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
3,5,6-Trichloro-2-pyridinol 3,5,6-Trichloro-2-pyridinol 6515-38-4 C5H2Cl3NO
2-AMINO-5-IODOPYRIMIDINE 2-AMINO-5-IODOPYRIMIDINE 1445-39-2 C4H4IN3
2-Fluoro-4-iodo-5-picoline 2-Fluoro-4-iodo-5-picoline 153034-94-7 C6H5FIN
Pyridazine Pyridazine 289-80-5 C4H4N2
Quinoline-N-oxide Quinoline-N-oxide 1613-37-2 C9H7NO
1-ETHYLQUINOLINIUM IODIDE 1-ETHYLQUINOLINIUM IODIDE 634-35-5 C11H12IN
2,3-Diaminopyridine 2,3-Diaminopyridine 452-58-4 C5H7N3
1-(2-Hydroxy-3-sulfopropyl)-pyridinium betane 1-(2-Hydroxy-3-sulfopropyl)-pyridinium betane 3918-73-8 C8H11NO4S
3-Phenylpyridine 3-Phenylpyridine 1008-88-4 C11H9N
Methyl 4-aminopyridine-2-carboxylate Methyl 4-aminopyridine-2-carboxylate 71469-93-7 C7H8N2O2
2-Pyrimidinemethanol 2-Pyrimidinemethanol 42839-09-8 C5H6N2O
5-Methylnicotinic acid 5-Methylnicotinic acid 3222-49-9 C7H7NO2
1-Aminoisoquinoline 1-Aminoisoquinoline 1532-84-9 C9H8N2
2-Amino-6-(trifluoromethyl)pyridine 2-Amino-6-(trifluoromethyl)pyridine 34486-24-3 C6H5F3N2
6-Methylisoquinoline 6-Methylisoquinoline 42398-73-2 C10H9N
ethyl 2,4-dichloropyrimidine-5-carboxylate ethyl 2,4-dichloropyrimidine-5-carboxylate 51940-64-8 C7H6Cl2N2O2
2,4-Dichloro-3-nitropyridine 2,4-Dichloro-3-nitropyridine 5975-12-2 C5H2Cl2N2O2
2-Cyano-5-fluoropyridine 2-Cyano-5-fluoropyridine 327056-62-2 C6H3FN2
2-Aminopyrimidine 2-Aminopyrimidine 109-12-6 C4H5N3
2-Bromo-4-pyridinecarboxaldehyde 2-Bromo-4-pyridinecarboxaldehyde 118289-17-1 C6H4BrNO
3-CHLORO-2-HYDROXY-5-(TRIFLUOROMETHYL)PYRIDINE 3-CHLORO-2-HYDROXY-5-(TRIFLUOROMETHYL)PYRIDINE 76041-71-9 C6H3ClF3NO
6-AMINO-1,3-DIPROPYLURACIL 6-AMINO-1,3-DIPROPYLURACIL 41862-14-0 C10H17N3O2
3-(Trifluoromethyl)pyridine-2-carboxylic acid 3-(Trifluoromethyl)pyridine-2-carboxylic acid 87407-12-3 C7H4F3NO2
2-Amino-3-bromo-5-fluoropyridine 2-Amino-3-bromo-5-fluoropyridine 869557-43-7 C5H4BrFN2
6-FLUORO-4-HYDROXY-2-METHYLQUINOLINE 6-FLUORO-4-HYDROXY-2-METHYLQUINOLINE 15912-68-2 C10H8FNO
2-Chloro-4-fluoropyridine 2-Chloro-4-fluoropyridine 34941-91-8 C5H3ClFN
3-Fluoropyridine-4-carboxylic acid 3-Fluoropyridine-4-carboxylic acid 393-53-3 C6H4FNO2
2-(Chloromethyl)pyridine hydrochloride 2-(Chloromethyl)pyridine hydrochloride 6959-47-3 C6H7Cl2N
3-Hydroxyquinoline 3-Hydroxyquinoline 580-18-7 C9H7NO
3-BROMO-2-NITROPYRIDINE 3-BROMO-2-NITROPYRIDINE 54231-33-3 C5H3BrN2O2
2-Aminopyrimidine-5-boronic Acid Pinacol Ester 2-Aminopyrimidine-5-boronic Acid Pinacol Ester 402960-38-7 C10H16BN3O2
4,6-Dichloronicotinic acid 4,6-Dichloronicotinic acid 73027-79-9 C6H3Cl2NO2
2-Fluoro-3-methyl-5-aminopyridine 2-Fluoro-3-methyl-5-aminopyridine 186593-48-6 C6H7FN2
5-Chloro-2-methoxypyridine 5-Chloro-2-methoxypyridine 13473-01-3 C6H6ClNO
3,5-Dibromo-2-hydroxypyrazine 3,5-Dibromo-2-hydroxypyrazine 21943-15-7 C4H2Br2N2O
2-Methoxypyridne-4-boronic acid 2-Methoxypyridne-4-boronic acid 762262-09-9 C6H8BNO3
6-Bromopyridine-2-carbaldehyde 6-Bromopyridine-2-carbaldehyde 34160-40-2 C6H4BrNO
2-Bromo-3-methyl-5-chloropyridine 2-Bromo-3-methyl-5-chloropyridine 65550-77-8 C6H5BrClN
4-(Trifluoromethyl)nicotinonitrile 4-(Trifluoromethyl)nicotinonitrile 13600-43-6 C7H3F3N2
5-Chloropyrimidin-2-amine 5-Chloropyrimidin-2-amine 5428-89-7 C4H4ClN3
2-Ethoxy-5-nitropyridine 2-Ethoxy-5-nitropyridine 31594-45-3 C7H8N2O3
2,6-Dichloro-5-fluoro-3-pyridinecarbonitrile 2,6-Dichloro-5-fluoro-3-pyridinecarbonitrile 82671-02-1 C6HCl2FN2
4-Hydroxy-6-(trifluoromethyl)pyrimidine 4-Hydroxy-6-(trifluoromethyl)pyrimidine 1546-78-7 C5H3F3N2O
2-Ethoxypyridine 2-Ethoxypyridine 14529-53-4 C7H9NO
4-Amino-2-chloro-5-methylpyrimidine 4-Amino-2-chloro-5-methylpyrimidine 14394-70-8 C5H6ClN3
4-Pyrimidinol 4-Pyrimidinol 4562-27-0 C4H4N2O
2-Acetyl-6-bromopyridine 2-Acetyl-6-bromopyridine 49669-13-8 C7H6BrNO
2-Amino-5-hydroxypyrimidine 2-Amino-5-hydroxypyrimidine 143489-45-6 C4H5N3O
2-AMINO-5-CHLORO-3-NITROPYRIDINE 2-AMINO-5-CHLORO-3-NITROPYRIDINE 409-39-2 C5H4ClN3O2
N-(2-Amino-4,6-dichloro-5-pyrimidinyl)formamide N-(2-Amino-4,6-dichloro-5-pyrimidinyl)formamide 171887-03-9 C5H4Cl2N4O
Ethyl 2-methylnicotinate Ethyl 2-methylnicotinate 1721-26-2 C9H11NO2
3-Cyano-4,6-dimethyl-2-hydroxypyridine 3-Cyano-4,6-dimethyl-2-hydroxypyridine 769-28-8 C8H8N2O
6-Amino-1-methyluracil 6-Amino-1-methyluracil 2434-53-9 C5H7N3O2
4-Chloro-1H-pyrazolo[3,4-d]pyrimidine 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine 5399-92-8 C5H3ClN4
4,6-DIMETHYL-2-HYDROXYPYRIMIDINE HYDROCHLORIDE 4,6-DIMETHYL-2-HYDROXYPYRIMIDINE HYDROCHLORIDE 34289-60-6 C6H9ClN2O
2,3-Pyridinedicarboxylic anhydride 2,3-Pyridinedicarboxylic anhydride 699-98-9 C7H3NO3
6-BROMOPYRIDINE-2-CARBOXYLIC ACID METHYL ESTER 6-BROMOPYRIDINE-2-CARBOXYLIC ACID METHYL ESTER 26218-75-7 C7H6BrNO2
BENZO[B]THIOPHENE-2-CARBOXALDEHYDE BENZO[B]THIOPHENE-2-CARBOXALDEHYDE 3541-37-5 C9H6OS
3-HYDROXY-4-PYRIDINECARBOXYLIC ACID 3-HYDROXY-4-PYRIDINECARBOXYLIC ACID 10128-71-9 C6H5NO3
2,6-Dichloro-3-iodopyridine 2,6-Dichloro-3-iodopyridine 148493-37-2 C5H2Cl2IN
3-HYDROXY-6-METHYL-2-NITROPYRIDINE 3-HYDROXY-6-METHYL-2-NITROPYRIDINE 15128-90-2 C6H6N2O3
(3-CHLORO-PYRIDIN-2-YL)-HYDRAZINE (3-CHLORO-PYRIDIN-2-YL)-HYDRAZINE 22841-92-5 C5H6ClN3
2-Methoxy-4-pyridinecarboxylic acid 2-Methoxy-4-pyridinecarboxylic acid 105596-63-2 C7H7NO3
2-Hydroxypyrimidine hydrochloride 2-Hydroxypyrimidine hydrochloride 38353-09-2 C4H5ClN2O
7-Bromopyrido[2,3-b]pyrazine 7-Bromopyrido[2,3-b]pyrazine 52333-42-3 C7H4BrN3
4-Amino-2-bromopyridine 4-Amino-2-bromopyridine 7598-35-8 C5H5BrN2
3,4-Dichloropyridine 3,4-Dichloropyridine 55934-00-4 C5H3Cl2N
2-CHLORO-4-METHOXYPYRIMIDINE 2-CHLORO-4-METHOXYPYRIMIDINE 22536-63-6 C5H5ClN2O
2,4-Dichloro-5-methoxypyrimidine 2,4-Dichloro-5-methoxypyrimidine 19646-07-2 C5H4Cl2N2O
2-Ethoxy-5-fluoro-1H-pyrimidin-4-one 2-Ethoxy-5-fluoro-1H-pyrimidin-4-one 56177-80-1 C6H7FN2O2
3,4-Dihydro-2H-pyran 3,4-Dihydro-2H-pyran 110-87-2 C5H8O
4-Fluoropyridine 4-Fluoropyridine 694-52-0 C5H4FN
2,5-Diamino-4,6-dihydropyrimidine hemisulfate salt 2,5-Diamino-4,6-dihydropyrimidine hemisulfate salt 102783-67-5 C8H14N8O8S
2-Thiophenemethylamine 2-Thiophenemethylamine 27757-85-3 C5H7NS
6-CHLORONICOTINOYL CHLORIDE 6-CHLORONICOTINOYL CHLORIDE 58757-38-3 C6H3Cl2NO
3-Octylthiophene 3-Octylthiophene 65016-62-8 C12H20S
4-Aminoguinoline 4-Aminoguinoline 578-68-7 C9H8N2
Pentachloropyridine Pentachloropyridine 2176-62-7 C5Cl5N
2-Chloro-5-fluoropyrimidine 2-Chloro-5-fluoropyrimidine 62802-42-0 C4H2ClFN2
4-Hydroxy-2-methylquinoline 4-Hydroxy-2-methylquinoline 607-67-0 C10H9NO
Tetrachloropyridine-2-carboxylic acid Tetrachloropyridine-2-carboxylic acid 10469-09-7 C6HCl4NO2
3,6-Dichloropyridazine-4-carboxylic acid 3,6-Dichloropyridazine-4-carboxylic acid 51149-08-7 C5H2Cl2N2O2
5-BROMONICOTINOYL CHLORIDE 5-BROMONICOTINOYL CHLORIDE 39620-02-5 C6H3BrClNO
Gimeracil Gimeracil 103766-25-2 C5H4ClNO2
4-Chloro-3-nitropyridine hydrochloride 4-Chloro-3-nitropyridine hydrochloride 54079-68-4 C5H4Cl2N2O2
2-Fluoro-3-hydroxypyridine 2-Fluoro-3-hydroxypyridine 174669-74-0 C5H4FNO
METHYL PYRAZINE-2-CARBOXYLATE METHYL PYRAZINE-2-CARBOXYLATE 6164-79-0 C6H6N2O2
4-Bromo-2-methoxypyridine 4-Bromo-2-methoxypyridine 100367-39-3 C6H6BrNO
4,5-Diaminopyrimidine 4,5-Diaminopyrimidine 13754-19-3 C4H6N4
2-Methylpiperazine 2-Methylpiperazine 109-07-9 C5H12N2
2,3,6-Trichloropyridine 2,3,6-Trichloropyridine 29154-14-1 C5H2Cl3N
5-Bromo-4,6-dihydroxypyrimidine 5-Bromo-4,6-dihydroxypyrimidine 15726-38-2 C4H3BrN2O2
4-Hydrazino-6-methylpyrimidin-2-amine 4-Hydrazino-6-methylpyrimidin-2-amine 28840-64-4 C5H9N5
3-Bromo-6-chloro-2-methylpyridine 3-Bromo-6-chloro-2-methylpyridine 132606-40-7 C6H5BrClN
2-Acetamido-5-nitropyridine 2-Acetamido-5-nitropyridine 5093-64-1 C7H7N3O3
2,5-Difluoropyridine 2,5-Difluoropyridine 84476-99-3 C5H3F2N
3-Bromo-2-hydroxy-5-nitropyridine 3-Bromo-2-hydroxy-5-nitropyridine 15862-33-6 C5H3BrN2O3
2-ETHYNYLPYRIDINE 2-ETHYNYLPYRIDINE 1945-84-2 C7H5N
4-Benzylpyridine 4-Benzylpyridine 2116-65-6 C12H11N
4-Bromo-3-chloropyridine 4-Bromo-3-chloropyridine 73583-41-2 C5H3BrClN
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