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
4-Bromo-2-(2-thienyl)quinazoline 4-Bromo-2-(2-thienyl)quinazoline 1264038-49-4 C12H7BrN2S
4-Bromo-2-(3-fluorophenyl)quinazoline 4-Bromo-2-(3-fluorophenyl)quinazoline 1264037-08-2 C14H8BrFN2
4-Bromo-2-(3-tolyl)quinazoline 4-Bromo-2-(3-tolyl)quinazoline 1264038-93-8 C15H11BrN2
4-Bromo-2-(5-pyrimidyl)quinazoline 4-Bromo-2-(5-pyrimidyl)quinazoline 1264036-09-0 C12H7BrN4
4-bromo-2-(methyl-d3)-1-(2-(trifluoromethyl)phenyl-3,4,5,6-d4)-1H-imidazole-5-d 4-bromo-2-(methyl-d3)-1-(2-(trifluoromethyl)phenyl-3,4,5,6-d4)-1H-imidazole-5-d 2256710-28-6 C11H8BrF3N2
4-bromo-2-(methyl-d3)-1-(phenyl-d5)-1H-imidazole-5-d 4-bromo-2-(methyl-d3)-1-(phenyl-d5)-1H-imidazole-5-d 2256710-34-4 C10H9BrN2
4-Bromo-2-(oxolan-2-yl)-1H-imidazole 4-Bromo-2-(oxolan-2-yl)-1H-imidazole 1622836-14-9 C7H9BrN2O
4-bromo-2-(tetrahydro-2H-pyran-2-yl)thiazole 4-bromo-2-(tetrahydro-2H-pyran-2-yl)thiazole 1622834-19-8 C8H10BrNOS
4-Bromo-2-amino-5-ethylpyrimidine 4-Bromo-2-amino-5-ethylpyrimidine 1381936-34-0 C6H8BrN3
4-Bromo-2-hydroxy-5-methylpyrimidine 4-Bromo-2-hydroxy-5-methylpyrimidine 1381938-16-4 C5H5BrN2O
4-Bromo-3-(3-chlorophenyl)pyridine 4-Bromo-3-(3-chlorophenyl)pyridine 1374665-95-8 C11H7BrClN
4-Bromo-3-(methylethylamino)pyridine 4-Bromo-3-(methylethylamino)pyridine 1563531-16-7 C8H11BrN2
4-Bromo-6-(3-tolyl)pyrimidine 4-Bromo-6-(3-tolyl)pyrimidine 1086382-23-1 C11H9BrN2
4-Bromo-6-cyclopentylpyrimidine 4-Bromo-6-cyclopentylpyrimidine 1086382-17-3 C9H11BrN2
4-Chloro-3-(cyclobutoxy)pyridine 4-Chloro-3-(cyclobutoxy)pyridine 1563531-52-1 C9H10ClNO
4-Chloro-6-(N-Boc-piperidin-3-yl)pyrimidine 4-Chloro-6-(N-Boc-piperidin-3-yl)pyrimidine 954232-49-6 C14H20ClN3O2
4-Chloro-6-bromo-2-(methylthio)pyrimidine 4-Chloro-6-bromo-2-(methylthio)pyrimidine 1563530-34-6 C5H4BrClN2S
4-Hydroxy-1-(2-thienyl)-1H-imidazole 4-Hydroxy-1-(2-thienyl)-1H-imidazole 1643543-46-7 C7H6N2OS
4-Hydroxy-2-(2-iso-propylpyrimidyl-5-yl)thiazole 4-Hydroxy-2-(2-iso-propylpyrimidyl-5-yl)thiazole 1215071-79-6 C10H11N3OS
5-(1,3-dioxan-5-yl)pyridin-2-amine 5-(1,3-dioxan-5-yl)pyridin-2-amine 2241866-64-6 C9H12N2O2
5-(azetidin-3-yl)pyrimidin-2-ol 5-(azetidin-3-yl)pyrimidin-2-ol 2222937-43-9 C7H9N3O
5,5'-Dibromo-3,3'-bipyridine 5,5'-Dibromo-3,3'-bipyridine 51727-83-4 C10H6Br2N2
5-Amino-2-(5-pyrimidyl)thiazole 5-Amino-2-(5-pyrimidyl)thiazole 1215073-18-9 C7H6N4S
5-bromo-1-(3-chlorophenyl)-1,3-dihydro-2H-imidazol-2-one 5-bromo-1-(3-chlorophenyl)-1,3-dihydro-2H-imidazol-2-one 2294948-57-3 C9H6BrClN2O
5-bromo-1-(4-chlorophenyl)-1,3-dihydro-2H-imidazol-2-one 5-bromo-1-(4-chlorophenyl)-1,3-dihydro-2H-imidazol-2-one 2294948-99-3 C9H6BrClN2O
5-bromo-1,2-bis(methyl-d3)-1H-imidazole-4-d 5-bromo-1,2-bis(methyl-d3)-1H-imidazole-4-d 2294950-50-6 C5H7BrN2
5-bromo-1-cyclopropyl-N,N-dimethyl-1H-imidazol-2-amine 5-bromo-1-cyclopropyl-N,N-dimethyl-1H-imidazol-2-amine 2294957-23-4 C8H12BrN3
5-Bromo-2-(2-aminopyrimidyl-5-yl)thiazole 5-Bromo-2-(2-aminopyrimidyl-5-yl)thiazole 1215071-48-9 C7H5BrN4S
5-Bromo-2-(2-methylpyrimidyl-5-yl)thiazole 5-Bromo-2-(2-methylpyrimidyl-5-yl)thiazole 1215071-50-3 C8H6BrN3S
5-Bromo-2-(3-aminophenyl)thiazole 5-Bromo-2-(3-aminophenyl)thiazole 1215072-71-1 C9H7BrN2S
5-Bromo-2-(4-fluorophenyl)thiazole 5-Bromo-2-(4-fluorophenyl)thiazole 1159814-40-0 C9H5BrFNS
5-Bromo-2-(4-methylimidazol-1-yl)thiazole 5-Bromo-2-(4-methylimidazol-1-yl)thiazole 1086382-40-2 C7H6BrN3S
5-Bromo-2-(pyrrolidin-3-yl)pyrimidine 5-Bromo-2-(pyrrolidin-3-yl)pyrimidine 1257522-07-8 C8H10BrN3
5-Bromo-4-hydroxy-2-(cyclohexyl)pyrimidine 5-Bromo-4-hydroxy-2-(cyclohexyl)pyrimidine 1534324-91-8 C10H13BrN2O
5-bromo-N,N-bis(methyl-d3)pyrazin-2-amine-3,6-d2 5-bromo-N,N-bis(methyl-d3)pyrazin-2-amine-3,6-d2 1643543-61-6 C6H8BrN3
5-Chloro-2-(6'-hydroxy-2'-pyrazinyl)pyridine 5-Chloro-2-(6'-hydroxy-2'-pyrazinyl)pyridine 1185314-91-3 C9H6ClN3O
5-Hydroxy-2-(2-cyclopropylpyrimidyl-5-yl)thiazole 5-Hydroxy-2-(2-cyclopropylpyrimidyl-5-yl)thiazole 1215072-86-8 C10H9N3OS
5-Methyl-2-(4-tetrahydropyranyl)chlorobenzene 5-Methyl-2-(4-tetrahydropyranyl)chlorobenzene 1434127-84-0 C12H15ClO
6-(1,3-dioxan-5-yl)pyrazin-2-amine 6-(1,3-dioxan-5-yl)pyrazin-2-amine 2241866-46-4 C8H11N3O2
6-(4-Chlorophenyl)pyridin-3-amine 6-(4-Chlorophenyl)pyridin-3-amine 84596-44-1 C11H9ClN2
6-(azetidin-3-yl)pyridin-2-ol 6-(azetidin-3-yl)pyridin-2-ol 1260647-90-2 C8H10N2O
6-(oxetan-3-yl)pyrazin-2-amine 6-(oxetan-3-yl)pyrazin-2-amine 2222934-38-3 C7H9N3O
6-(tetrahydro-2H-pyran-2-yl)pyrazin-2-ol 6-(tetrahydro-2H-pyran-2-yl)pyrazin-2-ol 2222934-29-2 C9H12N2O2
6-(tetrahydro-2H-pyran-3-yl)pyrazin-2-amine 6-(tetrahydro-2H-pyran-3-yl)pyrazin-2-amine 2166800-29-7 C9H13N3O
6-Bromo-8-(cyclopropyl)imidazo[1,2-a]pyrazine 6-Bromo-8-(cyclopropyl)imidazo[1,2-a]pyrazine 1159815-33-4 C9H8BrN3
8-Amino-6-(2-furyl)imidazo[1,2-a]pyrazine 8-Amino-6-(2-furyl)imidazo[1,2-a]pyrazine 1159818-81-1 C10H8N4O
8-Hydroxy-6-(2-thienyl)imidazo[1,2-a]pyrazine 8-Hydroxy-6-(2-thienyl)imidazo[1,2-a]pyrazine 1159816-37-1 C10H7N3OS
8-Hydroxy-6-methylimidazo[1,2-a]pyrazine 8-Hydroxy-6-methylimidazo[1,2-a]pyrazine 1124321-45-4 C7H7N3O
methyl 2-(4-methyl-1H-imidazol-1-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate methyl 2-(4-methyl-1H-imidazol-1-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate 2256756-07-5 C18H23BN2O4
methyl 3-(2-oxo-2,3-dihydro-1H-imidazol-1-yl)benzoate methyl 3-(2-oxo-2,3-dihydro-1H-imidazol-1-yl)benzoate 2113525-18-9 C11H10N2O3
Methyl 6-Chloropyridine-2-boronic acid pinacol ester-4-carboxylate Methyl 6-Chloropyridine-2-boronic acid pinacol ester-4-carboxylate 1622217-07-5 C13H17BClNO4
methyl-d3 6-bromopyrazine-2-carboxylate-3,5-d2 methyl-d3 6-bromopyrazine-2-carboxylate-3,5-d2 2259315-98-3 C6BrD5N2O2
N-cyclopentyl-4-fluoropyridin-2-amine N-cyclopentyl-4-fluoropyridin-2-amine 1864641-43-9 C10H13FN2
piperidin-3-one-d9 deuterium chloride piperidin-3-one-d9 deuterium chloride 2259315-88-1 C5H10ClNO
5-Bromo-2-(1H-pyrrol-1-yl)pyridine 5-Bromo-2-(1H-pyrrol-1-yl)pyridine 383142-29-8 C9H7BrN2
3-Bromo-1-(n-propyl-d7)-pyrazole 3-Bromo-1-(n-propyl-d7)-pyrazole 1643563-43-2 C6H9BrN2
4-Bromo-[1-(iso-propyl)-2-methyl-d10]-imidazole 4-Bromo-[1-(iso-propyl)-2-methyl-d10]-imidazole 1643543-64-9 C7H11BrN2
4-Bromo-1-(iso-butyl-d9)-pyrazole 4-Bromo-1-(iso-butyl-d9)-pyrazole 1643577-18-7 C7H2BrD9N2
5-Bromo-2-oxetan-3-ylpyridine 5-Bromo-2-oxetan-3-ylpyridine 1823351-06-9 C8H8BrNO
2-Chloro-4-fluoroiodobenzene 2-Chloro-4-fluoroiodobenzene 101335-11-9 C6H3ClFI
Trans-5-(Benzyloxyamino)piperidine-2-carboxylic acid Trans-5-(Benzyloxyamino)piperidine-2-carboxylic acid 1501980-29-5 C13H18N2O3
6-Bromo-4-methoxypyrazolo[1,5-a]pyridine-3-carboxylic acid 6-Bromo-4-methoxypyrazolo[1,5-a]pyridine-3-carboxylic acid 2089381-00-8 C9H7BrN2O3
5-(3-bromophenyl)pyrimidine 5-(3-bromophenyl)pyrimidine 847260-47-3 C10H7BrN2
Butanoic acid, 4-(2-pyridinyldithio)-2-sulfo-, 1-(2,5-dioxo-1-pyrrolidinyl) ester Butanoic acid, 4-(2-pyridinyldithio)-2-sulfo-, 1-(2,5-dioxo-1-pyrrolidinyl) ester 1193111-39-5 C13H14N2O7S3
3-Bromo-2-(4-methylphenyl)pyridine 3-Bromo-2-(4-methylphenyl)pyridine 1171900-40-5 C12H10BrN
5-(3-methylphenyl)-1,3-thiazol-2-amine 5-(3-methylphenyl)-1,3-thiazol-2-amine 1178168-92-7 C10H10N2S
Pyrimidine, 2-(4-methyl-1-piperidinyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- Pyrimidine, 2-(4-methyl-1-piperidinyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 1402174-21-3 C16H26BN3O2
2-acetyl-4-bromo-6-trifluoromethylpyridine 2-acetyl-4-bromo-6-trifluoromethylpyridine 1393530-25-0 C8H5BrF3NO
Methyl 4-bromo-6-trifluoromethylpyridine-2-carboxylate Methyl 4-bromo-6-trifluoromethylpyridine-2-carboxylate 1211579-71-3 C8H5BrF3NO2
6-(Cyclohexyloxy)pyrazine-2-boronic acid pinacol ester 6-(Cyclohexyloxy)pyrazine-2-boronic acid pinacol ester 1402174-33-7 C16H25BN2O3
2-(tetrahydro-2H-pyran-4-yl)pyrimidin-5-amine 2-(tetrahydro-2H-pyran-4-yl)pyrimidin-5-amine 1248691-42-0 C9H13N3O
2,4-dichloro-5-propan-2-ylpyridine 2,4-dichloro-5-propan-2-ylpyridine 1622840-25-8 C8H9Cl2N
2-(oxolan-3-yloxy)pyridin-4-amine 2-(oxolan-3-yloxy)pyridin-4-amine 1339933-64-0 C9H12N2O2
tert-butyl 2-(2-chloropyrimidin-5-yl)morpholine-4-carboxylate tert-butyl 2-(2-chloropyrimidin-5-yl)morpholine-4-carboxylate 2222938-15-8 C13H18ClN3O3
tert-butyl 2,5-bis(methyl-d3)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-imidazole-1-carboxylate tert-butyl 2,5-bis(methyl-d3)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-imidazole-1-carboxylate 2256711-41-6 C16H27BN2O4
tert-butyl 3-(3-aminophenyl)piperidine-1-carboxylate tert-butyl 3-(3-aminophenyl)piperidine-1-carboxylate 883901-97-1 C16H24N2O2
tert-butyl 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-imidazol-1-yl)azetidine-1-carboxylate tert-butyl 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-imidazol-1-yl)azetidine-1-carboxylate 2223049-31-6 C17H28BN3O4
tert-Butyl 3-(4-bromo-2-methylphenyl)piperidine-1-carboxylate tert-Butyl 3-(4-bromo-2-methylphenyl)piperidine-1-carboxylate 1563531-36-1 C17H24BrNO2
tert-butyl 3-(4-bromo-3-cyclopropylphenyl)pyrrolidine-1-carboxylate tert-butyl 3-(4-bromo-3-cyclopropylphenyl)pyrrolidine-1-carboxylate 2222934-66-7 C18H24BrNO2
tert-butyl 4-(2-cyclopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate-2,2,3,3,5,5,6,6-d8 tert-butyl 4-(2-cyclopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate-2,2,3,3,5,5,6,6-d8 2256705-00-5 C24H37BN2O4
tert-butyl 4-(3-(methyl-d3)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate-2,2,3,3,5,5,6,6-d8 tert-butyl 4-(3-(methyl-d3)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate-2,2,3,3,5,5,6,6-d8 2256704-79-5 C22H35BN2O4
tert-butyl 4-(3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate-2,2,3,3,5,5,6,6-d8 tert-butyl 4-(3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate-2,2,3,3,5,5,6,6-d8 2256704-89-7 C22H35BN2O5
tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)phenyl)piperazine-1-carboxylate-2,2,3,3,5,5,6,6-d8 tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)phenyl)piperazine-1-carboxylate-2,2,3,3,5,5,6,6-d8 2256704-84-2 C22H32BF3N2O4
tert-butyl 4-(4-bromophenyl)-1H-pyrazole-1-carboxylate-3,5-d2 tert-butyl 4-(4-bromophenyl)-1H-pyrazole-1-carboxylate-3,5-d2 2256713-16-1 C14H13BrD2N2O2
tert-butyl 4-(5-hydroxypyrazin-2-yl)piperidine-1-carboxylate tert-butyl 4-(5-hydroxypyrazin-2-yl)piperidine-1-carboxylate 2222934-70-3 C14H21N3O3
6-Methoxy-3-methyl-1H-indazole 6-Methoxy-3-methyl-1H-indazole 7746-29-4 C9H10N2O
3-(trifluoromethyl)tetrahydro-2H-pyran-3-ol 3-(trifluoromethyl)tetrahydro-2H-pyran-3-ol 1341352-20-2 C6H9F3O2
1,4-Piperazinedicarbonyl chloride 1,4-Piperazinedicarbonyl chloride 4858-84-8 C6H8Cl2N2O2
3-Phthalimidopropionitrile 3-Phthalimidopropionitrile C11H8N2O2
Piperidine-2,2-d2 (7CI,8CI,9CI) Piperidine-2,2-d2 (7CI,8CI,9CI) 695-29-4 C5H9D2N
7’-OH-N-trityl morpholino uracil 7’-OH-N-trityl morpholino uracil 139323-52-7 C28H27N3O4
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
1,3-Piperidinedicarboxylic acid, 4-fluoro-, 1-(1,1-dimethylethyl) 3-methyl ester 1,3-Piperidinedicarboxylic acid, 4-fluoro-, 1-(1,1-dimethylethyl) 3-methyl ester 1303974-37-9 C12H20FNO4
Methyl thiazole-2-carboxylate-4-boronic acid pinacol ester Methyl thiazole-2-carboxylate-4-boronic acid pinacol ester 1808928-32-6 C11H16BNO4S
(S)-2-((trifluoromethoxy)methyl)piperazine dihydrochloride (S)-2-((trifluoromethoxy)methyl)piperazine dihydrochloride
6-Methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-amine 6-Methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-amine 1116230-89-7 C11H16N2O
2-Pyridinamine, 4-cyclopentyl-6-methyl- 2-Pyridinamine, 4-cyclopentyl-6-methyl- 1511156-87-8 C11H16N2
4-(4-Nitrophenyl)morpholin-3-one 4-(4-Nitrophenyl)morpholin-3-one 446292-04-2 C10H10N2O4
1-Boc-4-methanesulfonyloxymethyl-piperidine 1-Boc-4-methanesulfonyloxymethyl-piperidine 161975-39-9 C12H23NO5S
5-Bromothiazole 5-Bromothiazole 3034-55-7 C3H2BrNS
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