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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
7-methyl-1H-Indole-2-carboxylic acid methyl ester 7-methyl-1H-Indole-2-carboxylic acid methyl ester 16732-82-4 C11H11NO2
TERT-BUTYL 5-AMINOISOINDOLINE-2-CARBOXYLATE TERT-BUTYL 5-AMINOISOINDOLINE-2-CARBOXYLATE 871013-98-8 C13H18N2O2
2-IODO-1H-INDOLE 2-IODO-1H-INDOLE 26340-49-8 C8H6IN
4-CHLORO-2,3-DIHYDRO-ISOINDOL-1-ONE 4-CHLORO-2,3-DIHYDRO-ISOINDOL-1-ONE 871723-37-4 C8H6ClNO
4-BROMO-7-METHOXY-6-AZAINDOLE 4-BROMO-7-METHOXY-6-AZAINDOLE 425380-37-6 C8H7BrN2O
4-IODO-2-OXYINDOLE 4-IODO-2-OXYINDOLE 179536-52-8 C8H6INO
N-Tosyl-5-bromo-4,7-diazaindole N-Tosyl-5-bromo-4,7-diazaindole 1201186-54-0 C13H10BrN3O2S
2-methyl-1H-Indol-1-amine 2-methyl-1H-Indol-1-amine 53406-41-0 C9H10N2
5-CHLORO-1-METHYL-1H-INDOLE-3-CARBOXALDEHYDE 5-CHLORO-1-METHYL-1H-INDOLE-3-CARBOXALDEHYDE 412284-65-2 C10H8ClNO
1H-Indole, 5-bromo-3-phenyl- 1H-Indole, 5-bromo-3-phenyl- 54470-19-8 C14H10BrN
1,2,4,5-Benzenetetracarboxylic1,2:4,5-diimide,N,N'-diamino-(8CI) 1,2,4,5-Benzenetetracarboxylic1,2:4,5-diimide,N,N'-diamino-(8CI) 20814-59-9 C10H6N4O4
4-Methoxy-1H-indole-2-carboxylic acid Methyl ester 4-Methoxy-1H-indole-2-carboxylic acid Methyl ester 11258-23-4 C11H11NO3
5H-Benzo[b]phosphindole, 99% 5H-Benzo[b]phosphindole, 99% 244-87-1 C12H9P
2,3-Dihydro-3-(MethoxyphenylMethylene)-2-oxo-1H-indole-6-carboxylic acid Methyl ester 2,3-Dihydro-3-(MethoxyphenylMethylene)-2-oxo-1H-indole-6-carboxylic acid Methyl ester 1160293-22-0 C18H15NO4
(E)-6-bromo-3-(6-bromo-2-oxoindolin-3-ylidene)indolin-2-one (E)-6-bromo-3-(6-bromo-2-oxoindolin-3-ylidene)indolin-2-one 1351240-72-6 C16H8Br2N2O2
DL-INDOLE-3-LACTIC ACID DL-INDOLE-3-LACTIC ACID 832-97-3 C11H11NO3
5,6-Difluoroindole 5,6-Difluoroindole 169674-01-5 C8H5F2N
5,7-Dichloro-1H-indole-2,3-dione 5,7-Dichloro-1H-indole-2,3-dione 6374-92-1 C8H3Cl2NO2
METHYL 5-(METHYLSULFONYL)-1H-INDOLE-2-CARBOXYLATE METHYL 5-(METHYLSULFONYL)-1H-INDOLE-2-CARBOXYLATE 205873-28-5 C11H11NO4S
1-Methyl-2-phenylindole 1-Methyl-2-phenylindole 3558-24-5 C15H13N
5,6-DIBENZYLOXYINDOLE 5,6-DIBENZYLOXYINDOLE 4790-19-6 C22H19NO2
5-(2-Chloro-acetyl)-2-hydroxy-benzoic acid methyl ester 5-(2-Chloro-acetyl)-2-hydroxy-benzoic acid methyl ester 33254-87-4 C10H9ClO4
3-Iodo-7-azaindole 3-Iodo-7-azaindole 23616-57-1 C7H5IN2
7-Fluorooxindole 7-Fluorooxindole 71294-03-6 C8H6FNO
2,3,7-TRIMETHYLINDOLE 2,3,7-TRIMETHYLINDOLE 27505-78-8 C11H13N
ETHYL 5-METHOXYINDOLE-2-CARBOXYLATE ETHYL 5-METHOXYINDOLE-2-CARBOXYLATE 4792-58-9 C12H13NO3
7-Methylindole 7-Methylindole 933-67-5 C9H9N
4-BROMO-7-METHOXY-1H-INDOLE 4-BROMO-7-METHOXY-1H-INDOLE 436091-59-7 C9H8BrNO
4-SEC-BUTYL-2,6-DI-TERT-BUTYLPHENOL 4-SEC-BUTYL-2,6-DI-TERT-BUTYLPHENOL 17540-75-9 C18H30O
5-BROMO-6-CHLORO-3-INDOXYL-3-ACETATE 5-BROMO-6-CHLORO-3-INDOXYL-3-ACETATE 102185-48-8 C10H7BrClNO2
Butyric acid producer supply Butyric acid producer supply
5-hydroxyindoleacetic acid standard 5-hydroxyindoleacetic acid standard C10H9NO3
1H-Indole, 1,2-dimethyl-3-(phenylmethyl)- 1H-Indole, 1,2-dimethyl-3-(phenylmethyl)- 19006-15-6 C17H17N
5-bromoindolo[3,2,1-jk]carbazole 5-bromoindolo[3,2,1-jk]carbazole 109589-98-2 C18H10BrN
Tetrazine-ICG Tetrazine-ICG
1-BENZYL-1H-INDOL-5-YLAMINE 1-BENZYL-1H-INDOL-5-YLAMINE 26807-73-8 C15H14N2
1-(TERT-BUTOXYCARBONYL)-5-CHLOROINDOLE& 1-(TERT-BUTOXYCARBONYL)-5-CHLOROINDOLE& 129822-48-6 C13H14ClNO2
5-BROMO-1H-PYRROLO[2 , 3-B]PYRIDIN-2(3H)-ONE 5-BROMO-1H-PYRROLO[2 , 3-B]PYRIDIN-2(3H)-ONE 183208-34-6 C7H5BrN2O
ethyl indoline-6-carboxylate ethyl indoline-6-carboxylate 350683-40-8 C11H13NO2
N-Acetyl-5-fluoro-3-hydroxyindole N-Acetyl-5-fluoro-3-hydroxyindole
5-CHLOROISOINDOLIN-1-ONE 5-CHLOROISOINDOLIN-1-ONE 74572-29-5 C8H6ClNO
6-Nitroindole 6-Nitroindole 4769-96-4 C8H6N2O2
N-ETHYLPHTHALIMIDE N-ETHYLPHTHALIMIDE 5022-29-7 C10H9NO2
IR-61 IR-61 1895075-34-9 C46H44BrClN2O4
1H-Indole-3-carboxylic acid, 4,5,6,7-tetrahydro-2-methyl-7-oxo- 1H-Indole-3-carboxylic acid, 4,5,6,7-tetrahydro-2-methyl-7-oxo- 1032267-56-3 C10H11NO3
Benzeneacetonitrile, α-ethyl-2-nitro- Benzeneacetonitrile, α-ethyl-2-nitro- 1823992-28-4 C10H10N2O2
1-methyl-2-oxo-2,3-dihydro-1H-indole-6-carbonitrile 1-methyl-2-oxo-2,3-dihydro-1H-indole-6-carbonitrile 1255957-68-6 C10H8N2O
2H-Indol-2-one, 1,3-dihydro-1,3-dimethyl-3-[[(4-methylphenyl)sulfonyl]methyl]- 2H-Indol-2-one, 1,3-dihydro-1,3-dimethyl-3-[[(4-methylphenyl)sulfonyl]methyl]- 1446402-55-6 C18H19NO3S
5-METHOXY-1H-PYRROLO[3,2-B]PYRIDINE 5-METHOXY-1H-PYRROLO[3,2-B]PYRIDINE 17288-40-3 C8H8N2O
ICG-CBT ICG-CBT
1H-Indole-2-carboxylic acid, 4-chloro-5-fluoro-, ethyl ester 1H-Indole-2-carboxylic acid, 4-chloro-5-fluoro-, ethyl ester 153500-78-8 C11H9ClFNO2
2-Methylformate-4-methoxy-7-azaindole 2-Methylformate-4-methoxy-7-azaindole
5-Amino-6-chloro-1H-indole 5-Amino-6-chloro-1H-indole
Indobufen Impurity 38 Indobufen Impurity 38 1781917-78-9 C10H12N2
METHYL 4,6,7-TRIMETHOXYINDOLE-2-CARBOXYLATE METHYL 4,6,7-TRIMETHOXYINDOLE-2-CARBOXYLATE 161156-00-9 C13H15NO5
6-BROMO-5-AZAINDOLE 6-BROMO-5-AZAINDOLE 1000342-71-1 C7H5BrN2
1-Methylindole-3-acetonitrile 1-Methylindole-3-acetonitrile 51584-17-9 C11H10N2
alpha-carboline alpha-carboline 244-76-8 C11H8N2
4-(2-(1,3-Dimethyl-2-oxoindolin-3-yl)acetyl)benzonitrile 4-(2-(1,3-Dimethyl-2-oxoindolin-3-yl)acetyl)benzonitrile 1463609-49-5 C19H16N2O2
4-chloro-1H-indole-2-carboxylic acid 4-chloro-1H-indole-2-carboxylic acid 24621-73-6 C9H6ClNO2
4-Benzyloxy-1H-indole 4-Benzyloxy-1H-indole
3-Methylamine-6-fluoro-1H-indole 3-Methylamine-6-fluoro-1H-indole
3-iodo-5-trifluoromethylindole 3-iodo-5-trifluoromethylindole
N-BOC-5-phenylindole N-BOC-5-phenylindole
3-Methylamine-7-fluoro-1H-indole 3-Methylamine-7-fluoro-1H-indole
2-phenyl-4-carboxylic acid methyl indole 2-phenyl-4-carboxylic acid methyl indole
4-(2-BroMoethyl)-1,3-dihydro-2H-indolin-2-one 4-(2-BroMoethyl)-1,3-dihydro-2H-indolin-2-one 120427-96-5 C10H10BrNO
7-Bromo-1H-indole, N-BOC protected 7-Bromo-1H-indole, N-BOC protected 868561-17-5 C13H14BrNO2
Indobufen Impurity 35 Indobufen Impurity 35
Indobufen Impurity 30 Indobufen Impurity 30
3-Nitro-7-azaindole 3-Nitro-7-azaindole 23709-47-9 C7H5N3O2
4-Chloroindole-3-acetic acid 4-Chloroindole-3-acetic acid 2519-61-1 C10H8ClNO2
1-(Phenylsulfonyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole 1-(Phenylsulfonyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole
4-Methoxy-2,3-dihydro-1H-indole 4-Methoxy-2,3-dihydro-1H-indole 7555-94-4 C9H11NO
(2R,3aS,7aS)-Octahydro-1H-indole-2-carboxylic acid (2R,3aS,7aS)-Octahydro-1H-indole-2-carboxylic acid 145513-91-3 C9H15NO2
5-Amino-6-methyl-3-nitro-7-azaindole 5-Amino-6-methyl-3-nitro-7-azaindole
1H-pyrrolo(2,3-b)pyridine-3-acetic acid 1H-pyrrolo(2,3-b)pyridine-3-acetic acid 1912-42-1 C9H8N2O2
6-Chloro-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole 6-Chloro-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole 2376880-06-5 C14H17BClNO2
5-BROMO-1H-INDOLE-3-CARBOXYLIC ACID 5-BROMO-1H-INDOLE-3-CARBOXYLIC ACID 10406-06-1 C9H6BrNO2
4-Chloroindole-3-carbaldehyde 4-Chloroindole-3-carbaldehyde 876-72-2 C9H6ClNO
1,2,3-Trimetyl-1H-benzo[e]indole 1,2,3-Trimetyl-1H-benzo[e]indole 881219-73-4 C15H15N
1-Benzylindole-5-carboxaldehyde 1-Benzylindole-5-carboxaldehyde 63263-88-7 C16H13NO
3-INDOLEACETIC ACID POTASSIUM SALT 3-INDOLEACETIC ACID POTASSIUM SALT 2338-19-4 C10H8KNO2
7-FLUOROINDOLINE 7-FLUOROINDOLINE 769966-04-3 C8H8FN
2-(1H-INDOL-4-YL)ACETIC ACID 2-(1H-INDOL-4-YL)ACETIC ACID 16176-74-2 C10H9NO2
6-AZAINDOLE-3-CARBOXYLIC ACID 6-AZAINDOLE-3-CARBOXYLIC ACID 67058-74-6 C8H6N2O2
6-BROMO-2-PHENYL-1H-INDOLE 6-BROMO-2-PHENYL-1H-INDOLE 77185-71-8 C14H10BrN
1-ACETYL-5-NITROINDOLINE 1-ACETYL-5-NITROINDOLINE 33632-27-8 C10H10N2O3
3H-Indole-3-hexanoic  acid,  2,3-dimethyl-5-sulfo- 3H-Indole-3-hexanoic acid, 2,3-dimethyl-5-sulfo- 407627-51-4 C16H21NO5S
3-Methyl-1H-indole-5-carboxylicacid 3-Methyl-1H-indole-5-carboxylicacid 588688-44-2 C10H9NO2
1-Butyl-1H-indole 1-Butyl-1H-indole 22014-99-9 C12H15N
5-Bromo-1H-indol-3-amine 5-Bromo-1H-indol-3-amine 69343-99-3 C8H7BrN2
(1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone (1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone 895152-66-6 C16H19NO
5-phenylbenzo[b]phosphindole 5-phenylbenzo[b]phosphindole 1088-00-2 C18H13P
5-chloroisoindoline hydrochloride 5-chloroisoindoline hydrochloride 912999-79-2 C8H9Cl2N
1H-indole-2-carbonitrile 1H-indole-2-carbonitrile 36193-65-4 C9H6N2
2-PHENYLINDOLE-3-CARBOXALDEHYDE 2-PHENYLINDOLE-3-CARBOXALDEHYDE 25365-71-3 C15H11NO
1H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid ethyl ester 1H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid ethyl ester 17288-32-3 C10H10N2O2
7-Fluoro-1H-indole-2-carboxylic acid ethyl ester 7-Fluoro-1H-indole-2-carboxylic acid ethyl ester 348-31-2 C11H10FNO2
1-methylindole-3-carboxylic acid methyl ester 1-methylindole-3-carboxylic acid methyl ester 108438-43-3 C11H11NO2
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