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-Bromo-3-chloro-5-(trifluoromethyl)pyridine 2-Bromo-3-chloro-5-(trifluoromethyl)pyridine 75806-84-7 C6H2BrClF3N
3-Nitro-4(1H)-pyridone 3-Nitro-4(1H)-pyridone 15590-90-6 C5H4N2O3
2-Bromo-3-methylpyridine 2-Bromo-3-methylpyridine 3430-17-9 C6H6BrN
4-Amino-2-trifluoromethylpyridine 4-Amino-2-trifluoromethylpyridine 147149-98-2 C6H5F3N2
4-AMINO-3,5-DIBROMOPYRIDINE 4-AMINO-3,5-DIBROMOPYRIDINE 84539-34-4 C5H4Br2N2
2-METHYL-6-(TRIFLUOROMETHYL)NICOTINIC ACID 2-METHYL-6-(TRIFLUOROMETHYL)NICOTINIC ACID 261635-93-2 C8H6F3NO2
2-(Trifluoromethyl)pyridine 2-(Trifluoromethyl)pyridine 368-48-9 C6H4F3N
5-AMINOPYRIMIDINE 5-AMINOPYRIMIDINE 591-55-9 C4H5N3
4-Amino-2-picoline 4-Amino-2-picoline 18437-58-6 C6H8N2
ETHYL 2,4-DIMETHYLPYRIDINE-3-CARBOXYLATE ETHYL 2,4-DIMETHYLPYRIDINE-3-CARBOXYLATE 37669-78-6 C10H13NO2
2,4-Diaminopyrimidine 2,4-Diaminopyrimidine 156-81-0 C4H6N4
4-Ethoxy-3-nitropyridine 4-Ethoxy-3-nitropyridine 1796-84-5 C7H8N2O3
4-Hydroxy-6-methyl-2-pyrone 4-Hydroxy-6-methyl-2-pyrone 675-10-5 C6H6O3
4-Methyl-3-nitropyridine 4-Methyl-3-nitropyridine 5832-44-0 C6H6N2O2
3-Hydroxypicolinic acid 3-Hydroxypicolinic acid 874-24-8 C6H5NO3
5-Iodouracil 5-Iodouracil 696-07-1 C4H3IN2O2
1,2,3,4-TETRAHYDROISOQUINOLINE HYDROCHLORIDE 1,2,3,4-TETRAHYDROISOQUINOLINE HYDROCHLORIDE 14099-81-1 C9H12ClN
(2S)-(1-Tetrahydropyramid-2-one)-3-methylbutanoic acid (2S)-(1-Tetrahydropyramid-2-one)-3-methylbutanoic acid 192725-50-1 C9H16N2O3
2-Bromo-3-hydroxypyridine 2-Bromo-3-hydroxypyridine 6602-32-0 C5H4BrNO
5-Fluoro-2-methylpyridine 5-Fluoro-2-methylpyridine 31181-53-0 C6H6FN
3-Bromothiophene-2-carboxylic acid 3-Bromothiophene-2-carboxylic acid 7311-64-0 C5H3BrO2S
4-Aminopyrimidine 4-Aminopyrimidine 591-54-8 C4H5N3
5-Chloropyridine-2-carboxylic acid 5-Chloropyridine-2-carboxylic acid 86873-60-1 C6H4ClNO2
2,6-DIMETHYL-PYRIDIN-4-YLAMINE 2,6-DIMETHYL-PYRIDIN-4-YLAMINE 3512-80-9 C7H10N2
4-Bromo-2,6-dimethylpyridine 4-Bromo-2,6-dimethylpyridine 5093-70-9 C7H8BrN
6-CHLORO-5-METHYLPYRIDINE-3-BORONIC ACID 6-CHLORO-5-METHYLPYRIDINE-3-BORONIC ACID 1003043-40-0 C6H7BClNO2
ETHYL 4-AMINO-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLATE ETHYL 4-AMINO-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLATE 776-53-4 C8H11N3O2S
4-Amino-2-fluoropyridine 4-Amino-2-fluoropyridine 18614-51-2 C5H5FN2
4-Chloro-2,3-dimethylpyridine 1-oxide 4-Chloro-2,3-dimethylpyridine 1-oxide 59886-90-7 C7H8ClNO
4-(Trifluoromethyl)-2-pyrimidinethiol 4-(Trifluoromethyl)-2-pyrimidinethiol 136547-17-6 C5H3F3N2S
3-Bromo-5-fluoropyridine 3-Bromo-5-fluoropyridine 407-20-5 C5H3BrFN
Trifluorothymine Trifluorothymine 54-20-6 C5H3F3N2O2
4-Hydroxy-2-(trifluoromethyl)pyrimidine 4-Hydroxy-2-(trifluoromethyl)pyrimidine 1546-80-1 C5H3F3N2O
4-Chloropyridine-3-carboxaldehyde 4-Chloropyridine-3-carboxaldehyde 114077-82-6 C6H4ClNO
6-CHLORO-2-CYANO-3-NITROPYRIDINE 6-CHLORO-2-CYANO-3-NITROPYRIDINE 93683-65-9 C6H2ClN3O2
4,6-Dimethylpyrimidine-5-carboxylic acid 4,6-Dimethylpyrimidine-5-carboxylic acid 157335-93-8 C7H8N2O2
2-Chloro-5-hydroxypyridine 2-Chloro-5-hydroxypyridine 41288-96-4 C5H4ClNO
2-BROMO-ISONICOTINAMIDE 2-BROMO-ISONICOTINAMIDE 29840-73-1 C6H5BrN2O
2-Amino-4,6-dichloro-pyrimidine-5-carbaldehyde 2-Amino-4,6-dichloro-pyrimidine-5-carbaldehyde 5604-46-6 C5H3Cl2N3O
2-CYANO-4-METHYLPYRIDINE 2-CYANO-4-METHYLPYRIDINE 1620-76-4 C7H6N2
Thianaphthene-2-carboxylic acid Thianaphthene-2-carboxylic acid 6314-28-9 C9H6O2S
2-BROMO-3-NITRO-5-METHYL PYRIDINE 2-BROMO-3-NITRO-5-METHYL PYRIDINE 23056-46-4 C6H5BrN2O2
2-Picolylamine 2-Picolylamine 3731-51-9 C6H8N2
2-Chloro-5-nitropyridine 2-Chloro-5-nitropyridine 4548-45-2 C5H3ClN2O2
5-Bromopyrimidine 5-Bromopyrimidine 4595-59-9 C4H3BrN2
6-Chloropyrimidin-4(3H)-one 6-Chloropyrimidin-4(3H)-one 4765-77-9 C4H3ClN2O
Thymine Thymine 65-71-4 C5H6N2O2
5-Bromo-2-chloro-3-nitropyridine 5-Bromo-2-chloro-3-nitropyridine 67443-38-3 C5H2BrClN2O2
2-Chloro-N-(2-chloro-4-methylpyridin-3-yl)nicotinamide 2-Chloro-N-(2-chloro-4-methylpyridin-3-yl)nicotinamide 133627-46-0 C12H9Cl2N3O
4-Chloro-5-iodopyrimidine 4-Chloro-5-iodopyrimidine 63558-65-6 C4H2ClIN2
2,4-Dichloro-6-picoline 2,4-Dichloro-6-picoline 42779-56-6 C6H5Cl2N
8-Chloroisoquinoline 8-Chloroisoquinoline 34784-07-1 C9H6ClN
3-Amino-2-hydroxypyridine 3-Amino-2-hydroxypyridine 59315-44-5 C5H6N2O
2,6-Dichloro-4-(trifluoromethyl)pyridine 2,6-Dichloro-4-(trifluoromethyl)pyridine 39890-98-7 C6H2Cl2F3N
ETHYL 4-AMINO-2-MERCAPTOPYRIMIDINE-5-CARBOXYLATE ETHYL 4-AMINO-2-MERCAPTOPYRIMIDINE-5-CARBOXYLATE 774-07-2 C7H9N3O2S
4-Bromo-3-methylpyridine 4-Bromo-3-methylpyridine 10168-00-0 C6H6BrN
5-Amino-2-fluoropyridine 5-Amino-2-fluoropyridine 1827-27-6 C5H5FN2
2-Fluoro-4-methylbenzaldehyde 2-Fluoro-4-methylbenzaldehyde 146137-80-6 C8H7FO
2-Chloro-4-(trifluoromethyl)pyridine 2-Chloro-4-(trifluoromethyl)pyridine 81565-18-6 C6H3ClF3N
2-Chloro-5-fluoro-3-methylpyridine 2-Chloro-5-fluoro-3-methylpyridine 38186-84-4 C6H5ClFN
8-FLUOROQUINOLINE 8-FLUOROQUINOLINE 394-68-3 C9H6FN
1-Benzylpiperazine 1-Benzylpiperazine 2759-28-6 C11H16N2
3,5-DIBROMO-2-HYDROXYPYRIDINE 3,5-DIBROMO-2-HYDROXYPYRIDINE 13472-81-6 C5H3Br2NO
3-Butylthiophene 3-Butylthiophene 34722-01-5 C8H12S
3-Bromo-2-chloropyridine 3-Bromo-2-chloropyridine 52200-48-3 C5H3BrClN
Uracil Uracil 66-22-8 C4H4N2O2
4-(Chloromethyl)pyridine hydrochloride 4-(Chloromethyl)pyridine hydrochloride 1822-51-1 C6H6ClN.ClH
2-Bromo-4-cyanopyridine 2-Bromo-4-cyanopyridine 10386-27-3 C6H3BrN2
4-Chloropyridinium chloride 4-Chloropyridinium chloride 7379-35-3 C5H4ClN.ClH
2-HYDROXY-5-NITRO-3-(TRIFLUOROMETHYL)PYRIDINE 2-HYDROXY-5-NITRO-3-(TRIFLUOROMETHYL)PYRIDINE 33252-64-1 C6H3F3N2O3
2-Amino-4-(trifluoromethyl)pyrimidine 2-Amino-4-(trifluoromethyl)pyrimidine 16075-42-6 C5H4F3N3
2-Bromo-1-ethylpyridinium tetrafluoroborate 2-Bromo-1-ethylpyridinium tetrafluoroborate 878-23-9 C7H9BBrF4N
2-Hydroxy-5-nitropyridine 2-Hydroxy-5-nitropyridine 5418-51-9 C5H4N2O3
2-Amino-4-cyanopyridine 2-Amino-4-cyanopyridine 42182-27-4 C6H5N3
3-Fluoro-5-hydroxypyridine 3-Fluoro-5-hydroxypyridine 209328-55-2 C5H4FNO
4,5-Dihydro-6-methylpyridazin-3(2H)-one 4,5-Dihydro-6-methylpyridazin-3(2H)-one 5157-08-4 C5H8N2O
4-Ethyl-5-fluoropyrimidine 4-Ethyl-5-fluoropyrimidine 137234-88-9 C6H7FN2
4-Methoxypyridine N-oxide 4-Methoxypyridine N-oxide 1122-96-9 C6H7NO2
Pyrimidine-5-carboxaldehyde Pyrimidine-5-carboxaldehyde 10070-92-5 C5H4N2O
2-FLUORO-5-NITRO-3-PICOLINE 2-FLUORO-5-NITRO-3-PICOLINE 19346-46-4 C6H5FN2O2
4-Ethyl-5-fluoro-6-hydroxypyrimidine 4-Ethyl-5-fluoro-6-hydroxypyrimidine 137234-87-8 C6H7FN2O
5-CYANO-3-PYRIDINYL BORONIC ACID 5-CYANO-3-PYRIDINYL BORONIC ACID 497147-93-0 C6H5BN2O2
3-Amino-5-bromopyridine 3-Amino-5-bromopyridine 13535-01-8 C5H5BrN2
4-Amino-6-chloro-5-methoxypyrimidine 4-Amino-6-chloro-5-methoxypyrimidine 5018-41-7 C5H6ClN3O
2-Bromo-4-methylpyrimidine 2-Bromo-4-methylpyrimidine 130645-48-6 C5H5BrN2
4-Amino-2-methoxypyridine 4-Amino-2-methoxypyridine 20265-39-8 C6H8N2O
5-Chloro-2,3-difluoropyridine 5-Chloro-2,3-difluoropyridine 89402-43-7 C5H2ClF2N
5-Bromo-2-chloro-3-fluoropyridine 5-Bromo-2-chloro-3-fluoropyridine 831203-13-5 C5H2BrClFN
4-Bromo-3-methylpyrazole 4-Bromo-3-methylpyrazole 13808-64-5 C4H5BrN2
2,4-Dichloro-6-methylpyrimidine 2,4-Dichloro-6-methylpyrimidine 5424-21-5 C5H4Cl2N2
2-Amino-4-chloro-3-nitropyridine 2-Amino-4-chloro-3-nitropyridine 6980-08-1 C5H4ClN3O2
O-(Tetrahydro-2H-pyran-2-yl)hydroxylamine O-(Tetrahydro-2H-pyran-2-yl)hydroxylamine 6723-30-4 C5H11NO2
2-Hydroxy-3-methoxypyridine 2-Hydroxy-3-methoxypyridine 20928-63-6 C6H7NO2
3-Bromo-4-cyanopyridine 3-Bromo-4-cyanopyridine 13958-98-0 C6H3BrN2
3-CYANO-2,6-DIHYDROXY-4-(TRIFLUOROMETHYL)PYRIDINE 3-CYANO-2,6-DIHYDROXY-4-(TRIFLUOROMETHYL)PYRIDINE 3335-46-4 C7H3F3N2O2
2-FLUORO-5-NITRO-6-PICOLINE 2-FLUORO-5-NITRO-6-PICOLINE 18605-16-8 C6H5FN2O2
4-Methylpyridazine 4-Methylpyridazine 1120-88-3 C5H6N2
2-Amino-5-fluoropyridine 2-Amino-5-fluoropyridine 21717-96-4 C5H5FN2
4,6-Dichloro-5-fluoropyrimidine 4,6-Dichloro-5-fluoropyrimidine 213265-83-9 C4HCl2FN2
4-Hydroxypyridine-3-sulfonic acid 4-Hydroxypyridine-3-sulfonic acid 51498-37-4 C5H5NO4S
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