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-Hydroxypyrimidine hydrochloride 2-Hydroxypyrimidine hydrochloride 38353-09-2 C4H5ClN2O
4,6-DIMETHYL-2-HYDROXYPYRIMIDINE HYDROCHLORIDE 4,6-DIMETHYL-2-HYDROXYPYRIMIDINE HYDROCHLORIDE 34289-60-6 C6H9ClN2O
2-Thiobarbituric acid 2-Thiobarbituric acid 504-17-6 C4H4N2O2S
3-BROMO-2-CHLORO-5-FLUOROPYRIDINE 3-BROMO-2-CHLORO-5-FLUOROPYRIDINE 884494-36-4 C5H2BrClFN
2-BROMO-3-FLUORO-6-PICOLINE 2-BROMO-3-FLUORO-6-PICOLINE 374633-36-0 C6H5BrFN
(2E)-3-[4-(METHYLSULFONYL)PHENYL]PROPENOIC ACID (2E)-3-[4-(METHYLSULFONYL)PHENYL]PROPENOIC ACID 89694-24-6 C7H8N2O4
4,5,6-Trichloropyrimidine 4,5,6-Trichloropyrimidine 1780-27-4 C4HCl3N2
5-ETHYLPYRIDINE-2,3-DICARBOXYLIC ACID 5-ETHYLPYRIDINE-2,3-DICARBOXYLIC ACID 102268-15-5 C9H9NO4
4,6-DICHLORO-2-METHYLSULFANYL-PYRIMIDINE-5-CARBALDEHYDE 4,6-DICHLORO-2-METHYLSULFANYL-PYRIMIDINE-5-CARBALDEHYDE 33097-11-9 C6H4Cl2N2OS
2-Fluoro-3-iodopyridine 2-Fluoro-3-iodopyridine 113975-22-7 C5H3FIN
4-Chloropyridine N-oxide 4-Chloropyridine N-oxide 1121-76-2 C5H4ClNO
7H-Pyrrolo[2,3-d]pyrimidine-2,4-diol 7H-Pyrrolo[2,3-d]pyrimidine-2,4-diol 39929-79-8 C6H5N3O2
3-Amino-2-chloro-4-methylpyridine 3-Amino-2-chloro-4-methylpyridine 133627-45-9 C6H7ClN2
3-Pyridinol N-oxide 3-Pyridinol N-oxide 6602-28-4 C5H5NO2
5,5'-Dibromo-2,2'-bithiophene 5,5'-Dibromo-2,2'-bithiophene 4805-22-5 C8H4Br2S2
3-Amino-5-hydroxypyridine 3-Amino-5-hydroxypyridine 3543-01-9 C5H6N2O
3-Amino-6-chloro-2-picoline 3-Amino-6-chloro-2-picoline 164666-68-6 C6H7ClN2
5-CHLORO-2-IODOPYRIDINE 5-CHLORO-2-IODOPYRIDINE 244221-57-6 C5H3ClIN
4-CHLORO-6-METHOXYQUINOLINE 4-CHLORO-6-METHOXYQUINOLINE 4295-04-9 C10H8ClNO
Methyl 2-methylnicotinate Methyl 2-methylnicotinate 65719-09-7 C8H9NO2
3-Decylthiophene 3-Decylthiophene 65016-55-9 C14H24S
6-Amino-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione 6-Amino-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione 6642-31-5 C6H9N3O2
2,3-Dibromo-5-chloropyridine 2,3-Dibromo-5-chloropyridine 137628-17-2 C5H2Br2ClN
2-Amino-4,6-dichloro-5-methylpyrimidine 2-Amino-4,6-dichloro-5-methylpyrimidine 7153-13-1 C5H5Cl2N3
2-Chloro-1-methylpyridinium iodide 2-Chloro-1-methylpyridinium iodide 14338-32-0 C6H7ClIN
2-BROMO-ISONICOTINIC ACID METHYL ESTER 2-BROMO-ISONICOTINIC ACID METHYL ESTER 26156-48-9 C7H6BrNO2
2-HYDROXY-3,5-DINITROPYRIDINE 2-HYDROXY-3,5-DINITROPYRIDINE 2980-33-8 C5H3N3O5
4-Chloro-5-iodo-7H-pyrrol[2,3-d]pyrimidine 4-Chloro-5-iodo-7H-pyrrol[2,3-d]pyrimidine 123148-78-7 C6H3ClIN3
5-Pyrimidinecarboxylic acid 5-Pyrimidinecarboxylic acid 4595-61-3 C5H4N2O2
2-Hydroxy-5-methylpyridine 2-Hydroxy-5-methylpyridine 1003-68-5 C6H7NO
2-Amino-3-(trifluoromethyl)pyridine 2-Amino-3-(trifluoromethyl)pyridine 183610-70-0 C6H5F3N2
4-Hydroxypyrimidine 4-Hydroxypyrimidine 51953-17-4 C4H4N2O
2-Amino-5-chloro-3-fluoropyridine 2-Amino-5-chloro-3-fluoropyridine 246847-98-3 C5H4ClFN2
2,5-DICHLOROPYRIDINE-4-BORONIC ACID 2,5-DICHLOROPYRIDINE-4-BORONIC ACID 847664-64-6 C5H4BCl2NO2
2-Methoxy-4,6-dichloropyrimidine 2-Methoxy-4,6-dichloropyrimidine 1074-40-4 C5H4Cl2N2O
2-Methyl-5-nitropyridine 2-Methyl-5-nitropyridine 21203-68-9 C6H6N2O2
4-CHLORO-3-FLUOROPYRIDINE HCL 4-CHLORO-3-FLUOROPYRIDINE HCL 119229-74-2 C5H4Cl2FN
2-(METHOXYMETHYL)PYRIDINE 2-(METHOXYMETHYL)PYRIDINE 23579-92-2 C7H9NO
5-Amino-2-bromo-6-picoline 5-Amino-2-bromo-6-picoline 126325-47-1 C6H7BrN2
2,4-DICHLORO-5H-PYRROLO[3,2-D]PYRIMIDINE 2,4-DICHLORO-5H-PYRROLO[3,2-D]PYRIMIDINE 63200-54-4 C6H3Cl2N3
2-HYDROXY-5-FORMYLPYRIDINE 2-HYDROXY-5-FORMYLPYRIDINE 106984-91-2 C6H5NO2
4-BROMO-3-HYDROXYPYRIDINE 4-BROMO-3-HYDROXYPYRIDINE 161417-28-3 C5H4BrNO
5-FLUORO-2-METHOXYNICOTINALDEHYDE 5-FLUORO-2-METHOXYNICOTINALDEHYDE 351410-62-3 C7H6FNO2
2,4-Dichloropyridine 2,4-Dichloropyridine 26452-80-2 C5H3Cl2N
4-METHYL-6-CHLORO PYRIMIDINE 4-METHYL-6-CHLORO PYRIMIDINE 3435-25-4 C5H5ClN2
2-Amino-5-pyrimidinecarboxyaldehyde 2-Amino-5-pyrimidinecarboxyaldehyde 120747-84-4 C5H5N3O
3-BROMOPYRIDINE-N-OXIDE 3-BROMOPYRIDINE-N-OXIDE 2402-97-3 C5H4BrNO
Tetrahydro-2H-pyran-4-carboxylic acid Tetrahydro-2H-pyran-4-carboxylic acid 5337-03-1 C6H10O3
3-Aminopyridine 3-Aminopyridine 462-08-8 C5H6N2
4-Chloro-6-trifluoromethylpyrimidine 4-Chloro-6-trifluoromethylpyrimidine 37552-81-1 C5H2ClF3N2
2-Amino-4-chloropyrimidine 2-Amino-4-chloropyrimidine 3993-78-0 C4H4ClN3
2-Chloro-5-ethylpyrimidine 2-Chloro-5-ethylpyrimidine 111196-81-7 C6H7ClN2
Ethyl 2-thiophenecarboxylate Ethyl 2-thiophenecarboxylate 2810-04-0 C7H8O2S
2,2'-Dithiodipyridine 2,2'-Dithiodipyridine 2127-03-9 C10H8N2S2
5-CYANO-2-FLUORO-6-PICOLINE 5-CYANO-2-FLUORO-6-PICOLINE 375368-85-7 C7H5FN2
2-Amino-5-hydroxypyridine 2-Amino-5-hydroxypyridine 55717-46-9 C5H6N2O
6-(TRIFLUOROMETHYL)URACIL 6-(TRIFLUOROMETHYL)URACIL 672-45-7 C5H3F3N2O2
5-Amino-2-chloropyrimidine 5-Amino-2-chloropyrimidine 56621-90-0 C4H4ClN3
4-CHLORO-PYRIDINE-2-CARBONITRILE 4-CHLORO-PYRIDINE-2-CARBONITRILE 19235-89-3 C6H3ClN2
2-Cyano-3,5-difluoropyridine 2-Cyano-3,5-difluoropyridine 298709-29-2 C6H2F2N2
2-Chloro-3-(trifluoromethyl)pyridine 2-Chloro-3-(trifluoromethyl)pyridine 65753-47-1 C6H3ClF3N
3-Chloro-5-(trifluoromethyl)pyridine 3-Chloro-5-(trifluoromethyl)pyridine 85148-26-1 C6H3ClF3N
4-THIOURACIL 4-THIOURACIL 591-28-6 C4H4N2OS
2-Amino-6-bromopyridine 2-Amino-6-bromopyridine 19798-81-3 C5H5BrN2
5-(Trifluoromethyl)pyridine-2-carboxylic acid 5-(Trifluoromethyl)pyridine-2-carboxylic acid 80194-69-0 C7H4F3NO2
4,6-Dihydroxypyrimidine 4,6-Dihydroxypyrimidine 1193-24-4 C4H4N2O2
3-BROMO-4-FLUOROPYRIDINE 3-BROMO-4-FLUOROPYRIDINE 116922-60-2 C5H3BrFN
1-Methylpiperazine 1-Methylpiperazine 109-01-3 C5H12N2
2-Amino-5-nitropyridine 2-Amino-5-nitropyridine 4214-76-0 C5H5N3O2
5-Bromo-2-fluoro-3-pyridylboronic acid 5-Bromo-2-fluoro-3-pyridylboronic acid 501435-91-2 C5H4BBrFNO2
1-TRIFLUOROMETHYLCYCLOBUTANE-1-CARBOXYLIC ACID 1-TRIFLUOROMETHYLCYCLOBUTANE-1-CARBOXYLIC ACID 277756-45-3 C6H7F3O2
2,3,5,6-Tetrachloropyridine 2,3,5,6-Tetrachloropyridine 2402-79-1 C5HCl4N
2-Bromo-6-(trifluoromethyl)pyridine 2-Bromo-6-(trifluoromethyl)pyridine 189278-27-1 C6H3BrF3N
5-CHLORO-2 3-PYRIDINEDIOL  95 5-CHLORO-2 3-PYRIDINEDIOL 95 53233-89-9 C5H4ClNO2
3-AMINO-6-METHOXY-2-PICOLINE HCL 3-AMINO-6-METHOXY-2-PICOLINE HCL 320577-63-7 C7H11ClN2O
3-CYANO-5-METHYLPYRIDINE 3-CYANO-5-METHYLPYRIDINE 42885-14-3 C7H6N2
4-Hydroxy-6-methylpyrimidine 4-Hydroxy-6-methylpyrimidine 3524-87-6 C5H6N2O
2-ETHYL-3-HYDROXY-6-METHYLPYRIDINE 2-ETHYL-3-HYDROXY-6-METHYLPYRIDINE 2364-75-2 C8H11NO
2-METHOXY-5-NITRO-6-PICOLINE 2-METHOXY-5-NITRO-6-PICOLINE 5467-69-6 C7H8N2O3
1-Fluoropyridinium tetrafluoroborate 1-Fluoropyridinium tetrafluoroborate 107264-09-5 C5H5BF5N
2-(4-Chlorobenzyl)pyridine 2-(4-Chlorobenzyl)pyridine 4350-41-8 C12H10ClN
3-Iodopyridin-2-amine 3-Iodopyridin-2-amine 104830-06-0 C5H5IN2
IMIDAZO[1,2-A]PYRIMIDINE-2-CARBOXYLIC ACID ETHYL ESTER IMIDAZO[1,2-A]PYRIMIDINE-2-CARBOXYLIC ACID ETHYL ESTER 64951-06-0 C9H9N3O2
4-Chloro-6-hydrazinopyrimidine 4-Chloro-6-hydrazinopyrimidine 5767-35-1 C4H5ClN4
3-Chloro-5-fluoropyridine 3-Chloro-5-fluoropyridine 514797-99-0 C5H3ClFN
6-FLUORO-4-HYDROXYQUINOLINE-3-CARBOXYLIC ACID 6-FLUORO-4-HYDROXYQUINOLINE-3-CARBOXYLIC ACID 343-10-2 C10H6FNO3
2-Amino-4-chloro-6-methoxypyrimidine 2-Amino-4-chloro-6-methoxypyrimidine 5734-64-5 C5H6ClN3O
4-Chloro-6-ethyl-5-fluoropyrimidine 4-Chloro-6-ethyl-5-fluoropyrimidine 137234-74-3 C6H6ClFN2
4-Pyrrolidinopyridine 4-Pyrrolidinopyridine 2456-81-7 C9H12N2
3-AMINO-ISONICOTINIC ACID ETHYL ESTER 3-AMINO-ISONICOTINIC ACID ETHYL ESTER 14208-83-4 C8H10N2O2
5-BROMO-2-FLUOROPYRIMIDINE 5-BROMO-2-FLUOROPYRIMIDINE 62802-38-4 C4H2BrFN2
3-Bromo-2-hydroxypyridine 3-Bromo-2-hydroxypyridine 13466-43-8 C5H4BrNO
4,6-DIHYDROXY-5-METHYLPYRIMIDINE 4,6-DIHYDROXY-5-METHYLPYRIMIDINE 63447-38-1 C5H6N2O2
5-Bromo-2-chloropyrimidine 5-Bromo-2-chloropyrimidine 32779-36-5 C4H2BrClN2
2-Hydroxy-5-nitronicotinic acid 2-Hydroxy-5-nitronicotinic acid 6854-07-5 C6H4N2O5
3,5-Difluoropyridine 3,5-Difluoropyridine 71902-33-5 C5H3F2N
5-BROMO-2-FLUORO-6-PICOLINE 5-BROMO-2-FLUORO-6-PICOLINE 375368-83-5 C6H5BrFN
Pyrimidine-2-carboxylic acid Pyrimidine-2-carboxylic acid 31519-62-7 C5H4N2O2
4-BROMOPYRIDINE-2-CARBALDEHYDE 4-BROMOPYRIDINE-2-CARBALDEHYDE 131747-63-2 C6H4BrNO
4-Methylpyrimidin-5-amine 4-Methylpyrimidin-5-amine 3438-61-7 C5H7N3
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