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-Bromoindole-3-carboxylic acid 6-Bromoindole-3-carboxylic acid 101774-27-0 C9H6BrNO2
1H-Indole, 1,6-dimethyl- 1H-Indole, 1,6-dimethyl- 5621-15-8 C10H11N
6-Chloro-5-fluoroindole 6-Chloro-5-fluoroindole 122509-72-2 C8H5ClFN
METHYL3-FORMYL-1-METHYL-1H-INDOLE-6-CARBOXYLATE METHYL3-FORMYL-1-METHYL-1H-INDOLE-6-CARBOXYLATE 1160219-36-2 C12H11NO3
4,6-DIMETHOXYINDOLE 4,6-DIMETHOXYINDOLE 23659-87-2 C10H11NO2
Ethyl indole-2-carboxylate Ethyl indole-2-carboxylate 3770-50-1 C11H11NO2
(1Z,3Z)-1,3-Bis[[(4S)-4,5-dihydro-4-(tert-butyl)-2-oxazolyl]methylene]-2,3-dihydro-1H-isoindole (1Z,3Z)-1,3-Bis[[(4S)-4,5-dihydro-4-(tert-butyl)-2-oxazolyl]methylene]-2,3-dihydro-1H-isoindole 1361563-41-8 C24H31N3O2
4,6,7-Trimethoxyindole 4,6,7-Trimethoxyindole 161156-02-1 C11H13NO3
5,6-dihydro-indolo[2,3-b]indole 5,6-dihydro-indolo[2,3-b]indole 2007953-59-3 C14H10N2
Isoindoline HCL salt
Isoindoline HCL salt 10479-62-6 C8H9N.ClH
indobufen tablets ibustrin indobufen tablets ibustrin
Recombinant Indoleamine-2,3-Dioxygenase 2 (IDO2) Recombinant Indoleamine-2,3-Dioxygenase 2 (IDO2)
6-FLUORO-2-METHYLINDOLE 6-FLUORO-2-METHYLINDOLE 40311-13-5 C9H8FN
1,3-Isoindolinediimine 1,3-Isoindolinediimine 3468-11-9 C8H7N3
INDORAMIN HYDROCHLORIDE INDORAMIN HYDROCHLORIDE 38821-52-2 C22H26ClN3O
METHYL (5-BROMO-1H-INDOL-3-YL)(OXO)ACETATE METHYL (5-BROMO-1H-INDOL-3-YL)(OXO)ACETATE 163160-56-3 C11H8BrNO3
1-Acetyl-3-indolinone 1-Acetyl-3-indolinone 16800-68-3 C10H9NO2
6-CHLOROISOINDOLIN-1-ONE 6-CHLOROISOINDOLIN-1-ONE 58083-59-3 C8H6ClNO
2,3,3-TRIMETHYL-1-(4-SULFOBUTYL)-INDOLIUM, INNER SALT 2,3,3-TRIMETHYL-1-(4-SULFOBUTYL)-INDOLIUM, INNER SALT 54136-26-4
5-Benzyloxy-6-methoxyindole 5-Benzyloxy-6-methoxyindole 4790-04-9 C16H15NO2
5,6-DIMETHOXYISOINDOLINE 5,6-DIMETHOXYISOINDOLINE 114041-16-6 C10H13NO2
3-BROMO-7-CHLOROINDOLE 3-BROMO-7-CHLOROINDOLE 78225-46-4 C8H5BrClN
4,6-DIBROMOINDOLE 4,6-DIBROMOINDOLE 99910-50-6 C8H5Br2N
5-IODO-1H-PYRROLO[2,3-B]PYRIDINE 5-IODO-1H-PYRROLO[2,3-B]PYRIDINE 898746-50-4 C7H5IN2
Indole-2-carboxylic acid Indole-2-carboxylic acid 1477-50-5 C9H7NO2
5-BROMO-1H-INDAZOLE-3-CARBALDEHYDE 5-BROMO-1H-INDAZOLE-3-CARBALDEHYDE 201227-38-5 C8H5BrN2O
5-Bromo-1-methyl-1H-indole 5-Bromo-1-methyl-1H-indole 10075-52-2 C9H8BrN
6-BROMO-7-METHYLINDOLE 6-BROMO-7-METHYLINDOLE 1000343-89-4 C9H8BrN
2-(2,6-dioxopiperidin-3-yl)-5,6-difluoroisoindoline-1,3-dione 2-(2,6-dioxopiperidin-3-yl)-5,6-difluoroisoindoline-1,3-dione 1496997-41-1 C13H8F2N2O4
3-IODO-PYRROLO[2,3-B]PYRIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 3-IODO-PYRROLO[2,3-B]PYRIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 192189-18-7 C12H13IN2O2
3-IODO-1-(PHENYLSULFONYL)-1H-INDOLE 3-IODO-1-(PHENYLSULFONYL)-1H-INDOLE 80360-14-1 C14H10INO2S
6-BROMO-2,3-DIHYDRO-1H-INDOLE HYDROCHLORIDE 6-BROMO-2,3-DIHYDRO-1H-INDOLE HYDROCHLORIDE 63839-24-7 C8H8BrN
2H-INDOL-2-ONE, 6-AMINO-1,3-DIHYDRO- 2H-INDOL-2-ONE, 6-AMINO-1,3-DIHYDRO- 150544-04-0 C8H8N2O
2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-[2,5-bis[2-[1-(1-methylbutyl)benz[cd]indol-2(1H)-ylidene]ethylidene]cyclopentylidene]-1-butyl-3-(2-methoxy-1-methylethyl)- 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-[2,5-bis[2-[1-(1-methylbutyl)benz[cd]indol-2(1H)-ylidene]ethylidene]cyclopentylidene]-1-butyl-3-(2-methoxy-1-methylethyl)- 223717-84-8 C53H60N4O4
3-Acetyl-1-(4-chlorobenzyl)-2-chloro-indole 3-Acetyl-1-(4-chlorobenzyl)-2-chloro-indole
5-Hydroxy-3-carboxylic acid ethyl ester indole 5-Hydroxy-3-carboxylic acid ethyl ester indole
5-(1-Methylethoxy)-1H-indole 5-(1-Methylethoxy)-1H-indole
3,5-Dibromoindole 3,5-Dibromoindole 81387-89-5 C8H5Br2N
INDOMETHACIN SODIUM SALT TRIHYDRATE INDOMETHACIN SODIUM SALT TRIHYDRATE 74252-25-8 C34H40ClNO4
(1Z,3Z)-1,3-Bis(((R)-4-(tert-butyl)-4,5-dihydrooxazol-2-yl)methylene)isoindoline (1Z,3Z)-1,3-Bis(((R)-4-(tert-butyl)-4,5-dihydrooxazol-2-yl)methylene)isoindoline
Gold Nanoparticles Au-PEG2000-ICG Gold Nanoparticles Au-PEG2000-ICG
ICG-PEG12/Sulfo-EG4/Sulfo-EG8/Sulfo-Osu ICG-PEG12/Sulfo-EG4/Sulfo-EG8/Sulfo-Osu
ICG-MnO2 ICG-MnO2
2,3,3-Trimethyl-3H-indole-5-sulfonic acid 2,3,3-Trimethyl-3H-indole-5-sulfonic acid 132557-72-3 C11H13NO3S
4-BROMO-7-FLUOROINDOLE 4-BROMO-7-FLUOROINDOLE 883500-66-1 C8H5BrFN
5-Bromo-1-methylisatin 5-Bromo-1-methylisatin 2058-72-2 C9H6BrNO2
5-CHLORO-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER 5-CHLORO-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER 87802-11-7 C10H8ClNO2
5-Hydroxy-6-methyl-7-azaindole 5-Hydroxy-6-methyl-7-azaindole
3-Amino-5-bromo-6-methyl-7-azaindole 3-Amino-5-bromo-6-methyl-7-azaindole
6-Iodo-1,2,3-trimethyl-1H-indole 6-Iodo-1,2,3-trimethyl-1H-indole 2883499-70-3 C11H12IN
7-Bromo-1-methyl-5-nitro-1H-indole 7-Bromo-1-methyl-5-nitro-1H-indole 1609130-92-8 C9H7BrN2O2
5-BROMO-6-CHLORO-3-INDOLYL PHOSPHATE P-TOLUIDINE SALT 5-BROMO-6-CHLORO-3-INDOLYL PHOSPHATE P-TOLUIDINE SALT 6769-80-8 C15H15BrClN2O4P
5-Fluoro-6-(methylthio)-1H-indole 5-Fluoro-6-(methylthio)-1H-indole 259860-09-8 C9H8FNS
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
5-BROMO-7-NITROINDOLE 5-BROMO-7-NITROINDOLE 165669-16-9 C8H5BrN2O2
2,3,3-Trimethyl-3H-benzo[f]indole 2,3,3-Trimethyl-3H-benzo[f]indole
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
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-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
4-BROMO-1-(TERT-BUTOXYCARBONYL)-1H-INDOLE-3-CARBOXYLIC ACID 4-BROMO-1-(TERT-BUTOXYCARBONYL)-1H-INDOLE-3-CARBOXYLIC ACID 110811-31-9 C9H6BrNO2
5-BROMO-INDOLE-3-BUTYRIC ACID 5-BROMO-INDOLE-3-BUTYRIC ACID 13993-31-2 C12H12BrNO2
5-METHOXY-2-METHYLINDOLE 5-METHOXY-2-METHYLINDOLE 1076-74-0 C10H11NO
Methyl indolyl-3-glyoxylate Methyl indolyl-3-glyoxylate 18372-22-0 C11H9NO3
3-BROMO-7-NITROINDAZOLE 3-BROMO-7-NITROINDAZOLE 74209-34-0 C7H4BrN3O2
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
6H-INDOLO[2,3-B]QUINOXALINE 6H-INDOLO[2,3-B]QUINOXALINE 84055-81-2 C14H9N3
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 C19H24N
1-Ethyl-2-phenylindole 1-Ethyl-2-phenylindole 13228-39-2 C16H15N
1H-INDOL-2-YLMETHANOL 1H-INDOL-2-YLMETHANOL 24621-70-3 C9H9NO
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
(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
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
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