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-methyl-1-(2-(trifluoromethyl)phenyl)-1H-imidazol-4-amine 2-methyl-1-(2-(trifluoromethyl)phenyl)-1H-imidazol-4-amine 2110442-18-5 C11H10F3N3
2-PROPYLPYRIDIN-4-AMINE 2-PROPYLPYRIDIN-4-AMINE 1159814-18-2 C8H12N2
3-(1H-pyrazol-1-yl-d3)aniline 3-(1H-pyrazol-1-yl-d3)aniline 2256712-33-9 C9H9N3
3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(4-(trifluoromethyl)phenyl-2,3,5,6-d4)-1H-pyrazole-4,5-d2 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(4-(trifluoromethyl)phenyl-2,3,5,6-d4)-1H-pyrazole-4,5-d2 2256705-71-0 C16H18BF3N2O2
3-(4-CHLOROPHENYL)PYRIDIN-2-AMINE 3-(4-CHLOROPHENYL)PYRIDIN-2-AMINE 1258612-08-6 C11H9ClN2
3-(5-BROMOFURAN-2-YL)PIPERIDINE 3-(5-BROMOFURAN-2-YL)PIPERIDINE 1260766-07-1 C9H12BrNO
3-(FURAN-3-YL)PIPERIDINE 3-(FURAN-3-YL)PIPERIDINE 1187228-24-5 C9H13NO
3-AMINO-2-(4-FLUORO-2-METHYLPHENYL)PYRIDINE 3-AMINO-2-(4-FLUORO-2-METHYLPHENYL)PYRIDINE 1417518-47-8 C12H11FN2
3-AMINO-2-ETHYLPYRIDINE 3-AMINO-2-ETHYLPYRIDINE 861393-64-8 C7H10N2
3-AMINO-4-(4-METHYL-1H-PYRAZOL-1-YL)PYRIDINE 3-AMINO-4-(4-METHYL-1H-PYRAZOL-1-YL)PYRIDINE 1184589-66-9 C9H10N4
3-AMINO-5-(IMIDAZOL-1-YL)PYRIDINE 3-AMINO-5-(IMIDAZOL-1-YL)PYRIDINE 1314355-72-0 C8H8N4
3-AMINO-6-(3,4-DIFLUOROPHENYL)PYRIDINE 3-AMINO-6-(3,4-DIFLUOROPHENYL)PYRIDINE 1225914-71-5 C11H8F2N2
3-AMINO-6-(TETRAHYDROPYRAN-4-YL)PYRIDINE 3-AMINO-6-(TETRAHYDROPYRAN-4-YL)PYRIDINE 1373148-09-4 C10H14N2O
3-Bromo-1-(2-fluorophenyl)pyrazole 3-Bromo-1-(2-fluorophenyl)pyrazole 1622840-12-3 C9H6BrFN2
3-BROMO-1-(THIAZOL-4-YL)-1H-PYRAZOLE 3-BROMO-1-(THIAZOL-4-YL)-1H-PYRAZOLE 1622839-18-2 C6H4BrN3S
3-BROMO-2-(2-TETRAHYDROPYRANYL)PYRIDINE 3-BROMO-2-(2-TETRAHYDROPYRANYL)PYRIDINE 1622834-35-8 C10H12BrNO
3-Bromo-2-(3-thienyl)pyridine 3-Bromo-2-(3-thienyl)pyridine 1417519-32-4 C9H6BrNS
3-BROMO-4-(2-METHYLPIPERIDIN-1-YL)PYRIDINE 3-BROMO-4-(2-METHYLPIPERIDIN-1-YL)PYRIDINE 1288988-05-5 C11H15BrN2
4-BROMO-7-METHYLQUINOLINE 4-BROMO-7-METHYLQUINOLINE 1070879-24-1 C10H8BrN
1-(4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)ethan-1-one 1-(4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)ethan-1-one 2223029-50-1 C14H20BNO3
5-(piperidin-3-yl)thiazole 5-(piperidin-3-yl)thiazole 1369348-34-4 C8H12N2S
2-fluoro-6-(1H-imidazol-1-yl)pyridine 2-fluoro-6-(1H-imidazol-1-yl)pyridine 1250924-92-5 C8H6FN3
6-(DIMETHYLAMINO)PYRAZINE-2-BORONIC ACID PINACOL ESTER 6-(DIMETHYLAMINO)PYRAZINE-2-BORONIC ACID PINACOL ESTER 1311412-96-0 C12H20BN3O2
2-Methyl-2-thiazoline-4-carboxylic Acid Sodium Salt 2-Methyl-2-thiazoline-4-carboxylic Acid Sodium Salt 15058-19-2 C5H6NNaO2S
tert-butyl 4-(5-bromo-1,3-thiazol-2-yl)piperidine-1-carboxylate tert-butyl 4-(5-bromo-1,3-thiazol-2-yl)piperidine-1-carboxylate 951259-16-8 C13H19BrN2O2S
6-bromopyrazin-2-ol 6-bromopyrazin-2-ol 859063-85-7 C4H3BrN2O
2-amino-4-(3-hydroxypyrrolidino)pyrimidine 2-amino-4-(3-hydroxypyrrolidino)pyrimidine 1314353-46-2 C8H12N4O
4-bromo-3-cyclopropylpyridine 4-bromo-3-cyclopropylpyridine 1314355-04-8 C8H8BrN
1-(oxan-4-yl)-1H-pyrazol-3-amine 1-(oxan-4-yl)-1H-pyrazol-3-amine 1339391-39-7 C8H13N3O
tert-Butyl 4-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate tert-Butyl 4-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate 135716-09-5 C14H25NO4
2-bromo-5-(2-chlorophenyl)pyridine 2-bromo-5-(2-chlorophenyl)pyridine 1226387-78-5 C11H7BrClN
3-BROMO-4-(4'-CHLOROPHENYL)PYRIDINE 3-BROMO-4-(4'-CHLOROPHENYL)PYRIDINE 335642-99-4 C11H7BrClN
1,6-Dioxaspiro[4.5]decane 1,6-Dioxaspiro[4.5]decane 177-23-1 C8H14O2
2-(3-methoxy-5-(tetrahydro-2H-pyran-4-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 2-(3-methoxy-5-(tetrahydro-2H-pyran-4-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 2223046-93-1 C18H27BO4
2-(3-methyl-1H-pyrazol-1-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole 2-(3-methyl-1H-pyrazol-1-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole 1356495-88-9 C13H18BN3O2S
2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(m-tolyl)pyrazine 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(m-tolyl)pyrazine 1402172-35-3 C17H21BN2O2
2-(4-chloro-2-(tetrahydro-2H-pyran-3-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 2-(4-chloro-2-(tetrahydro-2H-pyran-3-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 2223004-51-9 C17H24BClO3
2-(4-methyl-1H-pyrazol-1-yl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazine 2-(4-methyl-1H-pyrazol-1-yl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazine 1402240-36-1 C14H19BN4O2
3-Bromo-4-(2-trifluoromethylphenyl)pyridine 3-Bromo-4-(2-trifluoromethylphenyl)pyridine 1374664-77-3 C12H7BrF3N
3-BROMO-4-(4-METHYLIMIDAZOL-1-YL)PYRIDINE 3-BROMO-4-(4-METHYLIMIDAZOL-1-YL)PYRIDINE 1289130-14-8 C9H8BrN3
3-Bromo-4-methyl-1-(iso-butyl)-1H-pyrazole 3-Bromo-4-methyl-1-(iso-butyl)-1H-pyrazole 1622842-90-3 C8H13BrN2
3-Bromo-4-methyl-1-cyclopentyl-1H-pyrazole 3-Bromo-4-methyl-1-cyclopentyl-1H-pyrazole 1622843-60-0 C9H13BrN2
3-Bromo-5-(5-pyrimidyl)pyridine 3-Bromo-5-(5-pyrimidyl)pyridine 1314355-76-4 C9H6BrN3
3-Bromo-5-(thiazol-4-yl)pyridine 3-Bromo-5-(thiazol-4-yl)pyridine 1412959-07-9 C8H5BrN2S
3-Bromo-6-(3-hydroxypiperidin-1-yl)pyridine 3-Bromo-6-(3-hydroxypiperidin-1-yl)pyridine 1159815-32-3 C10H13BrN2O
3-Bromo-6-(thiazol-4-yl)pyridine 3-Bromo-6-(thiazol-4-yl)pyridine 1159820-13-9 C8H5BrN2S
3-Chloro-6-(4-tetrahydropyranyl)bromobenzene 3-Chloro-6-(4-tetrahydropyranyl)bromobenzene 1434127-63-5 C11H12BrClO
3-Fluorotetrahydro-2H-pyran 3-Fluorotetrahydro-2H-pyran 62131-00-4 C5H9FO
3-Trifluoromethyl-5-(thiazol-4-yl)bromobenzene 3-Trifluoromethyl-5-(thiazol-4-yl)bromobenzene 1563533-53-8 C10H5BrF3NS
4-(2-(methyl-d3)-1H-imidazol-1-yl-4,5-d2)benzen-2,3,5,6-d4-amine 4-(2-(methyl-d3)-1H-imidazol-1-yl-4,5-d2)benzen-2,3,5,6-d4-amine 2256712-99-7 C10H11N3
4-(2-bromophenyl)-1-(methyl-d3)-1H-imidazole-2,5-d2 4-(2-bromophenyl)-1-(methyl-d3)-1H-imidazole-2,5-d2 2256711-73-4 C10H9BrN2
4-(2-bromophenyl)-2-(methyl-d3)-1H-imidazole-5-d 4-(2-bromophenyl)-2-(methyl-d3)-1H-imidazole-5-d 2256711-75-6 C10H5BrD4N2
4-(2-Fluorophenyl)thiazole 4-(2-Fluorophenyl)thiazole 383145-30-0 C9H6FNS
4-(3-bromophenyl)-1H-imidazole-2,5-d2 4-(3-bromophenyl)-1H-imidazole-2,5-d2 2256712-98-6 C9H7BrN2
2-(4-Tolyl)pyridine-5-boronic acid pinacol ester 2-(4-Tolyl)pyridine-5-boronic acid pinacol ester 2223028-74-6 C18H22BNO2
2-(5-fluoro-2-(tetrahydro-2H-pyran-4-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 2-(5-fluoro-2-(tetrahydro-2H-pyran-4-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 2223052-63-7 C17H24BFO3
2-(CYCLOPENTOXY)-5-AMINOPYRIMIDINE 2-(CYCLOPENTOXY)-5-AMINOPYRIMIDINE 1250893-86-7 C9H13N3O
2-(Cyclopentyl)-6-(N-Boc-piperidin-3-yl)pyridine-4-boronic acid pinacol ester 2-(Cyclopentyl)-6-(N-Boc-piperidin-3-yl)pyridine-4-boronic acid pinacol ester 2223006-74-2 C26H41BN2O4
2-(furan-3-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazine 2-(furan-3-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazine 2223045-01-8 C14H17BN2O3
2-(methoxy-d3)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazine 2-(methoxy-d3)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazine 2241876-67-3 C11H17BN2O3
2-(piperazin-1-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazine 2-(piperazin-1-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazine 1263153-41-8 C14H23BN4O2
2-(piperidin-1-yl-d10)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole 2-(piperidin-1-yl-d10)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole 2241876-20-8 C14H23BN2O2S
2-(prop-1-en-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazine 2-(prop-1-en-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazine 2223044-56-0 C13H19BN2O2
2,3-DI(PYRIDIN-4-YL)PYRIDINE 2,3-DI(PYRIDIN-4-YL)PYRIDINE 1214365-95-3 C15H11N3
2,4-Dibromo-5-(3-fluorophenyl)pyridine 2,4-Dibromo-5-(3-fluorophenyl)pyridine 1381935-54-1 C11H6Br2FN
2,5-Dibromo-4-(2-chlorophenyl)pyridine 2,5-Dibromo-4-(2-chlorophenyl)pyridine 1381942-33-1 C11H6Br2ClN
2,5-Dibromo-4-(3-methylpiperidin-1-yl)pyridine 2,5-Dibromo-4-(3-methylpiperidin-1-yl)pyridine 1381936-82-8 C11H14Br2N2
2,5-Dibromo-4-(4-chlorophenyl)pyridine 2,5-Dibromo-4-(4-chlorophenyl)pyridine 1381942-35-3 C11H6Br2ClN
2,5-Dibromo-4-(pyrrolidino)pyridine 2,5-Dibromo-4-(pyrrolidino)pyridine 1381936-70-4 C9H10Br2N2
2,6-BIS(TERT-BUTYL)PYRIDINE-4-BORONIC ACID 2,6-BIS(TERT-BUTYL)PYRIDINE-4-BORONIC ACID 2225177-77-3 C13H22BNO2
2-AMINO-3-(4-(TRIFLUOROMETHYL)PHENYL)PYRIDINE 2-AMINO-3-(4-(TRIFLUOROMETHYL)PHENYL)PYRIDINE 1261814-84-9 C12H9F3N2
2-Amino-4-(2-methylpiperidino)pyrimidine 2-Amino-4-(2-methylpiperidino)pyrimidine 1314355-00-4 C10H16N4
2-Amino-4-(2-tolyl)-6-cyclopropylpyrimidine 2-Amino-4-(2-tolyl)-6-cyclopropylpyrimidine 1412961-21-7 C14H15N3
2-Amino-4-bromo-5-(2-tolyl)pyridine 2-Amino-4-bromo-5-(2-tolyl)pyridine 1381937-09-2 C12H11BrN2
2-Amino-4-chloro-5-(cyclopropyl)pyridine 2-Amino-4-chloro-5-(cyclopropyl)pyridine 1381935-05-2 C8H9ClN2
2-Amino-5-(1H-pyrrol-1-yl)pyrazine 2-Amino-5-(1H-pyrrol-1-yl)pyrazine 1314355-09-3 C8H8N4
2-Amino-5-(3-furyl)pyrazine 2-Amino-5-(3-furyl)pyrazine 710323-22-1 C8H7N3O
2-Amino-5-(4-aminophenyl)pyrazine 2-Amino-5-(4-aminophenyl)pyrazine 1215073-88-3 C10H10N4
2-Amino-5-(cyclobutyl)pyrazine 2-Amino-5-(cyclobutyl)pyrazine 1159817-64-7 C8H11N3
2-Amino-5-(iso-propyl)-6-bromopyridine 2-Amino-5-(iso-propyl)-6-bromopyridine 1563532-15-9 C8H11BrN2
2-Amino-5-bromopyridine-4-boronic acid pinacol ester 2-Amino-5-bromopyridine-4-boronic acid pinacol ester 2223027-23-2 C11H16BBrN2O2
2-Amino-6-(piperidino)pyrazine 2-Amino-6-(piperidino)pyrazine 54015-47-3 C9H14N4
2-Amino-6-methyl-4-fluoropyridine 2-Amino-6-methyl-4-fluoropyridine 1227595-84-7 C6H7FN2
2-Bromo-3-(pyridin-3-yl)pyridine 2-Bromo-3-(pyridin-3-yl)pyridine 101002-03-3 C10H7BrN2
2-Bromo-3-fluoro-4-phenylpyridine 2-Bromo-3-fluoro-4-phenylpyridine 1622843-52-0 C11H7BrFN
2-Bromo-4-(2-methylpiperidin-1-yl)phenylboronic acid 2-Bromo-4-(2-methylpiperidin-1-yl)phenylboronic acid 2225152-05-4 C12H17BBrNO2
2-Bromo-4-(3-methyl-1H-pyrazol-1-yl)furan 2-Bromo-4-(3-methyl-1H-pyrazol-1-yl)furan 1622839-55-7 C8H7BrN2O
2-Bromo-4-(4-methyl-1H-pyrazol-1-yl)phenylboronic acid pinacol ester 2-Bromo-4-(4-methyl-1H-pyrazol-1-yl)phenylboronic acid pinacol ester 2223037-34-9 C16H20BBrN2O2
2-Bromo-4-(piperazin-1-yl)phenylboronic acid pinacol ester 2-Bromo-4-(piperazin-1-yl)phenylboronic acid pinacol ester 2223037-07-6 C16H24BBrN2O2
2-Bromo-4-(tert-butyl)-6-methylpyrimidine 2-Bromo-4-(tert-butyl)-6-methylpyrimidine 1412960-59-8 C9H13BrN2
2-Bromo-4-cyclobutyl-6-(iso-propyl)pyrimidine 2-Bromo-4-cyclobutyl-6-(iso-propyl)pyrimidine 1412953-24-2 C11H15BrN2
2-Bromo-5-(3,4-difluorophenyl)pyrazine 2-Bromo-5-(3,4-difluorophenyl)pyrazine 1142196-11-9 C10H5BrF2N2
2-Bromo-5-(3-fluorophenyl)pyrazine 2-Bromo-5-(3-fluorophenyl)pyrazine 1142196-02-8 C10H6BrFN2
2-Bromo-5-(4-fluoro-2-methylphenyl)pyrazine 2-Bromo-5-(4-fluoro-2-methylphenyl)pyrazine 1142196-06-2 C11H8BrFN2
2-Bromo-5-(4-methyl-1H-pyrazol-1-yl)thiophene 2-Bromo-5-(4-methyl-1H-pyrazol-1-yl)thiophene 1622841-00-2 C8H7BrN2S
2-Bromo-5-(cyclohexenyl)pyrazine 2-Bromo-5-(cyclohexenyl)pyrazine 1159821-09-6 C10H11BrN2
2-Bromo-5-(piperidin-3-ol)pyrazine 2-Bromo-5-(piperidin-3-ol)pyrazine 959239-26-0 C9H12BrN3O
2-Bromo-5-fluorolpyridine-4-boronic acid pinacol ester 2-Bromo-5-fluorolpyridine-4-boronic acid pinacol ester 2223033-31-4 C11H14BBrFNO2
2-Bromo-6-(acetoxy)pyridine 2-Bromo-6-(acetoxy)pyridine 1264036-20-5 C7H6BrNO2
2-BROMO-6-CHLORO-4-IODOPYRIDINE 2-BROMO-6-CHLORO-4-IODOPYRIDINE 1266119-21-4 C5H2BrClIN
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