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
6-ethoxy-1H-indole 6-ethoxy-1H-indole 37865-86-4 C10H11NO
1-BOC-1,1,2-Dihydro-3oxoindole 1-BOC-1,1,2-Dihydro-3oxoindole
N-BOC-5-trifluoromethylindole N-BOC-5-trifluoromethylindole
4-Chloro-7-methyl-1H-indole 4-Chloro-7-methyl-1H-indole 61258-70-6 C9H8ClN
Indolo[3,2-b]carbazole, 2,8-bis(1,1-dimethylethyl)-5,11-dihydro- Indolo[3,2-b]carbazole, 2,8-bis(1,1-dimethylethyl)-5,11-dihydro- 1679365-44-6 C26H28N2
5-Methoxy-7-methyl-1H-indole 5-Methoxy-7-methyl-1H-indole 61019-05-4 C10H11NO
2H-Indol-2-one, 7-bromo-1,3-dihydro-4-methoxy- 2H-Indol-2-one, 7-bromo-1,3-dihydro-4-methoxy- 1360965-18-9 C9H8BrNO2
Benzeneacetonitrile, α-ethyl-3-nitro- Benzeneacetonitrile, α-ethyl-3-nitro- 21762-23-2 C10H10N2O2
3-bromo-1H-pyrrolo[3,2-c]pyridine 3-bromo-1H-pyrrolo[3,2-c]pyridine 23612-36-4 C7H5BrN2
6-AMino-2,3-dihydroisoindol-1-one 6-AMino-2,3-dihydroisoindol-1-one 675109-45-2 C8H8N2O
5,6-dichloro-1H-indole-2,3-dione 5,6-dichloro-1H-indole-2,3-dione 1677-48-1 C8H3Cl2NO2
ICG-ATT ICG-ATT
Indobufen Impurity 40 Indobufen Impurity 40
Indobufen Impurity 31 Indobufen Impurity 31 2865161-71-1 C21H24N4O3S
1H-PYRROLO[2,3-B]PYRIDINE-6-CARBOXYLIC ACID 1H-PYRROLO[2,3-B]PYRIDINE-6-CARBOXYLIC ACID 898746-35-5 C8H6N2O2
5-BROMO-4-CHLORO-3-INDOLYL CAPRYLATE 5-BROMO-4-CHLORO-3-INDOLYL CAPRYLATE 129541-42-0 C16H19BrClNO2
1H-Isoindol-1-one,6-fluoro-2,3-dihydro-(9CI) 1H-Isoindol-1-one,6-fluoro-2,3-dihydro-(9CI) 340702-10-5 C8H6FNO
5,6-Dimethoxyindole 5,6-Dimethoxyindole 14430-23-0 C10H11NO2
5-Chloro-1-methyl-6-(trifluoromethyl)isoindoline 5-Chloro-1-methyl-6-(trifluoromethyl)isoindoline 2688734-97-4 C10H9ClF3N
4,5-DIFLUOROOXINDOLE 4,5-DIFLUOROOXINDOLE 850429-64-0 C8H5F2NO
1H-Indole-7-carboxamide(9CI) 1H-Indole-7-carboxamide(9CI) 1670-89-9 C9H8N2O
5-AMINOINDOLINE DIHYDROCHLORIDE 5-AMINOINDOLINE DIHYDROCHLORIDE 2759-14-0 C8H12Cl2N2
9-(3-bromo-5-chlorophenyl)-9H-pyrido[2,3-b]indole 9-(3-bromo-5-chlorophenyl)-9H-pyrido[2,3-b]indole
4-nitro-6-bromo-7-azaindole 4-nitro-6-bromo-7-azaindole
6-Fluoro-2-iodo-1H-indole 6-Fluoro-2-iodo-1H-indole 1388031-58-0 C8H5FIN
7-Chloro-5-iodo-1-methyl-1H-indole 7-Chloro-5-iodo-1-methyl-1H-indole 2883499-62-3 C9H7ClIN
2,8-dibromo-10,11-bis(2-hexyldecyl)-10,11-dihydro-[1,2,5]thiadiazolo[3,4-e]thieno[2',3':4,5]pyrrolo[3,2-g]thieno[3,2-b]indole 2,8-dibromo-10,11-bis(2-hexyldecyl)-10,11-dihydro-[1,2,5]thiadiazolo[3,4-e]thieno[2',3':4,5]pyrrolo[3,2-g]thieno[3,2-b]indole 2616637-42-2 C46H68Br2N4S3
(3aS,7aR)-3a,4,5,6,7,7a-Hexahydro-1H-4,7-ethanoisoindole (3aS,7aR)-3a,4,5,6,7,7a-Hexahydro-1H-4,7-ethanoisoindole 2892292-68-9 C10H15N
7-Bromo-4-chloro-5-methoxy-1H-indole 7-Bromo-4-chloro-5-methoxy-1H-indole 3027707-14-5 C9H7BrClNO
3-Bromo-6,7-dichloro-1,2-dimethyl-1H-indole 3-Bromo-6,7-dichloro-1,2-dimethyl-1H-indole 3022402-99-6 C10H8BrCl2N
1-Methyl-3-(piperidin-2-yl)-1H-indole 1-Methyl-3-(piperidin-2-yl)-1H-indole 1019115-21-9 C14H18N2
2-(1H-Indol-2-yl)aniline 2-(1H-Indol-2-yl)aniline 32566-01-1 C14H12N2
6-fluoroindole-3-acetonitrile 6-fluoroindole-3-acetonitrile 2341-25-5 C10H7FN2
INDOLE-3-CARBINOL HYDRATE INDOLE-3-CARBINOL HYDRATE 123334-15-6 C9H11NO2
tert-butyl 5-bromoindoline-1-carboxylate tert-butyl 5-bromoindoline-1-carboxylate 261732-38-1 C13H16BrNO2
5-Methoxyoxindole 5-Methoxyoxindole 7699-18-5 C9H9NO2
N-(PHENYLTHIO)PHTHALIMIDE N-(PHENYLTHIO)PHTHALIMIDE 14204-27-4 C14H9NO2S
5-CHLORO-4-FLUORO-1H-INDOLE-2-CARBOXYLIC ACID 5-CHLORO-4-FLUORO-1H-INDOLE-2-CARBOXYLIC ACID 186446-26-4 C9H5ClFNO2
METHYL 4-CHLORO-5-AZAINDOLE-2-CARBOXYLATE METHYL 4-CHLORO-5-AZAINDOLE-2-CARBOXYLATE 688357-19-9 C9H7ClN2O2
METHYL ISOINDOLINE-5-CARBOXYLATE HYDROCHLORIDE METHYL ISOINDOLINE-5-CARBOXYLATE HYDROCHLORIDE 127168-93-8 C10H12ClNO2
1,2,3,3A,4,8B-HEXAHYDROCYCLOPENTA[B]INDOLE 1,2,3,3A,4,8B-HEXAHYDROCYCLOPENTA[B]INDOLE 80278-94-0 C11H13N
4-METHYL-1H-PYRROLO[3,2-C]PYRIDINE 4-METHYL-1H-PYRROLO[3,2-C]PYRIDINE 860362-26-1 C8H8N2
BENZOIC ACID, 4-(1H-INDOL-2-YL)-, METHYL ESTER BENZOIC ACID, 4-(1H-INDOL-2-YL)-, METHYL ESTER 485321-10-6 C16H13NO2
Methyl 7-bromo-1H-indole-2-carboxylate Methyl 7-bromo-1H-indole-2-carboxylate 1158503-82-2 C10H8BrNO2
2-(1H-indol-3-yl)-2-methylpropan-1-amine 2-(1H-indol-3-yl)-2-methylpropan-1-amine 15467-31-9 C12H16N2
4-Chloro-6-azaindole 4-Chloro-6-azaindole 1188313-15-6 C7H5ClN2
2-(4-AMino-2-ethoxyphenyl)pthaliMide 2-(4-AMino-2-ethoxyphenyl)pthaliMide 106981-52-6 C16H14N2O3
4-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine 4-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine 916176-52-8 C7H4BrClN2
2-Methyl-4-azaindole 2-Methyl-4-azaindole 73177-35-2 C8H8N2
tert-butyl 4-oxohexahydro-1H-isoindole-2(3H)-carboxylate tert-butyl 4-oxohexahydro-1H-isoindole-2(3H)-carboxylate 879687-92-0 C13H21NO3
1H-Indole, 6-chloro-7-fluoro- 1H-Indole, 6-chloro-7-fluoro- 259860-04-3 C8H5ClFN
1H-Indole-3-carbonitrile, 7-fluoro- 1H-Indole-3-carbonitrile, 7-fluoro- 1043601-55-3 C9H5FN2
6-BroMo-1-Methylisatin 6-BroMo-1-Methylisatin 667463-64-1 C9H6BrNO2
6-Chloro-5-methoxy-1H-indole 6-Chloro-5-methoxy-1H-indole 63762-72-1 C9H8ClNO
2,3-DIHYDRO-1H-INDOLE-5-CARBOXYLIC ACID 2,3-DIHYDRO-1H-INDOLE-5-CARBOXYLIC ACID 15861-30-0 C9H9NO2
5-Fluoroindole-2-carboxylic acid 5-Fluoroindole-2-carboxylic acid 399-76-8 C9H6FNO2
6-Fluoro-7-azaindole 6-Fluoro-7-azaindole 898746-42-4 C7H5FN2
4-Bromoindole-2-carboxylic acid methyl ester 4-Bromoindole-2-carboxylic acid methyl ester 167479-13-2 C10H8BrNO2
1-METHYL-5-NITRO-1H-INDOLE 1-METHYL-5-NITRO-1H-INDOLE 29906-67-0 C9H8N2O2
3-bromo-7-methyl-1H-indole 3-bromo-7-methyl-1H-indole 903131-21-5 C9H8BrN
5-Nitro-2,3,3-trimethylindolenine 5-Nitro-2,3,3-trimethylindolenine 3484-22-8 C11H12N2O2
5-FLUORO-1H-INDOLE-3-CARBOXYLIC ACID METHYL ESTER 5-FLUORO-1H-INDOLE-3-CARBOXYLIC ACID METHYL ESTER 310886-79-4 C10H8FNO2
6-Chloroindole-5-carbonitrile 6-Chloroindole-5-carbonitrile 1423120-66-4 C9H5ClN2
(1H-pyrrolo[2,3-b]pyridin-3-yl)-acetic acid ethyl ester (1H-pyrrolo[2,3-b]pyridin-3-yl)-acetic acid ethyl ester 1261808-83-6 C11H12N2O2
ethyl 7-Methyl-1H-indole-2-carboxylate ethyl 7-Methyl-1H-indole-2-carboxylate 70761-93-2 C12H13NO2
1-(5-Bromo-4-chloro-3-hydroxy-1H-indol-1-yl)ethanone 1-(5-Bromo-4-chloro-3-hydroxy-1H-indol-1-yl)ethanone 125328-76-9 C10H7BrClNO2
1-Acetyl-5-broMo-6-chloro-1H-indol-3-yl acetate 1-Acetyl-5-broMo-6-chloro-1H-indol-3-yl acetate 108847-96-7 C12H9BrClNO3
3-CYANO-5-FLUORO-1H-INDOLE 3-CYANO-5-FLUORO-1H-INDOLE 194490-15-8 C9H5FN2
N,1-Diphenyl-1H-indol-4-amine N,1-Diphenyl-1H-indol-4-amine 924900-76-5 C20H16N2
5-BROMOTRYPTAMINE HYDROCHLORIDE 5-BROMOTRYPTAMINE HYDROCHLORIDE 81868-12-4 C10H12BrClN2
6-Bromo-5-chloro-2,3-dihydro-1H-indole 6-Bromo-5-chloro-2,3-dihydro-1H-indole 1369237-21-7 C8H7BrClN
4-(8-fluoro-6-oxo-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indol-2-yl)benzaldehyde 4-(8-fluoro-6-oxo-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indol-2-yl)benzaldehyde 283173-84-2 C18H13FN2O2
6-Fluoroindoline 6-Fluoroindoline 2343-23-9 C8H8FN
1,2,3-trimethyl-3-benzyl-benzoindole iodide 1,2,3-trimethyl-3-benzyl-benzoindole iodide
Potassium butylate Potassium butylate C4H9KO
2-[1-(benzyloxy)-2-methylpropan-2-yl]-6-fluoro-5-nitro-1H-indole 2-[1-(benzyloxy)-2-methylpropan-2-yl]-6-fluoro-5-nitro-1H-indole 1638771-94-4 C19H19FN2O3
Indometacin Impurity II (4-Chlorobenzoic acid) Indometacin Impurity II (4-Chlorobenzoic acid)
6-methoxy-3-methyl-1H-indole 6-methoxy-3-methyl-1H-indole 2400-36-4 C10H11NO
4,6,7-TRIMETHOXY-1H-INDOLE-2-CARBOXYLIC ACID 4,6,7-TRIMETHOXY-1H-INDOLE-2-CARBOXYLIC ACID 161156-01-0 C12H13NO5
8H-indolo[3,2,1-de]phenazine 8H-indolo[3,2,1-de]phenazine 203-36-1 C18H12N2
5,11-dihydro-5-phenylindolo[3,2-b]carbazole 5,11-dihydro-5-phenylindolo[3,2-b]carbazole 1316311-27-9 C24H16N2
MIU medium basis MIU medium basis
5-Fluoro-3-(1-piperazinylmethyl)Indole 5-Fluoro-3-(1-piperazinylmethyl)Indole 147595-45-7 C13H16FN3
3-(2-Chloropyrimidin-4-yl)-1-cyclopropyl-1H-indole 3-(2-Chloropyrimidin-4-yl)-1-cyclopropyl-1H-indole 1899922-76-9 C15H12ClN3
4-Chloroindole 4-Chloroindole 25235-85-2 C8H6ClN
5-CYANOINDOLE-3-CARBOXALDEHYDE 5-CYANOINDOLE-3-CARBOXALDEHYDE 17380-18-6 C10H6N2O
6-BROMO-4-INDOLECARBOXYLIC ACID METHYL ESTER 6-BROMO-4-INDOLECARBOXYLIC ACID METHYL ESTER 107650-22-6 C10H8BrNO2
6-Chloroindole-2-carboxylic acid 6-Chloroindole-2-carboxylic acid 16732-75-5 C9H6ClNO2
L-1,2,3,4-TETRAHYDRONORHARMAN-3-CARBOXYLIC ACID L-1,2,3,4-TETRAHYDRONORHARMAN-3-CARBOXYLIC ACID 42438-90-4 C12H12N2O2
6-Methoxy-1H-indole-3-carboxylic acid 6-Methoxy-1H-indole-3-carboxylic acid 90924-43-9 C10H9NO3
6-Cyanoindole 6-Cyanoindole 15861-36-6 C9H6N2
1-ACETYLINDOLE 1-ACETYLINDOLE 576-15-8 C10H9NO
1,3-DIHYDRO-2H-INDOLE-2-THIONE 1,3-DIHYDRO-2H-INDOLE-2-THIONE 496-30-0 C8H7NS
5-METHYLINDOLE-2-CARBOXYLIC ACID 5-METHYLINDOLE-2-CARBOXYLIC ACID 10241-97-1 C10H9NO2
disulfo-ICG-azide disulfo-ICG-azide
3-BROMO-2-METHYLINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 3-BROMO-2-METHYLINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 775305-12-9 C14H16BrNO2
5-CHLORO-1H-INDOL-3-METHYLAMINE 5-CHLORO-1H-INDOL-3-METHYLAMINE 113188-83-3 C9H9ClN2
3-AMINO-5-BROMOINDOLE 3-AMINO-5-BROMOINDOLE 525590-24-3 C8H7BrN2
ICG-Streptavidin ICG-Streptavidin
ICG-BSA ICG-BSA
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