Heterocyclic compound

Heterocyclic compounds are a class of organic compounds with cyclic structure. The ring-constituting atoms in the molecule, in addition to carbon, also include one or more nitrogen, sulfur, oxygen and other atoms. Those containing one ring are called single-heterocyclic compounds, such as furan, thiazole, and pyridine. Those containing two or more rings are called fused heterocyclic compounds such as quinoline and purine. The most common and most stable are five- or six-membered heterocyclic ring. Simple heterocyclic ring is capable of merging with benzene or another heterocyclic ring to form a bicyclic, tricyclic or more complex ring system. Some kinds of heterocyclic rings have features of aromatic compounds, such as being easy to participate into substitution reaction, difficult to have addition reaction and being stable to oxidant. Heterocyclic compounds are widely found in nature, such as nucleic acids, most kinds of vitamins, chlorophyll, heme, most kinds of alkaloids, pigments and so on. A fraction of the heterocyclic compounds have aromatic characteristics, such as plants coumarone, jasmonate and animals civetone. There are many synthetic pesticides that belong to such compounds such as herbicides atrazine, amitrole, CMPT, insecticide fluorine propargite, quinoline parathion, thioquinox and so on. Simple heterocyclic compound is an important raw material of organic chemical industry.

The cyclic compounds with atoms constituting the ring system, in addition to carbon atom, also containing O, S, and N heteroatom are collectively referred to as heterocyclic compounds. According to this definition, the cyclic dicarboxylic anhydride, the cyclic imide, lactones, lactides, cyclic anhydrides, lactams, and cyclic ethers, strictly speaking, also belong to heterocyclic compounds. However, due to the nature of these compounds are similar with aliphatic compound, and can easily undergo either the cyclization of the open-chain compounds or ring open reaction to be transformed into chain compounds, thus being generally attributed to the aliphatic chemistry for discussion. Therefore, heterocyclic compounds generally refer specifically to those heterocyclic compounds with relatively stable ring system but different levels of aromatic properties, namely aromatic heterocyclic compound.

The organic heterocyclic compounds belong to a large class in the three large categories of organic compounds, open chain, carbocyclic and heterocyclic organic compounds. It contains various kinds and has a large number accounting for about one-third of all known organic compounds and is also widespread in the biosphere, having close relation with the biological growth, development, reproduction, and genetic variation and so on. Common heterocyclic compounds include furan, thiophene, pyrrole, pyridine, quinoline, carbazole and so on.

These kinds of heterocyclic compounds are widely used in organic synthesis or as pharmaceuticals, pesticides, solvents and so on. They are colorless liquids with special smell or crystallization and have specific gravity being less than or close to water. They are toxic and can be soluble in some organic solvents and slightly soluble in water. In case of fire, heat, oxidants and strong acids, it can cause fire or explosion with simultaneous deposition of toxic sulfur dioxide or nitrogen oxide gas. Furan, when being exposed to the air, is capable of forming peroxides with causing an explosion during distillation. In the management of dangerous goods, according to the risk grades of fire, explosion, toxicity risk, they were classified as flammable liquids, flammable solids and organic toxic chemicals; when used in the reservoir, the first two comply danger of the A and B class while the latter one is based on class C fire danger for conducting fire management. In case of fire, we can use foam, dry powder, water mist, 1211 and carbon dioxide for fire extinguishing agents.

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Structure Chemical Name CAS MF
tert-butyl 6-oxo-2-azaspiro[4.4]nonane-2-carboxylate(WX101410) tert-butyl 6-oxo-2-azaspiro[4.4]nonane-2-carboxylate(WX101410) 1319716-43-2 C13H21NO3
N,N-DIETHYL-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)THIAZOL-2-AMINE N,N-DIETHYL-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)THIAZOL-2-AMINE 1352334-85-0 C13H23BN2O2S
TERT-BUTYL 3-(4-BROMOPHENYL)PYRROLIDINE-1-CARBOXYLATE TERT-BUTYL 3-(4-BROMOPHENYL)PYRROLIDINE-1-CARBOXYLATE 1467060-28-1 C15H20BrNO2
cis-5-Fluoro-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester cis-5-Fluoro-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester 2305079-84-7 C12H20FNO4
5-Bromo-2-(fluoromethyl)pyridine 5-Bromo-2-(fluoromethyl)pyridine 1335050-09-3 C6H5BrFN
cEt-5-methylcytidine cEt-5-methylcytidine 1197033-37-6 C12H17N3O5
6-(1-PYRROLIDINYL)-3-PYRIDINAMINE 6-(1-PYRROLIDINYL)-3-PYRIDINAMINE 92808-19-0 C9H13N3
Megalomicin C1 Megalomicin C1 49669-76-3 C48H84N2O17
[(1S,2R)-rel-2-(hydroxymethyl)cyclopropyl]methanol [(1S,2R)-rel-2-(hydroxymethyl)cyclopropyl]methanol 2345-68-8 C5H10O2
2-Amino-6-fluorobenzothiazole 2-Amino-6-fluorobenzothiazole 348-40-3 C7H5FN2S
2-Fluoro-4-methylpyridin-3-ol 2-Fluoro-4-methylpyridin-3-ol 1092561-59-5 C6H6FNO
1-PYRIDIN-2-YL-ETHYLAMINE 1-PYRIDIN-2-YL-ETHYLAMINE 42088-91-5 C7H10N2
2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrimidine 2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrimidine 1220526-74-8 C16H19BN2O2
2,4,6-tris(2-bromophenyl)-1,3,5-triazine 2,4,6-tris(2-bromophenyl)-1,3,5-triazine 1690315-37-7 C21H12Br3N3
2-(4-methoxyphenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-thiazole 2-(4-methoxyphenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-thiazole 1402227-63-7 C16H20BNO3S
4-bromo-1-(4-methoxybenzyl)-1H-imidazole 4-bromo-1-(4-methoxybenzyl)-1H-imidazole 1214247-81-0 C11H11BrN2O
1-(4'-Sulfophenyl)-3-carboxy-5-pyrazolone 1-(4'-Sulfophenyl)-3-carboxy-5-pyrazolone 118-47-8 C10H8N2O6S
1-methyl-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazol-2-yl)piperazine 1-methyl-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazol-2-yl)piperazine 1390682-08-2 C14H24BN3O2S
2-(pyridin-3-yl)pyriMidin-5-aMine 2-(pyridin-3-yl)pyriMidin-5-aMine 1094411-80-9 C9H8N4
4-BROMO-3-FORMYLINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 4-BROMO-3-FORMYLINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 303041-88-5 C14H14BrNO3
3-HYDROXY-5-PHENYLPYRIDINE 3-HYDROXY-5-PHENYLPYRIDINE 31676-55-8 C11H9NO
2-bromo-5-(pyrrolidin-1-yl)pyridine 2-bromo-5-(pyrrolidin-1-yl)pyridine 1142197-42-9 C9H11BrN2
3-(1H-Imidazol-1-yl)pyridin-2-amine 3-(1H-Imidazol-1-yl)pyridin-2-amine 1407153-46-1 C8H8N4
Methyl 4-bromo-5-fluorothiophene-2-carboxylate Methyl 4-bromo-5-fluorothiophene-2-carboxylate 1266112-22-4 C6H4BrFO2S
5-bromo-1-methyl-1H-imidazol-2-amine 5-bromo-1-methyl-1H-imidazol-2-amine 151597-83-0 C4H6BrN3
3-(2-bromophenyl)Pyridine 3-(2-bromophenyl)Pyridine 847264-30-6 C11H8BrN
3-isopropoxypyridin-2-amine 3-isopropoxypyridin-2-amine 866889-16-9 C8H12N2O
2-bromo-5-tert-butylthiophene 2-bromo-5-tert-butylthiophene 93425-02-6 C8H11BrS
B-[3-(1H-imidazol-1-yl)phenyl]Boronic acid B-[3-(1H-imidazol-1-yl)phenyl]Boronic acid 1040850-75-6 C9H9BN2O2
2-bromo-6-(methoxymethyl)pyridine 2-bromo-6-(methoxymethyl)pyridine 112575-15-2 C7H8BrNO
2-butoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)Pyrazine 2-butoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)Pyrazine 1416257-06-1 C14H23BN2O3
4,6-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)Pyrimidine 4,6-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)Pyrimidine 1430233-43-4 C12H19BN2O2
1-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyrazinyl]-2-Pyrrolidinone 1-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyrazinyl]-2-Pyrrolidinone 1186041-97-3 C14H20BN3O3
2-chloro-4-cyclobutylpyrimidine 2-chloro-4-cyclobutylpyrimidine 1215072-90-4 C8H9ClN2
2-chloro-4-cyclopropyl-6-methylpyrimidine 2-chloro-4-cyclopropyl-6-methylpyrimidine 121553-38-6 C8H9ClN2
5-bromo-3,4-dihydro-2H-Pyran 5-bromo-3,4-dihydro-2H-Pyran 26274-19-1 C5H7BrO
Ethyl 7-bromo-2,2-dimethylheptanoate Ethyl 7-bromo-2,2-dimethylheptanoate 123469-92-1 C11H21BrO2
5-bromo-2-(pyridin-2-yl)pyrimidine 5-bromo-2-(pyridin-2-yl)pyrimidine 1240601-78-8 C9H6BrN3
3-cyclobutoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridine 3-cyclobutoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridine 1257553-86-8 C15H22BNO3
2-(cyclopentyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazine 2-(cyclopentyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazine 1315353-86-6 C15H23BN2O3
6,6-difluoro-3-azabicyclo[3.1.1]heptane hydrochloride 6,6-difluoro-3-azabicyclo[3.1.1]heptane hydrochloride 1788054-81-8 C6H10ClF2N
2,5-Dibromo-4-methoxypyridine 2,5-Dibromo-4-methoxypyridine 1211520-71-6 C6H5Br2NO
2-methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)aniline 2-methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)aniline 1609394-10-6 C10H12N4O
2-Trifluoromethyl-pyridine-3-boronic acid pinacol ester 2-Trifluoromethyl-pyridine-3-boronic acid pinacol ester 1383625-22-6 C12H15BF3NO2
5-Fluoro-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester 5-Fluoro-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester 1241725-65-4 C12H20FNO4
4-Bromo-2-(pyridin-2-yl)pyrimidine 4-Bromo-2-(pyridin-2-yl)pyrimidine 1142195-02-5 C9H6BrN3
5,5'-Dibromo-2,2'-bipyrimidine 5,5'-Dibromo-2,2'-bipyrimidine 400859-09-8 C8H4Br2N4
2-(Methylthio)thiazole-5-boronic acid pinacol ester 2-(Methylthio)thiazole-5-boronic acid pinacol ester 2096331-12-1 C10H16BNO2S2
2-Ethoxythiazole-5-boronic acid pinacol ester 2-Ethoxythiazole-5-boronic acid pinacol ester 2096338-64-4 C11H18BNO3S
5-(4-Bromophenyl)pyrimidine 5-(4-Bromophenyl)pyrimidine 160377-42-4 C10H7BrN2
1-(3-Fluorophenyl)-1H-imidazol-2-amine 1-(3-Fluorophenyl)-1H-imidazol-2-amine 1690596-46-3 C9H8FN3
2-AMINO-5-METHYLTHIAZOLE 2-AMINO-5-METHYLTHIAZOLE 55502-89-1 C5H7NS
PYRUVONITRILE PYRUVONITRILE 631-57-2 C3H3NO
[4-(4-aminobenzoyl)oxyphenyl] 4-aminobenzoate [4-(4-aminobenzoyl)oxyphenyl] 4-aminobenzoate 22095-98-3 C20H16N2O4
3-bromo-5-tert-butylpyridine 3-bromo-5-tert-butylpyridine 1209458-34-3 C9H12BrN
4-(6-AMINO-3-PYRIDINYL)BENZONITRILE 4-(6-AMINO-3-PYRIDINYL)BENZONITRILE 503536-78-5 C12H9N3
5-cyclopropylpyridin-3-aMine 5-cyclopropylpyridin-3-aMine 1314353-68-8 C8H10N2
4-(4-broMo-1H-iMidazol-2-yl)pyridine 4-(4-broMo-1H-iMidazol-2-yl)pyridine 1260682-35-6 C8H6BrN3
2-Fluoro-4-iodo-6-(trifluoroMethyl)pyridine 2-Fluoro-4-iodo-6-(trifluoroMethyl)pyridine 957345-37-8 C6H2F4IN
2-Propenoic acid, 3-[(4'-cyano[1,1'-biphenyl]-4-yl)oxy]propyl ester 2-Propenoic acid, 3-[(4'-cyano[1,1'-biphenyl]-4-yl)oxy]propyl ester 104357-57-5 C19H17NO3
2-(piperidin-1-yl)pyridin-4-aMine 2-(piperidin-1-yl)pyridin-4-aMine 35980-78-0 C10H15N3
2-(5-broMopyridin-2-yl)propan-2-aMine 2-(5-broMopyridin-2-yl)propan-2-aMine 1211518-99-8 C8H11BrN2
6-BroMo-3-AMino-4-quinolinol 6-BroMo-3-AMino-4-quinolinol 1153094-27-9 C9H7BrN2O
2-isopropylpyriMidin-5-aMine 2-isopropylpyriMidin-5-aMine 944902-46-9 C7H11N3
6-(3,5-Difluorophenyl)pyridin-3-aMine 6-(3,5-Difluorophenyl)pyridin-3-aMine 438585-63-8 C11H8F2N2
3-BroMo-2,4-difluoropyridine 3-BroMo-2,4-difluoropyridine 1227502-60-4 C5H2BrF2N
2-THIOADENOSINE 2-THIOADENOSINE 43157-50-2 C10H13N5O4S
N-(4-chlorophenyl)-2-(3,5-diMethyl-1H-pyrazol-1-yl)-9-Methyl-9H-purin-6-aMine N-(4-chlorophenyl)-2-(3,5-diMethyl-1H-pyrazol-1-yl)-9-Methyl-9H-purin-6-aMine 1063331-94-1 C17H16ClN7
1-[5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-thiazol-2-yl]ethanone 1-[5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-thiazol-2-yl]ethanone 1452577-24-0 C11H16BNO3S
3-(2-BroMophenyl)pyrrolidine HCl 3-(2-BroMophenyl)pyrrolidine HCl 1203686-38-7 C10H12BrN
4-BroMo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole 4-BroMo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole 1022158-35-5 C12H13BrN2O
6-AMino-4-Methylisoquinoline 6-AMino-4-Methylisoquinoline 347146-61-6 C10H10N2
2-Methylpyrazolo[1,5-a]pyriMidin-5-ol 2-Methylpyrazolo[1,5-a]pyriMidin-5-ol 189116-35-6 C7H7N3O
2-BroMo-1-(pyriMidin-2-yl)ethanone hydrobroMide 2-BroMo-1-(pyriMidin-2-yl)ethanone hydrobroMide 1588441-02-4 C6H6Br2N2O
2-(3,3-Difluoropyrrolidin-1-yl)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyriMidine 2-(3,3-Difluoropyrrolidin-1-yl)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyriMidine 3024374-00-0 C14H20BF2N3O2
5-(tert-Butyl)pyridin-2-ol 5-(tert-Butyl)pyridin-2-ol 1159819-76-7 C9H13NO
4-chloro-N-ethyl-5-(trifluoroMethyl)pyriMidin-2-aMine 4-chloro-N-ethyl-5-(trifluoroMethyl)pyriMidin-2-aMine 1374829-47-6 C7H7ClF3N3
2,2'-BIPYRIDINE, 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)- 2,2'-BIPYRIDINE, 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)- 562098-24-2 C16H19BN2O2
3-(3-METHOXYPHENYL)-5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)PYRIDINE 3-(3-METHOXYPHENYL)-5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)PYRIDINE 1171891-10-3 C18H22BNO3
3-BROMO-2-METHYL-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDINE 3-BROMO-2-METHYL-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDINE 2223051-53-2 C12H17BBrNO2
Methyl 2-broMopyriMidine-4-carboxylate Methyl 2-broMopyriMidine-4-carboxylate 1209459-78-8 C6H5BrN2O2
6-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile 6-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile 1228431-18-2 C13H17BN2O2
4-BroMo-6-chloropyridin-2-aMine 4-BroMo-6-chloropyridin-2-aMine 1206250-19-2 C5H4BrClN2
4-Chloro-6-propylpyriMidin-2-aMine 4-Chloro-6-propylpyriMidin-2-aMine 139296-65-4 C7H10ClN3
5-BroMo-1H-iMidazole-2-carbonitrile 5-BroMo-1H-iMidazole-2-carbonitrile 120118-03-8 C4H2BrN3
5-BroMo-2-Methylpyridin-4-ol 5-BroMo-2-Methylpyridin-4-ol 1258287-39-6 C6H6BrNO
Ethyl 2-aMinopyriMidine-4-carboxylate Ethyl 2-aMinopyriMidine-4-carboxylate 916056-77-4 C7H9N3O2
3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)thieno[2,3-c]pyridine 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)thieno[2,3-c]pyridine 1326713-87-4 C13H16BNO2S
4-Bromo-2-(2-methylpiperidino)thiazole 4-Bromo-2-(2-methylpiperidino)thiazole 959237-96-8 C9H13BrN2S
2-Bromo-4-chloro-3-fluoropyridine 2-Bromo-4-chloro-3-fluoropyridine 1155847-42-9 C5H2BrClFN
5-tert-butoxypyrazin-2-ylboronic acid pinacol ester 5-tert-butoxypyrazin-2-ylboronic acid pinacol ester 1192838-57-5 C14H23BN2O3
(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide (2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 1192651-49-2 C14H17N3O3
4-(3-Bromo-phenyl)-1-methyl-piperidine 4-(3-Bromo-phenyl)-1-methyl-piperidine 1187928-92-2 C12H16BrN
(2-methyl-4-(4-methylpiperazin-1-yl)phenyl)boronic acid (2-methyl-4-(4-methylpiperazin-1-yl)phenyl)boronic acid 2159136-21-5 C12H19BN2O2
1-(2-cyclopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine 1-(2-cyclopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine 2223011-40-1 C19H29BN2O2
1-(2-Trifluoromethylphenyl)-1H-pyrazole-4-boronic acid 1-(2-Trifluoromethylphenyl)-1H-pyrazole-4-boronic acid 2225181-13-3 C10H8BF3N2O2
1-(3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-3-methylpiperidine 1-(3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-3-methylpiperidine 2223003-67-4 C18H27BFNO2
1-(3-Fluorophenyl)-1H-pyrazole-4-boronic acid 1-(3-Fluorophenyl)-1H-pyrazole-4-boronic acid 2225169-98-0 C9H8BFN2O2
1-(4-Chlorophenyl)-1H-pyrazole-4-boronic acid 1-(4-Chlorophenyl)-1H-pyrazole-4-boronic acid 2225169-87-7 C9H8BClN2O2
1-(4-cyclopropyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine 1-(4-cyclopropyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine 2223042-29-1 C19H29BN2O2
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