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-Bromo-2-methylpyridine 4-Bromo-2-methylpyridine 22282-99-1 C6H6BrN
5-Methyl-2-pyridineboronic acid 5-Methyl-2-pyridineboronic acid 372963-49-0 C6H8BNO2
2-AMINO-4-HYDROXY-6-(TRIFLUOROMETHYL)PYRIMIDINE 2-AMINO-4-HYDROXY-6-(TRIFLUOROMETHYL)PYRIMIDINE 1513-69-5 C5H4F3N3O
6-METHYLPYRIDINE-2-BORONIC ACID 6-METHYLPYRIDINE-2-BORONIC ACID 372963-50-3 C6H8BNO2
5-HYDROXYMETHYLCYTOSINE 5-HYDROXYMETHYLCYTOSINE 1123-95-1 C5H7N3O2
2,6-Dimethylpyridine N-oxide 2,6-Dimethylpyridine N-oxide 1073-23-0 C7H9NO
5-Bromo-2-methoxy-6-picoline 5-Bromo-2-methoxy-6-picoline 126717-59-7 C7H8BrNO
2-Chloro-5-iodopyridine 2-Chloro-5-iodopyridine 69045-79-0 C5H3ClIN
2-BROMO-6-FLUOROPYRIDINE 2-BROMO-6-FLUOROPYRIDINE 144100-07-2 C5H3BrFN
2,3-Difluoropyridine 2,3-Difluoropyridine 1513-66-2 C5H3F2N
3-AMINO-2-BROMO-6-METHOXYPYRIDINE 3-AMINO-2-BROMO-6-METHOXYPYRIDINE 135795-46-9 C6H7BrN2O
2,5-Dichloropyridine 2,5-Dichloropyridine 16110-09-1 C5H3Cl2N
5-Amino-6-nitroquinoline 5-Amino-6-nitroquinoline 35975-00-9 C9H7N3O2
2-FLUORO-3-NITRO-4-PICOLINE 2-FLUORO-3-NITRO-4-PICOLINE 19346-43-1 C6H5FN2O2
5-CHLOROQUINOLINE 5-CHLOROQUINOLINE 635-27-8 C9H6ClN
5-Chloro-3-pyridinol 5-Chloro-3-pyridinol 74115-12-1 C5H4ClNO
2,3-DIBROMO-5-METHYLPYRIDINE 2,3-DIBROMO-5-METHYLPYRIDINE 29232-39-1 C6H5Br2N
2,3-Dimethylpyridine-N-oxide 2,3-Dimethylpyridine-N-oxide 22710-07-2 C7H9NO
5-Bromo-3-nitro-2-pyridinol 5-Bromo-3-nitro-2-pyridinol 15862-34-7 C5H3BrN2O3
ETHYL 6-CHLOROIMIDAZO[1,2-B]PYRIDAZINE-2-CARBOXYLATE ETHYL 6-CHLOROIMIDAZO[1,2-B]PYRIDAZINE-2-CARBOXYLATE 64067-99-8 C9H8ClN3O2
2,3-DIBROMO-5-NITRO PYRIDINE 2,3-DIBROMO-5-NITRO PYRIDINE 15862-36-9 C5H2Br2N2O2
1-Ethyl-6-hydroxy-4-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile 1-Ethyl-6-hydroxy-4-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile 28141-13-1 C9H10N2O2
Pyridine hydrofluoride Pyridine hydrofluoride 32001-55-1 C5H6FN
6-(TRIFLUOROMETHYL)PYRIDINE-3-CARBOXALDEHYDE 6-(TRIFLUOROMETHYL)PYRIDINE-3-CARBOXALDEHYDE 386704-12-7 C7H4F3NO
6-Chloro-3-methyluracil 6-Chloro-3-methyluracil 4318-56-3 C5H5ClN2O2
3,6-Dichloropyridazine 3,6-Dichloropyridazine 141-30-0 C4H2Cl2N2
2-Chloro-6-iodopyridine 2-Chloro-6-iodopyridine 258506-66-0 C5H3ClIN
2-Fluoro-5-trifluoromethylpyridine 2-Fluoro-5-trifluoromethylpyridine 69045-82-5 C6H3F4N
2-Bromo-4-nitropyridine 2-Bromo-4-nitropyridine 6945-67-1 C5H3BrN2O2
2-Chloro-4-methyl-3-nitropyridine 2-Chloro-4-methyl-3-nitropyridine 23056-39-5 C6H5ClN2O2
2,6-DIMETHOXY-3-NITROPYRIDINE 2,6-DIMETHOXY-3-NITROPYRIDINE 18677-41-3 C7H8N2O4
3-AMINO-PYRIDINE-4-CARBALDEHYDE 3-AMINO-PYRIDINE-4-CARBALDEHYDE 55279-29-3 C6H6N2O
2-Fluoro-3-trifluoromethylpyridine 2-Fluoro-3-trifluoromethylpyridine 65753-52-8 C6H3F4N
2-Chloro-5-methyl-3-nitropyridine 2-Chloro-5-methyl-3-nitropyridine 23056-40-8 C6H5ClN2O2
2-Hydroxy-5-trifluoromethylpyridine 2-Hydroxy-5-trifluoromethylpyridine 33252-63-0 C6H4F3NO
2-Cyanopyridine 2-Cyanopyridine 100-70-9 C6H4N2
5-Chloro-2-(methylthio)pyrimidine-4-carboxylic acid 5-Chloro-2-(methylthio)pyrimidine-4-carboxylic acid 61727-33-1 C6H5ClN2O2S
2,6-Dihydroxy-5-fluoro-3-cyanopyridine 2,6-Dihydroxy-5-fluoro-3-cyanopyridine 113237-18-6 C6H3FN2O2
2,6-Dichloro-4-(trifluoromethyl)nicotinonitrile 2,6-Dichloro-4-(trifluoromethyl)nicotinonitrile 13600-42-5 C7HCl2F3N2
2-(Methylamino)pyridine 2-(Methylamino)pyridine 4597-87-9 C6H8N2
2-Aminopyrimidine-5-carbonitrile 2-Aminopyrimidine-5-carbonitrile 1753-48-6 C5H4N4
3-(Bromomethyl)-5-chlorobenzo[b]thiophene 3-(Bromomethyl)-5-chlorobenzo[b]thiophene 1198-51-2 C9H6BrClS
4-(Trifluoromethyl)pyridin-3-amine 4-(Trifluoromethyl)pyridin-3-amine 175204-80-5 C6H5F3N2
2-HYDROXY-3-METHYL-5-NITROPYRIDINE 2-HYDROXY-3-METHYL-5-NITROPYRIDINE 21901-34-8 C6H6N2O3
5-BROMO-2-HYDROXYPYRIMIDINE 5-BROMO-2-HYDROXYPYRIMIDINE 214290-49-0 C4H3BrN2O
2-(Chloromethyl)pyrimidine 2-(Chloromethyl)pyrimidine 54198-88-8 C5H5ClN2
2-Bromo-5-chloropyridine 2-Bromo-5-chloropyridine 40473-01-6 C5H3BrClN
2-Pyridylacetonitrile 2-Pyridylacetonitrile 2739-97-1 C7H6N2
5,7-DICHLOROPYRAZOLO[1,5-A]PYRIMIDINE 5,7-DICHLOROPYRAZOLO[1,5-A]PYRIMIDINE 57489-77-7 C6H3Cl2N3
2-Amino-4-methylpyrimidine 2-Amino-4-methylpyrimidine 108-52-1 C5H7N3
5,6-Diamino-1-methyluracil 5,6-Diamino-1-methyluracil 6972-82-3 C5H8N4O2
5-Chloro-6-hydroxy-3-pyridinecarboxylic acid 5-Chloro-6-hydroxy-3-pyridinecarboxylic acid 54127-63-8 C6H4ClNO3
2-AMINO-3,5-DICHLORO-6-METHYLPYRIDINE 2-AMINO-3,5-DICHLORO-6-METHYLPYRIDINE 22137-52-6 C6H6Cl2N2
Tetrahydrothiophene Tetrahydrothiophene 110-01-0 C4H8S
4-Amino-2-trifluoromethylpyridine 4-Amino-2-trifluoromethylpyridine 147149-98-2 C6H5F3N2
4-HYDROXY-2-METHYL-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER 4-HYDROXY-2-METHYL-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER 53135-24-3 C8H10N2O3
5-Methyl-3(2H)-pyridazinone 5-Methyl-3(2H)-pyridazinone 54709-94-3 C5H6N2O
Dimethyl 2,6-Pyridinedicarboxylate Dimethyl 2,6-Pyridinedicarboxylate 5453-67-8 C9H9NO4
4-Chlorothieno[3,2-d]pyrimidine 4-Chlorothieno[3,2-d]pyrimidine 16269-66-2 C6H3ClN2S
2-Bromo-3-chloro-5-(trifluoromethyl)pyridine 2-Bromo-3-chloro-5-(trifluoromethyl)pyridine 75806-84-7 C6H2BrClF3N
4-Hydroxy-3-nitropyridine 4-Hydroxy-3-nitropyridine 15590-90-6 C5H4N2O3
2-Bromo-3-methylpyridine 2-Bromo-3-methylpyridine 3430-17-9 C6H6BrN
3-Iodopyridine 3-Iodopyridine 1120-90-7 C5H4IN
2-Methoxy-5-fluoropyridine 2-Methoxy-5-fluoropyridine 51173-04-7 C6H6FNO
2-Methoxy-6-methylaminopyridine 2-Methoxy-6-methylaminopyridine 63071-03-4 C7H9NO
2-Hydroxy-3-cyanopyridine 2-Hydroxy-3-cyanopyridine 20577-27-9 C6H4N2O
5-Bromo-2-fluoropyridine-3-carboxaldehyde 5-Bromo-2-fluoropyridine-3-carboxaldehyde 875781-15-0 C6H3BrFNO
1-METHYLURACIL 1-METHYLURACIL 615-77-0 C5H6N2O2
5-Bromo-6-chloropyridine-3-sulfonyl chloride 5-Bromo-6-chloropyridine-3-sulfonyl chloride 216394-05-7 C5H2BrCl2NO2S
4-Amino-3-chloropyridine 4-Amino-3-chloropyridine 19798-77-7 C5H5ClN2
3-Chloropyridine-2-carboxylic acid 3-Chloropyridine-2-carboxylic acid 57266-69-0 C6H4ClNO2
2-Hydroxy-3-trifluoromethylpyridine 2-Hydroxy-3-trifluoromethylpyridine 22245-83-6 C6H4F3NO
5-HYDROXYPYRIDINE-2-CARBOXYLIC ACID 5-HYDROXYPYRIDINE-2-CARBOXYLIC ACID 15069-92-8 C6H5NO3
4-BROMOPYRIDIN-2-OL 4-BROMOPYRIDIN-2-OL 36953-37-4 C5H4BrNO
3-Iodo-2-methoxypyridine 3-Iodo-2-methoxypyridine 112197-15-6 C6H6INO
2-Thiophenemethanol 2-Thiophenemethanol 636-72-6 C5H6OS
cis-2,6-Dimethylpiperazine cis-2,6-Dimethylpiperazine 21655-48-1 C6H14N2
3-[2-(3-Chlorophenyl)ethyl]-2-pyridinecarbonitrile 3-[2-(3-Chlorophenyl)ethyl]-2-pyridinecarbonitrile 31255-57-9 C14H11ClN2
6-CHLORO-2-METHYLQUINOLINE 6-CHLORO-2-METHYLQUINOLINE 92-46-6 C10H8ClN
4-Chloro-2,6-diaminopyrimidine 4-Chloro-2,6-diaminopyrimidine 156-83-2 C4H5ClN4
5-Bromonicotinonitrile 5-Bromonicotinonitrile 35590-37-5 C6H3BrN2
4-BROMO-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER 4-BROMO-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER 29681-42-3 C7H6BrNO2
4-Phenylpiperidine 4-Phenylpiperidine 771-99-3 C11H15N
5-AMINO-2-IODOPYRIDINE 5-AMINO-2-IODOPYRIDINE 29958-12-1 C5H5IN2
3-Methyl-4-nitropyridine N-Oxide 3-Methyl-4-nitropyridine N-Oxide 1074-98-2 C6H6N2O3
2-Chloro-3-nitropyridine 2-Chloro-3-nitropyridine 5470-18-8 C5H3ClN2O2
2-METHOXY-3-NITRO-6-PICOLINE 2-METHOXY-3-NITRO-6-PICOLINE 112163-03-8 C7H8N2O3
5-Aminouracil 5-Aminouracil 932-52-5 C4H5N3O2
6-Azauracil 6-Azauracil 461-89-2 C3H3N3O2
2,3-Dihydroxypyridine 2,3-Dihydroxypyridine 16867-04-2 C5H5NO2
5-Bromothiophene-2-sulfonamide 5-Bromothiophene-2-sulfonamide 53595-65-6 C4H4BrNO2S2
3-CHLORO-4-IODOPYRIDINE 3-CHLORO-4-IODOPYRIDINE 77332-79-7 C5H3ClIN
2,5-Diaminopyridine dihydrochloride 2,5-Diaminopyridine dihydrochloride 26878-35-3 C5H9Cl2N3
2,4-DIAMINO-5-FLUOROQUINAZOLINE 2,4-DIAMINO-5-FLUOROQUINAZOLINE 119584-70-2 C8H7FN4
4-CHLORO-6-FLUORO-2H-BENZOPYRAN-3-CARBOXALDEHYDE 4-CHLORO-6-FLUORO-2H-BENZOPYRAN-3-CARBOXALDEHYDE 105799-69-7 C10H6ClFO2
ETHYL 2,4-DICHLORO-6-METHYLPYRIDINE-3-CARBOXYLATE ETHYL 2,4-DICHLORO-6-METHYLPYRIDINE-3-CARBOXYLATE 86129-63-7 C9H9Cl2NO2
4,6-Diamino-2-pyrimidinol 4,6-Diamino-2-pyrimidinol 31458-45-4 C4H6N4O
2-Bromopyridine N-oxide hydrochloride 2-Bromopyridine N-oxide hydrochloride 80866-91-7 C5H5BrClNO
2-CHLORO-6-METHOXYQUINOLINE-3-CARBALDEHYDE 2-CHLORO-6-METHOXYQUINOLINE-3-CARBALDEHYDE 73568-29-3 C11H8ClNO2
2-AMINO-3-CHLORO-5-(TRIFLUOROMETHYL)PYRIDINE 2-AMINO-3-CHLORO-5-(TRIFLUOROMETHYL)PYRIDINE 72600-65-8 C6H4F4N2
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