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
1,2-Dimethylindole 1,2-Dimethylindole 875-79-6 C10H11N
TRYPTANTHRIN TRYPTANTHRIN 13220-57-0 C15H8N2O2
4-Acetoxyindole 4-Acetoxyindole 5585-96-6 C10H9NO2
5-Chloroacetyl-6-chloro-1,3-dihydro-2H-indole-2-one 5-Chloroacetyl-6-chloro-1,3-dihydro-2H-indole-2-one 118307-04-3 C10H7Cl2NO2
Indometacin Impurity I (2-(5-Methoxy-2-1H-indol-3-yl)acetic acid) Indometacin Impurity I (2-(5-Methoxy-2-1H-indol-3-yl)acetic acid)
3-(5-Bromo-1-oxoisoindolin-2-yl)piperidine-2,6-dione 3-(5-Bromo-1-oxoisoindolin-2-yl)piperidine-2,6-dione 1010100-26-1 C13H11BrN2O3
N-H-IndoleBX N-H-IndoleBX 2130906-05-5 C15H10INO2
1-(4-CHLORO-BENZYL)-1 H-INDOLE-3-CARBALDEHYDE 1-(4-CHLORO-BENZYL)-1 H-INDOLE-3-CARBALDEHYDE 75629-57-1 C16H12ClNO
2,3,3-TRIMETHYL-5-BROMO-3H-INDOLE 2,3,3-TRIMETHYL-5-BROMO-3H-INDOLE 54136-24-2 C11H12BrN
5-BROMO-1H-INDOLE-2-CARBALDEHYDE 5-BROMO-1H-INDOLE-2-CARBALDEHYDE 53590-50-4 C9H6BrNO
N-Acetyl-3-hydroxyindole N-Acetyl-3-hydroxyindole 33025-60-4 C10H9NO2
5-BROMO-6-METHYL INDOLE 5-BROMO-6-METHYL INDOLE 1000343-13-4 C9H8BrN
6-BROMO-5-METHYLINDOLE 6-BROMO-5-METHYLINDOLE 248602-16-6 C9H8BrN
1H-Indole-6-methanamine, 1-[(1-methyl-1H-imidazol-4-yl)methyl]- 1H-Indole-6-methanamine, 1-[(1-methyl-1H-imidazol-4-yl)methyl]- 2375482-69-0 C14H16N4
7-METHYLINDOLE-3-CARBOXYLIC ACID 7-METHYLINDOLE-3-CARBOXYLIC ACID 30448-16-9 C10H9NO2
1H-Indole-2-carbonitrile,3-methyl- 1H-Indole-2-carbonitrile,3-methyl- 13006-59-2 C10H8N2
1H-Pyrrolo[2,3-b]pyridine, 5-bromo-1-methyl-3-nitro- 1H-Pyrrolo[2,3-b]pyridine, 5-bromo-1-methyl-3-nitro- 2361545-27-7 C8H6BrN3O2
5-Bromo-2-(methoxymethyl)-1-methyl-1H-indole 5-Bromo-2-(methoxymethyl)-1-methyl-1H-indole 1892785-04-4 C11H12BrNO
Imidazo[1,2-a]pyridine-3-carboxylic acid, 8-methoxy-, methyl ester Imidazo[1,2-a]pyridine-3-carboxylic acid, 8-methoxy-, methyl ester 2113881-23-3 C10H10N2O3
1H-Indole-2-carboxylic acid, 6-bromo-7-methyl- 1H-Indole-2-carboxylic acid, 6-bromo-7-methyl- 1388069-72-4 C10H8BrNO2
1H-Indole-3-acetic acid, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester 1H-Indole-3-acetic acid, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester 193603-94-0 C29H34ClNO4
4-HYDROXY-5-AZAINDOLE 4-HYDROXY-5-AZAINDOLE 54415-77-9 C7H6N2O
Indole-2-carboxaldehyde Indole-2-carboxaldehyde 19005-93-7 C9H7NO
5-Bromo-4-chloro-3-indolyl phosphate p-toluidine salt 5-Bromo-4-chloro-3-indolyl phosphate p-toluidine salt 6578-06-9 C8H6BrClNO4P.C7H9N
3-(2-Chloropyrimidin-4-yl)-1-cyclopropyl-1H-indole 3-(2-Chloropyrimidin-4-yl)-1-cyclopropyl-1H-indole
1H-indol-2-ol 1H-indol-2-ol 16990-73-1 C8H7NO
2,3,3-trimethyl-3H-indole-5-carboxylic acid 2,3,3-trimethyl-3H-indole-5-carboxylic acid 84100-84-5 C12H13NO2
3-Ethylamine-6azaindole 3-Ethylamine-6azaindole
4-alcohol-5-methoxy-1H-indole 4-alcohol-5-methoxy-1H-indole
7-(Benzyl)-1H-indole 7-(Benzyl)-1H-indole
2-Azaindole 2-Azaindole
7-(2-Bromobenzoyl)indole 7-(2-Bromobenzoyl)indole
3,6-Dibromoindole 3,6-Dibromoindole 74076-56-5 C8H5Br2N
5-Bromoindole-3-acetonitrile 5-Bromoindole-3-acetonitrile 774-14-1 C10H7BrN2
ICG ADIBO ICG ADIBO
3-(4,7-dimethyl-1,3-dioxoisoindolin-2-yl)propanoic acid 3-(4,7-dimethyl-1,3-dioxoisoindolin-2-yl)propanoic acid 1972261-54-3 C13H13NO4
4-Bromo-6-fluoro-2-iodo-1H-indole 4-Bromo-6-fluoro-2-iodo-1H-indole 2127095-85-4 C8H4BrFIN
rel-(3aR,9bR)-6-Methoxy-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]isoindole rel-(3aR,9bR)-6-Methoxy-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]isoindole 179240-10-9 C13H17NO
4,6,7-Trifluoro-1H-indole 4,6,7-Trifluoro-1H-indole 1378836-75-9 C8H4F3N
2,3-DIHYDRO-2-PHENYL-1H-ISOINDOL-1-OXO-ISOINDOLINE 2,3-DIHYDRO-2-PHENYL-1H-ISOINDOL-1-OXO-ISOINDOLINE 5388-42-1 C14H11NO
2,3,3-trimethyl-1-(pent-4-ynyl)-3H-indolium iodide 2,3,3-trimethyl-1-(pent-4-ynyl)-3H-indolium iodide
1-[(4-Ethenylphenyl)methyl]-1H-indole-3-carboxaldehyde 1-[(4-Ethenylphenyl)methyl]-1H-indole-3-carboxaldehyde 1184256-14-1 C17H15N
ethyl 2-(4-nitrophenyl)butanoate ethyl 2-(4-nitrophenyl)butanoate 6973-78-0 C12H15NO4
Ethyl 5-chloro-2-indolecarboxylate Ethyl 5-chloro-2-indolecarboxylate 4792-67-0 C11H10ClNO2
1H-Isoindol-1-one,7-amino-2,3-dihydro-2-methyl-(9CI) 1H-Isoindol-1-one,7-amino-2,3-dihydro-2-methyl-(9CI) 761440-06-6 C9H10N2O
4-Fluoro-1H-indole-7-carbonitrile 4-Fluoro-1H-indole-7-carbonitrile 313337-33-6 C9H5FN2
1H-Indole,2,3-dihydro-1-(1-methylethyl)-(9CI) 1H-Indole,2,3-dihydro-1-(1-methylethyl)-(9CI) 5893-70-9 C11H15N
5-Chloro-3-formyl-6-methyl-7-azaindole 5-Chloro-3-formyl-6-methyl-7-azaindole
3-Bromo-6-chloro-9H-pyrido[2,3-b]indole 3-Bromo-6-chloro-9H-pyrido[2,3-b]indole 2912305-38-3 C11H6BrClN2
3,3-Diethyl-7-fluoro-2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3H-indole 3,3-Diethyl-7-fluoro-2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3H-indole 2099128-75-1 C19H27BFNO2
1H-Indole, 4-bromo-6,7-dichloro- 1H-Indole, 4-bromo-6,7-dichloro- 3022404-04-9 C8H4BrCl2N
1-METHOXYINDOLE-3-CARBOXALDEHYDE 1-METHOXYINDOLE-3-CARBOXALDEHYDE 67282-55-7 C10H9NO2
5-BROMOINDOLINE 5-BROMOINDOLINE 22190-33-6 C8H8BrN
5-Chloroindole-2-carboxylic acid 5-Chloroindole-2-carboxylic acid 10517-21-2 C9H6ClNO2
Ethyl 3-amino-5-chloro-1H-indole-2-carboxylate Ethyl 3-amino-5-chloro-1H-indole-2-carboxylate 62578-58-9 C11H11ClN2O2
6-bromo-5-methoxy-1H-indole 6-bromo-5-methoxy-1H-indole 106103-36-0 C9H8BrNO
(1R)-5-bromo-2,3-dihydro-1-methyl-1H-Isoindole (1R)-5-bromo-2,3-dihydro-1-methyl-1H-Isoindole 223595-17-3 C9H10BrN
5-CHLORO-1H-INDOLE-2-CARBALDEHYDE 5-CHLORO-1H-INDOLE-2-CARBALDEHYDE 53590-49-1 C9H6ClNO
1-BOC-2,3-DIHYDRO-INDOLE-3-CARBOXYLIC ACID 1-BOC-2,3-DIHYDRO-INDOLE-3-CARBOXYLIC ACID 177201-79-5 C14H17NO4
4,7-DIBROMO-1H-INDOLE 4,7-DIBROMO-1H-INDOLE 126811-31-2 C8H5Br2N
1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, methyl ester 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, methyl ester 394223-02-0 C9H8N2O2
Ethyl 6-bromoindole-2-carboxylate Ethyl 6-bromoindole-2-carboxylate 103858-53-3 C11H10BrNO2
1-PROPYL-2,3,3-TRIMETHYLINDOLIUM IODIDE 1-PROPYL-2,3,3-TRIMETHYLINDOLIUM IODIDE 20205-29-2 C14H20IN
1-(tert-Butoxycarbonyl)-3-formyl-7-azaindole,  3-Formyl-pyrrolo[2,3-b]pyridine-1-carboxylic  acid  tert-butyl  ester 1-(tert-Butoxycarbonyl)-3-formyl-7-azaindole, 3-Formyl-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester 144657-66-9 C13H14N2O3
5-NITRO-2-PHENYL-1H-INDOLE 5-NITRO-2-PHENYL-1H-INDOLE 4993-87-7 C14H10N2O2
1-(4-Aminoindoline)ethanone ,98% 1-(4-Aminoindoline)ethanone ,98% 17274-64-5 C10H12N2O
1-BOC-PYRROLIDINE-3-CARBOXYLIC ACID 1-BOC-PYRROLIDINE-3-CARBOXYLIC ACID 924304-73-4 C10H17NO4
2-(3-Aminophenyl)butyric acid 2-(3-Aminophenyl)butyric acid 21762-24-3 C10H13NO2
(R)-(+)-Indoline-2-carboxylic acid (R)-(+)-Indoline-2-carboxylic acid 98167-06-7 C9H9NO2
1-(TERT-BUTOXYCARBONYL)-1H-INDOLE-3-CARBOXYLIC ACID 1-(TERT-BUTOXYCARBONYL)-1H-INDOLE-3-CARBOXYLIC ACID 675606-20-9 C14H15NO4
TERT-BUTYL 5-NITRO-1H-INDOLE-1-CARBOXYLATE TERT-BUTYL 5-NITRO-1H-INDOLE-1-CARBOXYLATE 166104-19-4 C13H14N2O4
4-IODO INDOLE 4-IODO INDOLE 81038-38-2 C8H6IN
2-BROMOINDOLE-3-ACETIC ACID 2-BROMOINDOLE-3-ACETIC ACID 1912-39-6 C10H8BrNO2
4-bromoisoindoline-1,3-dione 4-bromoisoindoline-1,3-dione 70478-63-6 C8H4BrNO2
7-amino-4-methyl-1H-indole-3-carbonitrile 7-amino-4-methyl-1H-indole-3-carbonitrile 289483-87-0 C10H9N3
3-BROMOINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 3-BROMOINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 143259-56-7 C13H14BrNO2
1-benzyl-1H-indole-6-carbonitrile(SALTDATA: FREE) 1-benzyl-1H-indole-6-carbonitrile(SALTDATA: FREE) 1030423-43-8 C16H12N2
1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-[(2R)-2-[[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]-1H-indole-7-carbonitrile 1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-[(2R)-2-[[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]-1H-indole-7-carbonitrile 885340-11-4 C32H34F3N3O4
1,1,2-Trimethyl-1H-benzo[e]indole-6,8-disulfonic acid 1,1,2-Trimethyl-1H-benzo[e]indole-6,8-disulfonic acid 176978-81-7 C15H15NO6S2
1H-Isoindole-5-carboxylic acid, 2,3-dihydro-1-oxo-, Methyl ester 1H-Isoindole-5-carboxylic acid, 2,3-dihydro-1-oxo-, Methyl ester 926307-72-4 C10H9NO3
5-BroMo-6-azaindole 5-BroMo-6-azaindole 1215387-58-8 C7H5BrN2
5-METHOXY-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER 5-METHOXY-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER 67929-86-6 C11H11NO3
tert-butyl 6-nitro-1H-indole-1-carboxylate tert-butyl 6-nitro-1H-indole-1-carboxylate 219552-64-4 C13H14N2O4
1H-Indole-3-carbonitrile, 7-broMo- 1H-Indole-3-carbonitrile, 7-broMo- 1043601-50-8 C9H5BrN2
1,1,2-Trimethyl-1H-benz[e]indole 1,1,2-Trimethyl-1H-benz[e]indole 41532-84-7 C15H15N
2-BroMo-1H-indole-3-carbaldehyde 2-BroMo-1H-indole-3-carbaldehyde 119910-45-1 C9H6BrNO
Ethyl 5-broMo-1H-indole-7-carboxylate Ethyl 5-broMo-1H-indole-7-carboxylate 1065181-58-9 C11H10BrNO2
5-tert-butylisoindoline-1,3-dione 5-tert-butylisoindoline-1,3-dione 50727-07-6 C12H13NO2
5-phenyl-5,12- dihydroindolo [3,2-a]carbazole 5-phenyl-5,12- dihydroindolo [3,2-a]carbazole 1247053-55-9 C24H16N2
7-Aminoindole 7-Aminoindole 5192-04-1 C8H8N2
6-Nitro-1H-indole-3-carboxylic acid methyl ester 6-Nitro-1H-indole-3-carboxylic acid methyl ester 109175-09-9 C10H8N2O4
Indolo[3,2,1-jk]carbazole Indolo[3,2,1-jk]carbazole 205-95-8 C18H11N
4-(2-(ethoxycarbonyl)-5-(sulfomethyl)-1H-indol-3-yl)butanoic acid 4-(2-(ethoxycarbonyl)-5-(sulfomethyl)-1H-indol-3-yl)butanoic acid 773839-76-2 C16H19NO7S
5-Phenyl-1H-indole-3-carbaldehyde 5-Phenyl-1H-indole-3-carbaldehyde 141835-34-9 C15H11NO
(5-Bromo-1H-indol-3-yl)-acetic acid methyl ester (5-Bromo-1H-indol-3-yl)-acetic acid methyl ester 117235-22-0 C11H10BrNO2
6-ForMylindolo[3,2-b]carbazole 6-ForMylindolo[3,2-b]carbazole 172922-91-7 C19H12N2O
5H-Benzo[b]phosphindole, 5-phenyl-, 5-oxide 5H-Benzo[b]phosphindole, 5-phenyl-, 5-oxide 1031-13-6 C18H13OP
5-METHYLINDOLINE 5-METHYLINDOLINE 65826-95-1 C9H11N
2-(1H-indol-3-yl)-1H-indole 2-(1H-indol-3-yl)-1H-indole 27393-85-7 C16H12N2
7-Methoxy-1H-indole 7-Methoxy-1H-indole 3189-22-8 C9H9NO
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