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-CYANO-7-AZAINDOLE 4-CYANO-7-AZAINDOLE 344327-11-3 C8H5N3
4-Phenylpyridine 4-Phenylpyridine 939-23-1 C11H9N
5-Bromo-2-(methylthio)pyrimidine-4-carboxylic acid 5-Bromo-2-(methylthio)pyrimidine-4-carboxylic acid 50593-92-5 C6H5BrN2O2S
Nitrapyrin Nitrapyrin 1929-82-4 C6H3Cl4N
2,6-DICHLOROPYRIDINE-4-CARBONYL CHLORIDE 2,6-DICHLOROPYRIDINE-4-CARBONYL CHLORIDE 42521-08-4 C6H2Cl3NO
2-Chloropyridine-4-carbonyl chloride 2-Chloropyridine-4-carbonyl chloride 65287-34-5 C6H3Cl2NO
2-Nitrothiophene 2-Nitrothiophene 609-40-5 C4H3NO2S
2-FLUORO-4-NITROPYRIDINE 2-FLUORO-4-NITROPYRIDINE 18614-46-5 C5H3FN2O2
3-Cyano-2,6-dihydroxy-4-methylpyridine 3-Cyano-2,6-dihydroxy-4-methylpyridine 5444-02-0 C7H6N2O2
3-AMINO-2-CHLORO-5-PICOLINE 3-AMINO-2-CHLORO-5-PICOLINE 34552-13-1 C6H7ClN2
3-Amino-5-bromo-2-chloropyridine 3-Amino-5-bromo-2-chloropyridine 588729-99-1 C5H4BrClN2
3-Amino-2-fluoro-6-methylpyridine 3-Amino-2-fluoro-6-methylpyridine 374633-34-8 C6H7FN2
2-Methoxy-3-chloro-5-bromopyridine 2-Methoxy-3-chloro-5-bromopyridine 848366-28-9 C6H5BrClNO
2-Thiophenecarboxylic acid hydrazide 2-Thiophenecarboxylic acid hydrazide 2361-27-5 C5H6N2OS
4,6-Dimethyl-2-mercaptopyrimidine 4,6-Dimethyl-2-mercaptopyrimidine 22325-27-5 C6H8N2S
2,3-Diamino-5-bromopyridine 2,3-Diamino-5-bromopyridine 38875-53-5 C5H6BrN3
6-Chloro-4-hydroxyquinazoline 6-Chloro-4-hydroxyquinazoline 16064-14-5 C8H5ClN2O
3,5-Difluoropyridine-2,6-diamine 3,5-Difluoropyridine-2,6-diamine 247069-27-8 C5H5F2N3
4-(4-Nitrobenzyl)pyridine 4-(4-Nitrobenzyl)pyridine 1083-48-3 C12H10N2O2
2,6-Dibromopyridin-3-amine 2,6-Dibromopyridin-3-amine 39856-57-0 C5H4Br2N2
2-(N-BOC-AMINO)-5-BROMOPYRIDINE 2-(N-BOC-AMINO)-5-BROMOPYRIDINE 159451-66-8 C10H13BrN2O2
2-Fluoro-3-methylpyridine 2-Fluoro-3-methylpyridine 2369-18-8 C6H6FN
3-Amino-2-fluoropyridine 3-Amino-2-fluoropyridine 1597-33-7 C5H5FN2
2-Chloro-4-nitropyridine 2-Chloro-4-nitropyridine 23056-36-2 C5H3ClN2O2
3-AMINO-2-CHLORO-6-PICOLINE 3-AMINO-2-CHLORO-6-PICOLINE 39745-40-9 C6H7ClN2
5-Bromo-2,4-dichloropyrimidine 5-Bromo-2,4-dichloropyrimidine 36082-50-5 C4HBrCl2N2
2-Methoxythiophene 2-Methoxythiophene 16839-97-7 C5H6OS
3-Cyanoquinoline 3-Cyanoquinoline 34846-64-5 C10H6N2
2-Iodopyridine 2-Iodopyridine 5029-67-4 C5H4IN
Imidazo[1,2-b]pyridazine Imidazo[1,2-b]pyridazine 766-55-2 C6H5N3
2-Hydroxypyrimidine 2-Hydroxypyrimidine 557-01-7 C4H4N2O
5-Chloropyridine-2-boronic acid 5-Chloropyridine-2-boronic acid 652148-91-9 C5H5BClNO2
5-Bromo-2-ethoxypyridine 5-Bromo-2-ethoxypyridine 55849-30-4 C7H8BrNO
2-AMINO-3-IODO-5-NITROPYRIDINE 2-AMINO-3-IODO-5-NITROPYRIDINE 25391-56-4 C5H4IN3O2
4,6-Dimethoxy-2-(phenoxycarbonyl)aminopyrimidine 4,6-Dimethoxy-2-(phenoxycarbonyl)aminopyrimidine 89392-03-0 C13H13N3O4
4-AMINO-5-BROMO-2-CHLOROPYRIDINE 4-AMINO-5-BROMO-2-CHLOROPYRIDINE 857730-21-3 C5H4BrClN2
5-METHOXY-PYRIDIN-2-YLAMINE 5-METHOXY-PYRIDIN-2-YLAMINE 10167-97-2 C6H8N2O
2-Chloroisonicotinaldehyde 2-Chloroisonicotinaldehyde 101066-61-9 C6H4ClNO
2,4-Dichloro-3-methylpyridine 2,4-Dichloro-3-methylpyridine 132097-09-7 C6H5Cl2N
2-Chloro-3,4-diaminopyridine 2-Chloro-3,4-diaminopyridine 39217-08-8 C5H6ClN3
2-bromo-3-octylthiophene 2-bromo-3-octylthiophene 145543-83-5 C12H19BrS
2,4-Dichlorothieno[2,3-d]pyrimidine 2,4-Dichlorothieno[2,3-d]pyrimidine 18740-39-1 C6H2Cl2N2S
2, 4-DICHLORO-5-IODOPYRIMIDINE 2, 4-DICHLORO-5-IODOPYRIMIDINE 13544-44-0 C4HCl2IN2
Ethyl 4-pyrimidinecarboxylate Ethyl 4-pyrimidinecarboxylate 62846-82-6 C7H8N2O2
5,6-DIAMINO-2,4-DIHYDROXYPYRIMIDINE SULFATE 5,6-DIAMINO-2,4-DIHYDROXYPYRIMIDINE SULFATE 32014-70-3 C4H8N4O6S
2-chloro-5-(trifluoromethyl)-4-iodopyridine 2-chloro-5-(trifluoromethyl)-4-iodopyridine 505084-55-9 C6H2ClF3IN
5-AMINO-3-BROMO-2-METHOXYPYRIDINE 5-AMINO-3-BROMO-2-METHOXYPYRIDINE 53242-18-5 C6H7BrN2O
2-Amino-pyrimidine-5-boronic acid 2-Amino-pyrimidine-5-boronic acid 936250-22-5 C4H6BN3O2
4-Aminopyrazolo[3,4-d]pyrimidine 4-Aminopyrazolo[3,4-d]pyrimidine 2380-63-4 C5H5N5
2-Methylsulfonyl-4,6-dimethoxypyrimidine 2-Methylsulfonyl-4,6-dimethoxypyrimidine 113583-35-0 C7H10N2O4S
4-(4-Aminophenoxy)-N-methylpicolinamide 4-(4-Aminophenoxy)-N-methylpicolinamide 284462-37-9 C13H13N3O2
2-ACETAMIDO-5-AMINOPYRIDINE 2-ACETAMIDO-5-AMINOPYRIDINE 29958-14-3 C7H9N3O
2-Cyano-3-chloropyridine 2-Cyano-3-chloropyridine 38180-46-0 C6H3ClN2
2-Amino-4,6-dichloropyrimidine 2-Amino-4,6-dichloropyrimidine 56-05-3 C4H3Cl2N3
2,6-Dichloropyridine-4-carboxaldehyde 2,6-Dichloropyridine-4-carboxaldehyde 113293-70-2 C6H3Cl2NO
3-AMINO-4-CYANOPYRIDINE 3-AMINO-4-CYANOPYRIDINE 78790-79-1 C6H5N3
5-Nitro-6-methyluracil 5-Nitro-6-methyluracil 16632-21-6 C5H5N3O4
2-CYANOPYRIDINE-5-BORONIC ACID PINACOL ESTER 2-CYANOPYRIDINE-5-BORONIC ACID PINACOL ESTER 741709-63-7 C12H15BN2O2
3-BROMO-2,5-DICHLOROPYRIDINE 3-BROMO-2,5-DICHLOROPYRIDINE 138006-41-4 C5H2BrCl2N
3-Amino-4-iodopyridine 3-Amino-4-iodopyridine 105752-11-2 C5H5IN2
2-Amino-4-methoxypyridine 2-Amino-4-methoxypyridine 10201-73-7 C6H8N2O
Pyrimidine-5-boronic acid pinacol ester Pyrimidine-5-boronic acid pinacol ester 321724-19-0 C10H15BN2O2
3-(1-Pyridinio)-1-propanesulfonate 3-(1-Pyridinio)-1-propanesulfonate 15471-17-7 C8H11NO3S
2-METHYLSULFANYL-PYRIMIDINE-4-CARBALDEHYDE 2-METHYLSULFANYL-PYRIMIDINE-4-CARBALDEHYDE 1074-68-6 C6H6N2OS
2-CHLORO-3-METHYLPYRAZINE 2-CHLORO-3-METHYLPYRAZINE 95-58-9 C5H5ClN2
2-Fluoro-3-iodo-5-methylpyridine 2-Fluoro-3-iodo-5-methylpyridine 153034-78-7 C6H5FIN
4,6-Dichloro-5-methoxypyrimidine 4,6-Dichloro-5-methoxypyrimidine 5018-38-2 C5H4Cl2N2O
5-Bromo-2-pyridinecarbonitrile 5-Bromo-2-pyridinecarbonitrile 97483-77-7 C6H3BrN2
3-AMINO-ISONICOTINIC ACID METHYL ESTER 3-AMINO-ISONICOTINIC ACID METHYL ESTER 55279-30-6 C7H8N2O2
4,6-Dichloro-2-(methylthio)pyrimidine 4,6-Dichloro-2-(methylthio)pyrimidine 6299-25-8 C5H4Cl2N2S
2-Amino-5-bromo-3-methylpyridine 2-Amino-5-bromo-3-methylpyridine 3430-21-5 C6H7BrN2
5-BROMO-2-METHOXY-4-METHYLPYRIDINE 5-BROMO-2-METHOXY-4-METHYLPYRIDINE 164513-39-7 C7H8BrNO
4-IODO-2-FLUORO-3-FORMYLPYRIDINE 4-IODO-2-FLUORO-3-FORMYLPYRIDINE 153034-82-3 C6H3FINO
3-FLUORO-4-IODOPYRIDINE 3-FLUORO-4-IODOPYRIDINE 22282-75-3 C5H3FIN
1-Ethylpyridinium bromide 1-Ethylpyridinium bromide 1906-79-2 C7H10BrN
3-Bromo-2-fluoro-5-methylpyridine 3-Bromo-2-fluoro-5-methylpyridine 17282-01-8 C6H5BrFN
3,6-Dibromopyridazide 3,6-Dibromopyridazide 17973-86-3 C4H2Br2N2
2-Amino-6-methyl-5-nitropyridine 2-Amino-6-methyl-5-nitropyridine 22280-62-2 C6H7N3O2
2-CHLOROPYRIMIDINE-5-BORONIC ACID 2-CHLOROPYRIMIDINE-5-BORONIC ACID 1003845-06-4 C4H4BClN2O2
4-(Trifluoromethyl)pyridine-3-carboxamide oxime 4-(Trifluoromethyl)pyridine-3-carboxamide oxime 175204-85-0 C7H6F3N3O
6-PHENYL-2-THIOURACIL 6-PHENYL-2-THIOURACIL 36822-11-4 C10H8N2OS
2-Amino-4-chloro-6-methylpyrimidine 2-Amino-4-chloro-6-methylpyrimidine 5600-21-5 C5H6ClN3
2-Acetylbenzo[b]thiophene 2-Acetylbenzo[b]thiophene 22720-75-8 C10H8OS
2-Amino-6-methoxy-3-nitropyridine 2-Amino-6-methoxy-3-nitropyridine 73896-36-3 C6H7N3O3
5-FORMYL-2,4-DIMETHOXYPYRIMIDINE 5-FORMYL-2,4-DIMETHOXYPYRIMIDINE 52606-02-7 C7H8N2O3
2-Ethylthiophene 2-Ethylthiophene 872-55-9 C6H8S
5-Chloro-2-hydroxy-3-nitropyridine 5-Chloro-2-hydroxy-3-nitropyridine 21427-61-2 C5H3ClN2O3
4-NITRO-PYRIDIN-3-YLAMINE 4-NITRO-PYRIDIN-3-YLAMINE 13505-02-7 C5H5N3O2
6-Methyl-2-pyridinecarboxylic acid 6-Methyl-2-pyridinecarboxylic acid 934-60-1 C7H7NO2
4-CHLORO-2,6-DIMETHYLPYRIMIDINE 4-CHLORO-2,6-DIMETHYLPYRIMIDINE 4472-45-1 C6H7ClN2
3-BROMO-2-HYDROXY-6-PICOLINE 3-BROMO-2-HYDROXY-6-PICOLINE 374633-33-7 C6H6BrNO
2 6-DICHLORO-4-IODOPYRIDINE  97 2 6-DICHLORO-4-IODOPYRIDINE 97 98027-84-0 C5H2Cl2IN
N,N'-Dimethylpiperazine N,N'-Dimethylpiperazine 106-58-1 C6H14N2
4-HYDROXY-7-METHOXYQUINOLINE-3-CARBOXYLIC ACID 4-HYDROXY-7-METHOXYQUINOLINE-3-CARBOXYLIC ACID 28027-17-0 C11H9NO4
2,4-Dichloro-5-fluoropyrimidine 2,4-Dichloro-5-fluoropyrimidine 2927-71-1 C4HCl2FN2
7-BROMO-1,2,3,4-TETRAHYDRO-ISOQUINOLINE 7-BROMO-1,2,3,4-TETRAHYDRO-ISOQUINOLINE 17680-55-6 C9H10BrN
2-CHLOROPYRIDINE N-OXIDE HYDROCHLORIDE 2-CHLOROPYRIDINE N-OXIDE HYDROCHLORIDE 20295-64-1 C5H5Cl2NO
3-Methyl-4-aminopyridine 3-Methyl-4-aminopyridine 1990-90-5 C6H8N2
1-Ethylpyridinium chloride 1-Ethylpyridinium chloride 2294-38-4 C7H10ClN
3-Amino-2-bromopyridine 3-Amino-2-bromopyridine 39856-58-1 C5H5BrN2
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