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
2,3,3,5-Tetramethylindolenine 2,3,3,5-Tetramethylindolenine 25981-82-2 C12H15N
TERT-BUTYL 5-BROMOISOINDOLINE-2-CARBOXYLATE TERT-BUTYL 5-BROMOISOINDOLINE-2-CARBOXYLATE 201940-08-1 C13H16BrNO2
1,4-Dimethyl-1H-indole 1,4-Dimethyl-1H-indole 27816-52-0 C10H11N
1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-(2-nitropropyl)-1H-indole-7-carbonitrile 1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-(2-nitropropyl)-1H-indole-7-carbonitrile 350797-56-7 C22H23N3O4
6-Amino-5-Bromo-7-azaindole 6-Amino-5-Bromo-7-azaindole 1190322-18-9 C7H6BrN3
3-Bromo-4-chloroindole 3-Bromo-4-chloroindole 1181332-74-0 C8H5BrClN
ethyl 5-fluoro-3-iodo-1H-indole-2-carboxylate ethyl 5-fluoro-3-iodo-1H-indole-2-carboxylate 167631-21-2 C11H9FINO2
1H-Indole, 4-broMo-6-chloro- 1H-Indole, 4-broMo-6-chloro- 885519-23-3 C8H5BrClN
4-Cyano-2-Methyl-1H-indole 4-Cyano-2-Methyl-1H-indole 1360883-22-2 C10H8N2
1H-Pyrrolo[2,3-b]pyridine, 5-broMo-3-nitro- 1H-Pyrrolo[2,3-b]pyridine, 5-broMo-3-nitro- 507462-26-2 C7H4BrN3O2
6-Fluoro-1H-indole-3-carbonitrile 6-Fluoro-1H-indole-3-carbonitrile 1043601-53-1 C9H5FN2
IndoMethacin IMpurity IndoMethacin IMpurity 5354-81-4 C7H9N2NaO4S
4-nitroisoindolin-1-one 4-nitroisoindolin-1-one 366452-97-3 C8H6N2O3
2H-Isoindole-1-carboxylic acid methyl ester 2H-Isoindole-1-carboxylic acid methyl ester 56365-71-0 C10H9NO2
2-(2,4-DINITRO-PHENOXY)-ISOINDOLE-1,3-DIONE 2-(2,4-DINITRO-PHENOXY)-ISOINDOLE-1,3-DIONE 60506-35-6 C14H7N3O7
5-Bromo-6-chloro-1H-indole 5-Bromo-6-chloro-1H-indole 122531-09-3 C8H5BrClN
4-(Trifluoromethyl)indoline 4-(Trifluoromethyl)indoline 905274-07-9 C9H8F3N
3-Bromomethylindole 3-Bromomethylindole 50624-64-1 C9H8BrN
Methyl4-chloro-1H-indole-3-carboxylate Methyl4-chloro-1H-indole-3-carboxylate 101909-42-6 C10H8ClNO2
METHYL 6-CYANO-1-HYDROXY-7-METHYL-5-OXO-3,5-DIHYDROINDOLIZINE-2-CARBOXYLATE METHYL 6-CYANO-1-HYDROXY-7-METHYL-5-OXO-3,5-DIHYDROINDOLIZINE-2-CARBOXYLATE 73427-92-6 C12H10N2O4
5-Chloro-7-Methylindole 5-Chloro-7-Methylindole 15936-77-3 C9H8ClN
3,3-DiMethyl-6-nitroindolin-2-one 3,3-DiMethyl-6-nitroindolin-2-one 100510-64-3 C10H10N2O3
5,7-DICHLORO-2,3-DIHYDRO-1H-INDOL 5,7-DICHLORO-2,3-DIHYDRO-1H-INDOL 70555-58-7 C8H7Cl2N
6-Nitroindoline 6-Nitroindoline 19727-83-4 C8H8N2O2
5-FLUORO-2,3-DIHYDRO-1H-ISOINDOLE 5-FLUORO-2,3-DIHYDRO-1H-ISOINDOLE 57584-71-1 C8H8FN
2-(4-Ethyl-1-piperazinyl)-4-[4-(4-ethyl-1-piperazinyl)phenyl]-5,6,7,8,9,10-hexahydrocycloocta[b]pyridine 2-(4-Ethyl-1-piperazinyl)-4-[4-(4-ethyl-1-piperazinyl)phenyl]-5,6,7,8,9,10-hexahydrocycloocta[b]pyridine 2576471-49-1 C29H43N5
3-(2-(ethoxycarbonyl)-5-(sulfomethyl)-1H-indol-3-yl)propanoic acid 3-(2-(ethoxycarbonyl)-5-(sulfomethyl)-1H-indol-3-yl)propanoic acid 771466-66-1 C15H17NO7S
methyl 1-methyl-2-oxo-2,3-dihydro-1H-indole-6-carboxylate methyl 1-methyl-2-oxo-2,3-dihydro-1H-indole-6-carboxylate 1638764-31-4 C11H11NO3
5-CHLORO-3-PHENYL-1H-INDOLE-2-CARBOXYLIC ACID 5-CHLORO-3-PHENYL-1H-INDOLE-2-CARBOXYLIC ACID 21139-31-1 C15H10ClNO2
Indobufen Impurity 9 Indobufen Impurity 9 76553-18-9 C18H17NO4
ICG Xtra-Osu ICG Xtra-Osu
2-(4-HYDROXY-BUTYL)-1,3-DIOXO-2,3-DIHYDRO-1 H-ISOINDOLE-5-CARBOXYLIC ACID 2-(4-HYDROXY-BUTYL)-1,3-DIOXO-2,3-DIHYDRO-1 H-ISOINDOLE-5-CARBOXYLIC ACID 351334-92-4 C13H13NO5
6-METHOXY-1H-INDOLE-2-CARBOXYLIC ACID 6-METHOXY-1H-INDOLE-2-CARBOXYLIC ACID 16732-73-3 C10H9NO3
5-Chloro-2,3,3-trimethyl-3H-indole 5-Chloro-2,3,3-trimethyl-3H-indole 25981-83-3 C11H12ClN
5-Hydroxy-2-methylindole 5-Hydroxy-2-methylindole 13314-85-7 C9H9NO
N-PHENYLPHTHALIMIDE N-PHENYLPHTHALIMIDE 520-03-6 C14H9NO2
1-INDOLEPROPIONIC ACID 1-INDOLEPROPIONIC ACID 6639-06-1 C11H11NO2
1-Methylindole-2-carboxylic acid 1-Methylindole-2-carboxylic acid 16136-58-6 C10H9NO2
1,3,3-Trimethyl-2-(formylmethylene)indoline 1,3,3-Trimethyl-2-(formylmethylene)indoline 84-83-3 C13H15NO
5-BROMO-4-CHLORO-3-INDOLYL ACETATE 5-BROMO-4-CHLORO-3-INDOLYL ACETATE 3252-36-6 C10H7BrClNO2
Isoindoline Isoindoline 496-12-8 C8H9N
2-METHYL-1H-INDOLE-3-CARBOXYLIC ACID 2-METHYL-1H-INDOLE-3-CARBOXYLIC ACID 63176-44-3 C10H9NO2
5-Bromo-3-cyanoindole 5-Bromo-3-cyanoindole 90271-86-6 C9H5BrN2
Indole-3-carboxylic acid Indole-3-carboxylic acid C9H7NO2
N-Acetic acid-indole-3-carboxaldehyde N-Acetic acid-indole-3-carboxaldehyde 138423-98-0 C11H9NO3
diSulfo-ICG alkyne diSulfo-ICG alkyne
disulfo-ICG-DBCO disulfo-ICG-DBCO
7-CYANOINDOLE 7-CYANOINDOLE 96631-87-7 C9H6N2
2-Methylbenz[c,d]indole 2-Methylbenz[c,d]indole 40484-49-9 C12H9N
5,6-DIHYDROXYINDOLINE 5,6-DIHYDROXYINDOLINE 29539-03-5 C8H9NO2
Indobufen Impurity A Indobufen Impurity A 858847-40-2 C12H15NO3
N-Acetyl-4-fluoro-3-hydroxyindole N-Acetyl-4-fluoro-3-hydroxyindole
4-Methylindole 4-Methylindole 16096-32-5 C9H9N
4-chloro-2-(4-chloro-1,3-dihydro-3-oxo-2H-indol-2-ylidene)-1,2-dihydro-3H-indol-3-one 4-chloro-2-(4-chloro-1,3-dihydro-3-oxo-2H-indol-2-ylidene)-1,2-dihydro-3H-indol-3-one 6275-44-1 C16H8Cl2N2O2
4,5,6,7-TETRAHYDROINDOLE 4,5,6,7-TETRAHYDROINDOLE 13618-91-2 C8H11N
5-HYDROXY-1H-INDOLE-3-CARBALDEHYDE 5-HYDROXY-1H-INDOLE-3-CARBALDEHYDE 3414-19-5 C9H7NO2
6-CHLOROINDOLE-3-CARBOXYLIC ACID 6-CHLOROINDOLE-3-CARBOXYLIC ACID 766557-02-2 C9H6ClNO2
1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACID 1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACID 156270-06-3 C8H6N2O2
6-Methoxyindole 6-Methoxyindole 3189-13-7 C9H9NO
1H-Indole-2-carboxylic acid, 6-hydroxy-1-methyl- 1H-Indole-2-carboxylic acid, 6-hydroxy-1-methyl- 541522-89-8 C10H9NO3
1H-Indazol-6-amine, 3-chloro-1-methyl- 1H-Indazol-6-amine, 3-chloro-1-methyl- 189559-98-6 C8H8ClN3
1,3,3a,4,7,7a-hexahydro-1,3-dioxo-2H-isoindole-2-hexanoic acid 1,3,3a,4,7,7a-hexahydro-1,3-dioxo-2H-isoindole-2-hexanoic acid 4887-51-8 C14H19NO4
ethyl 2-cyano-3-(1H-indol-3-yl)acrylate ethyl 2-cyano-3-(1H-indol-3-yl)acrylate 6286-56-2 C14H12N2O2
3,8-Dimethyl-8H-isoxazo[5,4-B]indole 3,8-Dimethyl-8H-isoxazo[5,4-B]indole
5-Carbonyl chloride-1H-indole 5-Carbonyl chloride-1H-indole
5,6-DIHYDROXYINDOLINE HBr 5,6-DIHYDROXYINDOLINE HBr 138937-28-7 C8H10BrNO2
1H-Isoindole-1,3(2H)-dione, 2-(4-propylphenyl)- 1H-Isoindole-1,3(2H)-dione, 2-(4-propylphenyl)- 19357-17-6 C17H15NO2
7-Bromo-6-chloro-5-methyl-1H-indole 7-Bromo-6-chloro-5-methyl-1H-indole
5-Bromo-4,7-dimethoxy-1H-indole 5-Bromo-4,7-dimethoxy-1H-indole 2410249-78-2 C10H10BrNO2
2-Propenoic acid, 2-methyl-, 1,1'-(1',3'-dihydro-1',3',3'-trimethyl-6-nitrospiro[2H-1-benzopyran-2,2'-[2H]indole]-5',8-diyl) ester 2-Propenoic acid, 2-methyl-, 1,1'-(1',3'-dihydro-1',3',3'-trimethyl-6-nitrospiro[2H-1-benzopyran-2,2'-[2H]indole]-5',8-diyl) ester 1581285-94-0 C27H26N2O7
4-(2-Chlorophenyl)-1-methyl-2,3,4,9-tetrahydro-1h-pyrido[3,4-b]indole 4-(2-Chlorophenyl)-1-methyl-2,3,4,9-tetrahydro-1h-pyrido[3,4-b]indole 885460-08-2 C18H17ClN2
methyl indoline-5-carboxylate methyl indoline-5-carboxylate 141452-01-9 C10H11NO2
ICG Biotin,ICG-Biotin ICG Biotin,ICG-Biotin
ICG-HES-SS-DOX ICG-HES-SS-DOX
7-CHLORO-1H-INDOLE-3-CARBOXYLIC ACID
7-CHLORO-1H-INDOLE-3-CARBOXYLIC ACID 86153-24-4 C9H6ClNO2
15N, 96-99%) 15N, 96-99%) 1337952-53-0
1H-Indazole-3-carbonitrile, 5-amino-1-methyl- 1H-Indazole-3-carbonitrile, 5-amino-1-methyl- 1541255-62-2 C9H8N4
4-hydroxy-N,N-diisopropylindole-3-ethylamine hydrochloride 4-hydroxy-N,N-diisopropylindole-3-ethylamine hydrochloride C16H25ClN2O
trisulfo-ICG carboxylic acid/COOH trisulfo-ICG carboxylic acid/COOH
trimethylol diindole trimethylol diindole
1H-Indole-3-aceticacid,4-bromo-(9CI) 1H-Indole-3-aceticacid,4-bromo-(9CI) 89245-41-0 C10H8BrNO2
1H-Indole-1-carboxylic acid, 3-(hydroxymethyl)-4-methyl-, 1,1-dimethylethyl ester 1H-Indole-1-carboxylic acid, 3-(hydroxymethyl)-4-methyl-, 1,1-dimethylethyl ester 1260766-73-1 C15H19NO3
1-ACETYL-5-BROMOINDOLE 1-ACETYL-5-BROMOINDOLE 61995-52-6 C10H8BrNO
6-Methyl-5-nitro-7-azaindole 6-Methyl-5-nitro-7-azaindole
tert-butyl 6-methoxy-1H-pyrrolo[3,2-b]pyridine-1-carboxylate tert-butyl 6-methoxy-1H-pyrrolo[3,2-b]pyridine-1-carboxylate 2271054-06-7 C13H16N2O3
5-Methyl-4,5,6,7-tetrahydro-1H-indole 5-Methyl-4,5,6,7-tetrahydro-1H-indole 128277-88-3 C9H13N
5-Fluoro-3-(trifluoromethyl)-3-((trimethylsilyl)oxy)indoline 5-Fluoro-3-(trifluoromethyl)-3-((trimethylsilyl)oxy)indoline 3023538-78-2 C12H15F4NOSi
indolo(3,2-b)carbazole indolo(3,2-b)carbazole 241-55-4 C18H10N2
3,5-Dimethylindole 3,5-Dimethylindole
3-[((2R)-1-METHYLPYRROLIDIN-2-YL)METHYL]-5-[(E)-2-(PHENYLSULFONYL)VINYL]INDOLE 3-[((2R)-1-METHYLPYRROLIDIN-2-YL)METHYL]-5-[(E)-2-(PHENYLSULFONYL)VINYL]INDOLE 180637-89-2 C22H24N2O2S
1-BENZYL HYDROGEN (S)-4-PHTHALIMIDOGLUTARATE 1-BENZYL HYDROGEN (S)-4-PHTHALIMIDOGLUTARATE 88784-33-2 C20H17NO6
5-Fluoroindoline 5-Fluoroindoline 2343-22-8 C8H8FN
1H-INDOLE-4-ETHANAMINE 1H-INDOLE-4-ETHANAMINE 16176-73-1 C10H12N2
tert-butyl 3-(2-methoxy-2-oxoethyl)-1H-indole-1-carboxylate tert-butyl 3-(2-methoxy-2-oxoethyl)-1H-indole-1-carboxylate 370562-34-8 C16H19NO4
ethyl 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate ethyl 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate 800401-67-6 C10H9ClN2O2
4-(4-Bromo-phenyl)-pyridine 4-(4-Bromo-phenyl)-pyridine 39795-60-3 C11H8BrN
4-METHYL-1H-INDOLE-2-CARBOXYLIC ACID 4-METHYL-1H-INDOLE-2-CARBOXYLIC ACID 18474-57-2 C10H9NO2
1H-INDOLE-1-CARBOXYLIC ACID,2,3-DIHYDRO-6-HYDROXY-,1,1-DIMETHYLETHYL ESTER 1H-INDOLE-1-CARBOXYLIC ACID,2,3-DIHYDRO-6-HYDROXY-,1,1-DIMETHYLETHYL ESTER 957204-30-7 C13H17NO3
N-Methyl-5-bromo-4,7-diazaindole N-Methyl-5-bromo-4,7-diazaindole 1217090-32-8 C7H6BrN3
3-Cyano-1H-indole-5-carboxylic acid 3-Cyano-1H-indole-5-carboxylic acid 889942-87-4 C10H6N2O2
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