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-[(Tetrahydro-2H-pyran-4-yl)oxy]-1H-indole 5-[(Tetrahydro-2H-pyran-4-yl)oxy]-1H-indole 1501305-00-5 C13H15NO2
2,3-dimethyl-5-(trifluoromethoxy)-1H-indole 2,3-dimethyl-5-(trifluoromethoxy)-1H-indole 2247484-46-2 C11H10F3NO
3-Formyl-4-nitro-7-azaindole 3-Formyl-4-nitro-7-azaindole
5-((Z)-(5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid 5-((Z)-(5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid 356068-93-4 C16H13FN2O3
6-AMINO-3,3-DIMETHYL-2-OXO-1,3-DIHYDRO-INDOLE 6-AMINO-3,3-DIMETHYL-2-OXO-1,3-DIHYDRO-INDOLE 100510-65-4 C10H12N2O
4-fluoro-1H-indole-7-carboxylic acid 4-fluoro-1H-indole-7-carboxylic acid 313337-34-7 C9H6FNO2
3-chloro-1H-indole-2-carboxylic acid 3-chloro-1H-indole-2-carboxylic acid 28737-32-8 C9H6ClNO2
1,3-DIACETOXYINDOLE 1,3-DIACETOXYINDOLE 16800-67-2 C12H11NO3
1-(2,9-diazabicyclo[4.3.0]nona-2,4,7,10-tetraen-7-yl)-N,N-dimethyl-methanamine 1-(2,9-diazabicyclo[4.3.0]nona-2,4,7,10-tetraen-7-yl)-N,N-dimethyl-methanamine 5654-92-2 C10H13N3
ETHYL INDOLE-5-CARBOXYLATE ETHYL INDOLE-5-CARBOXYLATE 32996-16-0 C11H11NO2
5-Chloro-2-methylene-1,3,3-trimethylindoline 5-Chloro-2-methylene-1,3,3-trimethylindoline 6872-17-9 C12H14ClN
3-Indoleacrylic acid 3-Indoleacrylic acid 1204-06-4 C11H9NO2
1-pentyl-1H-indole 1-pentyl-1H-indole 59529-21-4 C13H17N
5-Bromo-6-cyano-7-azaindole 5-Bromo-6-cyano-7-azaindole 1190317-45-3 C8H4BrN3
6-Fluoro-3-iodo-7-azaindole 6-Fluoro-3-iodo-7-azaindole 1190319-92-6 C7H4FIN2
6-bromo-5-chloro-indole 6-bromo-5-chloro-indole 1191028-50-8 C8H5BrClN
5-CHLOROTRYPTOPHOL 5-CHLOROTRYPTOPHOL 61220-51-7 C10H10ClNO
2-(2-HYDROXY-ETHYL)-1,3-DIOXO-2,3-DIHYDRO-1H-ISOINDOLE-5-CARBOXYLIC ACID 2-(2-HYDROXY-ETHYL)-1,3-DIOXO-2,3-DIHYDRO-1H-ISOINDOLE-5-CARBOXYLIC ACID 17329-32-7 C11H9NO5
5-HYDROXY-1H-ISOINDOLE-1,3(2H)-DIONE 5-HYDROXY-1H-ISOINDOLE-1,3(2H)-DIONE 50727-06-5 C8H5NO3
7-BroMo-2,3-dihydro-1H-indole 7-BroMo-2,3-dihydro-1H-indole 62813-85-8 C8H8BrN
5-BROMO INDOLE-7-CARBOXYLIC ACID 5-BROMO INDOLE-7-CARBOXYLIC ACID 860624-90-4 C9H6BrNO2
3-bromo-6-methyl-1H-indole 3-bromo-6-methyl-1H-indole 1152850-55-9 C9H8BrN
3-(4-chlorobutanoyl)-1H-indole-5-carbonitrile 3-(4-chlorobutanoyl)-1H-indole-5-carbonitrile 276863-95-7 C13H11ClN2O
1H-Isoindol-1-one, 4-broMo-2,3-dihydro-6-hydroxy- 1H-Isoindol-1-one, 4-broMo-2,3-dihydro-6-hydroxy- 808127-76-6 C8H6BrNO2
Octahydro-1H-indole-2-carboxylic acid Octahydro-1H-indole-2-carboxylic acid 80828-13-3 C9H15NO2
1-(benzenesulfonyl)-3-(2,5-dichloropyriMidin-4-yl)-1H-indole 1-(benzenesulfonyl)-3-(2,5-dichloropyriMidin-4-yl)-1H-indole 882562-40-5 C18H11Cl2N3O2S
1H-Indole, 4-broMo-6-(trifluoroMethyl)- 1H-Indole, 4-broMo-6-(trifluoroMethyl)- 1000342-93-7 C9H5BrF3N
2-oxo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile 2-oxo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile 1190321-76-6 C8H5N3O
5-Chloro-7-nitroindole 5-Chloro-7-nitroindole 1197181-29-5 C8H5ClN2O2
3-Oxoisoindoline-5-carbaldehyde 3-Oxoisoindoline-5-carbaldehyde 1260664-94-5 C9H7NO2
1-Benzenesulfonyl-3-broMo-1H-pyrrolo[2,3-c]pyridine 1-Benzenesulfonyl-3-broMo-1H-pyrrolo[2,3-c]pyridine 1174038-64-2 C13H9BrN2O2S
5-BROMO-6-CHLORO-3-INDOLYL CAPRYLATE 5-BROMO-6-CHLORO-3-INDOLYL CAPRYLATE 209347-94-4 C16H19BrClNO2
4-Hydroxy ThalidoMide 4-Hydroxy ThalidoMide 5054-59-1 C13H10N2O5
4-Methyl-5-broMo-indole 4-Methyl-5-broMo-indole 1427412-95-0 C9H8BrN
Ethyl 7-bromo-1H-indole-2-carboxylate Ethyl 7-bromo-1H-indole-2-carboxylate 16732-69-7 C11H10BrNO2
2,5-Dimethylindole 2,5-Dimethylindole 1196-79-8 C10H11N
1H-PYRROLO[2,3-B]PYRIDINE, 4-NITRO- 1H-PYRROLO[2,3-B]PYRIDINE, 4-NITRO- 83683-82-3 C7H5N3O2
4-Aminoindole 4-Aminoindole 5192-23-4 C8H8N2
Indomethacin Indomethacin
ETHYL 5,6-DIMETHOXYINDOLE-2-CARBOXYLATE ETHYL 5,6-DIMETHOXYINDOLE-2-CARBOXYLATE 16382-18-6 C13H15NO4
4-(2-(ethoxycarbonyl)-7-(sulfomethyl)-1H-indol-3-yl)butanoic acid 4-(2-(ethoxycarbonyl)-7-(sulfomethyl)-1H-indol-3-yl)butanoic acid 860398-31-8 C16H19NO7S
6-bromo-7-fluoroisatin 6-bromo-7-fluoroisatin 1336963-95-1 C8H3BrFNO2
5,8-dihydroindolo[2,3-c]carbazole 5,8-dihydroindolo[2,3-c]carbazole 200339-30-6 C18H12N2
Indometacin EP Impurity G Indometacin EP Impurity G 402849-26-7 C19H15Cl2NO4
1,2,3,3-Tetramethyl-3H-indolium iodide 1,2,3,3-Tetramethyl-3H-indolium iodide 5418-63-3 C12H16IN
6-bromo-4-fluoro-1H-indazol-3-amine 6-bromo-4-fluoro-1H-indazol-3-amine 1227912-19-7 C7H5BrFN3
ICG amine ICG amine 1686147-55-6 C51H64N4O4S
5-iodo-2,3,3-trimethyl-3H-indole 5-iodo-2,3,3-trimethyl-3H-indole 54136-25-3 C11H12IN
3-AMINO-5-CHLOROINDOLE 3-AMINO-5-CHLOROINDOLE 72561-51-4 C8H7ClN2
3,4-Di-1H-indol-3-yl-1H-pyrrole-2,5-dione 3,4-Di-1H-indol-3-yl-1H-pyrrole-2,5-dione 119139-23-0 C20H13N3O2
METHYL OXINDOLE-7-CARBOXYLATE METHYL OXINDOLE-7-CARBOXYLATE 380427-39-4 C10H9NO3
Indole-6-carboxylic acid Indole-6-carboxylic acid 1670-82-2 C9H7NO2
ICG-Tetrazine ICG-Tetrazine
4,6-DIFLUOROINDOLE 4,6-DIFLUOROINDOLE 199526-97-1 C8H5F2N
Pyrimidine Pyrimidine 289-95-2 C4H4N2
4-Bromo-5-chloro-1H-indole 4-Bromo-5-chloro-1H-indole 1191028-48-4 C8H5BrClN
5-Chloroindoline 5-Chloroindoline 25658-80-4 C8H8ClN
4-Methoxy-2-indolinone 4-Methoxy-2-indolinone 7699-17-4 C9H9NO2
3-(4-bromo-1-oxoisoindolin-2-yl)piperidine-2,6-dione 3-(4-bromo-1-oxoisoindolin-2-yl)piperidine-2,6-dione 2093387-36-9 C13H11BrN2O3
5,7-DICHLORO-1H-INDOLE-2-CARBOXYLIC ACID 5,7-DICHLORO-1H-INDOLE-2-CARBOXYLIC ACID 4792-71-6 C9H5Cl2NO2
4-Bromo-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione 4-Bromo-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione 2093536-12-8 C13H9BrN2O4
3-(6-bromo-1-oxoisoindolin-2-yl)piperidine-2,6-dione 3-(6-bromo-1-oxoisoindolin-2-yl)piperidine-2,6-dione 2304513-76-4 C13H11BrN2O3
1-METHYL-1H-INDOLE-6-CARBONITRILE 1-METHYL-1H-INDOLE-6-CARBONITRILE 20996-87-6 C10H8N2
7-BENZOYL-1,3-DIHYDRO-INDOL-2-ONE 7-BENZOYL-1,3-DIHYDRO-INDOL-2-ONE 51135-38-7 C15H11NO2
5-Ethylindole 5-Ethylindole 68742-28-9 C10H11N
1-BOC-5-METHOXYINDOLE 1-BOC-5-METHOXYINDOLE 99275-47-5 C14H17NO3
6-Azaindole 6-Azaindole 271-29-4 C7H6N2
4,5:4',5'-DIBENZO-1,1'-DIBUTYL-3,3,3',3'-TETRAMETHYLINDADICARBOCYANINE PERCHLORATE 4,5:4',5'-DIBENZO-1,1'-DIBUTYL-3,3,3',3'-TETRAMETHYLINDADICARBOCYANINE PERCHLORATE 121482-73-3 C41H47ClN2O4
5-FLUOROINDOLE-3-ACETIC ACID 5-FLUOROINDOLE-3-ACETIC ACID 443-73-2 C10H8FNO2
1-BOC-6-METHYLINDOLE-2-BORONIC ACID 1-BOC-6-METHYLINDOLE-2-BORONIC ACID 850568-51-3 C14H18BNO4
7-BROMO-4-FLUOROINDOLE 7-BROMO-4-FLUOROINDOLE 292636-09-0 C8H5BrFN
Thalidomide-O-C6-NH2 Thalidomide-O-C6-NH2 1957235-98-1 C19H23N3O5
7-BENZOYLINDOLE 7-BENZOYLINDOLE 70803-96-2 C15H11NO
2,3-Dimethylindole 2,3-Dimethylindole 91-55-4 C10H11N
7-chloro-1H-indole-2-carboxylic acid 7-chloro-1H-indole-2-carboxylic acid 28899-75-4 C9H6ClNO2
methyl 2-[(1,5-dihydro-3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-ylidene)ethylidene]-1,3,3-trimethylindoline-5-carboxylate methyl 2-[(1,5-dihydro-3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-ylidene)ethylidene]-1,3,3-trimethylindoline-5-carboxylate 5718-26-3 C25H25N3O3
N-[2-(N-ethyl-m-toluidino)ethyl]phthalimide N-[2-(N-ethyl-m-toluidino)ethyl]phthalimide 2498-02-4 C19H20N2O2
5-(2-Hydroxyacetyl)indole 5-(2-Hydroxyacetyl)indole
7-Methylthio-1H-indole 7-Methylthio-1H-indole
4-Hydroxy-2,3-dihydro-7-azaindole 4-Hydroxy-2,3-dihydro-7-azaindole
3-Oxo-4-carbamoyl-2,3-dihydroindole 3-Oxo-4-carbamoyl-2,3-dihydroindole
6-Hydroxy-3-carboxylic acid indole 6-Hydroxy-3-carboxylic acid indole
N-phenyl-1,2,3,3A,4,8B-hexahydrocyclopentyl[B]indole N-phenyl-1,2,3,3A,4,8B-hexahydrocyclopentyl[B]indole
7-Acetoxyindole 7-Acetoxyindole 5526-13-6 C10H9NO2
2-(((4-(1-carboxypropyl)phenyl)amino)methyl)benzoic acid 2-(((4-(1-carboxypropyl)phenyl)amino)methyl)benzoic acid 203313-55-7 C18H19NO4
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