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
5,7-dibromo-4-fluoro-1H-indole 5,7-dibromo-4-fluoro-1H-indole 2168345-49-9 C8H2Br2FNO2
4-Bromo-7-chloro-5-methoxy-1H-indole 4-Bromo-7-chloro-5-methoxy-1H-indole 2891468-12-3 C9H7BrClNO
7-Hydroxyindole 7-Hydroxyindole 2380-84-9 C8H7NO
5-Acetylindole 5-Acetylindole 53330-94-2 C10H9NO
4-BROMO-ISOINDOLINE HCL 4-BROMO-ISOINDOLINE HCL 923590-95-8 C8H9BrClN
7-bromo-4-methyl-1H-indole 7-bromo-4-methyl-1H-indole 165669-07-8 C9H8BrN
7-methyl-1h-indole-3-carbpxylic acid methyl ester 7-methyl-1h-indole-3-carbpxylic acid methyl ester 773134-49-9 C11H11NO2
Ethyl 5-nitroindole-2-carboxylate Ethyl 5-nitroindole-2-carboxylate 16732-57-3 C11H10N2O4
1H-Indole-3-carboximidamide 1H-Indole-3-carboximidamide 764600-87-5 C9H9N3
4-BROMO-6-HYDROXYINDOLE 4-BROMO-6-HYDROXYINDOLE 374633-28-0 C8H6BrNO
7-Bromo-2,3-dihydro-isoindol-1-one 7-Bromo-2,3-dihydro-isoindol-1-one 200049-46-3 C8H6BrNO
7-Chloro-4-methoxyazaindole 7-Chloro-4-methoxyazaindole 1033810-99-9 C8H7ClN2O
1-Acetyl-5,6-dimethoxyindoline 1-Acetyl-5,6-dimethoxyindoline 15937-10-7 C12H15NO3
7-Bromo-6-methoxy-5-Azaindole 7-Bromo-6-methoxy-5-Azaindole 1190314-42-1 C8H7BrN2O
2-(2-oxo-2-phenylethyl)isoindole-1,3-dione 2-(2-oxo-2-phenylethyl)isoindole-1,3-dione 1032-67-3 C16H11NO3
3-(2,3-dihydro-6-hydroxybenzo[b][1,4]dioxin-7-yl)indolin-2-one 3-(2,3-dihydro-6-hydroxybenzo[b][1,4]dioxin-7-yl)indolin-2-one 1245647-80-6 C16H13NO4
3-Methyl 7-Azaoxindole 3-Methyl 7-Azaoxindole 1330055-85-0 C8H8N2O
2-methyl-6-nitro-1H-Indole 2-methyl-6-nitro-1H-Indole 3484-23-9 C9H8N2O2
 cis-Octahydro-1H-isoindole hydrochloride cis-Octahydro-1H-isoindole hydrochloride 161829-92-1 C8H16ClN
5H,12H-Indolo[3,2-a]carbazole 5H,12H-Indolo[3,2-a]carbazole 111296-91-4 C18H12N2
5,6-Dibromo-1H-indole-2,3-dione 5,6-Dibromo-1H-indole-2,3-dione 17826-05-0 C8H3Br2NO2
7-BROMO-5-IODOINDOLE 7-BROMO-5-IODOINDOLE 1000343-38-3 C8H5BrIN
6-CHLORO-1H-INDOLE-2-CARBALDEHYDE 6-CHLORO-1H-INDOLE-2-CARBALDEHYDE 53590-59-3 C9H6ClNO
6,12-diphenyl-5,11-dihydroindolo[3,2-b]carbazole 6,12-diphenyl-5,11-dihydroindolo[3,2-b]carbazole 910217-11-7 C30H20N2
4-(1-Methyl-1H-indol-5-yl)seMicarbazide 4-(1-Methyl-1H-indol-5-yl)seMicarbazide 958888-24-9 C10H12N4O
1H-Indol-4-aMine, 7-broMo- 1H-Indol-4-aMine, 7-broMo- 214278-30-5 C8H7BrN2
1H-Indole, 4-chloro-7-fluoro- 1H-Indole, 4-chloro-7-fluoro- 1000341-78-5 C8H5ClFN
6-broMo-3-Methyl-1H-indole 6-broMo-3-Methyl-1H-indole 1219741-50-0 C9H8BrN
5-Chloro-7-Methyl-indole-3-carboxaldehyde 5-Chloro-7-Methyl-indole-3-carboxaldehyde 15936-83-1 C10H8ClNO
6-BROMO-5-FLUOROINDOLIN-2-ONE 6-BROMO-5-FLUOROINDOLIN-2-ONE 893620-44-5 C8H5BrFNO
5-BroMo-1H-indole-3-triMethyl ethanone 5-BroMo-1H-indole-3-triMethyl ethanone 32387-18-1 C10H5BrF3NO
6-broMo-3,3-diMethylindolin-2-one 6-broMo-3,3-diMethylindolin-2-one 158326-84-2 C10H10BrNO
7-Fluoro-2,3-dihydro-isoindol-1-one 7-Fluoro-2,3-dihydro-isoindol-1-one 1261433-31-1 C8H6FNO
1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-(2-nitropropyl)-1H-indole-7-carboxaldehyde 1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-(2-nitropropyl)-1H-indole-7-carboxaldehyde 350797-55-6 C22H24N2O5
1,2-dihydrocyclopenta[b]indol-3(4H)-one 1,2-dihydrocyclopenta[b]indol-3(4H)-one 16244-15-8 C11H9NO
Boronic acid, (1-methyl-1H-indol-6-yl)-
Boronic acid, (1-methyl-1H-indol-6-yl)- 346585-03-3 C9H10BNO2
7-NITROINDOLE-3-CARBOXALDEHYDE 7-NITROINDOLE-3-CARBOXALDEHYDE 10553-14-7 C9H6N2O3
4-Benzyloxyindole 4-Benzyloxyindole 20289-26-3 C15H13NO
5-Acetyloxindole 5-Acetyloxindole 64483-69-8 C10H9NO2
4-Fluoroindole 4-Fluoroindole 387-43-9 C8H6FN
4-BROMO-6-AMINOINDOLE 4-BROMO-6-AMINOINDOLE 375369-03-2 C8H7BrN2
6-CYANOOXINDOLE 6-CYANOOXINDOLE 199327-63-4 C9H6N2O
Methyl 2-oxindole-4-carboxylate Methyl 2-oxindole-4-carboxylate 90924-46-2 C10H9NO3
5-BROMOISOINDOLINE 5-BROMOISOINDOLINE 127168-84-7 C8H8BrN
ETHYL 2-METHYL-2,3-DIHYDRO-INDOLE-3-CARBOXYLATE ETHYL 2-METHYL-2,3-DIHYDRO-INDOLE-3-CARBOXYLATE 53855-47-3 C12H13NO2
3-BROMO-1-(PHENYLSULFONYL)-1H-INDOLE 3-BROMO-1-(PHENYLSULFONYL)-1H-INDOLE 99655-68-2 C14H10BrNO2S
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
1,2-Dimethylindole 1,2-Dimethylindole 875-79-6 C10H11N
TRYPTANTHRIN TRYPTANTHRIN 13220-57-0 C15H8N2O2
4-Acetoxyindole 4-Acetoxyindole 5585-96-6 C10H9NO2
Benzeneacetic acid, 4-(1,3-dihydro-1-oxo-2H-isoindol-2-yl)-α-ethyl-, ethyl ester Benzeneacetic acid, 4-(1,3-dihydro-1-oxo-2H-isoindol-2-yl)-α-ethyl-, ethyl ester 36691-02-8 C20H21NO3
ETHYL 5-FLUOROINDOLE-2-CARBOXYLATE ETHYL 5-FLUOROINDOLE-2-CARBOXYLATE 348-36-7 C11H10FNO2
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 2 3 4-TETRAHYDROCYCLOPENT(B) INDOLE 1 2 3 4-TETRAHYDROCYCLOPENT(B) INDOLE 2047-91-8 C11H11N
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)
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
7-METHYLINDOLE-3-CARBOXYLIC ACID 7-METHYLINDOLE-3-CARBOXYLIC ACID 30448-16-9 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
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
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
1H-Indole-2-carbonitrile,3-methyl- 1H-Indole-2-carbonitrile,3-methyl- 13006-59-2 C10H8N2
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
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