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
ETHYL 2-AMINO-4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE-3-CARBOXYLATE ETHYL 2-AMINO-4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE-3-CARBOXYLATE 4506-71-2 C11H15NO2S
2-Fluoro-6-formylpyridine 2-Fluoro-6-formylpyridine 208110-81-0 C6H4FNO
8-HYDROXYQUINOLINE-7-CARBOXYLIC ACID 8-HYDROXYQUINOLINE-7-CARBOXYLIC ACID 19829-79-9 C10H7NO3
2,6-DICHLOROPYRIDINE N-OXIDE 2,6-DICHLOROPYRIDINE N-OXIDE 2587-00-0 C5H3Cl2NO
4-HYDROXYPYRIDAZINE 4-HYDROXYPYRIDAZINE 20733-10-2 C4H4N2O
4-CHLORO-2-(TRIFLUOROMETHYL)PYRIMIDINE 4-CHLORO-2-(TRIFLUOROMETHYL)PYRIMIDINE 1514-96-1 C5H2ClF3N2
5-(METHOXYCARBONYL)-4-(TRIFLUOROMETHYL)PYRIMIDINE-2-HYDRAZINE 5-(METHOXYCARBONYL)-4-(TRIFLUOROMETHYL)PYRIMIDINE-2-HYDRAZINE 175137-28-7 C7H7F3N4O2
4,6-Dihydroxy-2-methythiopyrimidine 4,6-Dihydroxy-2-methythiopyrimidine 29639-68-7 C5H6N2O2S
2-CHLORO-5-FLUOROPYRIDINE-4-BORONIC ACID 2-CHLORO-5-FLUOROPYRIDINE-4-BORONIC ACID 951677-47-7 C5H4BClFNO2
4-BROMOMETHYLTETRAHYDROPYRAN 4-BROMOMETHYLTETRAHYDROPYRAN 125552-89-8 C6H11BrO
3-FLUORO-2-IODOPYRIDINE 3-FLUORO-2-IODOPYRIDINE 146141-04-0 C5H3FIN
4-BROMO-3,5-DICHLOROPYRIDINE 4-BROMO-3,5-DICHLOROPYRIDINE 343781-45-3 C5H2BrCl2N
1-ETHYL-4-METHOXYCARBONYLPYRIDINIUM IODIDE 1-ETHYL-4-METHOXYCARBONYLPYRIDINIUM IODIDE 1199-65-1 C9H12INO2
4-Hydroxypyrimidine-5-carboxylic acid methyl ester 4-Hydroxypyrimidine-5-carboxylic acid methyl ester 4774-35-0 C6H6N2O3
3,4-DIAMINOTHIOPHENE DIHYDROCHLORIDE 3,4-DIAMINOTHIOPHENE DIHYDROCHLORIDE 90069-81-1 C4H7ClN2S
7,8-Dihydroxycoumarin 7,8-Dihydroxycoumarin 486-35-1 C9H6O4
2-TRIFLUOROMETHYL-4-CHLOROPYRIDINE 2-TRIFLUOROMETHYL-4-CHLOROPYRIDINE 131748-14-6 C6H3ClF3N
2-CYANO-4-PYRIDINE CARBOXYLIC ACID 2-CYANO-4-PYRIDINE CARBOXYLIC ACID 161233-97-2 C7H4N2O2
METHYL 2-PYRIDYLACETATE METHYL 2-PYRIDYLACETATE 1658-42-0 C8H9NO2
2,4-DIHYDROXYQUINOLINE MONOSODIUM SALT 2,4-DIHYDROXYQUINOLINE MONOSODIUM SALT 4510-76-3 C9H8NNaO2
4-AMINO-6-HYDROXYPYRAZOLO[3,4-D]PYRIMIDINE 4-AMINO-6-HYDROXYPYRAZOLO[3,4-D]PYRIMIDINE 5472-41-3 C5H5N5O
3-AMINO-2-PHENYLPYRIDINE 3-AMINO-2-PHENYLPYRIDINE 101601-80-3 C11H10N2
2,4-DIAMINO-6-(4-FLUOROPHENYL)PYRIMIDINE 2,4-DIAMINO-6-(4-FLUOROPHENYL)PYRIMIDINE 175137-25-4 C10H9FN4
2-Anilinomethylpyridine 2-Anilinomethylpyridine 4329-81-1 C12H12N2
5-{4-[2-(5-Ethyl-2-pyridinyl)ethoxyl]benzyldene}-2,4-thiazolidinedione 5-{4-[2-(5-Ethyl-2-pyridinyl)ethoxyl]benzyldene}-2,4-thiazolidinedione 144809-28-9 C19H18N2O3S
4,6-Dihydroxy-5-formylpyrimidine 4,6-Dihydroxy-5-formylpyrimidine 14256-99-6 C5H4N2O3
7-Aminoquinoline 7-Aminoquinoline 580-19-8 C9H8N2
4, 6-DIHYDROXYNICOTINIC ACID ETHYL ESTER 4, 6-DIHYDROXYNICOTINIC ACID ETHYL ESTER 6975-44-6 C8H9NO4
4-CYANO-3-TETRAHYDROTHIOPHENONE 4-CYANO-3-TETRAHYDROTHIOPHENONE 16563-14-7 C5H5NOS
5-BROMOPYRIDINE-3-SULFONYL CHLORIDE 5-BROMOPYRIDINE-3-SULFONYL CHLORIDE 65001-21-0 C5H3BrClNO2S
2,4-DIAMINO-6-PIPERIDINOPYRIMIDINE 2,4-DIAMINO-6-PIPERIDINOPYRIMIDINE 24867-26-3 C9H15N5
2-IODO-PYRIDIN-3-YLAMINE 2-IODO-PYRIDIN-3-YLAMINE 209286-97-5 C5H5IN2
5-CHLORO-PYRIDINE-3-CARBALDEHYDE 5-CHLORO-PYRIDINE-3-CARBALDEHYDE 113118-82-4 C6H4ClNO
4-HYDROXY-2-(METHYLTHIO)-6-(TRIFLUOROMETHYL)PYRIMIDINE 4-HYDROXY-2-(METHYLTHIO)-6-(TRIFLUOROMETHYL)PYRIMIDINE 16097-62-4 C6H5F3N2OS
4-(TRIFLUOROMETHYL)PYRIDINE-2-CARBOXYLIC ACID 4-(TRIFLUOROMETHYL)PYRIDINE-2-CARBOXYLIC ACID 588702-62-9 C7H4F3NO2
2-Bromo-5-hydroxypyridine radical ion(1+) 2-Bromo-5-hydroxypyridine radical ion(1+) 55717-40-3 C5H4BrNO
3-Chloro-2-nitroaniline 3-Chloro-2-nitroaniline 59483-54-4 C6H5ClN2O2
METHYL 6-OXO-1,6-DIHYDRO-3-PYRIDINECARBOXYLATE METHYL 6-OXO-1,6-DIHYDRO-3-PYRIDINECARBOXYLATE 66171-50-4 C7H7NO3
5-METHOXY-1H-PYRROLO[2,3-B]PYRIDINE 5-METHOXY-1H-PYRROLO[2,3-B]PYRIDINE 183208-36-8 C8H8N2O
3-Nitropyridine 3-Nitropyridine 2530-26-9 C5H4N2O2
Coumarin 6 Coumarin 6 38215-36-0 C20H18N2O2S
1-PYRIMIDIN-2-YL-PIPERIDINE-4-CARBOXYLIC ACID ETHYL ESTER 1-PYRIMIDIN-2-YL-PIPERIDINE-4-CARBOXYLIC ACID ETHYL ESTER 111247-60-0 C12H17N3O2
Dimethyl 2,3-quinolinedicarboxylate Dimethyl 2,3-quinolinedicarboxylate 17507-03-8 C13H11NO4
2-Amino-4,6-bis(difluoromethoxy)pyrimidine 2-Amino-4,6-bis(difluoromethoxy)pyrimidine 86209-44-1 C6H5F4N3O2
3-FLUORO-5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)PYRIDINE 3-FLUORO-5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)PYRIDINE 719268-92-5 C11H15BFNO2
2,3-Dihydro-1,4-dioxino[2,3-b]pyridine 2,3-Dihydro-1,4-dioxino[2,3-b]pyridine 129421-32-5 C7H7NO2
2,6-Dichloro-4-methyl-3-aminopyridine 2,6-Dichloro-4-methyl-3-aminopyridine 129432-25-3 C6H6Cl2N2
5-Bromo-2-methoxy-4-methyl-3-nitropyridine 5-Bromo-2-methoxy-4-methyl-3-nitropyridine 884495-14-1 C7H7BrN2O3
2-Chloro-3-Bromo-5-Hydroxypyridine 2-Chloro-3-Bromo-5-Hydroxypyridine 130115-85-4 C5H3BrClNO
Pyridazine, 3-bromo- (9CI) Pyridazine, 3-bromo- (9CI) 88491-61-6 C4H3BrN2
2-BROMO-5-AMINO-4-PICOLINE 2-BROMO-5-AMINO-4-PICOLINE 156118-16-0 C6H7BrN2
2-Pyrimidinecarbonitrile, 5-chloro- (9CI) 2-Pyrimidinecarbonitrile, 5-chloro- (9CI) 38275-56-8 C5H2ClN3
5-Methoxy-2-(trifluoromethyl)pyridine 5-Methoxy-2-(trifluoromethyl)pyridine 216766-13-1 C7H6F3NO
2-Chloro-6-hydroxynicotinic acid 2-Chloro-6-hydroxynicotinic acid 38025-90-0 C6H4ClNO3
3-Cyano-6-hydroxy-N-(3-isopropoxypropyl)-4-methyl-2-pyridone 3-Cyano-6-hydroxy-N-(3-isopropoxypropyl)-4-methyl-2-pyridone 68612-94-2 C13H18N2O3
2-CHLORO-3-NITRO-5-(TRIFLUOROMETHYL)PYRIDINE 2-CHLORO-3-NITRO-5-(TRIFLUOROMETHYL)PYRIDINE 72587-15-6 C6H2ClF3N2O2
1-(4-Chlorophenyl)piperazine dihydrochloride 1-(4-Chlorophenyl)piperazine dihydrochloride 38869-46-4 C10H15Cl3N2
ETHYL 5-CHLOROTHIOPHENE-2-CARBOXYLATE ETHYL 5-CHLOROTHIOPHENE-2-CARBOXYLATE 5751-82-6 C7H7ClO2S
3-Pyridinecarbonitrile,5-hydroxy-(9CI) 3-Pyridinecarbonitrile,5-hydroxy-(9CI) 152803-24-2 C6H4N2O
4-AMINO-6-CHLOROPYRIMIDIN-5-YLAMINE 4-AMINO-6-CHLOROPYRIMIDIN-5-YLAMINE 4316-98-7 C4H5ClN4
4-(Ethylaminomethyl)pyridine 4-(Ethylaminomethyl)pyridine 33403-97-3 C8H12N2
2-(4-FLUORO-PHENYL)-PIPERAZINE 2-(4-FLUORO-PHENYL)-PIPERAZINE 65709-33-3 C10H13FN2
2,3-Difluoropyridine-4-carboxylic acid 2,3-Difluoropyridine-4-carboxylic acid 851386-31-7 C6H3F2NO2
2,3-Difluoro-4-iodopyridine 2,3-Difluoro-4-iodopyridine 851386-34-0 C5H2F2IN
3-BROMOIMIDAZO[1,2-B]PYRIDAZINE 3-BROMOIMIDAZO[1,2-B]PYRIDAZINE 18087-73-5 C6H4BrN3
4-(Bromomethyl)pyridine hydrobromide 4-(Bromomethyl)pyridine hydrobromide 73870-24-3 C6H7Br2N
2-AMINOPYRIDINE 2-AMINOPYRIDINE 94166-58-2 C7H9N3O3
4,5,6-TRIFLUOROPYRIMIDINE 4,5,6-TRIFLUOROPYRIMIDINE 17573-78-3 C4HF3N2
9-METHYL-3,4-DIHYDRO-2H-PYRIDO[1,2-A]PYRIMIDIN-2-ONE 9-METHYL-3,4-DIHYDRO-2H-PYRIDO[1,2-A]PYRIMIDIN-2-ONE 61751-44-8 C9H10N2O
4-Chloro-2-hydroxy-3-nitropyridine 4-Chloro-2-hydroxy-3-nitropyridine 165547-79-5 C5H3ClN2O3
2-(CHLOROMETHYL)TETRAHYDROPYRAN 2-(CHLOROMETHYL)TETRAHYDROPYRAN 18420-41-2 C6H11ClO
4-BENZYLOXY-2(1 H)-PYRIDONE 4-BENZYLOXY-2(1 H)-PYRIDONE 53937-02-3 C12H11NO2
4,6-DICHLOROQUINOLINE 4,6-DICHLOROQUINOLINE 4203-18-3 C9H5Cl2N
3-FLUOROISONICOTINALDEHYDE 3-FLUOROISONICOTINALDEHYDE 40273-47-0 C6H4FNO
6-AMINO-5-BROMO-1-METHYLURACIL MONOHYDRATE 6-AMINO-5-BROMO-1-METHYLURACIL MONOHYDRATE 14094-37-2 C5H6BrN3O2
4-(4-METHOXYPHENYL)PYRIMIDIN-2-AMINE 4-(4-METHOXYPHENYL)PYRIMIDIN-2-AMINE 99844-02-7 C11H11N3O
6-Methoxy-2-(4-methoxyphenyl)benzobithiophene 6-Methoxy-2-(4-methoxyphenyl)benzobithiophene 63675-74-1 C16H14O2S
4-Chloro-5-methylpyrimidine 4-Chloro-5-methylpyrimidine 51957-32-5 C5H5ClN2
URACIL-5-BORONIC ACID URACIL-5-BORONIC ACID 70523-22-7 C4H5BN2O4
2-HYDROXY-6-METHYLISONICOTINIC ACID 2-HYDROXY-6-METHYLISONICOTINIC ACID 86454-13-9 C7H7NO3
2-(HYDROXYMETHYL)BENZO[B]THIOPHENE 2-(HYDROXYMETHYL)BENZO[B]THIOPHENE 17890-56-1 C9H8OS
HYDROQUINIDINE HYDROCHLORIDE HYDROQUINIDINE HYDROCHLORIDE 1476-98-8 C20H27ClN2O2
Pyridine hydrobromide Pyridine hydrobromide 18820-82-1 C5H5N.BrH
 2-(4-Fluorophenyl)-thiophene 2-(4-Fluorophenyl)-thiophene 58861-48-6 C10H7FS
(5-BROMO-PYRIDIN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER (5-BROMO-PYRIDIN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER 361550-43-8 C10H13BrN2O2
5-Bromo-6-chloronicotinic acid 5-Bromo-6-chloronicotinic acid 29241-62-1 C6H3BrClNO2
6-HYDRAZINONICOTINIC ACID 6-HYDRAZINONICOTINIC ACID 133081-24-0 C6H7N3O2
2-(Dimethylaminomethyl)-3-hydroxypyridine 2-(Dimethylaminomethyl)-3-hydroxypyridine 2168-13-0 C8H12N2O
5-BROMO-2,3-DIHYDROXYPYRIDINE 5-BROMO-2,3-DIHYDROXYPYRIDINE 34206-49-0 C5H4BrNO2
6-Methoxy-3,4-dihydro-1H-quinolin-2-one 6-Methoxy-3,4-dihydro-1H-quinolin-2-one 54197-64-7 C10H11NO2
5-Cyanouracil 5-Cyanouracil 4425-56-3 C5H3N3O2
2-Bromo-4-(trifluoromethyl)pyridine 2-Bromo-4-(trifluoromethyl)pyridine 175205-81-9 C6H3BrF3N
3-AMINO-PYRIDINE-2-CARBOXYLIC ACID AMIDE 3-AMINO-PYRIDINE-2-CARBOXYLIC ACID AMIDE 50608-99-6 C6H7N3O
2-Acetyl-3-fluoropyridine 2-Acetyl-3-fluoropyridine 87674-20-2 C7H6FNO
4,5,6-TRIAMINOPYRIMIDINE 4,5,6-TRIAMINOPYRIMIDINE 118-70-7 C4H7N5
ETHYL 3-PYRIDYLACETATE ETHYL 3-PYRIDYLACETATE 39931-77-6 C9H11NO2
6-OXO-1,4,5,6-TETRAHYDROPYRIDAZIN-3-CARBOXYLIC ACID 6-OXO-1,4,5,6-TETRAHYDROPYRIDAZIN-3-CARBOXYLIC ACID 27372-38-9 C5H6N2O3
2,3-DICHLOROPYRIDINE-4-CARBOXYLIC ACID 2,3-DICHLOROPYRIDINE-4-CARBOXYLIC ACID 184416-84-0 C6H3Cl2NO2
4-Pyridylacetonitrile hydrochloride 4-Pyridylacetonitrile hydrochloride 92333-25-0 C7H7ClN2
(3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL (3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL 163439-82-5 C11H15NO2
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