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
2,6-Dichloropyridine 2,6-Dichloropyridine 2402-78-0 C5H3Cl2N
DIETHYL(3-PYRIDYL)BORANE DIETHYL(3-PYRIDYL)BORANE 89878-14-8 C9H14BN
3,5-Dimethyl-2-hydroxymethyl-4-nitropyridine 3,5-Dimethyl-2-hydroxymethyl-4-nitropyridine 149082-03-1 C8H10N2O3
3-METHYL-2-PYRIDINECARBOXALDEHYDE 3-METHYL-2-PYRIDINECARBOXALDEHYDE 55589-47-4 C7H7NO
4-Methylpyridine-3-boronic acid 4-Methylpyridine-3-boronic acid 148546-82-1 C6H8BNO2
Ethyl 5-amino-2-pyrazinecarboxylate Ethyl 5-amino-2-pyrazinecarboxylate 54013-06-8 C7H9N3O2
1,5-NAPHTHYRIDINE 1,5-NAPHTHYRIDINE 254-79-5 C8H6N2
3-Chloro-2-hydroxy-5-nitropyridine 3-Chloro-2-hydroxy-5-nitropyridine 22353-38-4 C5H3ClN2O3
2-Chloro-3-bromo-5-methylpyridine 2-Chloro-3-bromo-5-methylpyridine 17282-03-0 C6H5BrClN
Pyridin-2-ol Pyridin-2-ol 72762-00-6 C5H5NO
3-Amino-6-cyanopyridine 3-Amino-6-cyanopyridine 55338-73-3 C6H5N3
7-CHLORO-4-HYDROXY-2-(TRIFLUOROMETHYL)QUINOLINE 7-CHLORO-4-HYDROXY-2-(TRIFLUOROMETHYL)QUINOLINE 57124-20-6 C10H5ClF3NO
2-Cyanopyrimidine 2-Cyanopyrimidine 14080-23-0 C5H3N3
3-ETHOXY-2-NITROPYRIDINE 3-ETHOXY-2-NITROPYRIDINE 74037-50-6 C7H8N2O3
Methyl 3-amino-6-bromopyrazine-2-carboxylate Methyl 3-amino-6-bromopyrazine-2-carboxylate 6966-01-4 C6H6BrN3O2
5-Bromo-2-fluoro-4-methyl-pyridine 5-Bromo-2-fluoro-4-methyl-pyridine 864830-16-0 C6H5BrFN
3-Cyano-2-fluoropyridine 3-Cyano-2-fluoropyridine 3939-13-7 C6H3FN2
2-Chloropyridine-5-sulfonyl chloride 2-Chloropyridine-5-sulfonyl chloride 6684-39-5 C5H3Cl2NO2S
ETHYL 2-AMINO-4-(TRIFLUOROMETHYL)PYRIMIDINE-5-CARBOXYLATE ETHYL 2-AMINO-4-(TRIFLUOROMETHYL)PYRIMIDINE-5-CARBOXYLATE 149771-09-5 C8H8F3N3O2
Ethyl 2-chloropyrimidine-5-carboxylate Ethyl 2-chloropyrimidine-5-carboxylate 89793-12-4 C7H7ClN2O2
3-Bromothiophene-2-carboxylic acid 3-Bromothiophene-2-carboxylic acid 7311-64-0 C5H3BrO2S
2-AMINO-3,5-DIBROMO-6-METHYLPYRIDINE 2-AMINO-3,5-DIBROMO-6-METHYLPYRIDINE 91872-10-5 C6H6Br2N2
2,6-Di-tert-butyl-4-methylpyridine 2,6-Di-tert-butyl-4-methylpyridine 38222-83-2 C14H23N
2-Cyano-5-hydroxypyridine 2-Cyano-5-hydroxypyridine 86869-14-9 C6H4N2O
6-CHLOROIMIDAZO[1,2-B]PYRIDAZINE-2-CARBOXYLIC ACID 6-CHLOROIMIDAZO[1,2-B]PYRIDAZINE-2-CARBOXYLIC ACID 14714-24-0 C7H4ClN3O2
2-Amino-3-fluoropyridine 2-Amino-3-fluoropyridine 21717-95-3 C5H5FN2
6-Chlorouracil 6-Chlorouracil 4270-27-3 C4H3ClN2O2
5-BROMO-2,4-DIMETHOXYPYRIMIDINE 5-BROMO-2,4-DIMETHOXYPYRIMIDINE 56686-16-9 C6H7BrN2O2
3-METHYL-4-HYDROXYPYRIDINE 3-METHYL-4-HYDROXYPYRIDINE 22280-02-0 C6H7NO
Pyridazin-3-amine Pyridazin-3-amine 5469-70-5 C4H5N3
ETHYL 4-AMINO-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLATE ETHYL 4-AMINO-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLATE 776-53-4 C8H11N3O2S
5-CHLORO-2-HYDROXYPYRIMIDINE 5-CHLORO-2-HYDROXYPYRIMIDINE 54326-16-8 C4H3ClN2O
2-Pyridinol-1-oxide 2-Pyridinol-1-oxide 13161-30-3 C5H5NO2
5-Methoxy-2,4-pyrimidinediol 5-Methoxy-2,4-pyrimidinediol 6623-81-0 C5H6N2O3
2-MERCAPTO-4-METHYLPYRIMIDINE HYDROCHLORIDE 2-MERCAPTO-4-METHYLPYRIMIDINE HYDROCHLORIDE 6959-66-6 C5H7ClN2S
4-AMINO-6-MERCAPTOPYRAZOLO[3,4-D]PYRIMIDINE 4-AMINO-6-MERCAPTOPYRAZOLO[3,4-D]PYRIMIDINE 23771-52-0 C5H5N5S
4-Amino-2-fluoropyridine 4-Amino-2-fluoropyridine 18614-51-2 C5H5FN2
1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one 1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one 55314-16-4 C10H12N2O
6-CHLORO-5-METHYLPYRIDINE-3-BORONIC ACID 6-CHLORO-5-METHYLPYRIDINE-3-BORONIC ACID 1003043-40-0 C6H7BClNO2
3-BROMO-4-CHLORO-1H-PYRAZOLO[3,4-D]PYRIMIDINE 3-BROMO-4-CHLORO-1H-PYRAZOLO[3,4-D]PYRIMIDINE 90914-41-3 C5H2BrClN4
4-Bromo-2,6-dimethylpyridine 4-Bromo-2,6-dimethylpyridine 5093-70-9 C7H8BrN
2-Fluoropyridine 2-Fluoropyridine 372-48-5 C5H4FN
2-Pyridylethylamine 2-Pyridylethylamine 2706-56-1 C7H10N2
6-Methoxypyridine-2-carbaldehyde 6-Methoxypyridine-2-carbaldehyde 54221-96-4 C7H7NO2
Pyridinium tribromide Pyridinium tribromide 39416-48-3 C5H6Br3N-2
5-Chloro-2-fluoro-3-methylpyridine 5-Chloro-2-fluoro-3-methylpyridine 375368-84-6 C6H5ClFN
2-Bromo-3-trifluoromethylpyridine 2-Bromo-3-trifluoromethylpyridine 175205-82-0 C6H3BrF3N
4-Amino-3,5-dichloropyridine 4-Amino-3,5-dichloropyridine 22889-78-7 C5H4Cl2N2
3-Hydroxy-2-methylpyridine 3-Hydroxy-2-methylpyridine 1121-25-1 C6H7NO
3-Bromo-5-(trifluoromethyl)pyridine 3-Bromo-5-(trifluoromethyl)pyridine 436799-33-6 C6H3BrF3N
2-HYDROXY-5-NITRO-3-(TRIFLUOROMETHYL)PYRIDINE 2-HYDROXY-5-NITRO-3-(TRIFLUOROMETHYL)PYRIDINE 99368-66-8 C6H3F3N2O3
1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one 1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one 6969-71-7 C6H5N3O
2,3,5-Collidine 2,3,5-Collidine 695-98-7 C8H11N
2,5-Dibromopyrimidine 2,5-Dibromopyrimidine 32779-37-6 C4H2Br2N2
4-Chloro-3-cyanopyridine 4-Chloro-3-cyanopyridine 89284-61-7 C6H3ClN2
4-(Trifluoromethyl)pyridine 4-(Trifluoromethyl)pyridine 3796-24-5 C6H4F3N
1-(5-BROMO-PYRIDIN-2-YL)-ETHANONE 1-(5-BROMO-PYRIDIN-2-YL)-ETHANONE 214701-49-2 C7H6BrNO
3-Cyano-4-methylpyridine 3-Cyano-4-methylpyridine 5444-01-9 C7H6N2
5-Fluoro-2-picolinic acid 5-Fluoro-2-picolinic acid 107504-08-5 C6H4FNO2
2-Amino-3,5-dibromo-4-methylpyridine 2-Amino-3,5-dibromo-4-methylpyridine 3430-29-3 C6H6Br2N2
2,4,5,6-TETRAAMINOPYRIMIDINE 2,4,5,6-TETRAAMINOPYRIMIDINE 1004-74-6 C4H8N6
3-Pyridazinecarboxylic acid 3-Pyridazinecarboxylic acid 2164-61-6 C5H4N2O2
ETHYL 6-FLUORO-4-HYDROXY-3-QUINOLINECARBOXYLATE ETHYL 6-FLUORO-4-HYDROXY-3-QUINOLINECARBOXYLATE 318-35-4 C12H10FNO3
5-BROMO-2-METHYL-3-NITROPHENYL METHYLCARBOXYLATE 5-BROMO-2-METHYL-3-NITROPHENYL METHYLCARBOXYLATE 220514-28-3 C9H8BrNO4
2-Chloro-5-acetylpyridine 2-Chloro-5-acetylpyridine 55676-22-7 C7H6ClNO
2,5-Diamino-4,6-dichloropyrimidine 2,5-Diamino-4,6-dichloropyrimidine 55583-59-0 C4H4Cl2N4
2,2':6',2''-TERPYRIDINE 2,2':6',2''-TERPYRIDINE 1148-79-4 C15H11N3
4-Aminopyrimidine 4-Aminopyrimidine 591-54-8 C4H5N3
4,5-Dichloro-3(2H)-pyridazinone 4,5-Dichloro-3(2H)-pyridazinone 932-22-9 C4H2Cl2N2O
8-Hydroxyquinoline-2-carboxaldehyde 8-Hydroxyquinoline-2-carboxaldehyde 14510-06-6 C10H7NO2
2,3-Dibromopyridine 2,3-Dibromopyridine 13534-89-9 C5H3Br2N
4-Amino-3,5-dichloro-2,6-difluoropyridine 4-Amino-3,5-dichloro-2,6-difluoropyridine 2840-00-8 C5H2Cl2F2N2
6-AMINOPICOLINIC ACID METHYL ESTER 6-AMINOPICOLINIC ACID METHYL ESTER 36052-26-3 C7H8N2O2
2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride 2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride 56830-58-1 C4H7ClN4O2
4-AMINO-2,6-DIMETHYLPYRIMIDINE 4-AMINO-2,6-DIMETHYLPYRIMIDINE 461-98-3 C6H9N3
DI-2-PYRIDYL KETONE DI-2-PYRIDYL KETONE 19437-26-4 C11H8N2O
PYRAZOLO[1,5-A]PYRIMIDINE-3-CARBOXYLIC ACID PYRAZOLO[1,5-A]PYRIMIDINE-3-CARBOXYLIC ACID 25940-35-6 C7H5N3O2
3,5-Dichloro-2,4,6-trifluoropyridine 3,5-Dichloro-2,4,6-trifluoropyridine 1737-93-5 C5Cl2F3N
QUINOLINE HYDROCHLORIDE QUINOLINE HYDROCHLORIDE 530-64-3 C9H8ClN
2-Bromo-6-hydroxypyridine 2-Bromo-6-hydroxypyridine 27992-32-1 C5H4BrNO
2-Methoxy-4-methylpyridine 2-Methoxy-4-methylpyridine 100848-70-2 C7H9NO
3-CYANO-6-HYDROXYPYRIDINE 3-CYANO-6-HYDROXYPYRIDINE 94805-52-4 C6H4N2O
3-Aminopyridazine hydrochloride 3-Aminopyridazine hydrochloride 89203-22-5 C4H6ClN3
5-Chloropyridine-2-carboxylic acid 5-Chloropyridine-2-carboxylic acid 86873-60-1 C6H4ClNO2
4-Chloro-3-methylpyridine hydrochloride 4-Chloro-3-methylpyridine hydrochloride 19524-08-4 C6H7Cl2N
5,6-Dimethoxypyrimidin-4-ylamine 5,6-Dimethoxypyrimidin-4-ylamine 5018-45-1 C6H9N3O2
3,5-Dibromopyridine 3,5-Dibromopyridine 625-92-3 C5H3Br2N
2-FLUORO-1-METHYLPYRIDINIUM P-TOLUENESULFONATE 2-FLUORO-1-METHYLPYRIDINIUM P-TOLUENESULFONATE 58086-67-2 C13H14FNO3S
4-AMINO-PYRIDIN-2-OL 4-AMINO-PYRIDIN-2-OL 38767-72-5 C5H6N2O
1,3-Dihydrothiopheno[3,2-d]pyrimidine-2,4-dione 1,3-Dihydrothiopheno[3,2-d]pyrimidine-2,4-dione 16233-51-5 C6H4N2O2S
2-Ethynylthiophene 2-Ethynylthiophene 4298-52-6 C6H4S
2,6-DICHLORO-4-(TRIFLUOROMETHYL)NICOTINAMIDE 2,6-DICHLORO-4-(TRIFLUOROMETHYL)NICOTINAMIDE 158063-67-3 C7H3Cl2F3N2O
7-(TRIFLUOROMETHYL)-4-QUINOLINOL 7-(TRIFLUOROMETHYL)-4-QUINOLINOL 322-97-4 C10H6F3NO
6-Chloropicolinic acid 6-Chloropicolinic acid 4684-94-0 C6H4ClNO2
2-Chloro-3-methylpyridine 2-Chloro-3-methylpyridine 18368-76-8 C6H6ClN
4-Chloro-2,3-dimethylpyridine 1-oxide 4-Chloro-2,3-dimethylpyridine 1-oxide 59886-90-7 C7H8ClNO
S-Boc-2-mercapto-4,6-dimethylpyrimidine S-Boc-2-mercapto-4,6-dimethylpyrimidine 41840-28-2 C11H16N2O2S
2,6-DIMETHYL-PYRIDIN-4-YLAMINE 2,6-DIMETHYL-PYRIDIN-4-YLAMINE 3512-80-9 C7H10N2
2-IODO-3-HYDROXYPYRIDINE 2-IODO-3-HYDROXYPYRIDINE 40263-57-8 C5H4INO
2-Amino-4-ethylpyridine 2-Amino-4-ethylpyridine 33252-32-3 C7H10N2
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