,3-b]pyrazine 1,2,3,6-tetrahydropyridine 1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one 1,3-dihydro-2H-pyrrolo[2,3-c]pyridin-2-one 1,3-dihydro-2H-pyrrolo[3,2-b]pyridin-2-one 1,4-di(pyridin-4-yl)benzene 1-(5-bromopyridin-2-yl)piperazine 1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine 1-(pyridin-2-yl)ethan-1-amine 1-(pyridin-2-yl)ethan-1-one 1-(pyridin-2-yl-l2-azaneyl)ethan-1-one 1-(pyridin-3-yl)ethan-1-amine 1-(pyridin-3-yl)ethan-1-one 1-(pyridin-3-yl)piperazine 1-(pyridin-3-ylmethyl)piperazine 1-(pyridin-4-yl)ethan-1-amine 1-(pyridin-4-yl)ethan-1-one 1-benzyl-1,2,3,6-tetrahydropyridine 1-benzyl-1H-pyrazolo[3,4-b]pyridine 1-methyl-4-(pyridin-2-yl)piperazine 1-methylpyridin-1-ium iodide 1-phenyl-3-(4-(pyridin-4-yloxy)phenyl)urea 1H-imidazo[4,5-b]pyridine 1H-imidazo[4,5-c]pyridine 1H-pyrazolo[3,4-b]pyridin-5-amine 1H-pyrrolo[2,3-c]pyridin-7-ol 1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid 1H-pyrrolo[3,2-b]pyridine-3-carboxylic acid 2,2':6',2''-terpyridine 2,2-dimethyl-1-(pyridin-2-yl-l2-azaneyl)propan-1-one 2,3'-bipyridine 2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole 2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole 2,3,5-trichloropyridine 2,3,6-trichloropyridine 2,3-dibromopyridine 2,3-dichloropyridine 2,3-difluoropyridine 2,3-dihydro-1H-pyrrolo[2,3-b]pyridine 2,3-dihydro-1H-pyrrolo[2,3-c]pyridine 2,3-dihydro-1H-pyrrolo[3,2-c]pyridine 2,3-dihydro-1H-pyrrolo[3,4-c]pyridine 2,3-dihydro-[1,4]dioxino[2,3-b]pyridine 2,3-dihydropyridin-2-one 2,3-dimethoxypyridine 2,3-dimethylpyridine 2,4,6-trichloropyridine 2,4,6-triphenylpyridine 2,4-dibromopyridine 2,4-dichloro-6-methylpyridine 2,4-dichloropyridine 2,4-dimethylpyridine 2,5-dibromopyridine 2,5-dichloropyridine 2,5-difluoropyridine 2,6-bis(4,5-dihydrooxazol-2-yl)pyridine 2,6-di(1H-pyrazol-1-yl)pyridine 2,6-dibromo-3-fluoropyridine 2,6-dibromopyridin-4-amine 2,6-dibromopyridine 2,6-dichloro-3-fluoropyridine 2,6-dichloro-3-methylpyridine 2,6-dichloro-3-nitropyridine 2,6-dichloro-4-iodopyridine 2,6-dichloro-4-methylpyridine 2,6-dichloronicotinonitrile 2,6-dichloropyridin-3-amine 2,6-dichloropyridine 2,6-difluoropyridine 2,6-dimethoxypyridine 2,6-dimethylpyridin-4-ol 2,6-dimethylpyridine 2-(1H-pyrazol-1-yl)pyridine 2-(1H-pyrazol-3-yl)pyridine 2-(2,2,2-trifluoroethoxy)pyridine 2-(2-chlorophenyl)pyridine 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2-(4-fluorophenyl)pyridine 2-(6-benzhydrylpyridin-2-yl)-4,5-dihydrooxazole 2-(6-cyclopropylpyridin-2-yl)-4,5-dihydrooxazole 2-(benzyloxy)pyridine 2-(bromomethyl)pyridine 2-(chloromethyl)-3-methylpyridine 2-(chloromethyl)pyridine 2-(chloromethyl)pyridine 1-oxide 2-(difluoromethyl)pyridine 2-(methylsulfonyl)pyridine 2-(methylthio)pyridine 2-(p-tolyl)pyridine 2-(phenoxymethyl)pyridine 2-(piperidin-1-yl)pyridine 2-(piperidin-4-yl)pyridine 2-(pyridin-2-yl)-1H-benzo[d]imidazole 2-(pyridin-2-yl)acetonitrile 2-(pyridin-2-yl)pyrimidine 2-(pyridin-2-ylmethyl)-4,5-dihydrooxazole 2-(pyridin-3-yl)acetic acid 2-(pyridin-3-yl)acetonitrile 2-(pyrrolidin-2-yl)pyridine 2-(thiophen-2-yl)pyridine 2-(tributylstannyl)pyridine 2-(trifluoromethoxy)pyridine 2-(trifluoromethyl)pyridine 2-aminonicotinonitrile 2-benzylpyridine 2-bromo-3-(trifluoromethyl)pyridine 2-bromo-3-chloropyridine 2-bromo-3-fluoropyridine 2-bromo-3-iodopyridine 2-bromo-3-methoxypyridine 2-bromo-3-methylpyridine 2-bromo-3-nitropyridine 2-bromo-4-chloropyridine 2-bromo-4-methylpyridine 2-bromo-5-(trifluoromethyl)pyridine 2-bromo-5-chloropyridine 2-bromo-5-fluoropyridine 2-bromo-5-methoxypyridine 2-bromo-5-methylpyridine 2-bromo-5-nitropyridine 2-bromo-6-(trifluoromethyl)pyridine 2-bromo-6-chloropyridine 2-bromo-6-fluoropyridine 2-bromo-6-iodopyridine 2-bromo-6-methoxypyridine 2-bromo-6-methylpyridine 2-bromo-6-phenylpyridine 2-bromonicotinic acid 2-bromopyridin-3-amine 2-bromopyridin-3-ol 2-bromopyridine 2-bromopyridine 1-oxide 2-chloro-3,6-dimethylpyridine 2-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2-chloro-3-(trifluoromethyl)pyridine 2-chloro-3-fluoropyridin-4-amine 2-chloro-3-fluoropyridine 2-chloro-3-iodopyridin-4-amine 2-chloro-3-iodopyridine 2-chloro-3-methoxypyridine 2-chloro-3-methylpyridine 2-chloro-3-nitropyridine 2-chloro-4,6-dimethylpyridine 2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2-chloro-4-(trifluoromethyl)pyridine 2-chloro-4-ethoxypyridine 2-chloro-4-fluoropyridine 2-chloro-4-iodopyridine 2-chloro-4-methoxypyridine 2-chloro-4-methylpyridine 2-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2-chloro-5-(trifluoromethyl)pyridine 2-chloro-5-fluoropyridin-4-amine 2-chloro-5-fluoropyridine 2-chloro-5-iodopyridine 2-chloro-5-methylpyridine 2-chloro-5-nitropyridine 2-chloro-6-(trifluoromethyl)pyridine 2-chloro-6-fluoropyridine 2-chloro-6-iodopyridine 2-chloro-6-methoxypyridine 2-chloro-6-methyl-3-nitropyridine 2-chloro-6-methylnicotinonitrile 2-chloro-6-methylpyridine 2-chloroisonicotinaldehyde 2-chloroisonicotinic acid 2-chloroisonicotinonitrile 2-chloronicotinic acid 2-chloronicotinonitrile 2-chloropyridin-3-amine 2-chloropyridin-3-ol 2-chloropyridin-4-amine 2-chloropyridine 1-oxide 2-cyclopropyl-4-phenylquinoline 2-cyclopropylpyridine 2-ethoxypyridine 2-ethylpyridine 2-ethynylpyridine 2-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2-fluoro-3-iodopyridine 2-fluoro-3-methylpyridine 2-fluoro-4-methylpyridine 2-fluoro-5-methoxypyridine 2-fluoro-5-methylpyridine 2-fluoro-6-methoxypyridine 2-fluoro-6-methylpyridine 2-fluoropyridine 2-hydrazineylpyridine 2-iodo-6-methylpyridine 2-iodopyridine 2-isopropoxypyridine 2-isopropylpyridine 2-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2-methoxy-3-(trifluoromethyl)pyridine 2-methoxy-4-methylpyridine 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2-methoxy-5-(trifluoromethyl)pyridine 2-methoxy-5-methylpyridine 2-methoxy-5-nitropyridine 2-methoxy-6-methylpyridine 2-methoxyisonicotinic acid 2-methoxypyridin-3-amine 2-methoxypyridine 2-methyl-1,10-phenanthroline 2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2-methyl-3-nitropyridine 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2-methylimidazo[1,2-a]pyridine 2-methylpyridin-3-ol 2-methylpyridin-4-amine 2-methylpyridine 1-oxide 2-nitropyridine 2-phenoxy-5-(trifluoromethyl)pyridine 2-phenylimidazo[1,2-a]pyridine 2-propoxypyridine 2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one 3,3'-bipyridine 3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine 3,5-dibromopyridine 3,5-dichloropyridine 3,5-difluoropyridine 3,5-dimethoxypyridine 3,5-dimethylpyridine 3,5-diphenylpyridine 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)pyridine 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 3-(benzyloxy)pyridine 3-(bromomethyl)pyridine 3-(chloromethyl)pyridine 3-(cyclopropylmethyl)pyridine 3-(difluoromethyl)pyridine 3-(methylsulfonyl)pyridine 3-(piperidin-1-yl)pyridine 3-(piperidin-4-yl)pyridine 3-(pyrrolidin-2-yl)pyridine 3-(tert-butyl)pyridine 3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine 3-(trifluoromethyl)pyridin-2-ol 3-(trifluoromethyl)pyridine 3-bromo-1H-pyrrolo[3,2-b]pyridine 3-bromo-2-chloropyridin-4-amine 3-bromo-2-chloropyridine 3-bromo-2-fluoropyridine 3-bromo-2-methoxypyridine 3-bromo-2-methylpyridine 3-bromo-4-methylpyridine 3-bromo-5-chloropyridine 3-bromo-5-fluoropyridine 3-bromo-5-methylpyridine 3-bromo-5-nitropyridine 3-bromopicolinic acid 3-bromopicolinonitrile 3-bromopyrazolo[1,5-a]pyridine 3-bromopyridin-2-amine 3-bromopyridin-2-ol 3-bromopyridine 1-oxide 3-chloro-2-fluoropyridine 3-chloro-2-methoxypyridine 3-chloro-2-methylpyridine 3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 3-chloro-5-fluoropyridine 3-chloro-5-methylpyridine 3-chloro-5-nitropyridine 3-chloroimidazo[1,2-a]pyridine 3-chloropicolinic acid 3-chloropicolinonitrile 3-chloropyridin-2-amine 3-chloropyridin-2-ol 3-cyclopropylpyridine 3-ethoxypyridine 3-ethylpyridine 3-ethynylpyridine 3-fluoro-2-methoxypyridine 3-fluoro-2-methylpyridine 3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 3-fluoropicolinic acid 3-fluoropicolinonitrile 3-fluoropyridin-2-amine 3-fluoropyridin-4-amine 3-hydrazineylpyridine 3-iodo-1H-pyrazolo[3,4-b]pyridine 3-iodo-1H-pyrrolo[3,2-b]pyridine 3-iodo-1H-pyrrolo[3,2-c]pyridine 3-iodopyridin-2-amine 3-iodopyridin-2-ol 3-iodopyridin-4-amine 3-iodopyridin-4-ol 3-iodopyridine 3-methoxypyridin-2-amine 3-methoxypyridine 3-methyl-1H-pyrrolo[2,3-b]pyridine 3-methyl-2-phenylpyridine 3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 3-methyl-5-nitropyridine 3-methylimidazo[1,2-a]pyridine 3-methylpicolinic acid 3-methylpyridin-2-amine 3-methylpyridine 3-methylpyridine 1-oxide 3-nitropyridin-2-ol 3-nitropyridin-4-amine 3-nitropyridine 3-phenoxypyridine 4'-phenyl-2,2':6',2''-terpyridine 4,4'-bipyridine 4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine 4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine 4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine 4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine 4,5,6,7-tetrahydrothieno[2,3-c]pyridine 4,5,6,7-tetrahydrothieno[3,2-c]pyridine 4,6-dichloropyridin-2-amine 4,6-dichloropyridin-3-amine 4,7-diphenyl-1,10-phenanthroline 4-(2,4-diphenyl-1H-imidazol-5-yl)pyridine 4-(benzyloxy)pyridine 4-(bromomethyl)pyridine 4-(pyridin-2-yl)morpholine 4-(pyridin-3-yl)pyrimidine 4-(pyridin-4-yl)morpholine 4-(tert-butyl)-2-(pyridin-2-yl)-4,5-dihydrooxazole 4-(tert-butyl)pyridine 4-(trifluoromethyl)nicotinic acid 4-(trifluoromethyl)pyridine 4-bromo-2-chloropyridine 4-bromo-2-fluoropyridine 4-bromo-2-methoxypyridine 4-bromo-3-methylpyridine 4-bromopyrazolo[1,5-a]pyridine 4-bromopyridine 4-chloro-1H-pyrazolo[4,3-c]pyridine 4-chloro-1H-pyrrolo[2,3-b]pyridine 4-chloro-1H-pyrrolo[3,2-c]pyridine 4-chloro-2,6-dimethylpyridine 4-chloro-2-methoxypyridine 4-chloro-3-methylpyridine 4-chloronicotinic acid 4-chloropyridin-2-amine 4-chloropyridine 4-cyclopropylpyridine 4-ethoxypyridine 4-ethynylpyridine 4-iodopyridine 4-isopropyl-2-(pyridin-2-yl)-4,5-dihydrooxazole 4-methoxypyridine 4-methyl-2,2'-bipyridine 4-methyl-2-phenylpyridine 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 4-methyl-3-nitropyridine 4-methylnicotinic acid 4-methylpyridine 4-nitropyridine 4-phenoxypyridine 4-phenyl-1,2,3,6-tetrahydropyridine 4-phenyl-1,4-dihydropyridine 5,6,7,8-tetrahydroimidazo[1,2-a]pyridine 5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine 5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine 5,6-dichloropyridin-2-amine 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinonitrile 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine 5-(trifluoromethyl)pyridin-2-amine 5-(trifluoromethyl)pyridin-2-ol 5-benzyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine 5-bromo-2-chloro-4-methylpyridine 5-bromo-2-chloropyridine 5-bromo-2-fluoropyridine 5-bromo-2-iodopyridine 5-bromo-2-methoxypyridine 5-bromo-2-methylpyridine 5-bromo-2-phenylpyridine 5-bromo-4-methylpyridin-2-amine 5-bromo-6-chloropyridin-2-amine 5-bromonicotinaldehyde 5-bromonicotinic acid 5-bromonicotinonitrile 5-bromopicolinic acid 5-bromopicolinonitrile 5-bromopyridin-2-amine 5-bromopyridin-2-ol 5-bromopyridin-3-amine 5-bromopyridin-3-ol 5-chloro-1H-pyrazolo[3,4-b]pyridine 5-chloro-1H-pyrazolo[4,3-b]pyridine 5-chloro-1H-pyrrolo[2,3-c]pyridine 5-chloro-1H-pyrrolo[3,2-b]pyridine 5-chloro-2-fluoropyridine 5-chloro-2-methoxypyridine 5-chloro-2-methylpyridine 5-chloroimidazo[1,2-a]pyridine 5-chloropicolinic acid 5-chloropicolinonitrile 5-chloropyridin-2-amine 5-chloropyridin-2-ol 5-chloropyridin-3-amine 5-fluoro-2-methoxypyridine 5-fluoro-2-methylpyridine 5-fluoropicolinonitrile 5-fluoropyridin-2-amine 5-iodopyridin-2-amine 5-iodopyridin-2-ol 5-methoxy-1H-pyrrolo[2,3-c]pyridine 5-methoxypyridin-3-amine 5-methylimidazo[1,2-a]pyridine 5-methylpyridin-2-amine 5-methylpyridin-3-amine 5-nitronicotinic acid 5-nitropyridin-2-amine 5-phenylpicolinic acid 6,7-dihydro-5H-cyclopenta[b]pyridine 6,7-dihydro-5H-cyclopenta[c]pyridine 6,7-dihydro-5H-pyrrolo[3,4-b]pyridine 6-(trifluoromethyl)pyridin-2-amine 6-(trifluoromethyl)pyridin-3-amine 6-bromo-1H-pyrazolo[4,3-b]pyridine 6-bromo-1H-pyrrolo[3,2-b]pyridine 6-bromo-1H-pyrrolo[3,2-c]pyridine 6-bromoimidazo[1,2-a]pyridine 6-bromonicotinaldehyde 6-bromonicotinic acid 6-bromonicotinonitrile 6-bromopicolinic acid 6-bromopyrazolo[1,5-a]pyridine 6-bromopyridin-2-amine 6-bromopyridin-3-amine 6-bromopyridin-3-ol 6-chloro-1H-pyrazolo[4,3-c]pyridine 6-chloro-1H-pyrrolo[3,2-c]pyridine 6-chloro-3-nitropyridin-2-amine 6-chloro-5-(trifluoromethyl)pyridin-2-amine 6-chloro-5-iodopyridin-2-amine 6-chloroimidazo[1,2-a]pyridine 6-chloronicotinaldehyde 6-chloronicotinic acid 6-chloropicolinic acid 6-chloropicolinonitrile 6-chloropyridin-2-amine 6-chloropyridin-2-ol 6-chloropyridin-3-amine 6-chloropyridine-3-sulfonyl chloride 6-fluoro-1H-pyrrolo[2,3-b]pyridine 6-fluoropyridin-2-amine 6-fluoropyridin-3-amine 6-methoxy-1H-pyrrolo[2,3-b]pyridine 6-methoxynicotinaldehyde 6-methoxypicolinic acid 6-methoxypyridin-2-amine 6-methoxypyridin-3-amine 6-methylnicotinic acid 6-methylnicotinonitrile 6-methylpicolinic acid 6-methylpicolinonitrile 6-methylpyridin-2-amine 6-methylpyridin-2-ol 6-methylpyridin-3-amine 6-methylpyridin-3-ol 6-phenoxypyridin-3-amine 6-phenylnicotinic acid 6-phenylpicolinic acid 7-bromo-1H-pyrrolo[2,3-c]pyridine 7-chloro-1H-pyrrolo[2,3-c]pyridine 7-methoxy-1H-pyrrolo[2,3-c]pyridine 7-methylimidazo[1,2-a]pyridine 9H-pyrido[3,4-b]indole bis(pyridin-2-ylmethyl)amine dimethyl pyridine-2,6-dicarboxylate dimethyl(pyridin-2-yl)phosphine oxide dimethyl(pyridin-3-yl)phosphine oxide ethyl 2-(pyridin-2-yl)acetate ethyl 2-methylnicotinate ethyl 4,6-dichloronicotinate ethyl 6-chloropicolinate ethyl isonicotinate ethyl nicotinate ethyl picolinate ethyl pyrazolo[1,5-a]pyridine-3-carboxylate furo[3,2-b]pyridine furo[3,2-c]pyridine imidazo[1,2-a]pyridin-2-ylmethanol imidazo[1,2-a]pyridine-5-carboxylic acid imidazo[1,2-a]pyridine-6-carbonitrile isonicotinaldehyde isonicotinamide isonicotinic acid isonicotinohydrazide isonicotinonitrile methyl 1H-pyrazolo[3,4-b]pyridine-5-carboxylate methyl 1H-pyrrolo[2,3-b]pyridine-2-carboxylate methyl 2-(pyridin-2-yl)acetate methyl 2-chloroisonicotinate methyl 2-chloronicotinate methyl 3-bromopicolinate methyl 3-chloropicolinate methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinate methyl 5-hydroxypicolinate methyl 6-bromonicotinate methyl 6-chloropicolinate methyl 6-fluoronicotinate methyl 6-methoxynicotinate methyl isonicotinate methyl nicotinate methyl pyrazolo[1,5-a]pyridine-3-carboxylate N,N-dimethylpyridin-2-amine N,N-dimethylpyridin-4-amine N-(pyridin-2-yl)benzamide N-benzylpyridin-2-amine N-methylpicolinamide N-methylpyridin-2-amine N-methylpyridin-3-amine N-phenyl-4-(pyridin-3-yl)pyrimidin-2-amine N-phenylpicolinamide N-phenylpyridin-2-amine nicotinaldehyde nicotinamide nicotinic acid nicotinonitrile oxazolo[4,5-b]pyridine oxazolo[5,4-b]pyridine phenyl(pyridin-2-yl)methanone phenyl(pyridin-3-yl)methanone picolinaldehyde picolinamide picolinic acid picolinimidamide picolinohydrazide pyrazolo[1,5-a]pyridine-2-carboxylic acid pyrazolo[1,5-a]pyridine-3-carboxylic acid pyridin-2-amine pyridin-2-ol pyridin-2-ylboronic acid pyridin-2-ylmethanamine pyridin-2-ylmethanol pyridin-3-amine pyridin-3-ol pyridin-3-ylboronic acid pyridin-3-ylmethanamine pyridin-3-ylmethanol pyridin-4-amine pyridin-4-ol pyridin-4-ylboronic acid pyridin-4-ylmethanamine pyridin-4-ylmethanol pyridine 1-oxide pyridine-2,3-diamine pyridine-2,6-diamine pyridine-2,6-dicarboxylic acid pyridine-2,6-diol pyridine-2-sulfonamide pyridine-2-sulfonyl chloride pyridine-2-thiol pyridine-3-sulfonic acid pyridine-3-sulfonyl chloride pyrido[2,3-b]pyrazine pyrido[2,3-d]pyrimidine pyrido[3,2-d]pyrimidine pyrido[3,4-b]pyrazine pyrido[3,4-d]pyrimidine tert-butyl (2-chloropyridin-4-yl)carbamate tert-butyl 1H-pyrazolo[3,4-b]pyridine-1-carboxylate tert-butyl 4-(pyridin-2-yl)piperazine-1-carboxylate tert-butyl pyridin-2-ylcarbamate tert-butyl pyridin-3-ylcarbamate tert-butyl pyridin-4-ylcarbamate thiazolo[4,5-b]pyridine thiazolo[5,4-b]pyridine thiazolo[5,4-c]pyridine thieno[2,3-b]pyridine thieno[2,3-c]pyridine thieno[3,2-b]pyridine thieno[3,2-c]pyridine

By Key Group+−

aminopyridine bromo-picolin-amide bromopyridine bromotriazolopyridine carbazo-pyridine chloro-pyrrolopyridine-carboxylate chloro-triazolopyridine chloropyridine chlorpyridine-boronate difluoromethyl-pyridine dihydropyridine dihydroxy-pyridine ethynylpyridine fluoro-pyridine-borate fluoro-triazolopyridine fluoro-trifluoromethyl-pyridine furopyridine hydroxypyridine imidazol-pyridine imidazopyridin-amine imidazopyridine iodo-pyrazolopyridine isonicotinic methoxy-pyridine-boronate methoxy-pyrrolopyridine methoxy-trifluoromethyl-pyridine methyl-imidazopyridine methyl-pyrazolopyridine methyl-pyrrolopyridine methyl-triazolopyridine methylisonicotinate methylpyridine oxadiazo-pyridine oxazolopyridine phenylpyridine picoline-boronate picolinic piperazine-pyridine pyranopyridine pyrazol-pyridine pyrazolopyridin-ol pyrazolopyridine pyridin-benzene pyridin-benzoimidazole pyridin-ethanamine pyridin-methanamine pyridin-piperidine pyridin-pyrimidin pyridin-quinoline pyridinamine pyridine-boronate pyridine-hydrochloride pyridine-propylamine pyridine-pyrazole pyridine-pyrrole pyridine-pyrrolidine pyridine-thiazol-amide pyridine-thiazole pyridineboronic acid pyridinecarboxylate pyridinecarboxylic pyridinemethanol pyridinoindole pyridinone pyridonaphthyridine pyridone boronate pyridooxazin-one pyridopyrazine pyridopyrimidin pyridoxazine pyridyl-benzene-boronic-acid pyridyl-ethanol pyridyl-morpholine pyridyl-phenyl-borate pyridyl-triazine pyrrolidin-pyridine pyrrolopyridine pyrrolopyridine-carboxylate pyrrolopyrimidin-amine tetrahydropyrazolopyridine thiazolopyridine thienopyridine triazol-pyridine triazolopyridin-amine triazolopyridine triazolopyridine-carboxylate triazolopyridine-carboxylic trifluoromethyl-pyridin-amine trifluoromethyl-pyridine-ethylamine trifluoromethyl-pyridyl-methanamine trifluoromethylpyridine

By Parent Nucleus+−

Aliphatic Heterocycles Aromatic Heterocycles Azetidines Benzimidazoles Dioxolanes Guanidines Imidazoles Indazoles Indoles Indolines Morpholines Other Aliphatic Heterocycles Other Aromatic Heterocycles Oxazolines Oxetanes Piperazines Piperidines Purines Pyrazoles Pyrimidines Pyrroles Pyrrolidines Quinolines Spiroes Tetrahydropyrans Tetrahydroquinolines Thiadiazoles Thiazoles Thiazolidines Thiophenes Thiophenols Triazines Triazoles

By Functional Group+−

Acyl Chlorides Alcohols Aldehydes Aliphatic Chain Hydrocarbons Aliphatic Cyclic Hydrocarbons Alkenyls Alkyls Alkynyls Amides Amidines Amines Aryls Benzyl bromides Benzyl Chlorides Bromides Carboxylic Acid Salts Carboxylic Acids Chiral Building Blocks Chlorides Difluoromethyls Esters Ethers Fluorinated Building Blocks Hydrazides Hydrazines Hydrazones Hydroxylamines Iodides Ketones Nitriles Nitroes Oximes Phenols Phosphoruses Sulfamides Sulfides Sulfonates Sulfones Sulfonic Acids Sulfonyl Chlorides Sulfoxides Thioesters Thioureas Trifluoromethyls Ureas

Heterocyclic related+−

Py

By Chemical Elements+−

    Bx
    Cx
    Nx
    Ox
    Fx
    Six
    Px
    Sx
    Clx
    Brx
    Ix

    Formula Weight+−

    cLogP+−

    H-Acceptors+−

    H-Donors+−

    Polar Surface Area+−

    Druglikeness+−

    NNCH/NNH+−

    sp3-Atoms+−

    Non-Aromatic Rings+−

    Aromatic Rings+−

    Rotatable Bonds+−

    By Configuration+−

    Ceftazidime

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    A51684872558-82-898%

    Ceftazidime

    $5.00/250mg

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    Thiostrepton

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    A2656051393-48-298%

    Thiostrepton

    $28.00/50mg

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    2-Methyl-4,5,6,7-tetrahydrothiazolo[4,5-c]pyridine hydrochloride

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    A11565482682112-79-298%

    2-Methyl-4,5,6,7-tetrahydrothiazolo[4,5-c]pyridine hydrochloride

    $180.00/1g

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    (R)-2-Methyl-6-(pyrrolidin-2-yl)pyridine dihydrochloride

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    A14749152703746-00-195%

    (R)-2-Methyl-6-(pyrrolidin-2-yl)pyridine dihydrochloride

    $378.00/100mg

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    2-Methyl-4-(pyrrolidin-2-yl)pyridine dihydrochloride

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    A13731432703756-93-698%

    2-Methyl-4-(pyrrolidin-2-yl)pyridine dihydrochloride

    $1292.00/1g

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    2-(Pyrrolidin-3-yl)pyridine dihydrochloride

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    A12179882138411-43-395%

    2-(Pyrrolidin-3-yl)pyridine dihydrochloride

    $339.00/1g

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    (S)-tert-Butyl 3-(pyridin-2-yloxy)pyrrolidine-1-carboxylate

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    A6509331224514-70-895%

    (S)-tert-Butyl 3-(pyridin-2-yloxy)pyrrolidine-1-carboxylate

    $367.00/1g

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    (S)-2-(Pyrrolidin-3-yloxy)pyridine hydrochloride

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    A13608651421020-28-195%

    (S)-2-(Pyrrolidin-3-yloxy)pyridine hydrochloride

    $991.00/5g

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    N-(Pyridin-3-yl)pyrazin-2-amine

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    A14943961028223-88-295%

    N-(Pyridin-3-yl)pyrazin-2-amine

    $292.00/1g

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    4-(2-(Pyridin-4-yl)vinyl)phenol

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    A106415631067-32-095%

    4-(2-(Pyridin-4-yl)vinyl)phenol

    $269.00/1g

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    1-Methyl-2-(2-pyridyl)pyridinium Iodide

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    A67918477972-47-598% HPLC,T

    1-Methyl-2-(2-pyridyl)pyridinium Iodide

    $48.00/1g

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    3-(3-Methylpyrrolidin-3-yl)pyridine

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    A1089275557076-73-095%

    3-(3-Methylpyrrolidin-3-yl)pyridine

    $155.00/25mg

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    5-(Pyrrolidin-1-yl)pyridine-2-carbonitrile

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    A845246160017-09-498%

    5-(Pyrrolidin-1-yl)pyridine-2-carbonitrile

    $99.00/5g

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    1,4-Dihydro-2-methyl-pyrido[2,3-b]pyrazin-3(2H)-one

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    A1047757165615-64-595%

    1,4-Dihydro-2-methyl-pyrido[2,3-b]pyrazin-3(2H)-one

    $569.00/5g

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    (S)-2-(Pyrrolidin-2-yl)pyridine dihydrochloride

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    A8285142097073-17-995%

    (S)-2-(Pyrrolidin-2-yl)pyridine dihydrochloride

    $537.00/1g

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    (6-Hydrazineylpyridin-3-yl)(morpholino)methanone

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    A1534248700803-90-395%

    (6-Hydrazineylpyridin-3-yl)(morpholino)methanone

    $157.00/1g

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    (S)-2-Phenyl-6-(trifluoromethyl)-2,3-dihydroimidazo[1,2-a]pyridine

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    A15198521208867-88-297%

    (S)-2-Phenyl-6-(trifluoromethyl)-2,3-dihydroimidazo[1,2-a]pyridine

    $262.00/1g

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    4-((5-Nitropyridin-2-yl)disulfanyl)pentanoic acid

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    A1430173663598-55-898%

    4-((5-Nitropyridin-2-yl)disulfanyl)pentanoic acid

    $949.00/1g

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    2-(o-tolyl)pyridine

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    A15197010273-89-995%

    2-(o-tolyl)pyridine

    $27.00/100mg

    Detail
    Ethyl 5-hydroxy-6-iodonicotinate

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    A19165959288-40-398%

    Ethyl 5-hydroxy-6-iodonicotinate

    $115.00/1g

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