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
6-Aminouracil 6-Aminouracil 873-83-6 C4H5N3O2
2-Chloro-3-cyanopyridine 2-Chloro-3-cyanopyridine 6602-54-6 C6H3ClN2
4-AMINOPYRIDAZINE 4-AMINOPYRIDAZINE 20744-39-2 C4H5N3
5-Bromopyrimidine-2-carbonitrile 5-Bromopyrimidine-2-carbonitrile 38275-57-9 C5H2BrN3
1-FLUORO-2,4,6-TRIMETHYLPYRIDINIUM TRIFLATE 1-FLUORO-2,4,6-TRIMETHYLPYRIDINIUM TRIFLATE 107264-00-6 C9H11F4NO3S
2-Benzylaminopyridine 2-Benzylaminopyridine 6935-27-9 C12H12N2
6-Methylpyridine-3-carboxylic acid 6-Methylpyridine-3-carboxylic acid 3222-47-7 C7H7NO2
3-AMINO-2,6-DICHLORO-4-(TRIFLUOROMETHYL)PYRIDINE 3-AMINO-2,6-DICHLORO-4-(TRIFLUOROMETHYL)PYRIDINE 175277-67-5 C6H3Cl2F3N2
4-Hydroxy-2,6-dimethylpyridine 4-Hydroxy-2,6-dimethylpyridine 13603-44-6 C7H9NO
6-Chloronicotinamide 6-Chloronicotinamide 6271-78-9 C6H5ClN2O
5-FLUORO-2-METHOXY-6-PICOLINE 5-FLUORO-2-METHOXY-6-PICOLINE 375368-86-8 C7H8FNO
Pentafluoropyridine Pentafluoropyridine 700-16-3 C5F5N
3,5-Dichloro-4-hydroxypyridine 3,5-Dichloro-4-hydroxypyridine 17228-70-5 C5H3Cl2NO
4,8-DICHLOROQUINOLINE 4,8-DICHLOROQUINOLINE 21617-12-9 C9H5Cl2N
3-Chloro-5-(trifluoromethyl)pyridin-2-amine 3-Chloro-5-(trifluoromethyl)pyridin-2-amine 79456-26-1 C6H4ClF3N2
5-{4-[2-(5-Ethyl-2-pyridyl)ethoxy]benzyl}-2-imino-4-thiazolidinone 5-{4-[2-(5-Ethyl-2-pyridyl)ethoxy]benzyl}-2-imino-4-thiazolidinone 105355-26-8 C19H21N3O2S
4-HYDROXY-8-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLIC ETHYL ESTER 4-HYDROXY-8-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLIC ETHYL ESTER 23851-84-5 C13H10F3NO3
6-Bromo-2,3-dihydro-4H-chromen-4-one 6-Bromo-2,3-dihydro-4H-chromen-4-one 49660-57-3 C9H7BrO2
2-AMINO-3-NITRO-5-PICOLINE 2-AMINO-3-NITRO-5-PICOLINE 7598-26-7 C6H7N3O2
4,6-Dichloro-2-methylpyrimidine 4,6-Dichloro-2-methylpyrimidine 1780-26-3 C5H4Cl2N2
6-Amino-2-hydroxypyridine 6-Amino-2-hydroxypyridine 5154-00-7 C5H6N2O
5-Nitrothiophene-2-carboxylic acid 5-Nitrothiophene-2-carboxylic acid 6317-37-9 C5H3NO4S
1-Phenylpiperazine 1-Phenylpiperazine 92-54-6 C10H14N2
5-FLUORO-8-HYDROXYQUINOLINE 5-FLUORO-8-HYDROXYQUINOLINE 387-97-3 C9H6FNO
2,6-DIMETHYL-3-HYDROXYPYRIDINE 2,6-DIMETHYL-3-HYDROXYPYRIDINE 1122-43-6 C7H9NO
4-Bromo-2-fluoropyridine 4-Bromo-2-fluoropyridine 128071-98-7 C5H3BrFN
3-Chloro-4-cyanopyridine 3-Chloro-4-cyanopyridine 68325-15-5 C6H3ClN2
5-Pyrimidinemethanol 5-Pyrimidinemethanol 25193-95-7 C5H6N2O
2-Chloro-4-iodopyridine-3-carboxaldehyde 2-Chloro-4-iodopyridine-3-carboxaldehyde 153034-90-3 C6H3ClINO
3-Amino-4-bromo-6-chloropyridazine 3-Amino-4-bromo-6-chloropyridazine 446273-59-2 C4H3BrClN3
Methyl tetrahydropyran-4-carboxylate Methyl tetrahydropyran-4-carboxylate 110238-91-0 C7H12O3
2,3-Diamino-6-methoxypyridine dihydrochloride 2,3-Diamino-6-methoxypyridine dihydrochloride 94166-62-8 C6H11Cl2N3O
Chelidamic acid Chelidamic acid 138-60-3 C7H5NO5
Methyl 4-chloropicolinate Methyl 4-chloropicolinate 24484-93-3 C7H6ClNO2
3-CHLORO-4-METHYLPYRIDINE 3-CHLORO-4-METHYLPYRIDINE 72093-04-0 C6H6ClN
4-CHLORO-1-METHYL-1H-PYRAZOLO[3,4-D]PYRIMIDINE 4-CHLORO-1-METHYL-1H-PYRAZOLO[3,4-D]PYRIMIDINE 23000-43-3 C6H5ClN4
Ethyl 2,6-dichloro-5-fluoro-pyridine-3-acetoacetate Ethyl 2,6-dichloro-5-fluoro-pyridine-3-acetoacetate 96568-04-6 C10H8Cl2FNO3
2-Chloro-6-(trifluoromethyl)pyridine 2-Chloro-6-(trifluoromethyl)pyridine 39890-95-4 C6H3ClF3N
4-Amino-5-bromo-2-chloropyrimidine 4-Amino-5-bromo-2-chloropyrimidine 205672-25-9 C4H3BrClN3
2-Aminopyridin-4-ol 2-Aminopyridin-4-ol 33631-05-9 C5H6N2O
5-Bromo-2-hydroxypyrimidine 5-Bromo-2-hydroxypyrimidine 38353-06-9 C4H3BrN2O
3-Methoxy-2-nitropyridine 3-Methoxy-2-nitropyridine 20265-37-6 C6H6N2O3
4-Cyanopyridinium-1-olate 4-Cyanopyridinium-1-olate 14906-59-3 C6H4N2O
4-Amino-2,6-dichloropyrimidine 4-Amino-2,6-dichloropyrimidine 10132-07-7 C4H3Cl2N3
4-AMINO-5-CHLORO-2,6-DIMETHYLPYRIMIDINE 4-AMINO-5-CHLORO-2,6-DIMETHYLPYRIMIDINE 2858-20-0 C6H8ClN3
(2-Aminopyridin-3-yl)methanol (2-Aminopyridin-3-yl)methanol 23612-57-9 C6H8N2O
2-Bromo-4-chloropyridine 2-Bromo-4-chloropyridine 22918-01-0 C5H3BrClN
6-Methyl-2-pyridinecarboxaldehyde 6-Methyl-2-pyridinecarboxaldehyde 1122-72-1 C7H7NO
2-Bromo-3-fluoropyridine 2-Bromo-3-fluoropyridine 40273-45-8 C5H3BrFN
1-Isopropylpiperazine 1-Isopropylpiperazine 4318-42-7 C7H16N2
2,6-Dibromopyridine 2,6-Dibromopyridine 626-05-1 C5H3Br2N
2-Amino-3-nitropyridine 2-Amino-3-nitropyridine 4214-75-9 C5H5N3O2
5-BROMO-2-METHOXY-NICOTINIC ACID 5-BROMO-2-METHOXY-NICOTINIC ACID 54916-66-4 C7H6BrNO3
2-Chloro-3-bromo-5-nitropyridine 2-Chloro-3-bromo-5-nitropyridine 5470-17-7 C5H2BrClN2O2
2,6-Dibromo-3-nitropyridine 2,6-Dibromo-3-nitropyridine 55304-80-8 C5H2Br2N2O2
2,4-DIMETHYL-6-HYDROXYPYRIMIDINE 2,4-DIMETHYL-6-HYDROXYPYRIMIDINE 6622-92-0 C6H8N2O
3,5-DICHLOROISONICOTINIC ACID 3,5-DICHLOROISONICOTINIC ACID 13958-93-5 C6H3Cl2NO2
4-Methoxy-3-nitropyridine 4-Methoxy-3-nitropyridine 31872-62-5 C6H6N2O3
4-Chloro-2-picoline 4-Chloro-2-picoline 3678-63-5 C6H6ClN
Tetrahydropyran Tetrahydropyran 142-68-7 C5H10O
2-Methylpyrimidine 2-Methylpyrimidine 5053-43-0 C5H6N2
2-AMINO-5-CHLORO-3-IODOPYRIDINE 2-AMINO-5-CHLORO-3-IODOPYRIDINE 211308-81-5 C5H4ClIN2
3-METHYLPYRIDAZINE 3-METHYLPYRIDAZINE 1632-76-4 C5H6N2
2-Cyano-3-fluoropyridine 2-Cyano-3-fluoropyridine 97509-75-6 C6H3FN2
DIMETHYL PYRIDINE-2,5-DICARBOXYLATE DIMETHYL PYRIDINE-2,5-DICARBOXYLATE 881-86-7 C9H9NO4
2-CHLORO-5-FLUORO-3-NITROPYRIDINE 2-CHLORO-5-FLUORO-3-NITROPYRIDINE 136888-21-6 C5H2ClFN2O2
1-(6-METHYL-PYRIDIN-2-YL)-ETHANONE 1-(6-METHYL-PYRIDIN-2-YL)-ETHANONE 6940-57-4 C8H9NO
5-Bromo-2-nitropyridine 5-Bromo-2-nitropyridine 39856-50-3 C5H3BrN2O2
5-Bromo-8-nitroisoquinoline 5-Bromo-8-nitroisoquinoline 63927-23-1 C9H5BrN2O2
3-FLUORO-4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)PYRIDINE 3-FLUORO-4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)PYRIDINE 458532-88-2 C11H15BFNO2
Pyridazine, 4-bromo- (9CI) Pyridazine, 4-bromo- (9CI) 115514-66-4 C4H3BrN2
2,4-DICHLORO-3-AMINOPYRIDINE 2,4-DICHLORO-3-AMINOPYRIDINE 173772-63-9 C5H4Cl2N2
2-Methylpyrimidine-5-carbaldehyde 2-Methylpyrimidine-5-carbaldehyde 90905-33-2 C6H6N2O
2,4,6-TRIFLUOROPYRIMIDINE 2,4,6-TRIFLUOROPYRIMIDINE 696-82-2 C4HF3N2
4-Picoline-N-oxide 4-Picoline-N-oxide 1003-67-4 C6H7NO
3-Bromomethylthiophene 3-Bromomethylthiophene 34846-44-1 C5H5BrS
4,6-DICHLORO-1H-PYRAZOLO[3,4-D]PYRIMIDINE 4,6-DICHLORO-1H-PYRAZOLO[3,4-D]PYRIMIDINE 42754-96-1 C5H2Cl2N4
3-Bromo-2-chloro-5-(trifluoromethyl)pyridine 3-Bromo-2-chloro-5-(trifluoromethyl)pyridine 71701-92-3 C6H2BrClF3N
2,5-Dibromo-3-Dodecylthiophene 2,5-Dibromo-3-Dodecylthiophene 139100-06-4 C16H27BrS
6-METHOXYPYRIDINE-2-CARBOXYLIC ACID 6-METHOXYPYRIDINE-2-CARBOXYLIC ACID 26893-73-2 C7H7NO3
2-CHLOROISONICOTINAMIDE 2-CHLOROISONICOTINAMIDE 100859-84-5 C6H5ClN2O
2-Methoxy-6-(methylamino)pyridine 2-Methoxy-6-(methylamino)pyridine 88569-83-9 C7H10N2O
4-Pyridazinecarboxylic acid 4-Pyridazinecarboxylic acid 50681-25-9 C5H4N2O2
3-FLUOROPYRIDINE-2-CARBOXYLIC ACID 3-FLUOROPYRIDINE-2-CARBOXYLIC ACID 152126-31-3 C6H4FNO2
Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate 5909-24-0 C8H9ClN2O2S
PYRIDINE-2,4-DIAMINE PYRIDINE-2,4-DIAMINE 461-88-1 C5H7N3
5-(4-Chlorobutyl)-1-cyclohexanyl tetrazole 5-(4-Chlorobutyl)-1-cyclohexanyl tetrazole 73963-42-5 C11H19ClN4
3-Bromo-6-chloroimidazo[1,2-b]pyridazine 3-Bromo-6-chloroimidazo[1,2-b]pyridazine 13526-66-4 C6H3BrClN3
2-(Pyrimidin-5-yl)benzaldehyde 2-(Pyrimidin-5-yl)benzaldehyde 640769-71-7 C11H8N2O
THIENO[3,2-D]PYRIMIDIN-4(3H)-ONE THIENO[3,2-D]PYRIMIDIN-4(3H)-ONE 16234-10-9 C6H4N2OS
Methyl 5-bromo-2-chloropyridine-3-carboxylate Methyl 5-bromo-2-chloropyridine-3-carboxylate 78686-79-0 C7H5BrClNO2
2,4-Dibromopyridine 2,4-Dibromopyridine 58530-53-3 C5H3Br2N
ETHYL 2-CHLORO-4-(TRIFLUOROMETHYL)PYRIMIDINE-5-CARBOXYLATE ETHYL 2-CHLORO-4-(TRIFLUOROMETHYL)PYRIMIDINE-5-CARBOXYLATE 187035-79-6 C8H6ClF3N2O2
3-Bromo-2,6-dimethylpyridine 3-Bromo-2,6-dimethylpyridine 3430-31-7 C7H8BrN
2-CHLORO-6-FLUOROPYRIDINE 2-CHLORO-6-FLUOROPYRIDINE 20885-12-5 C5H3ClFN
2-Nitro-3-pyridinamine 2-Nitro-3-pyridinamine 13269-19-7 C5H5N3O2
3-Amino-4-chloropyridine 3-Amino-4-chloropyridine 20511-15-3 C5H5ClN2
2-Chloro-3-hydroxypyridine 2-Chloro-3-hydroxypyridine 6636-78-8 C5H4ClNO
3-Chloro-2,4,5,6-tetrafluoropyridine 3-Chloro-2,4,5,6-tetrafluoropyridine 1735-84-8 C5ClF4N
3-Hydroxy-2-pyridinemethanol hydrochloride 3-Hydroxy-2-pyridinemethanol hydrochloride 14173-30-9 C6H8ClNO2
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