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
5-CYANO-2-FLUORO-6-PICOLINE 5-CYANO-2-FLUORO-6-PICOLINE 375368-85-7 C7H5FN2
2-Amino-5-hydroxypyridine 2-Amino-5-hydroxypyridine 55717-46-9 C5H6N2O
2-Amino-6-fluoropyridine 2-Amino-6-fluoropyridine 1597-32-6 C5H5FN2
2-Hydroxy-4-methyl-3-nitropyridine 2-Hydroxy-4-methyl-3-nitropyridine 21901-18-8 C6H6N2O3
5-ETHOXYCARBONYL-4-(TRIFLUOROMETHYL)PYRIMIDIN-2(1H)-ONE 5-ETHOXYCARBONYL-4-(TRIFLUOROMETHYL)PYRIMIDIN-2(1H)-ONE 154934-97-1 C8H7F3N2O3
4-Amino-6-chloropyrimidine 4-Amino-6-chloropyrimidine 5305-59-9 C4H4ClN3
5-Ethyl-2-pyridineethanol 5-Ethyl-2-pyridineethanol 5223-06-3 C9H13NO
BENZYL 2-CHLORO-4-(TRIFLUOROMETHYL)PYRIMIDINE-5-CARBOXYLATE BENZYL 2-CHLORO-4-(TRIFLUOROMETHYL)PYRIMIDINE-5-CARBOXYLATE 175137-29-8 C13H8ClF3N2O2
2-Chloro-5-fluoropyridine 2-Chloro-5-fluoropyridine 31301-51-6 C5H3ClFN
2,3-DICHLORO-5-NITROPYRIDINE 2,3-DICHLORO-5-NITROPYRIDINE 22353-40-8 C5H2Cl2N2O2
2-AMINO-3-NITRO-5-FLUOROPYRIDINE 2-AMINO-3-NITRO-5-FLUOROPYRIDINE 212268-12-7 C5H4FN3O2
QUINOLINE-2-CARBONITRILE QUINOLINE-2-CARBONITRILE 1436-43-7 C10H6N2
1-DIMETHYLCARBAMOYL-4-(2-SULFOETHYL)PYRIDINIUM BETAINE 1-DIMETHYLCARBAMOYL-4-(2-SULFOETHYL)PYRIDINIUM BETAINE 136997-71-2 C10H14N2O4S
Ethyl 4-chloro-2-(trifluoromethyl)pyrimidine-5-carboxylate Ethyl 4-chloro-2-(trifluoromethyl)pyrimidine-5-carboxylate 720-01-4 C8H6ClF3N2O2
3-Iodo-4-aminopyridine 3-Iodo-4-aminopyridine 88511-27-7 C5H5IN2
7-Bromoisoquinoline 7-Bromoisoquinoline 58794-09-5 C9H6BrN
Pyrrolo[2,3-d]pyrimidin-4-ol Pyrrolo[2,3-d]pyrimidin-4-ol 3680-71-5 C6H5N3O
5-methylpyrimidine 5-methylpyrimidine 2036-41-1 C5H6N2
2-Bromo-4-iodopyridine 2-Bromo-4-iodopyridine 100523-96-4 C5H3BrIN
2-CHLORO-3-FLUORO-4-METHYLPYRIDINE 2-CHLORO-3-FLUORO-4-METHYLPYRIDINE 881891-82-3 C6H5ClFN
2,6-Dimethyl-3-nitropyridine 2,6-Dimethyl-3-nitropyridine 15513-52-7 C7H8N2O2
2,4,6-Triaminopyrimidine 2,4,6-Triaminopyrimidine 1004-38-2 C4H7N5
3-Amino-2-bromo-4-picoline 3-Amino-2-bromo-4-picoline 126325-50-6 C6H7BrN2
2,4-Dichloro-5-trifluoromethylpyrimidine 2,4-Dichloro-5-trifluoromethylpyrimidine 3932-97-6 C5HCl2F3N2
Methyl picolinate Methyl picolinate 2459-07-6 C7H7NO2
2-Bromo-5-fluoro-6-methylpyridine 2-Bromo-5-fluoro-6-methylpyridine 374633-38-2 C6H5BrFN
3-BROMOIMIDAZO[1,2-A]PYRIDINE 3-BROMOIMIDAZO[1,2-A]PYRIDINE 4926-47-0 C7H5BrN2
2-(Chloromethyl)pyridine 2-(Chloromethyl)pyridine 4377-33-7 C6H6ClN
4-AMINO-2,3,5,6-TETRAFLUOROPYRIDINE 4-AMINO-2,3,5,6-TETRAFLUOROPYRIDINE 1682-20-8 C5H2F4N2
4-Hydroxy-3-nitropyridine 4-Hydroxy-3-nitropyridine 5435-54-1 C5H4N2O3
3-Amino-4-bromopyridine 3-Amino-4-bromopyridine 239137-39-4 C5H5BrN2
5-Methylpyridine-3-boronic acid 5-Methylpyridine-3-boronic acid 173999-18-3 C6H8BNO2
4-CHLORO-2-METHYLQUINOLINE 4-CHLORO-2-METHYLQUINOLINE 4295-06-1 C10H8ClN
METHYL 2,4-DICHLOROPYRIMIDINE-6-CARBOXYLATE METHYL 2,4-DICHLOROPYRIMIDINE-6-CARBOXYLATE 16492-28-7 C5H2Cl2N2O2
2-Bromo-5-methylpyridine 2-Bromo-5-methylpyridine 3510-66-5 C6H6BrN
2-Amino-3-picoline 2-Amino-3-picoline 1603-40-3 C6H8N2
6-CHLORO-3,4-PYRIDINEDIAMINE 6-CHLORO-3,4-PYRIDINEDIAMINE 89182-17-2 C5H6ClN3
Thiophene-2-sulfonamide Thiophene-2-sulfonamide 6339-87-3 C4H5NO2S2
3-Fluoro-4-bromopyridine 3-Fluoro-4-bromopyridine 2546-52-3 C5H3BrFN
2-Chloro-5-trifluoromethylpyridine 2-Chloro-5-trifluoromethylpyridine 52334-81-3 C6H3ClF3N
2-Bromo-5-cyanopyridine 2-Bromo-5-cyanopyridine 139585-70-9 C6H3BrN2
2-(3-CHLOROPHENYL)MALONDIALDEHYDE 2-(3-CHLOROPHENYL)MALONDIALDEHYDE 6299-85-0 C6H4Cl2N2O2
4-Chloropyrimidine 4-Chloropyrimidine 17180-93-7 C4H3ClN2
2-BROMO-3-METHOXYPYRIDINE 2-BROMO-3-METHOXYPYRIDINE 24100-18-3 C6H6BrNO
2,2'-DIPICOLYLAMINE 2,2'-DIPICOLYLAMINE 1539-42-0 C12H13N3
2-Bromopyridine-4-methanol 2-Bromopyridine-4-methanol 118289-16-0 C6H6BrNO
2-Bromopyridine-5-boronic acid 2-Bromopyridine-5-boronic acid 223463-14-7 C5H5BBrNO2
1-ETHYLQUINALDINIUM IODIDE 1-ETHYLQUINALDINIUM IODIDE 606-55-3 C12H14IN
4-Aminotetrahydropyran 4-Aminotetrahydropyran 38041-19-9 C5H11NO
2-Fluoro-4-methylpyridine 2-Fluoro-4-methylpyridine 461-87-0 C6H6FN
2-Mercaptonicotinic acid 2-Mercaptonicotinic acid 38521-46-9 C6H5NO2S
2,5-Dichloropyrazine 2,5-Dichloropyrazine 19745-07-4 C4H2Cl2N2
Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate 1458-01-1 C6H7ClN4O2
3,5-Lutidine 3,5-Lutidine 591-22-0 C7H9N
2-Fluoro-5-methylpyridine 2-Fluoro-5-methylpyridine 2369-19-9 C6H6FN
Cytosine Cytosine 71-30-7 C4H5N3O
2-Chloro-4-methoxypyridine 2-Chloro-4-methoxypyridine 17228-69-2 C6H6ClNO
Methyl 5-chloropyrazine-2-carboxylate Methyl 5-chloropyrazine-2-carboxylate 33332-25-1 C6H5ClN2O2
2-Mercapto-4-hydroxy-5,6-diaminopyrimidine 2-Mercapto-4-hydroxy-5,6-diaminopyrimidine 1004-76-8 C4H6N4OS
5-Bromo-6-azauracil 5-Bromo-6-azauracil 4956-05-2 C3H2BrN3O2
N-Benzylcinchonidinium chloride N-Benzylcinchonidinium chloride 69257-04-1 C26H29ClN2O
2-Amino-4,6-dimethylpyridine 2-Amino-4,6-dimethylpyridine 5407-87-4 C7H10N2
2-CHLORO-5-FLUORO-6-PICOLINE 2-CHLORO-5-FLUORO-6-PICOLINE 884494-78-4 C6H5ClFN
3-Pyridinesulfonic acid 3-Pyridinesulfonic acid 636-73-7 C5H5NO3S
4-Methylpyridine 4-Methylpyridine 108-89-4 C6H7N
2-Methyl-4-nitropyridine 2-Methyl-4-nitropyridine 13508-96-8 C6H6N2O2
6-CHLORO-2-PICOLINIC ACID METHYL ESTER 6-CHLORO-2-PICOLINIC ACID METHYL ESTER 6636-55-1 C7H6ClNO2
4-Methylpyrimidine 4-Methylpyrimidine 3438-46-8 C5H6N2
METHYL 6-CHLOROPYRIDAZINE-3-CARBOXYLATE METHYL 6-CHLOROPYRIDAZINE-3-CARBOXYLATE 65202-50-8 C6H5ClN2O2
5-BROMO-2-METHYL-PYRIMIDINE 5-BROMO-2-METHYL-PYRIMIDINE 7752-78-5 C5H5BrN2
3-Nitro-2-pyridinol 3-Nitro-2-pyridinol 6332-56-5 C5H4N2O3
2,4-Dichlorothieno[3,2-d]pyrimidine 2,4-Dichlorothieno[3,2-d]pyrimidine 16234-14-3 C6H2Cl2N2S
2,3-Dichloropyridine 2,3-Dichloropyridine 2402-77-9 C5H3Cl2N
2,5-Diiodopyridine 2,5-Diiodopyridine 116195-81-4 C5H3I2N
5-Chloro-2,4,6-trifluoropyrimidine 5-Chloro-2,4,6-trifluoropyrimidine 697-83-6 C4ClF3N2
3-Chloropyridine 3-Chloropyridine 626-60-8 C5H4ClN
1-Aminopyridinium iodide 1-Aminopyridinium iodide 6295-87-0 C5H7IN2
3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one 130049-82-0 C11H15ClN2O2
4-Hydroxy-6-aminopyrimidine 4-Hydroxy-6-aminopyrimidine 1193-22-2 C4H5N3O
2-AMINO-4-FLUOROPYRIDINE 2-AMINO-4-FLUOROPYRIDINE 944401-77-8 C5H5FN2
2,4-Dichloro-5-nitropyrimidine 2,4-Dichloro-5-nitropyrimidine 49845-33-2 C4HCl2N3O2
4-KETO-4,5,6,7-TETRAHYDROTHIANAPHTHENE 4-KETO-4,5,6,7-TETRAHYDROTHIANAPHTHENE 13414-95-4 C8H8OS
2-Methyl-3-nitropyridine 2-Methyl-3-nitropyridine 18699-87-1 C6H6N2O2
8-CHLOROQUINALDINE 8-CHLOROQUINALDINE 3033-82-7 C10H8ClN
2-Fluoro-4-methyl-5-nitropyridine 2-Fluoro-4-methyl-5-nitropyridine 19346-47-5 C6H5FN2O2
3-AMINO-6-CHLORO-4-PICOLINE 3-AMINO-6-CHLORO-4-PICOLINE 66909-38-4 C6H7ClN2
3-Hydroxypyridine-2-carboxaldehyde 3-Hydroxypyridine-2-carboxaldehyde 1849-55-4 C6H5NO2
6-Hydroxy-5-nitro-2-picoline 6-Hydroxy-5-nitro-2-picoline 39745-39-6 C6H6N2O3
5-BROMOBENZO[B]THIOPHENE 5-BROMOBENZO[B]THIOPHENE 4923-87-9 C8H5BrS
3-Amino-4-ethoxypyridine 3-Amino-4-ethoxypyridine 1633-43-8 C7H10N2O
4-Chromanone 4-Chromanone 491-37-2 C9H8O2
2-AMINO-5-FLUORO-4-PICOLINE 2-AMINO-5-FLUORO-4-PICOLINE 301222-66-2 C6H7FN2
1-Phenacylpyridinium bromide 1-Phenacylpyridinium bromide 16883-69-5 C13H12BrNO
2,4,5,6-Tetraaminopyrimidine dihydrochloride 2,4,5,6-Tetraaminopyrimidine dihydrochloride 39944-62-2 C4H9ClN6
4-BROMO-3-PICOLINE HCL 4-BROMO-3-PICOLINE HCL 40899-37-4 C6H7BrClN
2-Amino-4-hydroxy-6-phenylpyrimidine 2-Amino-4-hydroxy-6-phenylpyrimidine 56741-94-7 C10H9N3O
2-Bromo-6-pyridinemethanol 2-Bromo-6-pyridinemethanol 33674-96-3 C6H6BrNO
2,6-Dichloronicotinonitrile 2,6-Dichloronicotinonitrile 40381-90-6 C6H2Cl2N2
5-Amino-2-bromo-3-methylpyridine 5-Amino-2-bromo-3-methylpyridine 38186-83-3 C6H7BrN2
3-Chloro-6-hydrazinopyridazine 3-Chloro-6-hydrazinopyridazine 17284-97-8 C4H5ClN4
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