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
5,6-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole 5,6-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole 3024602-26-1 C16H22BNO2
7-Bromo-1-methyl-5-nitro-1H-indole 7-Bromo-1-methyl-5-nitro-1H-indole 1609130-92-8 C9H7BrN2O2
Ethyl 1H-indole-4-carboxylate Ethyl 1H-indole-4-carboxylate 50614-84-1 C11H11NO2
3-cyano-1H-Indole-6-carboxylic acid methyl ester 3-cyano-1H-Indole-6-carboxylic acid methyl ester 1000576-51-1 C11H8N2O2
2-(4-BROMO-PHENYL)-1H-INDOLE 2-(4-BROMO-PHENYL)-1H-INDOLE 6127-49-7 C14H10BrN
4-CHLORO-7-BROMOINDOLE 4-CHLORO-7-BROMOINDOLE 126811-29-8 C8H5BrClN
3-bromo-1H-pyrrolo[3,2-b]pyridine 3-bromo-1H-pyrrolo[3,2-b]pyridine 23688-47-3 C7H5BrN2
6-bromoisoindolin-1-one 6-bromoisoindolin-1-one 675109-26-9 C8H6BrNO
7-Bromo-1,1,2-trimethyl-1H-benzo[e]indole 7-Bromo-1,1,2-trimethyl-1H-benzo[e]indole 879713-65-2 C15H14BrN
3-BROMO-7-NITROINDAZOLE 3-BROMO-7-NITROINDAZOLE 74209-34-0 C7H4BrN3O2
5-METHOXY-2-METHYLINDOLE 5-METHOXY-2-METHYLINDOLE 1076-74-0 C10H11NO
Methyl indolyl-3-glyoxylate Methyl indolyl-3-glyoxylate 18372-22-0 C11H9NO3
5-BROMO-INDOLE-3-BUTYRIC ACID 5-BROMO-INDOLE-3-BUTYRIC ACID 13993-31-2 C12H12BrNO2
4-BROMO-1-(TERT-BUTOXYCARBONYL)-1H-INDOLE-3-CARBOXYLIC ACID 4-BROMO-1-(TERT-BUTOXYCARBONYL)-1H-INDOLE-3-CARBOXYLIC ACID 110811-31-9 C9H6BrNO2
6H-INDOLO[2,3-B]QUINOXALINE 6H-INDOLO[2,3-B]QUINOXALINE 84055-81-2 C14H9N3
4-(5-Amino-1-methyl-1H-indol-3-ylmethyl)-3-methoxy-benzoic acid methyl ester 4-(5-Amino-1-methyl-1H-indol-3-ylmethyl)-3-methoxy-benzoic acid methyl ester 107754-14-3 C19H20N2O3
3-BUTYL-1,1,2-TRIMETHYL-1H-BENZ[E]INDOLIUM IODIDE 3-BUTYL-1,1,2-TRIMETHYL-1H-BENZ[E]INDOLIUM IODIDE 137107-72-3 C19H24IN
1,1'-DIBUTYL-3,3,3',3'-TETRAMETHYL-INDADICARBOCYANINE PERCHLORATE 1,1'-DIBUTYL-3,3,3',3'-TETRAMETHYL-INDADICARBOCYANINE PERCHLORATE 131443-20-4 C33H43ClN2O4
1-BUTYL-2,3,3-TRIMETHYLBENZ[E]INDOLIUM PERCHLORATE 1-BUTYL-2,3,3-TRIMETHYLBENZ[E]INDOLIUM PERCHLORATE 145038-06-8 C19H24ClNO4
1-Ethyl-2-phenylindole 1-Ethyl-2-phenylindole 13228-39-2 C16H15N
1H-INDOL-2-YLMETHANOL 1H-INDOL-2-YLMETHANOL 24621-70-3 C9H9NO
(4-BROMO-1H-INDOL-3-YL)-ACETIC ACID METHYL ESTER (4-BROMO-1H-INDOL-3-YL)-ACETIC ACID METHYL ESTER 89245-37-4 C11H10BrNO2
3-BROMO-1H-INDOLE-6-CARBOXYLIC ACID 3-BROMO-1H-INDOLE-6-CARBOXYLIC ACID 219508-19-7 C9H6BrNO2
1H-INDOLE-3-CARBOXYLIC ACID,4-(TRIFLUOROMETHYL)- 1H-INDOLE-3-CARBOXYLIC ACID,4-(TRIFLUOROMETHYL)- 959238-76-7 C10H6F3NO2
5-BROMO-1-ETHYL-1H-INDOLE 5-BROMO-1-ETHYL-1H-INDOLE 195253-49-7 C10H10BrN
1-ISOPROPYL-1H-INDOLE-5-CARBALDEHYDE 1-ISOPROPYL-1H-INDOLE-5-CARBALDEHYDE 1030432-40-6 C12H13NO
4-METHOXY-1-METHYL-1H-INDOLE-3-CARBALDEHYDE 4-METHOXY-1-METHYL-1H-INDOLE-3-CARBALDEHYDE 620175-74-8 C11H11NO2
5-bromo-1H-pyrrolo[2,3-c]
pyridine-2-carboxylic acid 5-bromo-1H-pyrrolo[2,3-c] pyridine-2-carboxylic acid 800401-71-2 C8H5BrN2O2
5-Bromo-4-azaindole 5-Bromo-4-azaindole 1000341-51-4 C7H5BrN2
6-Iodoxindole 6-Iodoxindole 919103-45-0 C8H6INO
7-(4-Bromobenzoyl)indole 7-(4-Bromobenzoyl)indole 91714-50-0 C15H10BrNO
tert-butyl-4-bromoisoindoline-2-carboxylate tert-butyl-4-bromoisoindoline-2-carboxylate 1035235-27-8 C13H16BrNO2
Ethyl 4,5,6,7-Tetrahydroisoindole-1-carboxylate Ethyl 4,5,6,7-Tetrahydroisoindole-1-carboxylate 65880-17-3 C11H15NO2
6-Chloro-1H-indole-5-carboxylic acid methyl ester 6-Chloro-1H-indole-5-carboxylic acid methyl ester 162100-83-6 C10H8ClNO2
Methyl 1-acetyl-2-oxoindoline-6-carboxylate Methyl 1-acetyl-2-oxoindoline-6-carboxylate 676326-36-6 C12H11NO4
2-methyl-3-(phenylmethyl)-1H-indole 2-methyl-3-(phenylmethyl)-1H-indole 19006-14-5 C16H15N
5,6-DiMethoxyindoline 5,6-DiMethoxyindoline 15937-07-2 C10H13NO2
1-Boc-1H-pyrrolo[3,2-c]pyridine 1-Boc-1H-pyrrolo[3,2-c]pyridine 148760-75-2 C12H14N2O2
6-Aminoindole 6-Aminoindole 5318-27-4 C8H8N2
1-Acetyl-3-broMo-4-chloroindole 1-Acetyl-3-broMo-4-chloroindole 1375064-70-2 C10H7BrClNO
1H-Indol-4-ol, 6-broMo- 1H-Indol-4-ol, 6-broMo- 885518-89-8 C8H6BrNO
1H-Isoindol-1-one, 5,6-diaMino-2,3-dihydro- 1H-Isoindol-1-one, 5,6-diaMino-2,3-dihydro- 1188412-94-3 C8H9N3O
1H-Pyrrolo[3,2-c]pyridine, 4-chloro-6-Methyl- 1H-Pyrrolo[3,2-c]pyridine, 4-chloro-6-Methyl- 178268-92-3 C8H7ClN2
1H-Indole, 7-broMo-5-Methyl- 1H-Indole, 7-broMo-5-Methyl- 15936-79-5 C9H8BrN
3-(R)-Piperidinyl PhthaliMide D-(-)-tartaric acid 3-(R)-Piperidinyl PhthaliMide D-(-)-tartaric acid 886588-62-1 C17H20N2O8
1-ACETYL-2,3-DIHYDRO-1H-INDOLE-5-SULFONYL CHLORIDE 1-ACETYL-2,3-DIHYDRO-1H-INDOLE-5-SULFONYL CHLORIDE 52206-05-0 C10H10ClNO3S
1H-Indole, 6-broMo-2-Methyl- 1H-Indole, 6-broMo-2-Methyl- 6127-19-1 C9H8BrN
5-ethynyl-1H-indole 5-ethynyl-1H-indole 889108-48-9 C10H7N
5-Phenyl-5,7-dihydroindolo[2,3-b]carbazole 5-Phenyl-5,7-dihydroindolo[2,3-b]carbazole 1448296-00-1 C24H16N2
1-Ethyl-2,3-dihydro-1H-indole-6-carbonitrile hydrochloride 1-Ethyl-2,3-dihydro-1H-indole-6-carbonitrile hydrochloride 1187928-73-9 C11H13ClN2
2,3-DIMETHYL-1H-INDOLE-5-CARBOXYLIC ACID 2,3-DIMETHYL-1H-INDOLE-5-CARBOXYLIC ACID 14844-73-6 C11H11NO2
6-chloro-5-methoxy-3-methyl-1H-indole 6-chloro-5-methoxy-3-methyl-1H-indole 172170-01-3 C10H10ClNO
1H-INDOLE-3-ACETIC ACID, 4-BROMO-A-OXO-, METHYL ESTER 1H-INDOLE-3-ACETIC ACID, 4-BROMO-A-OXO-, METHYL ESTER 425640-16-0 C11H8BrNO3
7,8,9,10-tetrahydrocyclohepta[b]indol-6(5H)-one 7,8,9,10-tetrahydrocyclohepta[b]indol-6(5H)-one 7257-25-2 C13H13NO
Indoline-3-carboxylic acid Indoline-3-carboxylic acid 39891-70-8 C9H9NO2
3-FORMYL-1H-INDOLE-4-CARBOXYLIC ACID METHYL ESTER 3-FORMYL-1H-INDOLE-4-CARBOXYLIC ACID METHYL ESTER C11H9NO3
1-ACETYL-5-BROMO-3-HYDROXYINDOLE 1-ACETYL-5-BROMO-3-HYDROXYINDOLE 114165-30-9 C10H8BrNO2
bromfenac sodiumImpurity 7 bromfenac sodiumImpurity 7 91714-48-6 C15H10ClNO
Methyl 6-cyano-1H-indole-3-carboxylate Methyl 6-cyano-1H-indole-3-carboxylate 1357147-38-6 C11H8N2O2
1-VINYL-1,2,4-TRIAZOLE 1-VINYL-1,2,4-TRIAZOLE 2764-83-2 C4H5N3
1H-Indole-3-carbonitrile, 2-amino-5-bromo- 1H-Indole-3-carbonitrile, 2-amino-5-bromo- 1242140-64-2 C9H6BrN3
5,6-Methylenedioxyindole 5,6-Methylenedioxyindole 267-48-1 C9H7NO2
(S)-(+)-4-(1H-INDOL-3-YLMETHYL)-2-OXAZOLINONE (S)-(+)-4-(1H-INDOL-3-YLMETHYL)-2-OXAZOLINONE 152153-01-0 C12H12N2O2
2,3-DIHYDRO-1H-PYRROLO[2,3-B]PYRIDINE 2,3-DIHYDRO-1H-PYRROLO[2,3-B]PYRIDINE 10592-27-5 C7H8N2
4-METHYLINDOLE-3-CARBOXALDEHYDE 4-METHYLINDOLE-3-CARBOXALDEHYDE 4771-48-6 C10H9NO
4-Bromoindoline 4-Bromoindoline 86626-38-2 C8H8BrN
5-Fluoro-2,3-dimethyl-1H-indole 5-Fluoro-2,3-dimethyl-1H-indole 526-47-6 C10H10FN
4-AMINOISOINDOLIN-1-ONE 4-AMINOISOINDOLIN-1-ONE 366452-98-4 C8H8N2O
5-METHYLINDOLE-3-CARBOXALDEHYDE 5-METHYLINDOLE-3-CARBOXALDEHYDE 52562-50-2 C10H9NO
9H-Pyrido[2,3-b]indole, 3-bromo- 9H-Pyrido[2,3-b]indole, 3-bromo- 1428799-40-9 C11H7BrN2
METHYL 3-INDOLYLACETATE METHYL 3-INDOLYLACETATE 1912-33-0 C11H11NO2
6-BROMO-7-FLUORO-1H-INDOLE-2-CARBOXYLIC ACID 6-BROMO-7-FLUORO-1H-INDOLE-2-CARBOXYLIC ACID 1388076-26-3 C9H5BrFNO2
N-ACETYLOXINDOLE  97 N-ACETYLOXINDOLE 97 21905-78-2 C10H9NO2
2,6-Piperidinedione, 3-[4-(aminomethyl)-1,3-dihydro-1-oxo-2H-isoindol-2-yl]- 2,6-Piperidinedione, 3-[4-(aminomethyl)-1,3-dihydro-1-oxo-2H-isoindol-2-yl]- 790652-68-5 C14H15N3O3
3-(4-(aminomethyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione hydrochloride 3-(4-(aminomethyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione hydrochloride 444289-05-8 C14H16ClN3O3
Benzeneacetic acid, 4-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-α-ethyl-, ethyl ester Benzeneacetic acid, 4-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-α-ethyl-, ethyl ester 36691-07-3 C20H19NO4
4-fluoro-7-methyl-1H-indole-2-carboxylic acid 4-fluoro-7-methyl-1H-indole-2-carboxylic acid 891724-25-7 C10H8FNO2
4-AMINO-6-CHLORO INDOLE 4-AMINO-6-CHLORO INDOLE 431046-15-0 C8H7ClN2
7-INDOLINECARBOXALDEHYDE 7-INDOLINECARBOXALDEHYDE 143262-21-9 C9H9NO
4-BROMO-3-CYANOINDOLE 4-BROMO-3-CYANOINDOLE 903131-13-5 C9H5BrN2
1H-Indole-3-carbonitrile, 4,6-difluoro- 1H-Indole-3-carbonitrile, 4,6-difluoro- 1360902-73-3 C9H4F2N2
1-Methyl-1H-indole-6-carbaldehyde 1-Methyl-1H-indole-6-carbaldehyde 21005-45-8 C10H9NO
6-Fluoro-3-hydroxy-N-acetylindole 6-Fluoro-3-hydroxy-N-acetylindole
Benzeneacetamide, α-ethyl-4-nitro- Benzeneacetamide, α-ethyl-4-nitro- 858006-96-9 C10H12N2O3
2-[4-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)phenyl]butyric acid 2-[4-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)phenyl]butyric acid 94232-67-4 C18H15NO4
methyl 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetate methyl 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetate 1601-18-9 C20H18ClNO4
1, 3-dimethyl-2-oxo-3-((phenylsulfonyl)methyl)indoline-5-carbonitrile 1, 3-dimethyl-2-oxo-3-((phenylsulfonyl)methyl)indoline-5-carbonitrile 1588429-82-6 C18H16N2O3S
6-Chloro-2-iodo-1-methyl-1H-indole 6-Chloro-2-iodo-1-methyl-1H-indole
3-Hydroxy-5-methoxy-N-BOC indole 3-Hydroxy-5-methoxy-N-BOC indole
2-phenyl-7-nitro-5-carboxylic acid indole 2-phenyl-7-nitro-5-carboxylic acid indole
6-methoxy-7-fluoroindole 6-methoxy-7-fluoroindole
N-BOC-3-Bromomethylindole N-BOC-3-Bromomethylindole
N-BOC-5-indole carboxylate N-BOC-5-indole carboxylate
3-Oxo-4-carboxylic acid-2,3-dihydroindole 3-Oxo-4-carboxylic acid-2,3-dihydroindole
6-(3-furyl)-1H-indole 6-(3-furyl)-1H-indole
1-BOC-6,7-dichloro-3-oxindole 1-BOC-6,7-dichloro-3-oxindole
4-Acetyl-α-amino-1H-indole 4-Acetyl-α-amino-1H-indole
4-(2'-BROMOETHYL)-3-CHLORO-1,3-DIHYDRO-2H-INDOLE-2-ONE 4-(2'-BROMOETHYL)-3-CHLORO-1,3-DIHYDRO-2H-INDOLE-2-ONE 120427-95-4 C10H9BrClNO
4-Bromo-7-methoxy-5-azaindole 4-Bromo-7-methoxy-5-azaindole
1,2-dihydroxyindole 1,2-dihydroxyindole
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