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-DICHLORO-4-(TRIFLUOROMETHYL)NICOTINAMIDE 2,6-DICHLORO-4-(TRIFLUOROMETHYL)NICOTINAMIDE 158063-67-3 C7H3Cl2F3N2O
3,5-Dichloro-2,4,6-trifluoropyridine 3,5-Dichloro-2,4,6-trifluoropyridine 1737-93-5 C5Cl2F3N
2-FLUORO-1-METHYLPYRIDINIUM P-TOLUENESULFONATE 2-FLUORO-1-METHYLPYRIDINIUM P-TOLUENESULFONATE 58086-67-2 C13H14FNO3S
5-Fluoro-2-picolinic acid 5-Fluoro-2-picolinic acid 107504-08-5 C6H4FNO2
1,3-Dihydrothiopheno[3,2-d]pyrimidine-2,4-dione 1,3-Dihydrothiopheno[3,2-d]pyrimidine-2,4-dione 16233-51-5 C6H4N2O2S
4,6-DIMETHYLPYRIMIDINE 4,6-DIMETHYLPYRIMIDINE 1558-17-4 C6H8N2
3-ACETYL-2-CHLOROPYRIDINE 3-ACETYL-2-CHLOROPYRIDINE 55676-21-6 C7H6ClNO
2-CHLORO-3-FLUOROPYRIDINE-4-BORONIC ACID 2-CHLORO-3-FLUOROPYRIDINE-4-BORONIC ACID 937595-71-6 C5H4BClFNO2
5-BROMOPYRIDINE-2-CARBOXYLIC ACID METHYL ESTER 5-BROMOPYRIDINE-2-CARBOXYLIC ACID METHYL ESTER 29682-15-3 C7H6BrNO2
2,3,5-Tribromothiophene 2,3,5-Tribromothiophene 3141-24-0 C4HBr3S
4-Hydroxycoumarin 4-Hydroxycoumarin 1076-38-6 C9H6O3
5-Fluoropyrimidine 5-Fluoropyrimidine 675-21-8 C4H3FN2
6-Iodoquinoline 6-Iodoquinoline 13327-31-6 C9H6IN
2-Methoxypyrimidine-5-boronic acid 2-Methoxypyrimidine-5-boronic acid 628692-15-9 C5H7BN2O3
2-Chloro-4,6-dimethoxypyrimidine 2-Chloro-4,6-dimethoxypyrimidine 13223-25-1 C6H7ClN2O2
3-Bromo-5-fluoro-2-methoxypyrdine 3-Bromo-5-fluoro-2-methoxypyrdine 884494-81-9 C6H5BrFNO
2-Chloro-4,5-diaminopyrimidine 2-Chloro-4,5-diaminopyrimidine 14631-08-4 C4H5ClN4
2,3,5-Tribromopyridine 2,3,5-Tribromopyridine 75806-85-8 C5H2Br3N
6-Methylnicotinaldehyde 6-Methylnicotinaldehyde 53014-84-9 C7H7NO
3-Thiophenemalonic acid 3-Thiophenemalonic acid 21080-92-2 C7H6O4S
2,5-DIBROMO-6-METHYLPYRIDINE 2,5-DIBROMO-6-METHYLPYRIDINE 39919-65-8 C6H5Br2N
2,4,5-Triamino-6-hydroxypyrimidine sulfate 2,4,5-Triamino-6-hydroxypyrimidine sulfate 35011-47-3 C4H9N5O5S
2-Hydroxy-4-(trifluoromethyl)pyrimidine 2-Hydroxy-4-(trifluoromethyl)pyrimidine 104048-92-2 C5H3F3N2O
2,6-Dihydroxy-3,4-dimethylpyridine 2,6-Dihydroxy-3,4-dimethylpyridine 84540-47-6 C7H9NO2
3-Trifluoromethylpyridine 3-Trifluoromethylpyridine 3796-23-4 C6H4F3N
4-(3'-Methylphenyl)amino-3-pyridinesulfonamide 4-(3'-Methylphenyl)amino-3-pyridinesulfonamide 72811-73-5 C12H13N3O2S
5-Aminoisoquinoline 5-Aminoisoquinoline 1125-60-6 C9H8N2
5-Bromo-2-chloronicotinic acid 5-Bromo-2-chloronicotinic acid 29241-65-4 C6H3BrClNO2
2-Amino-5-nitropyrimidine 2-Amino-5-nitropyrimidine 3073-77-6 C4H4N4O2
2-Amino-4,6-dihydroxy-5-methylpyrimidine 2-Amino-4,6-dihydroxy-5-methylpyrimidine 55477-35-5 C5H7N3O2
2-Hydroxy-4-(trifluoromethyl)quinoline 2-Hydroxy-4-(trifluoromethyl)quinoline 25199-84-2 C10H6F3NO
THIENO(3 2-B)PYRIDIN-7-OL THIENO(3 2-B)PYRIDIN-7-OL 107818-20-2 C7H5NOS
5-ACETYL-2-METHYLPYRIDINE 5-ACETYL-2-METHYLPYRIDINE 36357-38-7 C8H9NO
3-IODOTHIOPHENE 3-IODOTHIOPHENE 10486-61-0 C4H3IS
4,6-Dihydroxy-5-methoxypyrimidine 4,6-Dihydroxy-5-methoxypyrimidine 5193-84-0 C5H6N2O3
3-Aminopyridin-4-ol 3-Aminopyridin-4-ol 6320-39-4 C5H6N2O
5-Amino-2-chloropyridine 5-Amino-2-chloropyridine 5350-93-6 C5H5ClN2
4-Cyanopyridine 4-Cyanopyridine 100-48-1 C6H4N2
(3-IODO-PYRIDIN-4-YL)-CARBAMIC ACID TERT-BUTYL ESTER (3-IODO-PYRIDIN-4-YL)-CARBAMIC ACID TERT-BUTYL ESTER 211029-67-3 C10H13IN2O2
2,5-Dibromopyrazine 2,5-Dibromopyrazine 23229-26-7 C4H2Br2N2
2-Amino-5-chloro-4-picoline 2-Amino-5-chloro-4-picoline 36936-27-3 C6H7ClN2
2,4,6-TRIMETHOXYPYRIMIDINE 2,4,6-TRIMETHOXYPYRIMIDINE 13106-85-9 C7H10N2O3
4-(3-AMINOPHENYL)-2-METHYLPYRIMIDINE 4-(3-AMINOPHENYL)-2-METHYLPYRIMIDINE 175201-90-8 C11H11N3
4,5-Diamino-6-hydroxypyrimidine 4,5-Diamino-6-hydroxypyrimidine 1672-50-0 C4H6N4O
4-Chloro-6-methoxypyrimidine 4-Chloro-6-methoxypyrimidine 26452-81-3 C5H5ClN2O
2-Amino-5-chloropyridine 2-Amino-5-chloropyridine 1072-98-6 C5H5ClN2
3-Bromo-2-fluoropyridine 3-Bromo-2-fluoropyridine 36178-05-9 C5H3BrFN
Tetrahydro-4-pyranol Tetrahydro-4-pyranol 2081-44-9 C5H10O2
2-Bromo-4-fluoropyridine 2-Bromo-4-fluoropyridine 357927-50-5 C5H3BrFN
3-Chloro-5-methylpyridazine 3-Chloro-5-methylpyridazine 89283-31-8 C5H5ClN2
2-Thiomethylpyrimidine-4-carboxylic acid 2-Thiomethylpyrimidine-4-carboxylic acid 1126-44-9 C6H6N2O2S
2-Trifluoromethyl-5-pyridineboric acid 2-Trifluoromethyl-5-pyridineboric acid 868662-36-6 C6H5BF3NO2
3-DODECYLTHIOPHENE 3-DODECYLTHIOPHENE 104934-52-3 C16H28S
3-Chloropyrazine-2-carbonitrile 3-Chloropyrazine-2-carbonitrile 55557-52-3 C5H2ClN3
6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride 2328-12-3 C11H16ClNO2
2-Hydroxy-4-methylpyrimidine hydrochloride 2-Hydroxy-4-methylpyrimidine hydrochloride 5348-51-6 C5H7ClN2O
Ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate Ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate 79660-46-1 C12H8F3NO3
Ethyl 2-pyridylacetate Ethyl 2-pyridylacetate 2739-98-2 C9H11NO2
3-Pyridineethaneamine 3-Pyridineethaneamine 20173-24-4 C7H10N2
2-Benzylpyridine 2-Benzylpyridine 101-82-6 C12H11N
2-METHOXY-PYRIMIDINE-5-CARBALDEHYDE 2-METHOXY-PYRIMIDINE-5-CARBALDEHYDE 90905-32-1 C6H6N2O2
2-METHYL-6-NITROQUINOLINE 2-METHYL-6-NITROQUINOLINE 613-30-9 C10H8N2O2
4,4-Difluoropiperidine hydrochloride 4,4-Difluoropiperidine hydrochloride 144230-52-4 C5H9F2N.ClH
2-Bromo-5-iodopyridine 2-Bromo-5-iodopyridine 73290-22-9 C5H3BrIN
5-Bromo-2-fluoropyridine 5-Bromo-2-fluoropyridine 766-11-0 C5H3BrFN
5-Chloro-2-fluoropyridine 5-Chloro-2-fluoropyridine 1480-65-5 C5H3ClFN
2-Amino-5-nitro-4-picoline 2-Amino-5-nitro-4-picoline 21901-40-6 C6H7N3O2
Ethyl 2-aminopyridine-3-carboxylate Ethyl 2-aminopyridine-3-carboxylate 13362-26-0 C8H10N2O2
2-Amino-3,5-dichloropyridine 2-Amino-3,5-dichloropyridine 4214-74-8 C5H4Cl2N2
3-(2-Chloroethyl)-6,7,8,9-tetrahydro-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one 63234-80-0 C11H15ClN2O
2-HYDROXY-6-METHYLPYRIDINE 2-HYDROXY-6-METHYLPYRIDINE 91914-07-7 C6H7NO
2-Bromo-4-ethylpyridine 2-Bromo-4-ethylpyridine 54453-91-7 C7H8BrN
3-Picolyl chloride hydrochloride 3-Picolyl chloride hydrochloride 6959-48-4 C6H7Cl2N
2,6-Dichloropyridin-3-amine 2,6-Dichloropyridin-3-amine 62476-56-6 C5H4Cl2N2
2,4,5-Trichloropyrimidine 2,4,5-Trichloropyrimidine 5750-76-5 C4HCl3N2
2-Hydrazinopyridine 2-Hydrazinopyridine 4930-98-7 C5H7N3
2-Amino-5-bromo-4-methylpyridine 2-Amino-5-bromo-4-methylpyridine 98198-48-2 C6H7BrN2
4-Pyridyl acetone 4-Pyridyl acetone 6304-16-1 C8H9NO
2-Chloropyridine-N-oxide 2-Chloropyridine-N-oxide 2402-95-1 C5H4ClNO
2-CHLORO-8-METHYL-3-QUINOLINE CARBOXALDEHYDE 2-CHLORO-8-METHYL-3-QUINOLINE CARBOXALDEHYDE 73568-26-0 C11H8ClNO
3-BROMO-5-CHLORO-2-METHOXY-PYRIDINE 3-BROMO-5-CHLORO-2-METHOXY-PYRIDINE 102830-75-1 C6H5BrClNO
2-Methoxy-5-(trifluoromethyl)pyridine 2-Methoxy-5-(trifluoromethyl)pyridine 175277-45-9 C7H6F3NO
3-Chloro-6-methylpyridazine 3-Chloro-6-methylpyridazine 1121-79-5 C5H5ClN2
N-Methyl-4-pyridinamine N-Methyl-4-pyridinamine 1121-58-0 C6H8N2
[1,2,4]TRIAZOLO[1,5-A]PYRIMIDINE-2-CARBOXYLIC ACID [1,2,4]TRIAZOLO[1,5-A]PYRIMIDINE-2-CARBOXYLIC ACID 202065-25-6 C6H4N4O2
2-Chloro-4-bromopyridine 2-Chloro-4-bromopyridine 73583-37-6 C5H3BrClN
5-CYANO-2-METHYLPYRIDINE 5-CYANO-2-METHYLPYRIDINE 3222-48-8 C7H6N2
4-Bromopyridine hydrochloride 4-Bromopyridine hydrochloride 19524-06-2 C5H5BrClN
2-Fluoropyridine-6-carboxylic acid 2-Fluoropyridine-6-carboxylic acid 402-69-7 C6H4FNO2
2-Fluoro-3-nitropyridine 2-Fluoro-3-nitropyridine 1480-87-1 C5H3FN2O2
2-Hydroxy-6-methyl-5-nitropyridine 2-Hydroxy-6-methyl-5-nitropyridine 28489-45-4 C6H6N2O3
3-Chloro-2-nitropyridine 3-Chloro-2-nitropyridine 54231-32-2 C5H3ClN2O2
5-Bromo-2-hydrazinopyridine 5-Bromo-2-hydrazinopyridine 77992-44-0 C5H6BrN3
5-Bromo-2-hydroxymethylpyridine 5-Bromo-2-hydroxymethylpyridine 88139-91-7 C6H6BrNO
6-CHLORO-2,4-DIMETHOXYPYRIMIDINE 6-CHLORO-2,4-DIMETHOXYPYRIMIDINE 6320-15-6 C6H7ClN2O2
6-Methylpyridazin-3(2H)-one 6-Methylpyridazin-3(2H)-one 13327-27-0 C5H6N2O
3-Amino-2-picoline 3-Amino-2-picoline 3430-10-2 C6H8N2
2-Acetyl-5-bromothiophene 2-Acetyl-5-bromothiophene 5370-25-2 C6H5BrOS
2-Fluoro-6-trifluoromethylpyridine 2-Fluoro-6-trifluoromethylpyridine 94239-04-0 C6H3F4N
4-Chloro-3-nitropyridine 4-Chloro-3-nitropyridine 13091-23-1 C5H3ClN2O2
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