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-Chlorothiophene-2-ylmethanol 5-Chlorothiophene-2-ylmethanol 74168-69-7 C5H5ClOS
2,3,3-Trimethyl-3H-indole-5-sulfonic acid 2,3,3-Trimethyl-3H-indole-5-sulfonic acid 132557-72-3 C11H13NO3S
1-cyclopropyl-7-(2,8-diazabicyclo[4.3.0]non-8-yl)-6-fluoro-8-methoxy-4 -oxo-quinoline-3-carboxylic acid 1-cyclopropyl-7-(2,8-diazabicyclo[4.3.0]non-8-yl)-6-fluoro-8-methoxy-4 -oxo-quinoline-3-carboxylic acid 354812-41-2 C21H24FN3O4
7-chloro-1H-imidazo[4,5-b]pyridine 7-chloro-1H-imidazo[4,5-b]pyridine 6980-11-6 C6H4ClN3
4-(difluoromethyl)pyrimidin-2-amine 4-(difluoromethyl)pyrimidin-2-amine 1780891-13-5 C5H5F2N3
4,6-dimethoxy-2-methyl-5-nitropyrimidine 4,6-dimethoxy-2-methyl-5-nitropyrimidine 29939-34-2 C7H9N3O4
TERT-BUTYL (4-OXOCYCLOHEXYL) METHYLCARBAMATE TERT-BUTYL (4-OXOCYCLOHEXYL) METHYLCARBAMATE 809273-70-9 C12H21NO3
4-HYDROXY-2-METHYLPYRIMIDINE-5-CARBOXYLIC ACID 4-HYDROXY-2-METHYLPYRIMIDINE-5-CARBOXYLIC ACID 18529-69-6 C6H6N2O3
2-METHANESULFONYL-PYRIMIDINE 2-METHANESULFONYL-PYRIMIDINE 14161-09-2 C5H6N2O2S
(S)-2-((trifluoromethoxy)methyl)piperazine dihydrochloride (S)-2-((trifluoromethoxy)methyl)piperazine dihydrochloride
1,4-Piperazinedicarboxylic acid, 2-(hydroxymethyl)-, 1-(1,1-dimethylethyl) 4-(phenylmethyl) ester, (2S)- 1,4-Piperazinedicarboxylic acid, 2-(hydroxymethyl)-, 1-(1,1-dimethylethyl) 4-(phenylmethyl) ester, (2S)- 385802-84-6 C18H26N2O5
4-(4-NITROPHENYL)MORPHOLIN-3-ONE 4-(4-NITROPHENYL)MORPHOLIN-3-ONE 446292-04-2 C10H10N2O4
1,4-PIPERAZINEDICARBONYL CHLORIDE 1,4-PIPERAZINEDICARBONYL CHLORIDE 4858-84-8 C6H8Cl2N2O2
3-amino-5,7-dimethyl-2H-pyrazolo[3,4-d]pyrimidine-4,6-dione 3-amino-5,7-dimethyl-2H-pyrazolo[3,4-d]pyrimidine-4,6-dione 67304-67-0 C7H9N5O2
2-AMINO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBOXAMIDE 2-AMINO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBOXAMIDE 4815-28-5 C9H12N2OS
5,7-Dichloro-1,2,3,4-Tetrahydroisoquinoline-6-Carboxylic Acid Hydrochloride 5,7-Dichloro-1,2,3,4-Tetrahydroisoquinoline-6-Carboxylic Acid Hydrochloride 1289646-93-0 C10H10Cl3NO2
1-Bromodibenzothiophene 1-Bromodibenzothiophene 65642-94-6 C12H7BrS
5-isothiocyanato-3-(trifluoromethyl)picolinonitrile 5-isothiocyanato-3-(trifluoromethyl)picolinonitrile 951753-87-0 C8H2F3N3S
(R)-1-benzyl-5-methyl-1,4-diazepane (R)-1-benzyl-5-methyl-1,4-diazepane 1620097-06-4 C13H20N2
4,6-Dichloro-2-isobutylpyrimidine 4,6-Dichloro-2-isobutylpyrimidine 1164116-18-0 C8H10Cl2N2
3-Bromo-pyrrolo[1,2-a]pyrimidine-6-carboxylic acid 3-Bromo-pyrrolo[1,2-a]pyrimidine-6-carboxylic acid 1823918-84-8 C8H5BrN2O2
Methyl 2-(hydroxymethyl)nicotinate Methyl 2-(hydroxymethyl)nicotinate 1697289-97-6 C8H9NO3
4-Fluoro-5-isoquinolinesulfonyl chloride hydrochloride (1:1) 4-Fluoro-5-isoquinolinesulfonyl chloride hydrochloride (1:1) 906820-08-4 C9H5Cl3FNO2S
3-Cyano-1,2,4-triazole 3-Cyano-1,2,4-triazole 3641-10-9 C3H2N4
1-Hydroxyethylethoxypiperazine 1-Hydroxyethylethoxypiperazine 13349-82-1 C8H18N2O2
4-Bromomethypiperidine-1-carboxylic acid tert-butyl ester 4-Bromomethypiperidine-1-carboxylic acid tert-butyl ester 158407-04-6 C11H20BrNO2
7-Hydroxyquinolinone 7-Hydroxyquinolinone 70500-72-0 C9H7NO2
sodium,2-methyl-3-phenyloxirane-2-carboxylic acid sodium,2-methyl-3-phenyloxirane-2-carboxylic acid 5449-12-7 C10H11NaO3
4,6-dichloro-2-cyclobutylpyrimidine 4,6-dichloro-2-cyclobutylpyrimidine 1353856-95-7 C8H8Cl2N2
2 6-BIS[(4S 5S)-4-METHYL-5-PHENYL-2-OXA& 2 6-BIS[(4S 5S)-4-METHYL-5-PHENYL-2-OXA& 185346-20-7 C25H23N3O2
Benzonitrile, 3-(2-amino-6-chloro-4-pyrimidinyl)-2-methyl- Benzonitrile, 3-(2-amino-6-chloro-4-pyrimidinyl)-2-methyl- 2239278-05-6 C12H9ClN4
(S)-2-(2,2,2-trifluoroethyl)piperazine dihydrochloride (S)-2-(2,2,2-trifluoroethyl)piperazine dihydrochloride
2-Morpholino-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid 2-Morpholino-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid 933686-76-1 C9H11N3O4
4-Pyrimidinecarboxylic acid 4-Pyrimidinecarboxylic acid 31462-59-6 C5H4N2O2
Pyrimidine, 2-chloro-4-(4-chlorophenoxy)-5-fluoro- Pyrimidine, 2-chloro-4-(4-chlorophenoxy)-5-fluoro- 1503263-51-1 C10H5Cl2FN2O
1,4-Diazepan-5-one hydrochloride 1,4-Diazepan-5-one hydrochloride 208245-76-5 C5H11ClN2O
Piperazine, 1-(cyclobutylmethyl)- (9CI) Piperazine, 1-(cyclobutylmethyl)- (9CI) 82534-54-1 C9H18N2
N-desethyl Etonitazene N-desethyl Etonitazene 2732926-26-8 C20H24N4O3
2-(PIPERAZIN-1-YL)-ACETIC ACID H2O 2-(PIPERAZIN-1-YL)-ACETIC ACID H2O 37478-58-3 C6H12N2O2
NA NA
1-(5-Bromo-3-pyridyl)piperazine 1-(5-Bromo-3-pyridyl)piperazine 412347-30-9 C9H12BrN3
2-mercapto-3,5-dimethylthieno[2,3-d]pyrimidin-4(3H)-one 2-mercapto-3,5-dimethylthieno[2,3-d]pyrimidin-4(3H)-one 51486-14-7 C8H8N2OS2
2,7-DIAZA-SPIRO[4.4]NONANE-2-CARBOXYLIC ACID TERT-BUTYL ESTER 2,7-DIAZA-SPIRO[4.4]NONANE-2-CARBOXYLIC ACID TERT-BUTYL ESTER 236406-49-8 C12H22N2O2
2,2'-BIPYRIMIDINE 2,2'-BIPYRIMIDINE 34671-83-5 C8H6N4
4,6-DICHLORO-2-(4-FLUOROPHENYL)PYRIMIDINE 4,6-DICHLORO-2-(4-FLUOROPHENYL)PYRIMIDINE 83217-30-5 C10H5Cl2FN2
3-Amino-5-bromo-thiophene-2-carboxylic acid methyl ester 3-Amino-5-bromo-thiophene-2-carboxylic acid methyl ester 107818-55-3 C6H6BrNO2S
4H-Pyrido[1,2-a]pyriMidin-4-one,2-hydroxy-9-Methyl- 4H-Pyrido[1,2-a]pyriMidin-4-one,2-hydroxy-9-Methyl- 17326-09-9 C9H8N2O2
1-(1-Benzothiophen-4-yl)piperazine hydrochloride 1-(1-Benzothiophen-4-yl)piperazine hydrochloride 913614-18-3 C12H15ClN2S
2-BroMo-5,7-dihydro-7,7-diMethyl-5-phenyl-indeno[2,1-b]carbazole 2-BroMo-5,7-dihydro-7,7-diMethyl-5-phenyl-indeno[2,1-b]carbazole 1257220-44-2 C27H20BrN
3-Bromo-1-tert-butyl-1H-pyrazolo-[3,4-d]pyrimidin-4-amine 3-Bromo-1-tert-butyl-1H-pyrazolo-[3,4-d]pyrimidin-4-amine 862728-61-8 C9H12BrN5
2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyriMidine-6-carboxylic acid 2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyriMidine-6-carboxylic acid 1211443-58-1 C12H12ClN3O2
4-chloro- Benzo[b]thiophene 4-chloro- Benzo[b]thiophene 66490-33-3 C8H5ClS
Ethyl 3-broMopyrazolo[1,5-a]pyriMidine-2-carboxylate Ethyl 3-broMopyrazolo[1,5-a]pyriMidine-2-carboxylate 1394004-05-7 C9H8BrN3O2
Indole-3-carbinol Indole-3-carbinol 700-06-1 C9H9NO
1-BENZYL-PYRROLIDINE-3-CARBONITRILE 1-BENZYL-PYRROLIDINE-3-CARBONITRILE 10603-52-8 C12H14N2
4-Chloro-N-methylpiperidine 4-Chloro-N-methylpiperidine 5570-77-4 C6H12ClN
4,6-Dimethyl-2-methylsulfonylpyrimidine 4,6-Dimethyl-2-methylsulfonylpyrimidine 35144-22-0 C7H10N2O2S
5-Methyl-1H-hexahydropyrrolo[3,4-b]pyrrole 5-Methyl-1H-hexahydropyrrolo[3,4-b]pyrrole 132414-59-6 C7H14N2
2-Hydroxy-6-methyl-pyrimidine-4-carboxylic acidhydrochloride 2-Hydroxy-6-methyl-pyrimidine-4-carboxylic acidhydrochloride 1185300-30-4 C6H7ClN2O3
(2S)-2-(2,6-Dichlorophenyl)-1-[(1R)-1-phenylethyl]-4-imidazolidinone (2S)-2-(2,6-Dichlorophenyl)-1-[(1R)-1-phenylethyl]-4-imidazolidinone 1004754-99-7 C17H16Cl2N2O
bk-DMBDB (hydrochloride) bk-DMBDB (hydrochloride) 17763-12-1 C13H18ClNO3
2-CHLORO-5-FLUORO-4-METHOXY-6-METHYLPYRIMIDINE 2-CHLORO-5-FLUORO-4-METHOXY-6-METHYLPYRIMIDINE 1192479-35-8 C6H6ClFN2O
2-Chloro-5,6,7,8-tetrahydro-pyrido[3,4-d]pyriMidine 2-Chloro-5,6,7,8-tetrahydro-pyrido[3,4-d]pyriMidine 1196153-06-6 C7H8ClN3
8-chloro-2-(trifluoromethyl)-3,4-dihydro-1H-pyrimido[1,2-a]pyrimidin-6(2H)-one 8-chloro-2-(trifluoromethyl)-3,4-dihydro-1H-pyrimido[1,2-a]pyrimidin-6(2H)-one 1260585-12-3 C8H7ClF3N3O
1,4-Thioxane-1,1-dioxide 1,4-Thioxane-1,1-dioxide 107-61-9 C4H8O3S
2-amino-5-nitro-4,6-pyrimidinedione 2-amino-5-nitro-4,6-pyrimidinedione 301315-87-7 C4H4N4O4
2-Bromo-4-methoxy-6-methylpyrimidine 2-Bromo-4-methoxy-6-methylpyrimidine 56545-10-9 C6H7BrN2O
ethyl 6-bromobenzofuran-3-carboxylate ethyl 6-bromobenzofuran-3-carboxylate 1260799-56-1 C11H9BrO3
4-Pyrimidinamine,5-(chloromethyl)-2-methyl-, hydrochloride (1:1) 4-Pyrimidinamine,5-(chloromethyl)-2-methyl-, hydrochloride (1:1) 70476-08-3 C6H9Cl2N3
2,3,6,7,14,15-Hexabromo-9,10-dihydro-9,10-[1,2]benzenoanthracene 2,3,6,7,14,15-Hexabromo-9,10-dihydro-9,10-[1,2]benzenoanthracene 55805-81-7 C20H8Br6
TETRABENAZINE TETRABENAZINE 58-46-8 C19H27NO3
2,5-DICHLORO-4,6-DIMETHYLNICOTINONITRILE 2,5-DICHLORO-4,6-DIMETHYLNICOTINONITRILE 91591-63-8 C8H6Cl2N2
ethyl 3-methyl-2,4-dioxo-1H-pyrimidine-5-carboxylate ethyl 3-methyl-2,4-dioxo-1H-pyrimidine-5-carboxylate 154942-22-0 C8H10N2O4
TETRAMISOLE TETRAMISOLE C11H12N2S
5,11-Dihydropyrido[2,3-b][1,4]benzodiazepin-6-one 5,11-Dihydropyrido[2,3-b][1,4]benzodiazepin-6-one 885-70-1 C12H9N3O
(S)-2-(2-fluoroethyl)piperazine (S)-2-(2-fluoroethyl)piperazine
2-Isopropylthieno[3,2-d]pyrimidin-4(3H)-one 2-Isopropylthieno[3,2-d]pyrimidin-4(3H)-one 443149-44-8 C9H10N2OS
1-ACETYL-3-BENZYLIDENE-PIPERAZINE-2,5-DIONE 1-ACETYL-3-BENZYLIDENE-PIPERAZINE-2,5-DIONE 30166-29-1 C13H12N2O3
6-AMINO-2-METHYL-2H-INDAZOLE 6-AMINO-2-METHYL-2H-INDAZOLE 50593-30-1 C8H9N3
(R)-2-(2,2,2-TRIFLUORO-ETHYL)-PIPERAZINE (R)-2-(2,2,2-TRIFLUORO-ETHYL)-PIPERAZINE 1240584-52-4 C6H11F3N2
5-ACETYL-1H-PYRAZOLE-3-CARBOXYLIC ACID 5-ACETYL-1H-PYRAZOLE-3-CARBOXYLIC ACID 1297537-45-1 C6H6N2O3
CHEMBRDG-BB 7978855 CHEMBRDG-BB 7978855 66383-54-8 C8H8BrN3O
(-)-1-[(4-Chlorophenyl) Phenylmethyl] Piperazine (-)-1-[(4-Chlorophenyl) Phenylmethyl] Piperazine 130018-88-1 C17H19ClN2
2,4(1H,3H)-Pyrimidinedione, dihydro-3-[(4-methoxyphenyl)methyl]- 2,4(1H,3H)-Pyrimidinedione, dihydro-3-[(4-methoxyphenyl)methyl]- 2631060-00-7 C12H14N2O3
Centchroman Centchroman 31477-60-8 C30H35NO3
ethyl 4-tert-butyl-2-chloropyrimidine-5-carboxylate ethyl 4-tert-butyl-2-chloropyrimidine-5-carboxylate 863323-33-5 C11H15ClN2O2
1-[(4-FLUOROPHENYL)SULFONYL]PIPERAZINE 1-[(4-FLUOROPHENYL)SULFONYL]PIPERAZINE 27106-49-6 C10H13FN2O2S
4-(Trifluoromethyl)thiazole-2-carboxylic acid 4-(Trifluoromethyl)thiazole-2-carboxylic acid 944900-55-4 C5H2F3NO2S
2-BROMODIBENZOTHIOPHENE 2-BROMODIBENZOTHIOPHENE 22439-61-8 C12H7BrS
1-(2,2,2-Trifluoroethyl)piperazine dihydrochloride 1-(2,2,2-Trifluoroethyl)piperazine dihydrochloride 13349-91-2 C6H13F3N2Cl2
3-iodo-6-methyl-1H-pyrazolo[3,4-d]pyrimidine 3-iodo-6-methyl-1H-pyrazolo[3,4-d]pyrimidine 1415559-47-5 C6H5IN4
LYSERGOL LYSERGOL 602-85-7 C16H18N2O
1,2,3-Oxadiazole 1,2,3-Oxadiazole 288-43-7 C2H2N2O
4-(2,2':6',2''-TERPYRIDIN-4'-YL)BENZALDEHYDE 4-(2,2':6',2''-TERPYRIDIN-4'-YL)BENZALDEHYDE 138253-30-2 C22H15N3O
2-Chloro-7H-pyrrolo[2,3-d]pyriMidine-5-carbonitrile 2-Chloro-7H-pyrrolo[2,3-d]pyriMidine-5-carbonitrile 1060816-60-5 C7H3ClN4
4-(2-(4-MorpholinophenylaMino)pyriMidin-4-yl)benzoic acid 4-(2-(4-MorpholinophenylaMino)pyriMidin-4-yl)benzoic acid 945749-71-3 C21H20N4O3
3-Ethoxy-4-methoxy benzonitrile 3-Ethoxy-4-methoxy benzonitrile 60758-86-3 C10H11NO2
4-(4-Chloro-2-thienyl)-2-thiazolamine 4-(4-Chloro-2-thienyl)-2-thiazolamine 570407-10-2 C7H5ClN2S2
5,6,7,8-Tetrahydro-1,7-naphthyridine hydrochloride 5,6,7,8-Tetrahydro-1,7-naphthyridine hydrochloride 1338707-67-7 C8H11ClN2
sacubitril sacubitril 1038924-61-6 C17H17NO
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