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
4-AMINO-2-(METHYLTHIO)-6-PYRIMIDINOL 4-AMINO-2-(METHYLTHIO)-6-PYRIMIDINOL 1074-41-5 C5H7N3OS
NDEPAP NDEPAP 75902-86-2 C22H24BrN5O2
2-(2-BROMOETHOXY)TETRAHYDRO-2H-PYRAN 2-(2-BROMOETHOXY)TETRAHYDRO-2H-PYRAN 59146-56-4 C7H13BrO2
3-CHLOROBENZO[B]THIOPHENE-2-CARBONYL CHLORIDE 3-CHLOROBENZO[B]THIOPHENE-2-CARBONYL CHLORIDE 21815-91-8 C9H4Cl2OS
3-NITRO-PYRIDINE-2-CARBOXYLIC ACID 3-NITRO-PYRIDINE-2-CARBOXYLIC ACID 59290-85-6 C6H4N2O4
5,5'-DIMETHYL-2,2'-DIPYRIDYL 5,5'-DIMETHYL-2,2'-DIPYRIDYL 1762-34-1 C12H12N2
2-BROMO-5-IODOPYRAZINE 2-BROMO-5-IODOPYRAZINE 622392-04-5 C4H2BrIN2
4-BROMO-1(2H)-ISOQUINOLONE 4-BROMO-1(2H)-ISOQUINOLONE 3951-95-9 C9H6BrNO
3-CHLORO-2,5,6-TRIFLUOROPYRIDINE 3-CHLORO-2,5,6-TRIFLUOROPYRIDINE 2879-42-7 C5HClF3N
7-Methoxycoumarin-4-acetic acid 7-Methoxycoumarin-4-acetic acid 62935-72-2 C12H10O5
2,5-DIBROMO-3-CHLOROPYRIDINE 2,5-DIBROMO-3-CHLOROPYRIDINE 160599-70-2 C5H2Br2ClN
2-MERCAPTO-6-THIEN-2-YL-4-(TRIFLUOROMETHYL)-PYRIDINE-3-CARBONITRILE 2-MERCAPTO-6-THIEN-2-YL-4-(TRIFLUOROMETHYL)-PYRIDINE-3-CARBONITRILE 104960-50-1 C11H5F3N2S2
4-Iodo-2-(trifluoromethyl)pyridine 4-Iodo-2-(trifluoromethyl)pyridine 590371-73-6 C6H3F3IN
2-CHLORO-3-NITROPYRIDIN-4-OL 2-CHLORO-3-NITROPYRIDIN-4-OL 629655-23-8 C5H3ClN2O3
3,5-DICHLORO-4-PYRIDINECARBONITRILE 3,5-DICHLORO-4-PYRIDINECARBONITRILE 153463-65-1 C6H2Cl2N2
5-HYDROXY-2-NITROPYRIDINE 5-HYDROXY-2-NITROPYRIDINE 15206-26-5 C5H4N2O3
4-CHLORO-2-METHYL-THIENO[2,3-D]PYRIMIDINE 4-CHLORO-2-METHYL-THIENO[2,3-D]PYRIMIDINE 56843-79-9 C7H5ClN2S
2-(METHYLAMINO)NICOTINONITRILE 2-(METHYLAMINO)NICOTINONITRILE 52583-87-6 C7H7N3
5-METHYLPYRIMIDIN-4-OL 5-METHYLPYRIMIDIN-4-OL 17758-52-0 C5H6N2O
6-METHYL-5-PROPYL-4(1H)-PYRIMIDINONE 6-METHYL-5-PROPYL-4(1H)-PYRIMIDINONE 103980-68-3 C8H12N2O
3-(2-HYDROXY-ETHYL)-6-METHYL-1H-PYRIMIDINE-2,4-DIONE 3-(2-HYDROXY-ETHYL)-6-METHYL-1H-PYRIMIDINE-2,4-DIONE 20551-25-1 C7H10N2O3
METHYL-6-HYDROXYMETHYL-2-CARBOXYLATE PYRIDINE METHYL-6-HYDROXYMETHYL-2-CARBOXYLATE PYRIDINE 39977-44-1 C8H9NO3
ETHYL 4-HYDROXY-2-(TRIFLUOROMETHYL)PYRIMIDINE-5-CARBOXYLATE ETHYL 4-HYDROXY-2-(TRIFLUOROMETHYL)PYRIMIDINE-5-CARBOXYLATE 343-67-9 C8H7F3N2O3
6-BROMO-3-CHLOROISOQUINOLINE 6-BROMO-3-CHLOROISOQUINOLINE 552331-06-3 C9H5BrClN
3-AMINO-5-BROMO-PYRIDINE-2-CARBONITRILE 3-AMINO-5-BROMO-PYRIDINE-2-CARBONITRILE 573675-27-1 C6H4BrN3
6-BROMO-1,2,4-TRIAZOLO[4,3-1]PYRIDINE 6-BROMO-1,2,4-TRIAZOLO[4,3-1]PYRIDINE 108281-79-4 C6H4BrN3
(S)-1-(Benzyloxycarbonyl)hexahydropyridazine-3-carboxylic acid (S)-1-(Benzyloxycarbonyl)hexahydropyridazine-3-carboxylic acid 65632-62-4 C13H16N2O4
1-Cyclopropylpiperazine 1-Cyclopropylpiperazine 20327-23-5 C7H14N2
(5-Chloro-3-pyridinyl)methanol (5-Chloro-3-pyridinyl)methanol 22620-34-4 C6H6ClNO
2-Chloro-3-Nitro-6-Trifluoromethyl Pyridine 2-Chloro-3-Nitro-6-Trifluoromethyl Pyridine 117519-08-1 C6H2ClF3N2O2
3-Chloro-2-iodopyridine 3-Chloro-2-iodopyridine 77332-89-9 C5H3ClIN
2 , 4-BIS(BENZYLOXY)-5-BROMOPYRIMIDINE 2 , 4-BIS(BENZYLOXY)-5-BROMOPYRIMIDINE 41244-53-5 C18H15BrN2O2
Methyl 4-methylnicotinate Methyl 4-methylnicotinate 33402-75-4 C8H9NO2
5-ETHYL-2-PYRIMIDINAMINE 5-ETHYL-2-PYRIMIDINAMINE 39268-71-8 C6H9N3
Pyrimidine, 2-amino-4-chloro-5-fluoro- (7CI,8CI) Pyrimidine, 2-amino-4-chloro-5-fluoro- (7CI,8CI) 1683-75-6 C4H3ClFN3
Pyridine, 5-(bromomethyl)-2-chloro- (9CI) Pyridine, 5-(bromomethyl)-2-chloro- (9CI) 182924-36-3 C6H5BrClN
Imidazo[1,5-a]pyridin-8(5H)-one, 6,7-dihydro- (9CI) Imidazo[1,5-a]pyridin-8(5H)-one, 6,7-dihydro- (9CI) 426219-51-4 C7H8N2O
2-methylthieno[2,3-d]pyrimidin-4(3H)-one 2-methylthieno[2,3-d]pyrimidin-4(3H)-one 21582-51-4 C7H6N2OS
4-Pyrimidinamine, 2-methoxy- (9CI) 4-Pyrimidinamine, 2-methoxy- (9CI) 3289-47-2 C5H7N3O
5-Pyrimidinol, 2-(methylthio)- (6CI,7CI,8CI,9CI) 5-Pyrimidinol, 2-(methylthio)- (6CI,7CI,8CI,9CI) 4874-33-3 C5H6N2OS
4-Pyridinecarboxaldehyde, 5-fluoro-1,2-dihydro-2-oxo- (9CI) 4-Pyridinecarboxaldehyde, 5-fluoro-1,2-dihydro-2-oxo- (9CI) 500148-38-9 C6H4FNO2
2-AMINO-4-CHLORO-5H-PYRROLO[3,2-D]PYRIMIDINE 2-AMINO-4-CHLORO-5H-PYRROLO[3,2-D]PYRIMIDINE 943736-58-1 C6H5ClN4
6-BROMOISOQUINOLIN-1-YLAMINE 6-BROMOISOQUINOLIN-1-YLAMINE 215453-26-2 C9H7BrN2
Pyrido[3,2-d]pyrimidine, 4-chloro- Pyrido[3,2-d]pyrimidine, 4-chloro- 51674-77-2 C7H4ClN3
2-Iodopyrimidine 2-Iodopyrimidine 31462-54-1 C4H3IN2
2-Methoxy-4-trifluoromethyl-pyridine 2-Methoxy-4-trifluoromethyl-pyridine 219715-34-1 C7H6F3NO
3-Amino-6-chloropyridine-2-carbonitrile 3-Amino-6-chloropyridine-2-carbonitrile 95095-84-4 C6H4ClN3
5-AMINOMETHYL-1H-PYRIDIN-2-ONE
5-AMINOMETHYL-1H-PYRIDIN-2-ONE 131052-84-1 C6H8N2O
8-Bromoacetylquinoline hydrobromide 8-Bromoacetylquinoline hydrobromide 859962-48-4 C11H9Br2NO
1-(3-METHYL-PYRIDIN-2-YL)-[1,4]DIAZEPANE 1-(3-METHYL-PYRIDIN-2-YL)-[1,4]DIAZEPANE 880362-05-0 C11H17N3
6-Bromo-2-nitro-pyridin-3-ol 6-Bromo-2-nitro-pyridin-3-ol 443956-08-9 C5H3BrN2O3
6-chloro-2-methylnicotinonitrile 6-chloro-2-methylnicotinonitrile 66909-36-2 C7H5ClN2
Ethyl 3-cyano-2-mercapto-6-methylisonicotinate Ethyl 3-cyano-2-mercapto-6-methylisonicotinate 56891-69-1 C10H10N2O2S
6-Chloro-3-(trifluoromethyl)pyridine-2-carboxylic acid 6-Chloro-3-(trifluoromethyl)pyridine-2-carboxylic acid 796090-24-9 C7H3ClF3NO2
6-Chloro-N-ethylpyridazin-3-amine 6-Chloro-N-ethylpyridazin-3-amine 68588-39-6 C6H8ClN3
PYRIDAZINE-4-CARBALDEHYDE PYRIDAZINE-4-CARBALDEHYDE 50901-42-3 C5H4N2O
4-Methyl-3-pyridinecarboxamide 4-Methyl-3-pyridinecarboxamide 7250-52-4 C7H8N2O
2-MERCAPTOPYRIDINE N-OXIDE 2-MERCAPTOPYRIDINE N-OXIDE 304675-78-3 C5H5NOS
3-Bromo-2-methoxy-5-trifluoromethylpyridine 3-Bromo-2-methoxy-5-trifluoromethylpyridine 124432-63-9 C7H5BrF3NO
3-Bromo-6-chloro-2-pyridinecarboxylic acid 3-Bromo-6-chloro-2-pyridinecarboxylic acid 929000-66-8 C6H3BrClNO2
5-Chloro-2-fluoropyridin-3-ylboronic acid 5-Chloro-2-fluoropyridin-3-ylboronic acid 937595-70-5 C5H4BClFNO2
8-Fluoroisoquinoline 8-Fluoroisoquinoline 1075-00-9 C9H6FN
3-Methylpicolinamide 3-Methylpicolinamide 937648-82-3 C7H8N2O
2-Bromo-3,5-difluoropyridine 2-Bromo-3,5-difluoropyridine 660425-16-1 C5H2BrF2N
3-Bromo-4-hydroxy-5-nitropyridine 3-Bromo-4-hydroxy-5-nitropyridine 31872-65-8 C5H3BrN2O3
4-Chloro-6-methylpyridine-2-carboxylic acid 4-Chloro-6-methylpyridine-2-carboxylic acid 30235-19-9 C7H6ClNO2
ETHYL ISOQUINOLINE-3-CARBOXYLATE ETHYL ISOQUINOLINE-3-CARBOXYLATE 50458-79-2 C12H11NO2
2-CHLORO-5-NITRONICOTINONITRILE 2-CHLORO-5-NITRONICOTINONITRILE 31309-08-7 C6H2ClN3O2
7-CHLOROPYRAZOLO[1,5-A]PYRIMIDINE 7-CHLOROPYRAZOLO[1,5-A]PYRIMIDINE 58347-49-2 C6H4ClN3
thiazolo[5,4-c]pyridin-2-amine thiazolo[5,4-c]pyridin-2-amine 108310-79-8 C6H5N3S
4-(Benzyloxy)pyridine N-oxide 4-(Benzyloxy)pyridine N-oxide 2683-66-1 C12H11NO2
DIETHYL 4-CHLORO-2,6-PYRIDINEDICARBOXYLATE DIETHYL 4-CHLORO-2,6-PYRIDINEDICARBOXYLATE 53389-01-8 C11H12ClNO4
5,6-DIAMINO-2,4-DIHYDROXYPYRIMIDINE SULFATE DIHYDRATE 5,6-DIAMINO-2,4-DIHYDROXYPYRIMIDINE SULFATE DIHYDRATE 63981-35-1 C4H8N4O6S
7-bromo-4-chloro-5H-pyrrolo[3,2-d]pyrimidine 7-bromo-4-chloro-5H-pyrrolo[3,2-d]pyrimidine 1032650-41-1 C6H3BrClN3
LEPIDINE ISOAMYL IODIDE LEPIDINE ISOAMYL IODIDE 94319-01-4 C15H20IN
METHYL BENZO[B]THIOPHENE-2-CARBOXYLATE METHYL BENZO[B]THIOPHENE-2-CARBOXYLATE 22913-24-2 C10H8O2S
5-Ethyl-2-pyridine alcohol 5-Ethyl-2-pyridine alcohol 53428-03-8 C7H9NO
6-Iodo-3-nitropyridine 6-Iodo-3-nitropyridine 28080-54-8 C5H3IN2O2
2-ETHYLTHIO-4-HYDROXY-6-TRIFLUOROMETHYLPYRIMIDINE 2-ETHYLTHIO-4-HYDROXY-6-TRIFLUOROMETHYLPYRIMIDINE 657-58-9 C7H7F3N2OS
2,6-Difluoropyridine-3-carboxylic acid 2,6-Difluoropyridine-3-carboxylic acid 171178-50-0 C6H3F2NO2
2,2'-DIPYRIDYL N,N'-DIOXIDE 2,2'-DIPYRIDYL N,N'-DIOXIDE 7275-43-6 C10H8N2O2
3-METHYL-4-PYRIDINECARBOXYLIC ACID 3-METHYL-4-PYRIDINECARBOXYLIC ACID 4021-12-9 C7H7NO2
2-AMINO-5-BROMO-3,4-DIMETHYLPYRIDINE 2-AMINO-5-BROMO-3,4-DIMETHYLPYRIDINE 374537-97-0 C7H9BrN2
5-METHOXY-PYRIDIN-3-OL 5-METHOXY-PYRIDIN-3-OL 109345-94-0 C6H7NO2
2,3-BIS(TRIFLUOROMETHYL)PYRIDINE 2,3-BIS(TRIFLUOROMETHYL)PYRIDINE 1644-68-4 C7H3F6N
5-CHLOROPYRIDAZIN-3-OL 5-CHLOROPYRIDAZIN-3-OL 660425-07-0 C4H3ClN2O
2-(CHLOROMETHYL)-6-METHYLPYRIMIDIN-4-OL 2-(CHLOROMETHYL)-6-METHYLPYRIMIDIN-4-OL 23862-02-4 C6H7ClN2O
5-AMINO-2-(METHYLTHIO)PYRIMIDINE-4-CARBOXYLIC ACID 5-AMINO-2-(METHYLTHIO)PYRIMIDINE-4-CARBOXYLIC ACID 100130-05-0 C6H7N3O2S
2,4,7-Trichloropyrido[2,3-d]pyrimidine 2,4,7-Trichloropyrido[2,3-d]pyrimidine 938443-20-0 C7H2Cl3N3
(2-Chloropyridin-3-yl)acetonitrile (2-Chloropyridin-3-yl)acetonitrile 101012-32-2 C7H5ClN2
6-METHOXYQUINOLINE N-OXIDE 6-METHOXYQUINOLINE N-OXIDE 6563-13-9 C10H9NO2
2-Chloro-6-methoxyisonicotinic acid 2-Chloro-6-methoxyisonicotinic acid 15855-06-8 C7H6ClNO3
3,5-DICHLORO-6-PHENYLPYRIDAZINE 3,5-DICHLORO-6-PHENYLPYRIDAZINE 40020-05-1 C10H6Cl2N2
4,4'-Trimethylenedipyridine 4,4'-Trimethylenedipyridine 17252-51-6 C13H14N2
2-CHLORO-3-METHOXYQUINOXALINE 2-CHLORO-3-METHOXYQUINOXALINE 32998-25-7 C9H7ClN2O
4-(DICYANOMETHYLENE)-2-METHYL-6-(4-DIMETHYLAMINOSTYRYL)-4H-PYRAN 4-(DICYANOMETHYLENE)-2-METHYL-6-(4-DIMETHYLAMINOSTYRYL)-4H-PYRAN 51325-91-8 C19H17N3O
4-IODO-2-(METHYLTHIO)PYRIMIDINE 4-IODO-2-(METHYLTHIO)PYRIMIDINE 1122-74-3 C5H5IN2S
2-(3-NITRO-PHENYL)-IMIDAZO[1,2-A]PYRIMIDINE 2-(3-NITRO-PHENYL)-IMIDAZO[1,2-A]PYRIMIDINE 134044-50-1 C12H8N4O2
BENZO(B)FLUORANTHENE BENZO(B)FLUORANTHENE 205-99-2 C20H12
3-AMINO-5-CHLORO-2-FLUOROPYRIDINE 3-AMINO-5-CHLORO-2-FLUOROPYRIDINE 103999-78-6 C5H4ClFN2
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