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heteroarene

A heterocyclic compound formally derived from an arene by replacement of one or more methine (-C=) and/or vinylene (-CH=CH-) groups by trivalent or divalent heteroatoms, respectively, in such a way as to maintain the continuous pi-electron system characteristic of aromatic systems and a number of out-of-plane pi-electrons corresponding to the Hueckel rule (4n+2).

ChEBI ID: 33833

Members (61)

MemberDefinitionRole
(5-phenyl-3-isoxazolyl)-(1-pyrrolidinyl)methanone(5-phenyl-3-isoxazolyl)-(1-pyrrolidinyl)methanone
1-(3-hydroxy-2,4,4-trimethyl-1-oxido-5-thiophen-2-yl-2-imidazol-1-iumyl)ethanone1-(3-hydroxy-2,4,4-trimethyl-1-oxido-5-thiophen-2-yl-2-imidazol-1-iumyl)ethanone
1-(6-methyl-2-pyridinyl)-N-(3-pyridinyl)-4-imidazolecarboxamide1-(6-methyl-2-pyridinyl)-N-(3-pyridinyl)-4-imidazolecarboxamide
1-adamantanecarboxylic acid [2-(2-furanylmethylamino)-2-oxoethyl] ester1-adamantanecarboxylic acid [2-(2-furanylmethylamino)-2-oxoethyl] ester
2-(2-furanyl)-6,7,8,9-tetrahydro-5H-cyclohepta[2,3]thieno[2,4-b][1,3]oxazin-4-one2-(2-furanyl)-6,7,8,9-tetrahydro-5H-cyclohepta[2,3]thieno[2,4-b][1,3]oxazin-4-one
2-amino-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d][1,3]thiazin-4-one2-amino-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d][1,3]thiazin-4-one
2-furanyl-(4,4,8-trimethyl-1-sulfanylidene-5-dithiolo[3,4-c]quinolinyl)methanone2-furanyl-(4,4,8-trimethyl-1-sulfanylidene-5-dithiolo[3,4-c]quinolinyl)methanone
2-methyl-3-furanthiol2-Methyl-3-furanthiol
2-sulfanylidene-1,3-dithiole-4,5-dicarboxylic acid dimethyl ester2-sulfanylidene-1,3-dithiole-4,5-dicarboxylic acid dimethyl ester
4-[2-(2-chloro-4-fluoroanilino)-5-methyl-4-pyrimidinyl]-N-[(1S)-1-(3-chlorophenyl)-2-hydroxyethyl]-1H-pyrrole-2-carboxamide4-[2-(2-chloro-4-fluoroanilino)-5-methyl-4-pyrimidinyl]-N-[(1S)-1-(3-chlorophenyl)-2-hydroxyethyl]-1H-pyrrole-2-carboxamide
4-[oxo-(pyridin-4-ylamino)methyl]-1H-imidazole-5-carboxylic acid ethyl ester4-[oxo-(pyridin-4-ylamino)methyl]-1H-imidazole-5-carboxylic acid ethyl ester
4-acetyl-N-[4-(4-chlorophenyl)-2-thiazolyl]-3,5-dimethyl-1H-pyrrole-2-carboxamide4-acetyl-N-[4-(4-chlorophenyl)-2-thiazolyl]-3,5-dimethyl-1H-pyrrole-2-carboxamide
4-bromo-1-methyl-N-(2-thiazolyl)-3-pyrazolecarboxamide4-bromo-1-methyl-N-(2-thiazolyl)-3-pyrazolecarboxamide
4-chloro-1-methyl-N-[1-[(4-methylphenyl)methyl]-3-pyrazolyl]-3-pyrazolecarboxamide4-chloro-1-methyl-N-[1-[(4-methylphenyl)methyl]-3-pyrazolyl]-3-pyrazolecarboxamide
4-chloro-N-[(4-chlorophenyl)methyl]-3-nitro-1H-pyrazole-5-carboxamide4-chloro-N-[(4-chlorophenyl)methyl]-3-nitro-1H-pyrazole-5-carboxamide
5-(2-furanyl)-N-(3-pyridinylmethyl)-3-isoxazolecarboxamide5-(2-furanyl)-N-(3-pyridinylmethyl)-3-isoxazolecarboxamide
5-(2-methylphenyl)-N-(phenylmethyl)-2-furancarboxamide5-(2-methylphenyl)-N-(phenylmethyl)-2-furancarboxamide
5-(3-chlorophenyl)-N-(2-propyl-5-tetrazolyl)-2-furancarboxamide5-(3-chlorophenyl)-N-(2-propyl-5-tetrazolyl)-2-furancarboxamide
5-(3-hydroxymethyl-3-methyl-1-triazeno)imidazole-4-carboxamide4-[(E)-[hydroxymethyl(methyl)amino]diazenyl]-1H-imidazole-5-carboxamide
5-(3-hydroxyphenyl)-N-[2-(4-morpholinyl)ethyl]-3-isoxazolecarboxamide5-(3-hydroxyphenyl)-N-[2-(4-morpholinyl)ethyl]-3-isoxazolecarboxamide
5-(4-bromophenyl)-N-propan-2-yl-3-isoxazolecarboxamide5-(4-bromophenyl)-N-propan-2-yl-3-isoxazolecarboxamide
5-(4-bromophenyl)-N,N-diethyl-3-isoxazolecarboxamide5-(4-bromophenyl)-N,N-diethyl-3-isoxazolecarboxamide
5-(4-chlorophenyl)-N-(2-furanylmethyl)-3-isoxazolecarboxamide5-(4-chlorophenyl)-N-(2-furanylmethyl)-3-isoxazolecarboxamide
5-(4-chlorophenyl)-N-(5-ethyl-1,3,4-thiadiazol-2-yl)-2-furancarboxamide5-(4-chlorophenyl)-N-(5-ethyl-1,3,4-thiadiazol-2-yl)-2-furancarboxamide
5-(4-methylphenyl)-N-(3-pyridinylmethyl)-3-isoxazolecarboxamide5-(4-methylphenyl)-N-(3-pyridinylmethyl)-3-isoxazolecarboxamide
5-[(4-fluorophenyl)methylsulfonylmethyl]-N-(2-oxolanylmethyl)-2-furancarboxamide5-[(4-fluorophenyl)methylsulfonylmethyl]-N-(2-oxolanylmethyl)-2-furancarboxamide
5-bromo-N-[1-(2,5-dimethylphenyl)ethyl]-2-furancarboxamide5-bromo-N-[1-(2,5-dimethylphenyl)ethyl]-2-furancarboxamide
5-bromo-N-[6-[[(5-bromo-2-furanyl)-oxomethyl]amino]-2-pyridinyl]-2-furancarboxamide5-bromo-N-[6-[[(5-bromo-2-furanyl)-oxomethyl]amino]-2-pyridinyl]-2-furancarboxamide
5-methyl-N-(3-pyridinyl)-3-isoxazolecarboxamide5-methyl-N-(3-pyridinyl)-3-isoxazolecarboxamide
5-methyl-N-(5-methyl-3-isoxazolyl)-3-isoxazolecarboxamide5-methyl-N-(5-methyl-3-isoxazolyl)-3-isoxazolecarboxamide
5-methyl-N-[5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl]-3-isoxazolecarboxamide5-methyl-N-[5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl]-3-isoxazolecarboxamide
5-phenyl-N-(3-pyridinyl)-3-isoxazolecarboxamide5-phenyl-N-(3-pyridinyl)-3-isoxazolecarboxamide
allantoxanamide4,6-dioxo-1H-1,3,5-triazine-2-carboxamide
Bis(2-furanylmethyl) disulfideBis(2-furanylmethyl) disulfide
furfuryl mercaptan2-Furanmethanethiol
N-(2-cyano-1-cyclopentenyl)-1-ethyl-3-pyrazolecarboxamideN-(2-cyano-1-cyclopentenyl)-1-ethyl-3-pyrazolecarboxamide
N-(2-sulfanylidene-3H-1,3,4-thiadiazol-5-yl)-2-furancarboxamideN-(2-sulfanylidene-3H-1,3,4-thiadiazol-5-yl)-2-furancarboxamide
N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-5-(2-methylpropyl)-3-isoxazolecarboxamideN-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-5-(2-methylpropyl)-3-isoxazolecarboxamide
N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-5-methyl-4-nitro-3-isoxazolecarboxamideN-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-5-methyl-4-nitro-3-isoxazolecarboxamide
N-(3-cyano-5,6-dihydro-4H-cyclopenta[b]thiophen-2-yl)-5-cyclopropyl-3-isoxazolecarboxamideN-(3-cyano-5,6-dihydro-4H-cyclopenta[b]thiophen-2-yl)-5-cyclopropyl-3-isoxazolecarboxamide
N-(3-cyano-6-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-5-methyl-3-isoxazolecarboxamideN-(3-cyano-6-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-5-methyl-3-isoxazolecarboxamide
N-(3-pyridinyl)-5,6,7,8-tetrahydro-4H-cyclohepta[d]isoxazole-3-carboxamideN-(3-pyridinyl)-5,6,7,8-tetrahydro-4H-cyclohepta[d]isoxazole-3-carboxamide
N-(3,3,5-trimethylcyclohexyl)-1H-1,2,4-triazole-5-carboxamideN-(3,3,5-trimethylcyclohexyl)-1H-1,2,4-triazole-5-carboxamide
N-(4-cyano-2-methyl-3-pyrazolyl)-5-(4-methylphenyl)-3-isoxazolecarboxamideN-(4-cyano-2-methyl-3-pyrazolyl)-5-(4-methylphenyl)-3-isoxazolecarboxamide
N-(4-oxo-2-thieno[3,2-d][1,3]thiazinyl)-2-furancarboxamideN-(4-oxo-2-thieno[3,2-d][1,3]thiazinyl)-2-furancarboxamide
N-(5-chloro-2-pyridinyl)-2-ethyl-3-pyrazolecarboxamideN-(5-chloro-2-pyridinyl)-2-ethyl-3-pyrazolecarboxamide
N-(5-cyclohexyl-1,3,4-thiadiazol-2-yl)-2-furancarboxamideN-(5-cyclohexyl-1,3,4-thiadiazol-2-yl)-2-furancarboxamide
N-(6-tert-butyl-3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-5-cyclopropyl-3-isoxazolecarboxamideN-(6-tert-butyl-3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-5-cyclopropyl-3-isoxazolecarboxamide
N-[1-[(4-fluorophenyl)methyl]-3-pyrazolyl]-5-methyl-2-furancarboxamideN-[1-[(4-fluorophenyl)methyl]-3-pyrazolyl]-5-methyl-2-furancarboxamide
N-[1-[(4-fluorophenyl)methyl]-3,5-dimethyl-4-pyrazolyl]-5-(2-furanyl)-3-isoxazolecarboxamideN-[1-[(4-fluorophenyl)methyl]-3,5-dimethyl-4-pyrazolyl]-5-(2-furanyl)-3-isoxazolecarboxamide
N-[1-[(4-fluorophenyl)methyl]-4-pyrazolyl]-5-(2-furanyl)-3-isoxazolecarboxamideN-[1-[(4-fluorophenyl)methyl]-4-pyrazolyl]-5-(2-furanyl)-3-isoxazolecarboxamide
N-[2-(1-cyclohexenyl)ethyl]-5-methyl-3-isoxazolecarboxamideN-[2-(1-cyclohexenyl)ethyl]-5-methyl-3-isoxazolecarboxamide
N-[4-(3,4-dimethylphenyl)-2-thiazolyl]-2-furancarboxamideN-[4-(3,4-dimethylphenyl)-2-thiazolyl]-2-furancarboxamide
N-Cyclohexyl-5-(2-thienyl)-1,2-oxazole-3-carboxamideN-Cyclohexyl-5-(2-thienyl)-1,2-oxazole-3-carboxamide
N-cyclohexyl-5-propyl-3-isoxazolecarboxamideN-cyclohexyl-5-propyl-3-isoxazolecarboxamide
N-cyclohexyl-5,6,7,8-tetrahydro-4H-cyclohepta[d]isoxazole-3-carboxamideN-cyclohexyl-5,6,7,8-tetrahydro-4H-cyclohepta[d]isoxazole-3-carboxamide
n-cyclopropyl-5-(thiophen-2-yl)isoxazole-3-carboxamideN-cyclopropyl-5-thiophen-2-yl-3-isoxazolecarboxamide
N-phenethyl-2-furamideN-phenethyl-2-furamide
N,N-dicyclohexyl-5-propyl-3-isoxazolecarboxamideN,N-dicyclohexyl-5-propyl-3-isoxazolecarboxamide
penthienatepenthienate
rufinamiderufinamide

Research

Studies (254)

TimeframeStudies, Drugs in This Class (%)All Drugs %
pre-199012 (4.72)18.7374
1990's9 (3.54)18.2507
2000's46 (18.11)29.6817
2010's140 (55.12)24.3611
2020's47 (18.50)2.80

Study Types

Publication TypeStudies, Drugs in This Class (%)All Drugs (%)
Trials24 (4.17%)5.53%
Reviews41 (7.12%)6.00%
Case Studies16 (2.78%)4.05%
Observational4 (0.69%)0.25%
Other491 (85.24%)84.16%