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
2(1H)-Pyridinone, 1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]- 2(1H)-Pyridinone, 1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]- 832735-55-4 C17H20BNO3
4-o-Tolyl-thiazol-2-ylamine 4-o-Tolyl-thiazol-2-ylamine 5330-79-0 C10H10N2S
2-Amino-4-(3,5-difluorophenyl)-1,3-thiazole 2-Amino-4-(3,5-difluorophenyl)-1,3-thiazole 676348-23-5 C9H6F2N2S
1-ethyl-2-methylbenzo[cd]indol-1-ium iodide 1-ethyl-2-methylbenzo[cd]indol-1-ium iodide 5529-78-2 C14H14IN
4-CHLORO (1H)INDAZOLE 4-CHLORO (1H)INDAZOLE 13096-96-3 C7H5ClN2
5-methyl-2-oxa-5,8-diazaspiro[3.5]nonane hydrochloride 5-methyl-2-oxa-5,8-diazaspiro[3.5]nonane hydrochloride 2227206-56-4 C7H15ClN2O
2-bromo-6-fluoro-4-methoxypyridine 2-bromo-6-fluoro-4-methoxypyridine 1256811-11-6 C6H5BrFNO
2-{bicyclo[1.1.1]pentan-1-yl}ethan-1-ol 2-{bicyclo[1.1.1]pentan-1-yl}ethan-1-ol 2091785-54-3 C7H12O
2-bromo-3-ethylpyridine 2-bromo-3-ethylpyridine 142337-94-8 C7H8BrN
4-bromo-1-(oxolan-3-yl)-1H-imidazole 4-bromo-1-(oxolan-3-yl)-1H-imidazole 1353855-75-0 C7H9BrN2O
2-bromo-4-phenylpyrimidine 2-bromo-4-phenylpyrimidine 10198-98-8 C10H7BrN2
5-bromo-2-fluoro-3-(trifluoromethyl)pyridine 5-bromo-2-fluoro-3-(trifluoromethyl)pyridine 1365262-75-4 C6H2BrF4N
BENZIMIDAZO[2,1-A]BENZ[D,E]ISOQUINOLION-7-ONE BENZIMIDAZO[2,1-A]BENZ[D,E]ISOQUINOLION-7-ONE 23749-58-8 C18H10N2O
5-bromo-3H-thiazol-2-one 5-bromo-3H-thiazol-2-one 721412-04-0 C3H2BrNOS
6-(3-METHYLPIPERIDIN-1-YL)PYRAZINE-2-BORONIC ACID PINACOL ESTER 6-(3-METHYLPIPERIDIN-1-YL)PYRAZINE-2-BORONIC ACID PINACOL ESTER 1402174-18-8 C16H26BN3O2
3-Methyl-4-(piperidin-1-yl)phenylboronic acid pinacol ester 3-Methyl-4-(piperidin-1-yl)phenylboronic acid pinacol ester 1366131-49-8 C18H28BNO2
4-CHLORO-6-IODOQUINOLINE 4-CHLORO-6-IODOQUINOLINE 40107-07-1 C9H5ClIN
THIOMORPHOLINE 1,1-DIOXIDE HYDROCHLORIDE THIOMORPHOLINE 1,1-DIOXIDE HYDROCHLORIDE 59801-62-6 C4H10ClNO2S
4-chloro-2,6-dicyclopropylpyrimidine 4-chloro-2,6-dicyclopropylpyrimidine 1159820-61-7 C10H11ClN2
4,6-Dichloro-5-iodopyrimidin-2-amine 4,6-Dichloro-5-iodopyrimidin-2-amine 1208108-99-9 C4H2Cl2IN3
3-propoxypyridin-2-amine 3-propoxypyridin-2-amine 115835-69-3 C8H12N2O
3-BROMO-2-CYCLOPENTYLOXYPYRIDINE 3-BROMO-2-CYCLOPENTYLOXYPYRIDINE 1247429-75-9 C10H12BrNO
4-M-TOLYL-THIAZOL-2-YLAMINE 4-M-TOLYL-THIAZOL-2-YLAMINE 5330-67-6 C10H10N2S
3,5-dichloro-4-((6-chloro-5-isopropylpyridazin-3-yl)oxy)aniline(WXG00196) 3,5-dichloro-4-((6-chloro-5-isopropylpyridazin-3-yl)oxy)aniline(WXG00196) 920509-27-9 C13H12Cl3N3O
2-CYCLOBUTOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)THIAZOLE 2-CYCLOBUTOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)THIAZOLE 1356391-10-0 C13H20BNO3S
2-(furan-2-yl)pyridin-4-amine 2-(furan-2-yl)pyridin-4-amine 1159817-12-5 C9H8N2O
2-cyclopropyl-6-(pyridin-4-yl)pyrimidin-4-ol 2-cyclopropyl-6-(pyridin-4-yl)pyrimidin-4-ol 1159821-90-5 C12H11N3O
2-chloro-4-(2-fluorophenyl)pyrimidine(WX150102) 2-chloro-4-(2-fluorophenyl)pyrimidine(WX150102) 954216-36-5 C10H6ClFN2
2,6-dicyclopropylpyrimidin-4-ol 2,6-dicyclopropylpyrimidin-4-ol 874880-35-0 C10H12N2O
1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid 112811-72-0 C14H11F2NO4
2-(4-methylpiperidin-1-yl)pyridin-4-amine 2-(4-methylpiperidin-1-yl)pyridin-4-amine 1248700-57-3 C11H17N3
2-(4-(tert-butyl)phenyl)pyridin-3-amine 2-(4-(tert-butyl)phenyl)pyridin-3-amine 1368645-61-7 C15H18N2
2,6-Bis[(4S)-phenyl-2-oxazolin-2-yl]pyridine 2,6-Bis[(4S)-phenyl-2-oxazolin-2-yl]pyridine 174500-20-0 C23H19N3O2
1-(thiazol-2-yl)azetidin-3-ol 1-(thiazol-2-yl)azetidin-3-ol 1343425-86-4 C6H8N2OS
1-(4-Ethyl-phenyl)-1H-pyrazol-4-ylamine 1-(4-Ethyl-phenyl)-1H-pyrazol-4-ylamine 1353853-95-8 C11H13N3
1-(4-aminopyridin-2-yl)pyrrolidin-3-ol 1-(4-aminopyridin-2-yl)pyrrolidin-3-ol 1342840-89-4 C9H13N3O
1-(4,6-Dibromopyridin-2-yl)ethanone 1-(4,6-Dibromopyridin-2-yl)ethanone 1060815-82-8 C7H5Br2NO
1-(4-Bromophenyl)piperazine 1-(4-Bromophenyl)piperazine 66698-28-0 C10H13BrN2
[2,4-bipyridin]-4-amine [2,4-bipyridin]-4-amine 1159818-79-7 C10H9N3
(1-Ethyl-2-methyl-d8)-imidazole-4-boronic acid pinacol ester (1-Ethyl-2-methyl-d8)-imidazole-4-boronic acid pinacol ester 2223032-47-9 C12H15BD8N2O3
N,N-DIMETHYL-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)THIAZOL-2-AMINE N,N-DIMETHYL-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)THIAZOL-2-AMINE 1416367-38-8 C11H19BN2O2S
2-ETHYL-1,6-DIOXASPIRO[4.4]-NONANE 2-ETHYL-1,6-DIOXASPIRO[4.4]-NONANE 38401-84-2 C9H16O2
(4S,4'S)-2,2'-(4,6-Dibenzofurandiyl)bis[4,5-dihydro-4-phenyloxazole] (4S,4'S)-2,2'-(4,6-Dibenzofurandiyl)bis[4,5-dihydro-4-phenyloxazole] 246040-77-7 C30H22N2O3
4-chloro-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrazine 4-chloro-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrazine 1940180-18-6 C10H8ClN5
ethyl (Z)-2-(ethoxymethylene)-4,4-difluoro-3-oxobutanoate ethyl (Z)-2-(ethoxymethylene)-4,4-difluoro-3-oxobutanoate 1086400-66-9 C9H12F2O4
(3s,5s)-3,5-dimethylpiperazin-2-one (3s,5s)-3,5-dimethylpiperazin-2-one 1152112-99-6 C6H12N2O
5-(3-FLUOROPHENYL)-2-PYRIDINAMINE 5-(3-FLUOROPHENYL)-2-PYRIDINAMINE 866620-27-1 C11H9FN2
5-BROMO-1H-PYRAZOLO[3,4-B]PYRIDIN-3-YLAMINE 5-BROMO-1H-PYRAZOLO[3,4-B]PYRIDIN-3-YLAMINE 405224-24-0 C6H5BrN4
(R)-3-Isopropyl-2,5-piperazinedione (R)-3-Isopropyl-2,5-piperazinedione 143673-66-9 C7H12N2O2
2-Phenylbenzimidazole 2-Phenylbenzimidazole 716-79-0 C13H10N2
5-CHLORO INDAZOLE-3-CARBOXALDEHYDE 5-CHLORO INDAZOLE-3-CARBOXALDEHYDE 102735-84-2 C8H5ClN2O
3-Bromo-2-(4-fluorophenyl)pyridine 3-Bromo-2-(4-fluorophenyl)pyridine 1417519-79-9 C11H7BrFN
2-Bromo-5-(bromomethyl)pyrazine 2-Bromo-5-(bromomethyl)pyrazine 1382866-97-8 C5H4Br2N2
1-(phenylsulfonyl)cyclopropanol 1-(phenylsulfonyl)cyclopropanol 1006613-82-6 C9H10O3S
6-(4-(trifluoromethyl)phenyl)pyridin-3-amine 6-(4-(trifluoromethyl)phenyl)pyridin-3-amine 600133-35-5 C12H9F3N2
3-Bromo-5-(2-methoxyphenyl)pyridine 3-Bromo-5-(2-methoxyphenyl)pyridine 1276123-25-1 C12H10BrNO
1H-imidazole-4,5-dibromo-2-methyl-1-1-(1-methylethyl) 1H-imidazole-4,5-dibromo-2-methyl-1-1-(1-methylethyl) 1622840-42-9 C7H10Br2N2
4-Pyridinamine, 3-ethyl- 4-Pyridinamine, 3-ethyl- 90345-17-8 C7H10N2
5-Pyrimidinol, 2-phenyl- 5-Pyrimidinol, 2-phenyl- 66739-85-3 C10H8N2O
2(1H)-Pyridinone, 1-(difluoromethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 2(1H)-Pyridinone, 1-(difluoromethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 1352152-41-0 C12H16BF2NO3
6-(thiophen-3-yl)pyridin-3-amine 6-(thiophen-3-yl)pyridin-3-amine 1159815-63-0 C9H8N2S
4,5-Dibromo-2-methylthiazole 4,5-Dibromo-2-methylthiazole 57268-20-9 C4H3Br2NS
4-ethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 4-ethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2223035-58-1 C13H20BNO2
6-thiophen-2-yl-1H-pyrimidin-4-one 6-thiophen-2-yl-1H-pyrimidin-4-one 1105195-61-6 C8H6N2OS
5,6-Methylenedioxyindole 5,6-Methylenedioxyindole 267-48-1 C9H7NO2
5-bromo-3,4-dihydro-2H-pyrano[2,3-c]pyridine 5-bromo-3,4-dihydro-2H-pyrano[2,3-c]pyridine 1171897-93-0 C8H8BrNO
4-BROMO-2-(3-FLUOROPHENYL)PYRIMIDINE 4-BROMO-2-(3-FLUOROPHENYL)PYRIMIDINE 76128-72-8 C10H6BrFN2
4-BROMO-2-FLUORO-6-METHOXYPYRIDINE 4-BROMO-2-FLUORO-6-METHOXYPYRIDINE 1227591-12-9 C6H5BrFNO
2-PYRROLIDINONE-3,3,4,4,5,5-D6 2-PYRROLIDINONE-3,3,4,4,5,5-D6 70607-84-0 C4HD6NO
4-Cyclobutoxy-pyridin-3-ylamine 4-Cyclobutoxy-pyridin-3-ylamine 1250685-08-5 C9H12N2O
(5-Ethylpyrazine-d7)-2-boronic acid pinacol ester (5-Ethylpyrazine-d7)-2-boronic acid pinacol ester 2223038-78-4 C12H19BN2O2
(5-Methyl-2-piperidino-d13)-thiazole-4-boronic acid pinacol ester (5-Methyl-2-piperidino-d13)-thiazole-4-boronic acid pinacol ester 2223046-94-2 C15H25BN2O2S
[1-(tert-Butyl)-2-methyl-d12]-imidazole-4-boronic acid pinacol ester [1-(tert-Butyl)-2-methyl-d12]-imidazole-4-boronic acid pinacol ester 2223050-18-6 C14H25BN2O2
[4-(iso-Propyl)-2-(N-methylpiperazin-1-yl)-d18]-thiazole-5-boronic acid pinacol ester [4-(iso-Propyl)-2-(N-methylpiperazin-1-yl)-d18]-thiazole-5-boronic acid pinacol ester 2223032-89-9 C17H30BN3O2S
1-(2-Acetoxy)(ethylpyrazole-d6)-3-boronic acid pinacol ester 1-(2-Acetoxy)(ethylpyrazole-d6)-3-boronic acid pinacol ester 2223040-53-5 C13H21BN2O4
1-[(2-Acetoxy)(ethyl-d4)]-pyrazole-3-boronic acid pinacol ester 1-[(2-Acetoxy)(ethyl-d4)]-pyrazole-3-boronic acid pinacol ester 2223054-51-9 C13H19BD4N2O5
1-[(sec-Butyl)pyrazole-d11]-3-boronic acid pinacol ester 1-[(sec-Butyl)pyrazole-d11]-3-boronic acid pinacol ester 2223003-42-5 C13H23BN2O2
2-Amino-3-bromo-5-(iso-propyl-d7)-pyrazine 2-Amino-3-bromo-5-(iso-propyl-d7)-pyrazine 1185316-63-5 C7H10BrN3
2-Amino-5-(ethyl-d5)-pyrazine 2-Amino-5-(ethyl-d5)-pyrazine 1185306-37-9 C6H4D5N3
2-Amino-5-(n-propoxy-d7)-pyrazine 2-Amino-5-(n-propoxy-d7)-pyrazine 1643542-21-5 C7H4D7N3O
2-Amino-6-(ethoxy-d5)-pyrazine 2-Amino-6-(ethoxy-d5)-pyrazine 1643543-45-6 C6H9N3O
2-Amino-6-(iso-propyl-d7)-pyrazine 2-Amino-6-(iso-propyl-d7)-pyrazine 1643539-36-9 C7H11N3
2-Amino-6-ethylpyrazine-d7 2-Amino-6-ethylpyrazine-d7 1622843-01-9 C6H9N3
2-Bromo-5-(iso-propoxy)pyrazine-d9 2-Bromo-5-(iso-propoxy)pyrazine-d9 1643543-39-8 C7BrD9N2O
2-Bromo-5-(methyl-d3-amino)pyrazine 2-Bromo-5-(methyl-d3-amino)pyrazine 1185311-88-9 C5H3BrD3N3
2-Bromo-5-(tert-butoxy-d9)-pyrazine 2-Bromo-5-(tert-butoxy-d9)-pyrazine 1185311-89-0 C8H11BrN2O
2-Bromo-6-(iso-butyl-d9)-pyrazine 2-Bromo-6-(iso-butyl-d9)-pyrazine 1643563-52-3 C8H2BrD9N2
2-Bromo-6-(iso-propyl)pyrazine-d9 2-Bromo-6-(iso-propyl)pyrazine-d9 1643576-58-2 C7BrD9N2
2-Bromo-6-(morpholino-d8)-pyrazine 2-Bromo-6-(morpholino-d8)-pyrazine 1643543-50-3 C8H2BrD8N3O
2-Bromo-6-(n-propoxy-d7)-pyrazine 2-Bromo-6-(n-propoxy-d7)-pyrazine 1185316-19-1 C7H9BrN2O
3-Bromo-1-(iso-propyl)pyrazole-d9 3-Bromo-1-(iso-propyl)pyrazole-d9 1643539-24-5 C6BrD9N2
3-Bromo-1-(tert-butyl-d9)-pyrazole 3-Bromo-1-(tert-butyl-d9)-pyrazole 1643563-13-6 C7H11BrN2
4-Bromo-1-(ethyl)pyrazole-d7 4-Bromo-1-(ethyl)pyrazole-d7 1643563-80-7 C5H7BrN2
4-Bromo-1-(iso-butyl)pyrazole-d11 4-Bromo-1-(iso-butyl)pyrazole-d11 1643564-50-4 C7H11BrN2
4-Bromo-1-(n-propyl)pyrazole-d9 4-Bromo-1-(n-propyl)pyrazole-d9 1643575-78-3 C6H9BrN2
4-Bromo-1-(sec-butyl)imidazole-d11 4-Bromo-1-(sec-butyl)imidazole-d11 1643539-14-3 C7BrD11N2
4-Bromo-1-[(2-Acetoxy)ethyl-d4]-imidazole 4-Bromo-1-[(2-Acetoxy)ethyl-d4]-imidazole 1643575-49-8 C7H9BrN2O2
4-Bromo-2-(ethyl-d5)-imidazole 4-Bromo-2-(ethyl-d5)-imidazole 1643542-25-9 C5H7BrN2
4-Bromo-2-(tert-butyl-d9)-imidazole 4-Bromo-2-(tert-butyl-d9)-imidazole 1643564-14-0 C7H11BrN2
6-(tert-Butyl-d9)-pyrazine-2-boronic acid pinacol ester 6-(tert-Butyl-d9)-pyrazine-2-boronic acid pinacol ester 2223029-88-5 C14H23BN2O2
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