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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
1-(5-Bromo-3-pyridyl)piperazine 1-(5-Bromo-3-pyridyl)piperazine 412347-30-9 C9H12BrN3
(4S)-3-[(5R)-5-(4-FLUOROPHENYL)-5-HYDROXYPENTANOYL]-4-PHENYL-1,3-OXAZOLIDIN-2-ONE (4S)-3-[(5R)-5-(4-FLUOROPHENYL)-5-HYDROXYPENTANOYL]-4-PHENYL-1,3-OXAZOLIDIN-2-ONE 189028-95-3 C20H20FNO4
6-Fluoroindole-2-carboxylic acid 6-Fluoroindole-2-carboxylic acid 3093-97-8 C9H6FNO2
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
(7a,17b)-7-(9-Bromononyl)-estra-1,3,5(10)-triene-3,17-diol 17-acetate (7a,17b)-7-(9-Bromononyl)-estra-1,3,5(10)-triene-3,17-diol 17-acetate 875573-66-3 C29H43BrO3
Tert-butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate Tert-butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate 571189-16-7 C14H20N4O4
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
tert-butyl (3S,4R)-3-fluoro-4-hydroxypiperidine-1-carboxylate tert-butyl (3S,4R)-3-fluoro-4-hydroxypiperidine-1-carboxylate 1174020-40-6 C10H18FNO3
3-Amino-5-bromo-thiophene-2-carboxylic acid methyl ester 3-Amino-5-bromo-thiophene-2-carboxylic acid methyl ester 107818-55-3 C6H6BrNO2S
2-BROMO-4-METHOXY-6-NITROTOLUENE 2-BROMO-4-METHOXY-6-NITROTOLUENE 62827-41-2 C8H8BrNO3
4-BROMO-2-METHYL-2H-INDAZOLE 4-BROMO-2-METHYL-2H-INDAZOLE 590417-93-9 C8H7BrN2
(S)-methyl hexahydropyridazine-3-carboxylate (S)-methyl hexahydropyridazine-3-carboxylate 138323-07-6 C6H12N2O2
1-Piperidinecarboxylicacid,2-methyl-4-oxo-,1,1-dimethylethylester,(2R)-(9CI) 1-Piperidinecarboxylicacid,2-methyl-4-oxo-,1,1-dimethylethylester,(2R)-(9CI) 790667-43-5 C11H19NO3
N-desethyl Etonitazene N-desethyl Etonitazene 2732926-26-8 C20H24N4O3
2,4-DICHLORO-5-METHYL-PHENYLAMINE 2,4-DICHLORO-5-METHYL-PHENYLAMINE 17601-75-1 C7H7Cl2N
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
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
Octenyl succinic anhydride Octenyl succinic anhydride 26680-54-6 C12H18O3
(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
5-FLUORO-1H-INDAZOLE-3-CARBALDEHYDE 5-FLUORO-1H-INDAZOLE-3-CARBALDEHYDE 485841-48-3 C8H5FN2O
4-Fluoro-5-isoquinolinesulfonyl chloride hydrochloride (1:1) 4-Fluoro-5-isoquinolinesulfonyl chloride hydrochloride (1:1) 906820-08-4 C9H5Cl3FNO2S
(1H-PYRROLO[2,3-B]PYRIDIN-5-YL)-METHANOL (1H-PYRROLO[2,3-B]PYRIDIN-5-YL)-METHANOL 849067-97-6 C8H8N2O
(1H-BENZO[D]IMIDAZOL-2-YL)METHANAMINE (1H-BENZO[D]IMIDAZOL-2-YL)METHANAMINE 5805-57-2 C8H9N3
7-(Benzyloxy)-3,4,12,12a-tetrahydro-1H-[1,4]oxazino[3,4-c]pyrido[2,1-f][1,2,4]triazine-6,8-dione 7-(Benzyloxy)-3,4,12,12a-tetrahydro-1H-[1,4]oxazino[3,4-c]pyrido[2,1-f][1,2,4]triazine-6,8-dione 1370250-39-7 C17H17N3O4
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
6-BROMO-1H-INDAZOLE-3-CARBALDEHYDE 6-BROMO-1H-INDAZOLE-3-CARBALDEHYDE 885271-72-7 C8H5BrN2O
4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline 4-Chloro-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline 99010-64-7 C14H14ClN3
BMK Glycidic Acid (sodium salt) BMK Glycidic Acid (sodium salt) 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
1H-PYRROLO[2,3-B]PYRIDINE-5-CARBOXYLIC ACID METHYL ESTER 1H-PYRROLO[2,3-B]PYRIDINE-5-CARBOXYLIC ACID METHYL ESTER 849067-96-5 C9H8N2O2
4-Pyrimidinecarboxylic acid 4-Pyrimidinecarboxylic acid 31462-59-6 C5H4N2O2
5-BROMO-3-CHLORO-2-METHYLPYRIDINE 5-BROMO-3-CHLORO-2-METHYLPYRIDINE 914358-72-8 C6H5BrClN
4-(3-Chlorophenyl)-2-(4-nitrophenoxy)-1,3,2-dioxaphosphinane 2-oxide 4-(3-Chlorophenyl)-2-(4-nitrophenoxy)-1,3,2-dioxaphosphinane 2-oxide 883989-27-3 C15H13ClNO6P
Pyrimidine, 2-chloro-4-(4-chlorophenoxy)-5-fluoro- Pyrimidine, 2-chloro-4-(4-chlorophenoxy)-5-fluoro- 1503263-51-1 C10H5Cl2FN2O
Pyrazolo[1,5-a]pyridine Pyrazolo[1,5-a]pyridine 274-56-6 C7H6N2
Ethyl-2-Ethoxy-1-[[(2'-Cyanobiphenyl-4-yl) Methyl] Benzimidazole]-7-Carboxylate Ethyl-2-Ethoxy-1-[[(2'-Cyanobiphenyl-4-yl) Methyl] Benzimidazole]-7-Carboxylate 139481-41-7 C26H23N3O3
2,4,6,8-Tetrahydroxy-Pyrimido-(5,4D)Pyrimidine 2,4,6,8-Tetrahydroxy-Pyrimido-(5,4D)Pyrimidine 6713-54-8 C6H4N4O4
6-Chloro-2-mercaptobenzothiazole 6-Chloro-2-mercaptobenzothiazole 51618-29-2 C7H4ClNS2
2,3-dihydroxypropyl 4-hydroxybenzoate 2,3-dihydroxypropyl 4-hydroxybenzoate 93778-15-5 C10H12O5
tert-Butyl 2-cyanopiperidine-1-carboxylate tert-Butyl 2-cyanopiperidine-1-carboxylate 153749-89-4 C11H18N2O2
1-(2-Methylphenyl)piperazine 1-(2-Methylphenyl)piperazine 39512-51-1 C11H16N2
1-[(benzyloxy)carbonyl]-4-ethyl-2,5-dihydro-1H-pyrrole-3-carboxylic acid 1-[(benzyloxy)carbonyl]-4-ethyl-2,5-dihydro-1H-pyrrole-3-carboxylic acid 1869118-25-1 C15H17NO4
(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
1H-PYRROLO[2,3-B]PYRIDINE-5-CARBOXYLIC ACID 1H-PYRROLO[2,3-B]PYRIDINE-5-CARBOXYLIC ACID 754214-42-1 C8H6N2O2
(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
1H-Cyclopropa[3,4]cyclopenta[1,2-c]pyrazole-1-acetic acid, 5,5-difluoro-3b,4,4a,5-tetrahydro-3-(trifluoromethyl)-, (3bS,4aR)- 1H-Cyclopropa[3,4]cyclopenta[1,2-c]pyrazole-1-acetic acid, 5,5-difluoro-3b,4,4a,5-tetrahydro-3-(trifluoromethyl)-, (3bS,4aR)- 1620056-83-8 C10H7F5N2O2
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
2,5-Dichlorobenzooxazole 2,5-Dichlorobenzooxazole 3621-81-6 C7H3Cl2NO
Ethyl (2S,5S)-5-((benzyloxy)amino)piperidine-2-carboxylate oxalate Ethyl (2S,5S)-5-((benzyloxy)amino)piperidine-2-carboxylate oxalate 2085372-14-9 C17H24N2O7
ethyl 4-tert-butyl-2-chloropyrimidine-5-carboxylate ethyl 4-tert-butyl-2-chloropyrimidine-5-carboxylate 863323-33-5 C11H15ClN2O2
5-Hydroxybenzo[b]furan 5-Hydroxybenzo[b]furan 13196-10-6 C8H6O2
6-BROMO-4-METHOXYINDOLE 6-BROMO-4-METHOXYINDOLE 393553-57-6 C9H8BrNO
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
6-Allyl-8beta-carboxyergoline 6-Allyl-8beta-carboxyergoline 81409-74-7 C18H20N2O2
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
5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid 5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid 74936-72-4 C16H16N2O6
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
METHYL 6-CHLORO-1H-PYRROLO[3,2-B]PYRIDINE-3-CARBOXYLATE METHYL 6-CHLORO-1H-PYRROLO[3,2-B]PYRIDINE-3-CARBOXYLATE 959245-12-6 C9H7ClN2O2
8-BENZYLOXY-1H-QUINOLIN-2-ONE 8-BENZYLOXY-1H-QUINOLIN-2-ONE 63404-84-2 C16H13NO2
7-Nitro-1,2,3,4-tetrahydroquinoline 7-Nitro-1,2,3,4-tetrahydroquinoline 30450-62-5 C9H10N2O2
(S)-1-(4-Phenyl-1H-imidazol-2-yl)ethanamine (S)-1-(4-Phenyl-1H-imidazol-2-yl)ethanamine 864825-23-0 C11H13N3
N-Tosyl-5-bromo-4,7-diazaindole N-Tosyl-5-bromo-4,7-diazaindole 1201186-54-0 C13H10BrN3O2S
ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate 885500-55-0 C10H9ClN2O2
2-Amino-3-cyanopyridine-5-boronic Acid Pinacol Ester 2-Amino-3-cyanopyridine-5-boronic Acid Pinacol Ester 1246372-66-6 C12H16BN3O2
2-Chloro-7H-pyrrolo[2,3-d]pyriMidine-5-carbonitrile 2-Chloro-7H-pyrrolo[2,3-d]pyriMidine-5-carbonitrile 1060816-60-5 C7H3ClN4
6-Chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid Methyl ester 6-Chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid Methyl ester 1083196-33-1 C9H7ClN2O2
2-chloro-8-cyclopentyl-5-Methylpyrido[2,3-d]pyriMidin-7(8H)-one 2-chloro-8-cyclopentyl-5-Methylpyrido[2,3-d]pyriMidin-7(8H)-one 1013916-37-4 C13H14ClN3O
(1S,3S,5S)-2-Azabicyclo[3.1.0]hexane-3-carboxamide methanesulfonate (1S,3S,5S)-2-Azabicyclo[3.1.0]hexane-3-carboxamide methanesulfonate 709031-45-8 C7H14N2O4S
5-Bromo-4-methyl-1H-pyrrolo[2,3-b]pyridine 5-Bromo-4-methyl-1H-pyrrolo[2,3-b]pyridine 1150617-52-9 C8H7BrN2
5-aMino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbonitrile 5-aMino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbonitrile 330792-70-6 C16H12N4O
2,3-dihydro-1H-pyrrolo[3,2-b]pyridine 2,3-dihydro-1H-pyrrolo[3,2-b]pyridine 1211540-79-2 C7H8N2
4-(2-(4-MorpholinophenylaMino)pyriMidin-4-yl)benzoic acid 4-(2-(4-MorpholinophenylaMino)pyriMidin-4-yl)benzoic acid 945749-71-3 C21H20N4O3
Phosphine oxide, [(2Z)-2-[(3R,4R,5R)-3,5-bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]-4-[3-[[(1,1-diMethylethyl)diMethylsilyl]oxy]propoxy]-2-Methylenecyclohexylidene]ethyl]diphenyl- Phosphine oxide, [(2Z)-2-[(3R,4R,5R)-3,5-bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]-4-[3-[[(1,1-diMethylethyl)diMethylsilyl]oxy]propoxy]-2-Methylenecyclohexylidene]ethyl]diphenyl- 200636-54-0 C42H71O5PSi3
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