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
2-Hydroxy-6-(2-thienyl)pyrazine 2-Hydroxy-6-(2-thienyl)pyrazine 1159815-39-0 C8H6N2OS
2-Hydroxy-6-(3-methoxyphenyl)pyridine 2-Hydroxy-6-(3-methoxyphenyl)pyridine 1111110-35-0 C12H11NO2
2-Hydroxy-6-(3-tolyl)pyrazine 2-Hydroxy-6-(3-tolyl)pyrazine 1159818-86-6 C11H10N2O
2-Hydroxy-6-(4-thiazolyl)pyrazine 2-Hydroxy-6-(4-thiazolyl)pyrazine 1159819-88-1 C7H5N3OS
2-Hydroxy-6-phenylpyrazine 2-Hydroxy-6-phenylpyrazine 41270-59-1 C10H8N2O
2-Iodo-5-(1H-pyrazol-1-yl)bromobenzene 2-Iodo-5-(1H-pyrazol-1-yl)bromobenzene 1622839-90-0 C9H6BrIN2
2-methyl-1-(p-tolyl)-1H-imidazol-4-amine 2-methyl-1-(p-tolyl)-1H-imidazol-4-amine 1781831-60-4 C11H13N3
3-(2-oxo-2,3-dihydro-1H-imidazol-1-yl)benzonitrile 3-(2-oxo-2,3-dihydro-1H-imidazol-1-yl)benzonitrile 1500241-78-0 C10H7N3O
3-(4-bromo-2-oxo-2,3-dihydro-1H-imidazol-1-yl)benzonitrile 3-(4-bromo-2-oxo-2,3-dihydro-1H-imidazol-1-yl)benzonitrile 2294949-09-8 C10H6BrN3O
3-(N-Boc-Piperidin-3-yl)-5-trifluoromethyl-1-bromobenzene 3-(N-Boc-Piperidin-3-yl)-5-trifluoromethyl-1-bromobenzene 1563532-54-6 C17H21BrF3NO2
3-(N-Boc-Piperidin-4-yl)-4-trifluoromethyl-1-bromobenzene 3-(N-Boc-Piperidin-4-yl)-4-trifluoromethyl-1-bromobenzene 1563535-18-1 C17H21BrF3NO2
3,5-Dibromo-4-methyl-1H-pyrazole 3,5-Dibromo-4-methyl-1H-pyrazole 60061-54-3 C4H4Br2N2
3-AMINO-2-(2-TETRAHYDROPYRANYL)PYRIDINE 3-AMINO-2-(2-TETRAHYDROPYRANYL)PYRIDINE 1622835-40-8 C10H14N2O
3-AMINO-4-(3-FURAN)PYRIDINE 3-AMINO-4-(3-FURAN)PYRIDINE 1095911-44-6 C9H8N2O
3-AMINO-4-(5-PYRIMIDYL)PYRIDINE 3-AMINO-4-(5-PYRIMIDYL)PYRIDINE 1374665-34-5 C9H8N4
3-Amino-5-bromo-6-(4-fluorophenyl)pyridine 3-Amino-5-bromo-6-(4-fluorophenyl)pyridine 1399482-76-8 C11H8BrFN2
3-AMINO-6-(4-ETHYLPHENYL)PYRIDINE 3-AMINO-6-(4-ETHYLPHENYL)PYRIDINE 946493-23-8 C13H14N2
3-Amino-6-(cyclohexenyl)pyridine 3-Amino-6-(cyclohexenyl)pyridine 1159821-24-5 C11H14N2
3-Bromo-1-(4-cyanophenyl)pyrazole 3-Bromo-1-(4-cyanophenyl)pyrazole 1622841-08-0 C10H6BrN3
3-BROMO-4-(3-METHYLPIPERIDIN-1-YL)PYRIDINE 3-BROMO-4-(3-METHYLPIPERIDIN-1-YL)PYRIDINE 1289131-92-5 C11H15BrN2
3-BROMO-4-(CYCLOHEXYLOXY)PYRIDINE 3-BROMO-4-(CYCLOHEXYLOXY)PYRIDINE 1289127-26-9 C11H14BrNO
3-Bromo-5-(N-Boc-piperidin-3-yl)furan 3-Bromo-5-(N-Boc-piperidin-3-yl)furan 1622835-00-0 C14H20BrNO3
3-Bromo-6-(4-methylimidazol-1-yl)pyridine 3-Bromo-6-(4-methylimidazol-1-yl)pyridine 380382-29-6 C9H8BrN3
3-Hydroxy-2-(2-tolyl)pyridine 3-Hydroxy-2-(2-tolyl)pyridine 1261906-71-1 C12H11NO
3-Hydroxy-5-(5-pyrimidyl)pyridine 3-Hydroxy-5-(5-pyrimidyl)pyridine 1314354-82-9 C9H7N3O
3-Hydroxy-6-(2-tolyl)pyridine 3-Hydroxy-6-(2-tolyl)pyridine 1255636-18-0 C12H11NO
4-(1,3-dioxan-5-yl)pyrimidin-2-amine 4-(1,3-dioxan-5-yl)pyrimidin-2-amine 2241866-47-5 C8H11N3O2
4-(1H-imidazol-1-yl-d3)aniline 4-(1H-imidazol-1-yl-d3)aniline 2256712-65-7 C9H9N3
4-(4-(methyl-d3)piperazin-1-yl-2,2,3,3,5,5,6,6-d8)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline 4-(4-(methyl-d3)piperazin-1-yl-2,2,3,3,5,5,6,6-d8)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline 2256704-18-2 C17H17BD11N3O2
4-(4-amino-2-methyl-1H-imidazol-1-yl)benzonitrile 4-(4-amino-2-methyl-1H-imidazol-1-yl)benzonitrile 2294945-73-4 C11H10N4
4-(4-bromo-2-methyl-1H-imidazol-1-yl)benzonitrile 4-(4-bromo-2-methyl-1H-imidazol-1-yl)benzonitrile 2294957-65-4 C11H8BrN3
4-(4-bromophenyl)-1-(methyl-d3)-1H-imidazole-2,5-d2 4-(4-bromophenyl)-1-(methyl-d3)-1H-imidazole-2,5-d2 2256713-08-1 C10H4BrD5N2
4-(4-tetrahydropyranyl)-1,2-dibromobenzene 4-(4-tetrahydropyranyl)-1,2-dibromobenzene 1434127-27-1 C11H12Br2O
4-(Piperidin-4-yl)iodobenzene 4-(Piperidin-4-yl)iodobenzene 1219094-25-3 C11H14IN
4,5-Dibromo-1-(iso-butyl)-2-methyl-1H-imidazole 4,5-Dibromo-1-(iso-butyl)-2-methyl-1H-imidazole 1622840-49-6 C8H12Br2N2
4,5-Dibromo-1-(N-Boc-piperidin-4-yl)-2-methyl-1H-imidazole 4,5-Dibromo-1-(N-Boc-piperidin-4-yl)-2-methyl-1H-imidazole 1622839-38-6 C14H21Br2N3O2
4,5-Dibromo-1-Boc-2-methyl-1H-imidazole 4,5-Dibromo-1-Boc-2-methyl-1H-imidazole 1622843-35-9 C9H12Br2N2O2
4,5-Dibromo-1-cyclohexyl-2-methyl-1H-imidazole 4,5-Dibromo-1-cyclohexyl-2-methyl-1H-imidazole 1622839-91-1 C10H14Br2N2
4,5-Dibromo-2-(4-methylpiperidino)thiazole 4,5-Dibromo-2-(4-methylpiperidino)thiazole 1314355-29-7 C9H12Br2N2S
4,5-Dibromo-2-(imidazol-1-yl)thiazole 4,5-Dibromo-2-(imidazol-1-yl)thiazole 1314354-47-6 C6H3Br2N3S
4,5-Dibromo-2-(piperidon-1-yl)thiazole 4,5-Dibromo-2-(piperidon-1-yl)thiazole 1314356-23-4 C8H8Br2N2OS
4-[4-(TRIFLUOROMETHYL)PHENYL]PYRIDIN-2-AMINE 4-[4-(TRIFLUOROMETHYL)PHENYL]PYRIDIN-2-AMINE 60781-91-1 C12H9F3N2
4-Amino-1-(2-methyl-4-fluorophenyl)pyrazole 4-Amino-1-(2-methyl-4-fluorophenyl)pyrazole 1338958-45-4 C10H10FN3
4-Amino-1-(2-thienyl)pyrazole 4-Amino-1-(2-thienyl)pyrazole 1353854-00-8 C7H7N3S
4-Amino-1-(3-thienyl)imidazole 4-Amino-1-(3-thienyl)imidazole 1353854-96-2 C7H7N3S
4-Amino-1-(cyclopentyl)imidazole 4-Amino-1-(cyclopentyl)imidazole 1363254-23-2 C8H13N3
4-Amino-2-(2-chlorophenyl)pyrimidine 4-Amino-2-(2-chlorophenyl)pyrimidine 1250898-11-3 C10H8ClN3
4-Amino-2-(4-methoxyphenyl)quinazoline 4-Amino-2-(4-methoxyphenyl)quinazoline 94098-58-5 C15H13N3O
4-Amino-2-(cyclopentyl)quinazoline 4-Amino-2-(cyclopentyl)quinazoline 1264037-72-0 C13H15N3
4-Amino-2-(iso-butyl)pyridine 4-Amino-2-(iso-butyl)pyridine 1513111-45-9 C9H14N2
4-Amino-2,6-dicyclopropylpyrimidine 4-Amino-2,6-dicyclopropylpyrimidine 1159820-68-4 C10H13N3
4-Amino-2-chloro-3-bromo-5-(3-furyl)pyridine 4-Amino-2-chloro-3-bromo-5-(3-furyl)pyridine 1563532-06-8 C9H6BrClN2O
4-Amino-2-chloro-3-bromo-5-(4-chlorophenyl)pyridine 4-Amino-2-chloro-3-bromo-5-(4-chlorophenyl)pyridine 1563533-44-7 C11H7BrCl2N2
4-Amino-2-methyl-1-(oxan-4-yl)-1H-imidazole 4-Amino-2-methyl-1-(oxan-4-yl)-1H-imidazole 1563532-42-2 C9H15N3O
4-Amino-2-phenyl-6-(5-thiazolyl)pyrimidine 4-Amino-2-phenyl-6-(5-thiazolyl)pyrimidine 1159818-61-7 C13H10N4S
4-Amino-3,5-dibromo-2-(2-methylpiperidin-1-yl)pyridine 4-Amino-3,5-dibromo-2-(2-methylpiperidin-1-yl)pyridine 1563530-08-4 C11H15Br2N3
4-bromo-1-(2-(trifluoromethyl)phenyl-3,4,5,6-d4)-1H-imidazole-2,5-d2 4-bromo-1-(2-(trifluoromethyl)phenyl-3,4,5,6-d4)-1H-imidazole-2,5-d2 2256710-38-8 C10H6BrF3N2
4-Bromo-1-(2-fluorophenyl)-1H-imidazole 4-Bromo-1-(2-fluorophenyl)-1H-imidazole 1353855-24-9 C9H6BrFN2
4-bromo-1-(2-fluorophenyl-3,4,5,6-d4)-2-(methyl-d3)-1H-imidazole-5-d 4-bromo-1-(2-fluorophenyl-3,4,5,6-d4)-2-(methyl-d3)-1H-imidazole-5-d 2256710-26-4 C10H8BrFN2
4-Bromo-1-(2-trifluoromethylphenyl)pyrazole 4-Bromo-1-(2-trifluoromethylphenyl)pyrazole 1353856-37-7 C10H6BrF3N2
4-bromo-1-(3-(methyl-d3)phenyl-2,4,5,6-d4)-1H-imidazole-2,5-d2 4-bromo-1-(3-(methyl-d3)phenyl-2,4,5,6-d4)-1H-imidazole-2,5-d2 2256710-52-6 C10BrD9N2
4-Bromo-1-(3-bromophenyl)imidazole 4-Bromo-1-(3-bromophenyl)imidazole 1363253-98-8 C9H6Br2N2
4-Bromo-1-(3-fluorophenyl)-1H-imidazole 4-Bromo-1-(3-fluorophenyl)-1H-imidazole 1353855-68-1 C9H6BrFN2
4-bromo-1-(4-bromophenyl)-1,3-dihydro-2H-imidazol-2-one 4-bromo-1-(4-bromophenyl)-1,3-dihydro-2H-imidazol-2-one 2294950-67-5 C9H6Br2N2O
4-Bromo-1-(4-trifluoromethylphenyl)-1H-imidazole 4-Bromo-1-(4-trifluoromethylphenyl)-1H-imidazole 1353856-15-1 C10H6BrF3N2
4-Bromo-1-(cyclopropyl)-1H-imidazole 4-Bromo-1-(cyclopropyl)-1H-imidazole 1353856-38-8 C6H7BrN2
4-Bromo-1-(oxan-4-yl)-2-ethylimidazole 4-Bromo-1-(oxan-4-yl)-2-ethylimidazole 1622843-87-1 C10H15BrN2O
4-Bromo-1-(oxolan-3-yl)-2-(iso-propyl)imidazole 4-Bromo-1-(oxolan-3-yl)-2-(iso-propyl)imidazole 1622834-81-4 C10H15BrN2O
4-bromo-1,2-bis(methyl-d3)-1H-imidazole-5-d 4-bromo-1,2-bis(methyl-d3)-1H-imidazole-5-d 2294945-67-6 C5BrD7N2
4-bromo-1-ethyl-2-fluoro-1H-imidazole 4-bromo-1-ethyl-2-fluoro-1H-imidazole 2294957-47-2 C5H6BrFN2
4-bromo-1-isopropyl-N,N-dimethyl-1H-imidazol-2-amine 4-bromo-1-isopropyl-N,N-dimethyl-1H-imidazol-2-amine 1894327-17-3 C8H14BrN3
4-Bromo-2-(2-aminopyrimidyl-5-yl)thiazole 4-Bromo-2-(2-aminopyrimidyl-5-yl)thiazole 1215073-49-6 C7H5BrN4S
4-Bromo-2-(2-pyridyl)quinazoline 4-Bromo-2-(2-pyridyl)quinazoline 1264038-29-0 C13H8BrN3
4-Bromo-2-(3-pyridyl)quinazoline 4-Bromo-2-(3-pyridyl)quinazoline 1264036-82-9 C13H8BrN3
4-Bromo-2-(3-thienyl)quinazoline 4-Bromo-2-(3-thienyl)quinazoline 1264035-16-6 C12H7BrN2S
4-Bromo-2-(4-trifluoromethylphenyl)quinazoline 4-Bromo-2-(4-trifluoromethylphenyl)quinazoline 1264037-38-8 C15H8BrF3N2
4-bromo-2-(methoxy-d3)-1H-imidazole-5-d 4-bromo-2-(methoxy-d3)-1H-imidazole-5-d 2256713-25-2 C4H5BrN2O
4-bromo-2-(methyl-d3)-1-(3-(trifluoromethyl)phenyl-2,4,5,6-d4)-1H-imidazole-5-d 4-bromo-2-(methyl-d3)-1-(3-(trifluoromethyl)phenyl-2,4,5,6-d4)-1H-imidazole-5-d 2256710-32-2 C11H8BrF3N2
4-Bromo-2-(piperidin-3-yl)thiazole 4-Bromo-2-(piperidin-3-yl)thiazole 1622834-96-1 C8H11BrN2S
4-bromo-2-fluoro-1H-imidazole 4-bromo-2-fluoro-1H-imidazole 2294946-54-4 C3H2BrFN2
4-bromo-2-methyl-1-(m-tolyl)-1H-imidazole 4-bromo-2-methyl-1-(m-tolyl)-1H-imidazole 2294947-18-3 C11H11BrN2
4-Bromo-2-morpholino-1H-imidazole 4-Bromo-2-morpholino-1H-imidazole 1622840-62-3 C7H10BrN3O
4-BROMO-3-(2-METHYLPIPERIDIN-1-YL)PYRIDINE 4-BROMO-3-(2-METHYLPIPERIDIN-1-YL)PYRIDINE 1563529-91-8 C11H15BrN2
4-Bromo-3-(3,4-difluorophenyl)pyridine 4-Bromo-3-(3,4-difluorophenyl)pyridine 1374665-72-1 C11H6BrF2N
4-Bromo-3-(sec-butyl)pyridine 4-Bromo-3-(sec-butyl)pyridine 1374664-89-7 C9H12BrN
4-Bromo-3-amino-6-(3-chlorophenyl)pyridine 4-Bromo-3-amino-6-(3-chlorophenyl)pyridine 1381933-47-6 C11H8BrClN2
4-Bromo-5-(iso-propyl)pyrimidine 4-Bromo-5-(iso-propyl)pyrimidine 1563534-28-0 C7H9BrN2
4-Bromo-5-methyl-2-(ethyl)pyridine 4-Bromo-5-methyl-2-(ethyl)pyridine 1374665-55-0 C8H10BrN
4-Bromo-6-(n-propyl)pyrimidine 4-Bromo-6-(n-propyl)pyrimidine 1086382-11-7 C7H9BrN2
4-Bromo-6-cyclobutylpyrimidine 4-Bromo-6-cyclobutylpyrimidine 1086382-15-1 C8H9BrN2
4-Chloro-2-(3-fluorophenyl)pyridine 4-Chloro-2-(3-fluorophenyl)pyridine 1159814-60-4 C11H7ClFN
4-Chloro-3-(4-tetrahydropyranyl)benzonitrile 4-Chloro-3-(4-tetrahydropyranyl)benzonitrile 1434128-06-9 C12H12ClNO
4-Chloro-5-bromo-2-(tert-butoxy)pyrimidine 4-Chloro-5-bromo-2-(tert-butoxy)pyrimidine 57054-95-2 C8H10BrClN2O
4-Cyclopropyl-3-(1H-imidazol-1-yl)aniline 4-Cyclopropyl-3-(1H-imidazol-1-yl)aniline 1622838-94-1 C12H13N3
4-Hydroxy-2-(2-cyclopropylpyrimidyl-5-yl)thiazole 4-Hydroxy-2-(2-cyclopropylpyrimidyl-5-yl)thiazole 1215073-98-5 C10H9N3OS
4-Hydroxy-2-(3-fluorophenyl)quinazoline 4-Hydroxy-2-(3-fluorophenyl)quinazoline 138867-17-1 C14H9FN2O
4-Hydroxy-2-(3-thienyl)quinazoline 4-Hydroxy-2-(3-thienyl)quinazoline 923800-74-2 C12H8N2OS
4-Hydroxy-6-morpholinopyrimidine 4-Hydroxy-6-morpholinopyrimidine 1159814-36-4 C8H11N3O2
5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazine-2-carbonitrile-3,6-d2 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazine-2-carbonitrile-3,6-d2 2241876-52-6 C11H14BN3O2
5-(azetidin-3-yl)pyrazin-2-ol 5-(azetidin-3-yl)pyrazin-2-ol 2222934-41-8 C7H9N3O
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