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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
2-(1H-pyrazol-1-yl-d3)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole 2-(1H-pyrazol-1-yl-d3)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole 2256706-99-5 C12H16BN3O2S
2-(2-(methyl-d3)propan-2-yl-1,1,1,3,3,3-d6)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazine-3,6-d2 2-(2-(methyl-d3)propan-2-yl-1,1,1,3,3,3-d6)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazine-3,6-d2 2241876-54-8 C14H23BN2O2
2-(2-bromo-1H-imidazol-1-yl)benzonitrile 2-(2-bromo-1H-imidazol-1-yl)benzonitrile 1514726-25-0 C10H6BrN3
2-(2-bromophenyl)-5-(methyl-d3)pyrazine-3,6-d2 2-(2-bromophenyl)-5-(methyl-d3)pyrazine-3,6-d2 2256711-42-7 C11H4BrD5N2
2-(2-bromophenyl)pyrazine 2-(2-bromophenyl)pyrazine 2256709-34-7 C10H7BrN2
2-(2-oxo-2,3-dihydro-1H-imidazol-1-yl)benzonitrile 2-(2-oxo-2,3-dihydro-1H-imidazol-1-yl)benzonitrile 1696828-53-1 C10H7N3O
2-(3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-imidazole 2-(3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-imidazole 2256755-74-3 C15H18BFN2O2
2-(3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-imidazole 2-(3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-imidazole 2256755-76-5 C16H21BN2O2
2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl-3,5-d2)pyrazine-3,5,6-d3 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl-3,5-d2)pyrazine-3,5,6-d3 2256711-35-8 C13H17BN4O2
2-(4-amino-2-methyl-1H-imidazol-1-yl)benzonitrile 2-(4-amino-2-methyl-1H-imidazol-1-yl)benzonitrile 2294943-97-6 C11H10N4
2-(4-bromo-1H-imidazol-1-yl-2,5-d2)-6-(methyl-d3)pyrazine-3,5-d2 2-(4-bromo-1H-imidazol-1-yl-2,5-d2)-6-(methyl-d3)pyrazine-3,5-d2 2256708-00-4 C8BrD7N4
2-(4-bromo-2-methyl-1H-imidazol-1-yl)benzonitrile 2-(4-bromo-2-methyl-1H-imidazol-1-yl)benzonitrile 2294946-11-3 C11H8BrN3
2-(4-bromophenyl)tetrahydro-2H-pyran 2-(4-bromophenyl)tetrahydro-2H-pyran 916235-96-6 C11H13BrO
2-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)-1H-imidazole 2-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)-1H-imidazole 2256755-62-9 C13H17BN2O2S
2-(azetidin-3-yl)-6-bromopyrazine 2-(azetidin-3-yl)-6-bromopyrazine 2222937-80-4 C7H8BrN3
2-(ethoxy-d5)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-imidazole-5-d 2-(ethoxy-d5)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-imidazole-5-d 2256711-49-4 C11H13BD6N2O3
2-(methyl-d3)-5-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl-4,5-d2)pyrazine-3,6-d2 2-(methyl-d3)-5-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl-4,5-d2)pyrazine-3,6-d2 2256705-95-8 C14H19BN4O2
2-(methyl-d3)-5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl-3,5-d2)pyrazine-3,6-d2 2-(methyl-d3)-5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl-3,5-d2)pyrazine-3,6-d2 2256705-92-5 C14H12BD7N4O2
2-(N-Boc-Piperidin-3-yl)-4-(trifluoromethyl)bromobenzene 2-(N-Boc-Piperidin-3-yl)-4-(trifluoromethyl)bromobenzene 1563534-78-0 C17H21BrF3NO2
2,4-Dibromo-6-chloropyrimidine 2,4-Dibromo-6-chloropyrimidine 1563533-98-1 C4HBr2ClN2
2,4-dichloro-5-(pyridin-4-yl)pyrimidine 2,4-dichloro-5-(pyridin-4-yl)pyrimidine 1214382-49-6 C9H5Cl2N3
2-Amino-3,5-dibromo-4-(2-tolyl)pyridine 2-Amino-3,5-dibromo-4-(2-tolyl)pyridine 1563533-13-0 C12H10Br2N2
2-AMINO-4-(1H-PYRROL-1-YL)PYRIDINE 2-AMINO-4-(1H-PYRROL-1-YL)PYRIDINE 1314354-37-4 C9H9N3
2-Amino-4-(3-chlorophenyl)quinazoline 2-Amino-4-(3-chlorophenyl)quinazoline 1264034-68-5 C14H10ClN3
2-Amino-4-(3-methoxyphenyl)quinazoline 2-Amino-4-(3-methoxyphenyl)quinazoline 1264033-52-4 C15H13N3O
2-Amino-4-(4-methylpiperidino)thiazole 2-Amino-4-(4-methylpiperidino)thiazole 1314357-09-9 C9H15N3S
2-Amino-4-(thiazol-5-yl)pyridine 2-Amino-4-(thiazol-5-yl)pyridine 1484814-74-5 C8H7N3S
2-Amino-4-chloro-6-(2-methoxyphenyl)pyrimidine 2-Amino-4-chloro-6-(2-methoxyphenyl)pyrimidine 862168-11-4 C11H10ClN3O
2-Amino-5-(2-tolyl)pyrimidine 2-Amino-5-(2-tolyl)pyrimidine 503536-79-6 C11H11N3
2-Amino-5-(3-methyl-1H-pyrazol-1-yl)thiazole 2-Amino-5-(3-methyl-1H-pyrazol-1-yl)thiazole 1314355-84-4 C7H8N4S
2-Amino-5-(pyrazol-4-yl)pyridine 2-Amino-5-(pyrazol-4-yl)pyridine 1516827-74-9 C8H8N4
2-Amino-6-(2-fluorophenyl)pyrazine 2-Amino-6-(2-fluorophenyl)pyrazine 1159821-11-0 C10H8FN3
2-Amino-6-(2-methyl-4-thiazolyl)pyrazine 2-Amino-6-(2-methyl-4-thiazolyl)pyrazine 1159819-39-2 C8H8N4S
2-Amino-6-(3-fluorophenyl)pyrazine 2-Amino-6-(3-fluorophenyl)pyrazine 925677-89-0 C10H8FN3
2-Amino-6-(3-thienyl)pyrazine 2-Amino-6-(3-thienyl)pyrazine 1159818-35-5 C8H7N3S
2-Amino-6-(4-thiazolyl)pyrazine 2-Amino-6-(4-thiazolyl)pyrazine 1159816-18-8 C7H6N4S
2-Amino-6-(methylethylamino)pyrazine 2-Amino-6-(methylethylamino)pyrazine 1314356-97-2 C7H12N4
2-Amino-6-(n-propyl)pyrazine 2-Amino-6-(n-propyl)pyrazine 874338-81-5 C7H11N3
2-bromo-1-(2-bromophenyl)-1H-imidazole 2-bromo-1-(2-bromophenyl)-1H-imidazole 1284055-54-4 C9H6Br2N2
2-bromo-1-(4-fluorophenyl)-1H-imidazole 2-bromo-1-(4-fluorophenyl)-1H-imidazole 1267026-65-2 C9H6BrFN2
2-bromo-1-(methyl-d3)-1H-imidazole 2-bromo-1-(methyl-d3)-1H-imidazole 2294945-26-7 C4H5BrN2
2-BROMO-3-(1-METHYL-1H-PYRAZOL-4-YL)PYRIDINE 2-BROMO-3-(1-METHYL-1H-PYRAZOL-4-YL)PYRIDINE 1563533-70-9 C9H8BrN3
2-Bromo-4-(3-chlorophenyl)quinazoline 2-Bromo-4-(3-chlorophenyl)quinazoline 1264036-40-9 C14H8BrClN2
2-Bromo-4-(4-fluorophenyl)quinazoline 2-Bromo-4-(4-fluorophenyl)quinazoline 1264034-20-9 C14H8BrFN2
2-Bromo-4-(4-methoxyphenyl)quinazoline 2-Bromo-4-(4-methoxyphenyl)quinazoline 1264038-14-3 C15H11BrN2O
2-Bromo-4-(cyclobutyl)thiazole 2-Bromo-4-(cyclobutyl)thiazole 1159820-59-3 C7H8BrNS
2-BROMO-4-(PIPERIDIN-3-YL)PYRIDINE 2-BROMO-4-(PIPERIDIN-3-YL)PYRIDINE 1260848-12-1 C10H13BrN2
2-Bromo-4-aminoquinazoline 2-Bromo-4-aminoquinazoline 1264036-99-8 C8H6BrN3
2-Bromo-4-chloro-6-(cyclohexyl)pyrimidine 2-Bromo-4-chloro-6-(cyclohexyl)pyrimidine 1434128-35-4 C10H12BrClN2
2-Bromo-4-ethylthiophene 2-Bromo-4-ethylthiophene 53119-62-3 C6H7BrS
2-bromo-5-(1,4-dioxan-2-yl)pyrazine 2-bromo-5-(1,4-dioxan-2-yl)pyrazine 2222935-06-8 C8H9BrN2O2
2-BROMO-5-(2-BROMOPHENYL)PYRIDINE 2-BROMO-5-(2-BROMOPHENYL)PYRIDINE 1563530-96-0 C11H7Br2N
2-Bromo-5-(4-fluoro-2-methylphenyl)pyridine 2-Bromo-5-(4-fluoro-2-methylphenyl)pyridine 1159815-69-6 C12H9BrFN
2-Bromo-5-(iso-propyl)pyrimidine 2-Bromo-5-(iso-propyl)pyrimidine 1353853-50-5 C7H9BrN2
2-Bromo-5-(N-Boc-piperidin-3-yl)furan 2-Bromo-5-(N-Boc-piperidin-3-yl)furan 1622835-41-9 C14H20BrNO3
2-Bromo-5-(sec-butyl)pyridine 2-Bromo-5-(sec-butyl)pyridine 1374665-46-9 C9H12BrN
2-Bromo-5-(tetrahydropyran-4-yl)thiophene 2-Bromo-5-(tetrahydropyran-4-yl)thiophene 223556-15-8 C9H11BrOS
2-bromo-6-(1,4-dioxan-2-yl)pyrazine 2-bromo-6-(1,4-dioxan-2-yl)pyrazine 2222935-14-8 C8H9BrN2O2
2-Bromo-6-(2-fluorophenyl)pyrazine 2-Bromo-6-(2-fluorophenyl)pyrazine 1142197-11-2 C10H6BrFN2
2-Bromo-6-(3-aminophenyl)pyrazine 2-Bromo-6-(3-aminophenyl)pyrazine 1215071-88-7 C10H8BrN3
2-BROMO-6-(3-CHLOROPHENYL)PYRIDINE 2-BROMO-6-(3-CHLOROPHENYL)PYRIDINE 1374665-76-5 C11H7BrClN
2-Bromo-6-(4-ethylphenyl)pyrazine 2-Bromo-6-(4-ethylphenyl)pyrazine 1142196-62-0 C12H11BrN2
2-Bromo-6-(cyclohexenyl)pyrazine 2-Bromo-6-(cyclohexenyl)pyrazine 1159815-00-5 C10H11BrN2
2-Bromo-6-(diethylamino)pyrazine 2-Bromo-6-(diethylamino)pyrazine 1086383-22-3 C8H12BrN3
2-Bromo-6-(N-methylpiperazin-1-yl)pyrazine 2-Bromo-6-(N-methylpiperazin-1-yl)pyrazine 1086383-26-7 C9H13BrN4
2-BROMO-6-(PIPERIDIN-3-YL)PYRIDINE 2-BROMO-6-(PIPERIDIN-3-YL)PYRIDINE 1260885-03-7 C10H13BrN2
2-Bromo-6-(thiazol-5-yl)pyrazine 2-Bromo-6-(thiazol-5-yl)pyrazine 1563528-56-2 C7H4BrN3S
2-chloro-4-(oxetan-3-yl)pyrimidine 2-chloro-4-(oxetan-3-yl)pyrimidine 2222935-61-5 C7H7ClN2O
2-Chloro-4-amino-5-(2-methoxyphenyl)pyridine 2-Chloro-4-amino-5-(2-methoxyphenyl)pyridine 1251041-52-7 C12H11ClN2O
2-Chloro-4-bromo-6-(6-fluoro-2-pyridyl)pyrimidine 2-Chloro-4-bromo-6-(6-fluoro-2-pyridyl)pyrimidine 1412960-33-8 C9H4BrClFN3
2-CHLORO-5-(4-AMINOPHENYL)PYRIMIDINE 2-CHLORO-5-(4-AMINOPHENYL)PYRIMIDINE 1563530-42-6 C10H8ClN3
2-Chloro-5-(tert-butyl)thiazole 2-Chloro-5-(tert-butyl)thiazole 1412957-11-9 C7H10ClNS
2-Hydroxy-5-(4-fluoro-2-methylphenyl)pyridine 2-Hydroxy-5-(4-fluoro-2-methylphenyl)pyridine 1111109-20-6 C12H10FNO
2-Hydroxy-6-(2-tolyl)pyrazine 2-Hydroxy-6-(2-tolyl)pyrazine 1159818-92-4 C11H10N2O
2-Hydroxy-6-(3-thienyl)pyrazine 2-Hydroxy-6-(3-thienyl)pyrazine 1159818-43-5 C8H6N2OS
2-Hydroxy-6-(cyclohexyl)pyrazine 2-Hydroxy-6-(cyclohexyl)pyrazine 1159820-85-5 C10H14N2O
2-Methyl-3-(N-Boc-piperidin-4-yl)bromobenzene 2-Methyl-3-(N-Boc-piperidin-4-yl)bromobenzene 1622844-25-0 C17H24BrNO2
3-(1H-imidazol-1-yl-d3)aniline 3-(1H-imidazol-1-yl-d3)aniline 2256712-53-3 C9H9N3
3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(2-(trifluoromethyl)phenyl-3,4,5,6-d4)-1H-pyrazole-4,5-d2 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(2-(trifluoromethyl)phenyl-3,4,5,6-d4)-1H-pyrazole-4,5-d2 2256705-75-4 C16H18BF3N2O2
3-(5-bromo-2-cyclopropylphenyl)tetrahydro-2H-pyran 3-(5-bromo-2-cyclopropylphenyl)tetrahydro-2H-pyran 2222934-86-1 C14H17BrO
3-(5-bromo-2-oxo-2,3-dihydro-1H-imidazol-1-yl)benzonitrile 3-(5-bromo-2-oxo-2,3-dihydro-1H-imidazol-1-yl)benzonitrile 2294957-28-9 C10H6BrN3O
3,4-Dibromo-2-(1H-pyrrol-1-yl)pyridine 3,4-Dibromo-2-(1H-pyrrol-1-yl)pyridine 1381942-68-2 C9H6Br2N2
3-Amino-5-bromo-6-(2-methoxyphenyl)pyridine 3-Amino-5-bromo-6-(2-methoxyphenyl)pyridine 1399482-36-0 C12H11BrN2O
3-BROMO-1-(OXAN-3-YL)-1H-PYRAZOLE 3-BROMO-1-(OXAN-3-YL)-1H-PYRAZOLE 1622834-57-4 C8H11BrN2O
3-Bromo-2-(4-tert-butylphenyl)pyridine 3-Bromo-2-(4-tert-butylphenyl)pyridine 1563529-80-5 C15H16BrN
3-Bromo-4-methyl-1-(sec-butyl)-1H-pyrazole 3-Bromo-4-methyl-1-(sec-butyl)-1H-pyrazole 1622834-20-1 C8H13BrN2
3-Bromo-5-(tetrahydropyran-3-yl)pyridine 3-Bromo-5-(tetrahydropyran-3-yl)pyridine 1434127-09-9 C10H12BrNO
3-Bromo-6-(3-fluorophenyl)pyridine 3-Bromo-6-(3-fluorophenyl)pyridine 1215071-90-1 C11H7BrFN
3-Bromo-6-(3-tetrahydropyranyl)pyridine 3-Bromo-6-(3-tetrahydropyranyl)pyridine 1353853-41-4 C10H12BrNO
3-Cyclopropyl-5-(1H-pyrazol-1-yl)aniline 3-Cyclopropyl-5-(1H-pyrazol-1-yl)aniline 1622844-23-8 C12H13N3
3-fluoro-6-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carbonitrile 3-fluoro-6-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carbonitrile 2213439-15-5 C12H14BFN2O2
3-Iodo-6-bromopyridazine 3-Iodo-6-bromopyridazine 1266675-57-3 C4H2BrIN2
3-Methyl-5-(N-Boc-piperidin-4-yl)bromobenzene 3-Methyl-5-(N-Boc-piperidin-4-yl)bromobenzene 1563529-49-6 C17H24BrNO2
4-(1H-pyrazol-1-yl-d3)benzen-2,3,5,6-d4-amine 4-(1H-pyrazol-1-yl-d3)benzen-2,3,5,6-d4-amine 2256712-77-1 C9H9N3
4-(2-bromophenyl)-1H-imidazole-2,5-d2 4-(2-bromophenyl)-1H-imidazole-2,5-d2 2256711-04-1 C9H7BrN2
4-(2-FLUOROPHENYL)PYRIDIN-2-AMINE 4-(2-FLUOROPHENYL)PYRIDIN-2-AMINE 1159817-35-2 C11H9FN2
4-(3-bromophenyl)-1-(methyl-d3)-1H-pyrazole-3,5-d2 4-(3-bromophenyl)-1-(methyl-d3)-1H-pyrazole-3,5-d2 2256712-23-7 C10H9BrN2
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(3-(trifluoromethyl)phenyl-2,4,5,6-d4)-1H-pyrazole-3,5-d2 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(3-(trifluoromethyl)phenyl-2,4,5,6-d4)-1H-pyrazole-3,5-d2 2256711-15-4 C16H18BF3N2O2
4-(4-bromophenyl)-1H-imidazole-2,5-d2 4-(4-bromophenyl)-1H-imidazole-2,5-d2 2256713-02-5 C9H5BrD2N2
4-(5-bromo-2-cyclopropylphenyl)tetrahydro-2H-pyran 4-(5-bromo-2-cyclopropylphenyl)tetrahydro-2H-pyran 2222933-99-3 C14H17BrO
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