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
tert-butyl 2-chloro-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate tert-butyl 2-chloro-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate 1092352-55-0 C12H16ClN3O2
2-HYDROXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDINE 2-HYDROXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDINE 1054483-78-1 C11H16BNO3
2,4-dichloro-6,7-dihydrothieno[3,2-d]pyrimidine 2,4-dichloro-6,7-dihydrothieno[3,2-d]pyrimidine 74901-69-2 C6H4Cl2N2S
THIAZOLO[5,4-B]PYRIDIN-2-AMINE THIAZOLO[5,4-B]PYRIDIN-2-AMINE 31784-70-0 C6H5N3S
2,6-Dibromo-4-methylpyridine 2,6-Dibromo-4-methylpyridine 73112-16-0 C6H5Br2N
6-CHLOROPYRIDINE-2-BORONIC ACID 6-CHLOROPYRIDINE-2-BORONIC ACID 870459-91-9 C5H5BClNO2
5-NITROPYRIDINE-2,3-DIAMINE 5-NITROPYRIDINE-2,3-DIAMINE 3537-14-2 C5H6N4O2
METHYL 3-CHLORO-2-PYRAZINECARBOXYLATE METHYL 3-CHLORO-2-PYRAZINECARBOXYLATE 27825-21-4 C6H5ClN2O2
(6-AMINOPYRIDIN-3-YL)BORONIC ACID (6-AMINOPYRIDIN-3-YL)BORONIC ACID 851524-96-4 C5H7BN2O2
2-N-BUTOXYPYRIDINE 2-N-BUTOXYPYRIDINE 27361-16-6 C9H13NO
5-BROMO-2-CHLOROPYRAZINE 5-BROMO-2-CHLOROPYRAZINE 912773-21-8 C4H2BrClN2
2-Bromo-3-(bromomethyl)pyridine 2-Bromo-3-(bromomethyl)pyridine 94446-97-6 C6H5Br2N
2-Amino-5-bromo-3-(trifluoromethyl)pyridine 2-Amino-5-bromo-3-(trifluoromethyl)pyridine 79456-34-1 C6H4BrF3N2
pyridazine-3-carbonitrile pyridazine-3-carbonitrile 53896-49-4 C5H3N3
2-Methyl-3-thiophenecarboxylic  acid  methyl  ester 2-Methyl-3-thiophenecarboxylic acid methyl ester 53562-51-9 C7H8O2S
3,4'-Dihexyl-2,2'-bithiophene 3,4'-Dihexyl-2,2'-bithiophene 135926-93-1 C20H30S2
2,3,4,5-Tetrahydro-2,8-dimethyl-5-[2-(6-methyl-3-pyridyl)ethyl]-1H-pyrido[4,3-b]indole dihydrochloride 2,3,4,5-Tetrahydro-2,8-dimethyl-5-[2-(6-methyl-3-pyridyl)ethyl]-1H-pyrido[4,3-b]indole dihydrochloride 97657-92-6 C21H25N3.2ClH
6-AMINO-PYRIDIN-3-OL HYDROCHLORIDE 6-AMINO-PYRIDIN-3-OL HYDROCHLORIDE 856965-37-2 C5H7ClN2O
7-BENZYL-5,6,7,8-TETRAHYDROPYRIDO[3,4-D]PYRIMIDINE-2,4(1H,3H)-DIONE 7-BENZYL-5,6,7,8-TETRAHYDROPYRIDO[3,4-D]PYRIMIDINE-2,4(1H,3H)-DIONE 62459-02-3 C14H15N3O2
4-Chloro-2-(methylthio)thieno[2,3-d]pyrimidine 4-Chloro-2-(methylthio)thieno[2,3-d]pyrimidine 598298-10-3 C7H5ClN2S2
3,5-Dibromo-2-chloropyrazine 3,5-Dibromo-2-chloropyrazine 1082843-70-6 C4HBr2ClN2
6-AMINO-3,5-DINITROPYRIDINE 6-AMINO-3,5-DINITROPYRIDINE 3073-30-1 C5H4N4O4
1-(6-Chloro-3-pyridazinyl)-4-piperidinol 1-(6-Chloro-3-pyridazinyl)-4-piperidinol 89937-26-8 C9H12ClN3O
DIMETHYL-PYRIDIN-3-YL-AMINE DIMETHYL-PYRIDIN-3-YL-AMINE 18437-57-5 C7H10N2
4,4'-DIPYRIDYL DISULFIDE 4,4'-DIPYRIDYL DISULFIDE 2645-22-9 C10H8N2S2
2-(TRIFLUOROMETHYL)PYRIMIDINE-4,6-DIOL 2-(TRIFLUOROMETHYL)PYRIMIDINE-4,6-DIOL 672-47-9 C5H3F3N2O2
2,4,5-TRIAMINOPYRIMIDINE 2,4,5-TRIAMINOPYRIMIDINE 3546-50-7 C4H7N5
2,2-DIMETHYL-PIPERAZINE 2,2-DIMETHYL-PIPERAZINE 84477-72-5 C6H14N2
3-AMINO-2-PYRIDINE SULFONIC ACID 3-AMINO-2-PYRIDINE SULFONIC ACID 54247-51-7 C5H6N2O3S
2-PYRIDYLHYDROXYMETHANESULFONIC ACID 2-PYRIDYLHYDROXYMETHANESULFONIC ACID 3343-41-7 C6H7NO4S
2-CYCLOPROPYLMETHOXY-3-IODO-PYRIDINE 2-CYCLOPROPYLMETHOXY-3-IODO-PYRIDINE 766557-62-4 C9H10INO
2-(3-HYDROXYCARBONYL-6-PYRIDYL)MALONDIALDEHYDE 2-(3-HYDROXYCARBONYL-6-PYRIDYL)MALONDIALDEHYDE 180615-36-5 C9H7NO4
2-AMINO-5,6-DIMETHYLPYRIDINE 2-AMINO-5,6-DIMETHYLPYRIDINE 57963-08-3 C7H10N2
3,5-Diethyl-1,2-dihydro-1-phenyl-2-propylpyridine 3,5-Diethyl-1,2-dihydro-1-phenyl-2-propylpyridine 34562-31-7 C18H25N
(4-AMINO-2-(METHYLTHIO)PYRIMIDIN-5-YL)METHANOL (4-AMINO-2-(METHYLTHIO)PYRIMIDIN-5-YL)METHANOL 588-36-3 C6H9N3OS
PYRIDINE-2-THIOAMIDE PYRIDINE-2-THIOAMIDE 5346-38-3 C6H6N2S
PYRANTEL TARTRATE SALT PYRANTEL TARTRATE SALT 33401-94-4 C15H20N2O6S
Isoquinoline-4-carbaldehyde Isoquinoline-4-carbaldehyde 22960-16-3 C10H7NO
METHYL 2-TRIFLUOROMETHYL-4-PYRIMIDINE CARBOXYLATE METHYL 2-TRIFLUOROMETHYL-4-PYRIMIDINE CARBOXYLATE 878745-51-8 C7H5F3N2O2
5-(CHLOROMETHYL)URACIL 5-(CHLOROMETHYL)URACIL 3590-48-5 C5H5ClN2O2
2-(2-CHLOROETHOXY)TETRAHYDRO-2H-PYRAN 2-(2-CHLOROETHOXY)TETRAHYDRO-2H-PYRAN 5631-96-9 C7H13ClO2
2-AMINO-4-(4-METHYLPHENYL)PYRIMIDINE 2-AMINO-4-(4-METHYLPHENYL)PYRIMIDINE 263276-44-4 C11H11N3
5-CYANOURACIL 5-CYANOURACIL 5428-41-1 C5H3N3O2
2-CYANO-4-METHYL-5-NITROPYRIDINE 2-CYANO-4-METHYL-5-NITROPYRIDINE 267875-30-9 C7H5N3O2
N-FLUORO-4-METHYLPYRIDINIUM-2-SULFONATE N-FLUORO-4-METHYLPYRIDINIUM-2-SULFONATE 147540-88-3 C6H6FNO3S
2-FLUORO-3-HYDROXY-6-PICOLINE 2-FLUORO-3-HYDROXY-6-PICOLINE 209328-87-0 C6H6FNO
6-METHYLAMINOURACIL 6-METHYLAMINOURACIL 34284-87-2 C5H7N3O2
2-HYDROXYMETHYL-3-METHYLPYRIDINE 2-HYDROXYMETHYL-3-METHYLPYRIDINE 63071-09-0 C7H9NO
1-BENZOTHIOPHENE-3-SULFONYL CHLORIDE 1-BENZOTHIOPHENE-3-SULFONYL CHLORIDE 18494-87-6 C8H5ClO2S2
2-BROMOPYRIDINE N-OXIDE 2-BROMOPYRIDINE N-OXIDE 14305-17-0 C5H4BrNO
5-AZAURACIL 5-AZAURACIL 71-33-0 C3H3N3O2
N-(6-CHLORO-PYRIDIN-2-YL)-2,2-DIMETHYL-PROPIONAMIDE N-(6-CHLORO-PYRIDIN-2-YL)-2,2-DIMETHYL-PROPIONAMIDE 86847-84-9 C10H13ClN2O
5-CHLORO-2-HYDROXY-3-METHYLPYRIDINE 5-CHLORO-2-HYDROXY-3-METHYLPYRIDINE 58498-61-6 C6H6ClNO
4-HYDROXY-2-METHYLPYRIMIDINE 4-HYDROXY-2-METHYLPYRIMIDINE 67383-35-1 C5H6N2O
2-Thiopheneglyoxylic acid 2-Thiopheneglyoxylic acid 4075-59-6 C6H4O3S
Methyl 2-(methylthio)pyrimidine-5-carboxylate Methyl 2-(methylthio)pyrimidine-5-carboxylate 38275-41-1 C7H8N2O2S
ETHYL 5-PYRIMIDINECARBOXYLATE  98 ETHYL 5-PYRIMIDINECARBOXYLATE 98 40929-50-8 C7H8N2O2
1-CHLORO-4-HYDROXYISOQUINOLINE 1-CHLORO-4-HYDROXYISOQUINOLINE 3336-43-4 C9H6ClNO
N-BOC-3-AMINOMETHYLPYRIDINE  97 N-BOC-3-AMINOMETHYLPYRIDINE 97 102297-41-6 C11H16N2O2
METHYL 3-THIOPHENECARBOXYLATE  97 METHYL 3-THIOPHENECARBOXYLATE 97 22913-26-4 C6H6O2S
3-Cyanopyridine N-oxide 3-Cyanopyridine N-oxide 149060-64-0 C6H4N2O
Ethyl 2-chloro-5-fluoronicotinate Ethyl 2-chloro-5-fluoronicotinate 139911-30-1 C8H7ClFNO2
2-(TRIFLUOROMETHYL)PYRIMIDIN-5-AMINE 2-(TRIFLUOROMETHYL)PYRIMIDIN-5-AMINE 73418-87-8 C5H4F3N3
ETHYL 2-CHLORO-4-METHYLPYRIMIDINE-5-CARBOXYLATE ETHYL 2-CHLORO-4-METHYLPYRIMIDINE-5-CARBOXYLATE 188781-08-0 C8H9ClN2O2
2-FLUOROPYRIMIDINE 2-FLUOROPYRIMIDINE 31575-35-6 C4H3FN2
1-Piperonylpiperazine 1-Piperonylpiperazine 32231-06-4 C12H16N2O2
QUINOLINE-6-CARBOXYLIC ACID ETHYL ESTER QUINOLINE-6-CARBOXYLIC ACID ETHYL ESTER 73987-38-9 C12H11NO2
2-Amino-4-ethoxypyridine 2-Amino-4-ethoxypyridine 52311-20-3 C7H10N2O
4-HYDRAZINO-5-METHYLTHIENO[2,3-D]PYRIMIDINE 4-HYDRAZINO-5-METHYLTHIENO[2,3-D]PYRIMIDINE 19786-56-2 C7H8N4S
PYRIDAZINE-4,5-DICARBOXYLIC ACID PYRIDAZINE-4,5-DICARBOXYLIC ACID 59648-14-5 C6H4N2O4
2-CHLORO-5-(4-CHLOROPHENYL)PYRIMIDINE 2-CHLORO-5-(4-CHLOROPHENYL)PYRIMIDINE 27956-40-7 C10H6Cl2N2
2-[BIS(TERT-BUTOXYCARBONYL)AMINO]-5-BROMOPYRIMIDINE 2-[BIS(TERT-BUTOXYCARBONYL)AMINO]-5-BROMOPYRIMIDINE 209959-33-1 C14H20BrN3O4
4-AMINO-5-BROMO-2-METHYLPYRIDINE 4-AMINO-5-BROMO-2-METHYLPYRIDINE 10460-50-1 C6H7BrN2
Methyl 6-methoxynicotinate Methyl 6-methoxynicotinate 26218-80-4 C8H9NO3
2-AMINO-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER 2-AMINO-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER 57401-76-0 C7H9N3O2
4-(Pyridin-3-yl)benzaldehyde 4-(Pyridin-3-yl)benzaldehyde 127406-55-7 C12H9NO
2,2'-BI-4-LEPIDINE 2,2'-BI-4-LEPIDINE 7654-51-5 C20H16N2
3-FLUORO-4-NITROPYRIDINE-N-OXIDE 3-FLUORO-4-NITROPYRIDINE-N-OXIDE 769-54-0 C5H3FN2O3
8-HYDROXYQUINOLINE-2-CARBONITRILE 8-HYDROXYQUINOLINE-2-CARBONITRILE 6759-78-0 C10H6N2O
methyl 6-methylpyridine-2-carboxylate methyl 6-methylpyridine-2-carboxylate 13602-11-4 C8H9NO2
5-bromo-1H-pyrimidin-4-one 5-bromo-1H-pyrimidin-4-one 19808-30-1 C4H3BrN2O
5-bromo-6-methyl-3-nitropyridin-2-amine 5-bromo-6-methyl-3-nitropyridin-2-amine 68957-50-6 C6H6BrN3O2
2-Bromo-3-chloro-5-hydroxypyridine 2-Bromo-3-chloro-5-hydroxypyridine 130284-56-9 C5H3BrClNO
2-CHLORO-4-METHYLSULFANYL-PYRIMIDINE 2-CHLORO-4-METHYLSULFANYL-PYRIMIDINE 49844-93-1 C5H5ClN2S
Minodronic acid Minodronic acid 180064-38-4 C9H12N2O7P2
2-Hyrdoxy-4-Methyl-5-Nitropyridine 2-Hyrdoxy-4-Methyl-5-Nitropyridine 21091-41-7 C6H6N2O3
2-Hydroxy-3-Nitro-6-Chloropyridine 2-Hydroxy-3-Nitro-6-Chloropyridine 92138-35-7 C5H3ClN2O3
4-Chloro-5-ethylpyrimidine 4-Chloro-5-ethylpyrimidine 54128-01-7 C6H7ClN2
Ethanone, 1-(3-fluoro-4-pyridinyl)- (9CI) Ethanone, 1-(3-fluoro-4-pyridinyl)- (9CI) 87674-21-3 C7H6FNO
4,6-DICHLORO-2,5-DIPHENYLPYRIMIDINE 4,6-DICHLORO-2,5-DIPHENYLPYRIMIDINE 29133-99-1 C16H10Cl2N2
5-BROMO-3-METHOXY-2-NITROPYRIDINE 5-BROMO-3-METHOXY-2-NITROPYRIDINE 152684-26-9 C6H5BrN2O3
2-Pyrimidinamine, 5-methyl- (9CI) 2-Pyrimidinamine, 5-methyl- (9CI) 50840-23-8 C5H7N3
5-Fluoro-2-pyrimidinecarbonitrile 5-Fluoro-2-pyrimidinecarbonitrile 38275-55-7 C5H2FN3
4-Pyrimidinamine, 2-methyl- (9CI) 4-Pyrimidinamine, 2-methyl- (9CI) 74-69-1 C5H7N3
5H-Pyrrolo[3,2-d]pyrimidin-4-amine (9CI) 5H-Pyrrolo[3,2-d]pyrimidin-4-amine (9CI) 2227-98-7 C6H6N4
(3-TRIFLUOROMETHYL-PYRIDIN-2-YL) METHANOL (3-TRIFLUOROMETHYL-PYRIDIN-2-YL) METHANOL 131747-44-9 C7H6F3NO
1H-Pyrrolo[3,2-b]pyridine-3-carboxaldehyde (9CI) 1H-Pyrrolo[3,2-b]pyridine-3-carboxaldehyde (9CI) 276862-85-2 C8H6N2O
4-AMINO-3-PYRIDINECARBOXAMIDE 4-AMINO-3-PYRIDINECARBOXAMIDE 7418-66-8 C6H7N3O
Pyrido[4,3-d]pyrimidine, 4-chloro- Pyrido[4,3-d]pyrimidine, 4-chloro- 89583-92-6 C7H4ClN3
6-(TRIFLUOROMETHYL)PYRIDIN-3-OL
6-(TRIFLUOROMETHYL)PYRIDIN-3-OL 216766-12-0 C6H4F3NO
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