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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
3-isopropoxypyridin-2-amine 3-isopropoxypyridin-2-amine 866889-16-9 C8H12N2O
2-bromo-5-tert-butylthiophene 2-bromo-5-tert-butylthiophene 93425-02-6 C8H11BrS
B-[3-(1H-imidazol-1-yl)phenyl]Boronic acid B-[3-(1H-imidazol-1-yl)phenyl]Boronic acid 1040850-75-6 C9H9BN2O2
2-bromo-6-(methoxymethyl)pyridine 2-bromo-6-(methoxymethyl)pyridine 112575-15-2 C7H8BrNO
1-methyl-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazol-2-yl)piperazine 1-methyl-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazol-2-yl)piperazine 1390682-08-2 C14H24BN3O2S
2-butoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)Pyrazine 2-butoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)Pyrazine 1416257-06-1 C14H23BN2O3
4,6-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)Pyrimidine 4,6-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)Pyrimidine 1430233-43-4 C12H19BN2O2
1-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyrazinyl]-2-Pyrrolidinone 1-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyrazinyl]-2-Pyrrolidinone 1186041-97-3 C14H20BN3O3
2-chloro-4-cyclobutylpyrimidine 2-chloro-4-cyclobutylpyrimidine 1215072-90-4 C8H9ClN2
5-bromo-3,4-dihydro-2H-Pyran 5-bromo-3,4-dihydro-2H-Pyran 26274-19-1 C5H7BrO
Ethyl 7-bromo-2,2-dimethylheptanoate Ethyl 7-bromo-2,2-dimethylheptanoate 123469-92-1 C11H21BrO2
5-bromo-2-(pyridin-2-yl)pyrimidine 5-bromo-2-(pyridin-2-yl)pyrimidine 1240601-78-8 C9H6BrN3
3-cyclobutoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridine 3-cyclobutoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridine 1257553-86-8 C15H22BNO3
2-(cyclopentyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazine 2-(cyclopentyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazine 1315353-86-6 C15H23BN2O3
6,6-difluoro-3-azabicyclo[3.1.1]heptane hydrochloride 6,6-difluoro-3-azabicyclo[3.1.1]heptane hydrochloride 1788054-81-8 C6H10ClF2N
2,5-Dibromo-4-methoxypyridine 2,5-Dibromo-4-methoxypyridine 1211520-71-6 C6H5Br2NO
2-methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)aniline 2-methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)aniline 1609394-10-6 C10H12N4O
2-Trifluoromethyl-pyridine-3-boronic acid pinacol ester 2-Trifluoromethyl-pyridine-3-boronic acid pinacol ester 1383625-22-6 C12H15BF3NO2
2-Cyclopentylthiazol-4-aMine 2-Cyclopentylthiazol-4-aMine 906670-47-1 C8H12N2S
1-Bromo-9H-carbazole 1-Bromo-9H-carbazole 16807-11-7 C12H8BrN
tert-butyl 4-(2-chloropyridin-3-yl)piperidin-1-carboxylate tert-butyl 4-(2-chloropyridin-3-yl)piperidin-1-carboxylate 1053657-09-2 C15H21ClN2O2
4-broMo-2-(1,1,1-trifluoro-2-Methylpropan-2-yl)pyridine 4-broMo-2-(1,1,1-trifluoro-2-Methylpropan-2-yl)pyridine 1357476-67-5 C9H9BrF3N
1H-Indole, 4-broMo-6-chloro- 1H-Indole, 4-broMo-6-chloro- 885519-23-3 C8H5BrClN
PyriMidine, 2-ethyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)- PyriMidine, 2-ethyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)- 1235450-87-9 C12H19BN2O2
3-bromo-5-tert-butylpyridine 3-bromo-5-tert-butylpyridine 1209458-34-3 C9H12BrN
4-(6-AMINO-3-PYRIDINYL)BENZONITRILE 4-(6-AMINO-3-PYRIDINYL)BENZONITRILE 503536-78-5 C12H9N3
5-cyclopropylpyridin-3-aMine 5-cyclopropylpyridin-3-aMine 1314353-68-8 C8H10N2
[1,1'-Biphenyl]-4-carboxylic acid, 2'-Methyl-4'-(5-Methyl-1,2,4-oxadiazol-3-yl)- [1,1'-Biphenyl]-4-carboxylic acid, 2'-Methyl-4'-(5-Methyl-1,2,4-oxadiazol-3-yl)- 148672-68-8 C17H14N2O3
2,4-Pyridinedicarboxylic acid, 2-Methyl ester 2,4-Pyridinedicarboxylic acid, 2-Methyl ester 24195-10-6 C8H7NO4
4,8-dichloropyrido[3,4-d]pyriMidine 4,8-dichloropyrido[3,4-d]pyriMidine 1260663-37-3 C7H3Cl2N3
5-(2-Methylphenyl)pyridin-2-aMine 5-(2-Methylphenyl)pyridin-2-aMine 503536-76-3 C12H12N2
3-tert-butylpyridin-2(1H)-one 3-tert-butylpyridin-2(1H)-one 125641-60-3 C9H13NO
2-(4-Methoxyphenyl)pyridin-4-aMine 2-(4-Methoxyphenyl)pyridin-4-aMine 1215072-60-8 C12H12N2O
4-BroMo-1-ethyl-1H-iMidazole 4-BroMo-1-ethyl-1H-iMidazole 875340-91-3 C5H7BrN2
4-(4-broMo-1H-iMidazol-2-yl)pyridine 4-(4-broMo-1H-iMidazol-2-yl)pyridine 1260682-35-6 C8H6BrN3
2-Fluoro-4-iodo-6-(trifluoroMethyl)pyridine 2-Fluoro-4-iodo-6-(trifluoroMethyl)pyridine 957345-37-8 C6H2F4IN
2-Propenoic acid, 3-[(4'-cyano[1,1'-biphenyl]-4-yl)oxy]propyl ester 2-Propenoic acid, 3-[(4'-cyano[1,1'-biphenyl]-4-yl)oxy]propyl ester 104357-57-5 C19H17NO3
2-(piperidin-1-yl)pyridin-4-aMine 2-(piperidin-1-yl)pyridin-4-aMine 35980-78-0 C10H15N3
2-(5-broMopyridin-2-yl)propan-2-aMine 2-(5-broMopyridin-2-yl)propan-2-aMine 1211518-99-8 C8H11BrN2
6-BroMo-3-AMino-4-quinolinol 6-BroMo-3-AMino-4-quinolinol 1153094-27-9 C9H7BrN2O
2-isopropylpyriMidin-5-aMine 2-isopropylpyriMidin-5-aMine 944902-46-9 C7H11N3
6-(3,5-Difluorophenyl)pyridin-3-aMine 6-(3,5-Difluorophenyl)pyridin-3-aMine 438585-63-8 C11H8F2N2
3-BroMo-2,4-difluoropyridine 3-BroMo-2,4-difluoropyridine 1227502-60-4 C5H2BrF2N
2-THIOADENOSINE 2-THIOADENOSINE 43157-50-2 C10H13N5O4S
N-(4-chlorophenyl)-2-(3,5-diMethyl-1H-pyrazol-1-yl)-9-Methyl-9H-purin-6-aMine N-(4-chlorophenyl)-2-(3,5-diMethyl-1H-pyrazol-1-yl)-9-Methyl-9H-purin-6-aMine 1063331-94-1 C17H16ClN7
1-[5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-thiazol-2-yl]ethanone 1-[5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-thiazol-2-yl]ethanone 1452577-24-0 C11H16BNO3S
3-(2-BroMophenyl)pyrrolidine HCl 3-(2-BroMophenyl)pyrrolidine HCl 1203686-38-7 C10H12BrN
4-BroMo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole 4-BroMo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole 1022158-35-5 C12H13BrN2O
6-AMino-4-Methylisoquinoline 6-AMino-4-Methylisoquinoline 347146-61-6 C10H10N2
2-Methylpyrazolo[1,5-a]pyriMidin-5-ol 2-Methylpyrazolo[1,5-a]pyriMidin-5-ol 189116-35-6 C7H7N3O
2-BroMo-1-(pyriMidin-2-yl)ethanone hydrobroMide 2-BroMo-1-(pyriMidin-2-yl)ethanone hydrobroMide 1588441-02-4 C6H6Br2N2O
2-(3,3-Difluoropyrrolidin-1-yl)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyriMidine 2-(3,3-Difluoropyrrolidin-1-yl)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyriMidine 3024374-00-0 C14H20BF2N3O2
5-(tert-Butyl)pyridin-2-ol 5-(tert-Butyl)pyridin-2-ol 1159819-76-7 C9H13NO
4-Bromo-2-(pyridin-2-yl)pyrimidine 4-Bromo-2-(pyridin-2-yl)pyrimidine 1142195-02-5 C9H6BrN3
3-(1,3-THIAZOL-4-YL)ANILINE 3-(1,3-THIAZOL-4-YL)ANILINE 134812-28-5 C9H8N2S
2-CHLORO-N-ETHYL-N-METHYL-4-PYRIMIDINAMINE 2-CHLORO-N-ETHYL-N-METHYL-4-PYRIMIDINAMINE 77200-07-8 C7H10ClN3
6-(CYCLOPENTOXY)-2-BROMOPYRIDINE 6-(CYCLOPENTOXY)-2-BROMOPYRIDINE 891842-81-2 C10H12BrNO
2-(3-BROMOPYRIDIN-5-YL)PYRIDINE 2-(3-BROMOPYRIDIN-5-YL)PYRIDINE 35989-02-7 C10H7BrN2
2-(4-BROMO-3-METHYL-PHENYL)-1H-IMIDAZOLE 2-(4-BROMO-3-METHYL-PHENYL)-1H-IMIDAZOLE 180083-01-6 C10H9BrN2
6-PHENYLPYRAZIN-2-AMINE 6-PHENYLPYRAZIN-2-AMINE 41270-69-3 C10H9N3
TERT-BUTYL 2,6-DIAZASPIRO[4.5]DECANE-6-CARBOXYLATE TERT-BUTYL 2,6-DIAZASPIRO[4.5]DECANE-6-CARBOXYLATE 960294-16-0 C13H24N2O2
4,6-DICHLORO-2-[3-(TRIFLUOROMETHYL)PHENYL]PYRIMIDINE 4,6-DICHLORO-2-[3-(TRIFLUOROMETHYL)PHENYL]PYRIMIDINE 83217-10-1 C11H5Cl2F3N2
3-BROMO-5-CYCLOPROPYLPYRIDINE 3-BROMO-5-CYCLOPROPYLPYRIDINE 1044210-57-2 C8H8BrN
4,5-DICHLORO-QUINOLINE 4,5-DICHLORO-QUINOLINE 21617-18-5 C9H5Cl2N
Ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate Ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate 1224944-77-7 C9H8ClN3O2
2-Amino-5-bromo-3-(hydroxymethyl)pyridine 2-Amino-5-bromo-3-(hydroxymethyl)pyridine 335031-01-1 C6H7BrN2O
6-Bromo-1H-pyrazolo[4,3-b]pyridine 6-Bromo-1H-pyrazolo[4,3-b]pyridine 1150617-54-1 C6H4BrN3
3-Bromo-2-(pyrrolidin-1-yl)pyridine 3-Bromo-2-(pyrrolidin-1-yl)pyridine 1150561-84-4 C9H11BrN2
tert-butyl 3-iodo-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate tert-butyl 3-iodo-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate 661487-17-8 C11H16IN3O2
(1R,2S)-2-(3,4-difluorophenyl)cyclopropanamine hydrochloride (1R,2S)-2-(3,4-difluorophenyl)cyclopropanamine hydrochloride 1156491-10-9 C9H10ClF2N
6-fluoro-2,3'-bipyridine 6-fluoro-2,3'-bipyridine 1214335-26-8 C10H7FN2
ethyl 1-acetylcyclopropanecarboxylate ethyl 1-acetylcyclopropanecarboxylate 32933-03-2 C8H12O3
2-fluoro-6-(3-methoxyphenyl)pyridine 2-fluoro-6-(3-methoxyphenyl)pyridine 1245650-00-3 C12H10FNO
5-Bromo-3-methoxy-2-methylpyridine 5-Bromo-3-methoxy-2-methylpyridine 1150617-80-3 C7H8BrNO
5-bromo-2-(4-(trifluoromethyl)phenyl)pyridine 5-bromo-2-(4-(trifluoromethyl)phenyl)pyridine 1215074-30-8 C12H7BrF3N
5-Propylthiazol-2-amine 5-Propylthiazol-2-amine 39136-61-3 C6H10N2S
1-(5-Bromopyridin-2-yl)pyrrolidin-2-one 1-(5-Bromopyridin-2-yl)pyrrolidin-2-one 928775-04-6 C9H9BrN2O
4-Bromo-6-phenylpyrimidine 4-Bromo-6-phenylpyrimidine 34916-25-1 C10H7BrN2
2-Amino-4,5-dibromopyridine 2-Amino-4,5-dibromopyridine 856848-33-4 C5H4Br2N2
4-Bromo-3-chloro-7-methoxyquinoline 4-Bromo-3-chloro-7-methoxyquinoline 1208452-88-3 C10H7BrClNO
motetrahydropyran motetrahydropyran 6667-26-1 C5H9BrO
1-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole 1-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole 1040377-03-4 C14H23BN2O3
1-(4-bromo-6-methylpyridin-2-yl)ethanone 1-(4-bromo-6-methylpyridin-2-yl)ethanone 1060810-24-3 C8H8BrNO
2-(5-(4,4,5,5-tetramethyl-1,3,2-
dioxaborolan-2-yl)pyridin-3-yl)oxazole 2-(5-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)pyridin-3-yl)oxazole 1201644-46-3 C14H17BN2O3
(R)-Tetrahydrofuran-3-amine hydrochloride (R)-Tetrahydrofuran-3-amine hydrochloride 1072015-52-1 C4H10ClNO
2-tert-butoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2-tert-butoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 1256358-89-0 C15H24BNO3
5-broMo-2-(piperidin-4-yl)pyridine 5-broMo-2-(piperidin-4-yl)pyridine 845788-60-5 C10H13BrN2
Thiazole, 4-(1-Methylethyl)- Thiazole, 4-(1-Methylethyl)- 17626-74-3 C6H9NS
5-(4-(trifluoroMethyl)phenyl)pyridin-3-aMine 5-(4-(trifluoroMethyl)phenyl)pyridin-3-aMine 1225829-49-1 C12H9F3N2
5-(3-(trifluoroMethyl)phenyl)pyridin-3-aMine 5-(3-(trifluoroMethyl)phenyl)pyridin-3-aMine 1226168-85-9 C12H9F3N2
5-(2-aMinophenyl)pyridin-3-aMine 5-(2-aMinophenyl)pyridin-3-aMine 1314354-80-7 C11H11N3
(S)-tert-Butyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolidine-1-carboxylate (S)-tert-Butyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolidine-1-carboxylate 149682-82-6 C15H28BNO4
1-(4-Bromopyridin-2-yl)pyrrolidin-2-one 1-(4-Bromopyridin-2-yl)pyrrolidin-2-one 1142194-39-5 C9H9BrN2O
N,N-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1h-imidazole-1-sulfonamide N,N-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1h-imidazole-1-sulfonamide 942070-58-8 C11H20BN3O4S
Methyl 3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinate Methyl 3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinate 1218791-31-1 C14H20BNO4
4-Bromo-2-(4-methylpiperidino)pyridine 4-Bromo-2-(4-methylpiperidino)pyridine 1142194-45-3 C11H15BrN2
5-Hydroxy-2-(thiophen-2-yl)pyridine 5-Hydroxy-2-(thiophen-2-yl)pyridine 1159815-70-9 C9H7NOS
2-Chloropurine 2-Chloropurine 1681-15-8 C5H3ClN4
4-AMino-1-phenyl-1H-iMidazole HCl 4-AMino-1-phenyl-1H-iMidazole HCl 158688-63-2 C9H9N3
6-broMo-4-hydroxyquinolin-2(1H)-one 6-broMo-4-hydroxyquinolin-2(1H)-one 54675-23-9 C9H6BrNO2
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