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
5-BROMO-2-HYDROXY-3-PICOLINE 5-BROMO-2-HYDROXY-3-PICOLINE 89488-30-2 C6H6BrNO
2-HYDROXY-4-PYRIDINECARBOXALDEHYDE 2-HYDROXY-4-PYRIDINECARBOXALDEHYDE 188554-13-4 C6H5NO2
2-Bromo-3-chloropyridine 2-Bromo-3-chloropyridine 96424-68-9 C5H3BrClN
4,6-Dimethoxy-2-methylthiopyrimidine 4,6-Dimethoxy-2-methylthiopyrimidine 90905-46-7 C7H10N2O2S
2-CHLORO-3-FLUORO-4-IODOPYRIDINE 2-CHLORO-3-FLUORO-4-IODOPYRIDINE 148639-07-0 C5H2ClFIN
2-Amino-4,6-dimethylpyrimidine 2-Amino-4,6-dimethylpyrimidine 767-15-7 C6H9N3
2-Chloro-6-pyrazinecarboxylic acid methyl ester 2-Chloro-6-pyrazinecarboxylic acid methyl ester 23611-75-8 C6H5ClN2O2
2-CYANO-4-NITROPYRIDINE 2-CYANO-4-NITROPYRIDINE 19235-88-2 C6H3N3O2
2-AMINO-6-CHLORO-3-NITROPYRIDINE 2-AMINO-6-CHLORO-3-NITROPYRIDINE 136901-10-5 C5H4ClN3O2
2-Chloro-6-trifluoromethylnicotinic acid 2-Chloro-6-trifluoromethylnicotinic acid 280566-45-2 C7H3ClF3NO2
4-Amino-2-chloro-5-fluoropyrimidine 4-Amino-2-chloro-5-fluoropyrimidine 155-10-2 C4H3ClFN3
Homopiperazine Homopiperazine 505-66-8 C5H12N2
4-NITRO-PYRIDIN-2-YLAMINE 4-NITRO-PYRIDIN-2-YLAMINE 4487-50-7 C5H5N3O2
5-Bromo-2-methyl-3-nitropyridine 5-Bromo-2-methyl-3-nitropyridine 911434-05-4 C6H5BrN2O2
2,5-DIBROMOTHIENO[3,2-B]THIOPHENE 2,5-DIBROMOTHIENO[3,2-B]THIOPHENE 25121-87-3 C6H2Br2S2
3,6-DIBROMOTHIENO[3,2-B]THIOPHENE 3,6-DIBROMOTHIENO[3,2-B]THIOPHENE 392662-65-6 C6H2Br2S2
2-Bromopyridine N-oxide hydrobromide 2-Bromopyridine N-oxide hydrobromide 206860-49-3 C5H5Br2NO
6-Chloropyrazine-2-carboxylic acid 6-Chloropyrazine-2-carboxylic acid 23688-89-3 C5H3ClN2O2
6-Aminothiouracil 6-Aminothiouracil 1004-40-6 C4H5N3OS
4-Methylnicotinic acid 4-Methylnicotinic acid 3222-50-2 C7H7NO2
2-Amino-3-bromo-5-nitropyridine 2-Amino-3-bromo-5-nitropyridine 15862-31-4 C5H4BrN3O2
4-Amino-2-bromopyrimidine-5-carbonitrile 4-Amino-2-bromopyrimidine-5-carbonitrile 94741-70-5 C5H3BrN4
Imidazo[1,2-a]pyridine Imidazo[1,2-a]pyridine 274-76-0 C7H6N2
8-Bromomethylquinoline 8-Bromomethylquinoline 7496-46-0 C10H8BrN
2,4-Dihydroxypyridine 2,4-Dihydroxypyridine 626-03-9 C5H5NO2
4-Nitro-2,3-lutidine-N-oxide 4-Nitro-2,3-lutidine-N-oxide 37699-43-7 C7H8N2O3
2-HYDROXY-4-HYDRAZINO-PYRIMIDINE 2-HYDROXY-4-HYDRAZINO-PYRIMIDINE 3310-41-6 C4H6N4O
3-Bromo-2-pyridinamine 3-Bromo-2-pyridinamine 13534-99-1 C5H5BrN2
3-Amino-5-fluoropyridine 3-Amino-5-fluoropyridine 210169-05-4 C5H5FN2
4-CHLORO-5H-PYRROLO[3,2-D] PYRIMIDINE 4-CHLORO-5H-PYRROLO[3,2-D] PYRIMIDINE 84905-80-6 C6H4ClN3
2-Dimethylaminopyridine 2-Dimethylaminopyridine 5683-33-0 C7H10N2
5-BROMO-2-METHYLPYRIDIN-3-AMINE 5-BROMO-2-METHYLPYRIDIN-3-AMINE 914358-73-9 C6H7BrN2
5,6-DIBROMOPYRIDINE-3-CARBOXYLIC ACID 5,6-DIBROMOPYRIDINE-3-CARBOXYLIC ACID 29241-64-3 C6H3Br2NO2
2-Vinylpyridine 2-Vinylpyridine 100-69-6 C7H7N
3-Hydroxypyridine 3-Hydroxypyridine 109-00-2 C5H5NO
4-Bromo-2,6-diaminopyridine 4-Bromo-2,6-diaminopyridine 329974-09-6 C5H6BrN3
6-Chloro-2,3-diaminopyridine 6-Chloro-2,3-diaminopyridine 40851-95-4 C5H6ClN3
2,3-Dibromo-5-fluoropyridine 2,3-Dibromo-5-fluoropyridine 878207-82-0 C5H2Br2FN
4-IODO-2-METHOXYPYRIDINE 4-IODO-2-METHOXYPYRIDINE 98197-72-9 C6H6INO
2-BROMO-5-CHLORO-3-NITROPYRIDINE 2-BROMO-5-CHLORO-3-NITROPYRIDINE 75806-86-9 C5H2BrClN2O2
2-{[4-(3-Methoxypropoxy)-3-methylpyridine-2-yl]methylthio}-1H-benzimidazole 2-{[4-(3-Methoxypropoxy)-3-methylpyridine-2-yl]methylthio}-1H-benzimidazole 117977-21-6 C18H21N3O2S
6-Bromopyridine-2-boronic acid pinacol ester 6-Bromopyridine-2-boronic acid pinacol ester 651358-83-7 C11H15BBrNO2
N-(4,6-DIMETHYLPYRIMIDIN-2-YL)BENZENE-1,4-DIAMINE N-(4,6-DIMETHYLPYRIMIDIN-2-YL)BENZENE-1,4-DIAMINE 99931-82-5 C8H11BrN4
3-Chloro-6-iodopyridazine 3-Chloro-6-iodopyridazine 135034-10-5 C4H2ClIN2
2-Cyano-5-nitropyridine 2-Cyano-5-nitropyridine 100367-55-3 C6H3N3O2
5-Hydroxymethyluracil 5-Hydroxymethyluracil 4433-40-3 C5H6N2O3
4-Iodopyridine 4-Iodopyridine 15854-87-2 C5H4IN
6-Chloropyridazin-3-ol 6-Chloropyridazin-3-ol 19064-67-6 C4H3ClN2O
6-AMINO-5-METHYLNICOTINONITRILE 6-AMINO-5-METHYLNICOTINONITRILE 183428-91-3 C7H7N3
4,6-Dimethyl-2-hydroxypyrimidine 4,6-Dimethyl-2-hydroxypyrimidine 108-79-2 C6H8N2O
5-IODO-6-METHYL-PYRIDIN-2-YLAMINE 5-IODO-6-METHYL-PYRIDIN-2-YLAMINE 75073-11-9 C6H7IN2
2,3,5-Trifluoropyridine 2,3,5-Trifluoropyridine 76469-41-5 C5H2F3N
2-AMINO-5-CHLORO-3-PICOLINE 2-AMINO-5-CHLORO-3-PICOLINE 20712-16-7 C6H7ClN2
2-Aminopyridine-5-boronic acid, pinacol ester 2-Aminopyridine-5-boronic acid, pinacol ester 827614-64-2 C11H17BN2O2
6-CHLOROPYRIDINE-2-BORONIC ACID PINACOL ESTER 6-CHLOROPYRIDINE-2-BORONIC ACID PINACOL ESTER 652148-92-0 C11H15BClNO2
2-Bromo-3-methyl-5-nitropyridine 2-Bromo-3-methyl-5-nitropyridine 23132-21-0 C6H5BrN2O2
Quinoline-7-carbaldehyde Quinoline-7-carbaldehyde 49573-30-0 C10H7NO
7-BROMO-1-CHLOROISOQUINOLINE 7-BROMO-1-CHLOROISOQUINOLINE 215453-51-3 C9H5BrClN
PYRIMIDINE-4-CARBOXALDEHYDE PYRIMIDINE-4-CARBOXALDEHYDE 2435-50-9 C5H4N2O
3-BROMO-2-FLUORO-6-PICOLINE 3-BROMO-2-FLUORO-6-PICOLINE 375368-78-8 C6H5BrFN
1-Ethylpiperazine 1-Ethylpiperazine 5308-25-8 C6H14N2
2-Bromo-3-nitropyridine 2-Bromo-3-nitropyridine 19755-53-4 C5H3BrN2O2
5-Bromouracil 5-Bromouracil 51-20-7 C4H3BrN2O2
4-Amino-3-nitropyridine 4-Amino-3-nitropyridine 1681-37-4 C5H5N3O2
6-AMINO-2-METHYLQUINOLINE 6-AMINO-2-METHYLQUINOLINE 65079-19-8 C10H10N2
3-Ethylpyridine 3-Ethylpyridine 536-78-7 C7H9N
6-ISOPROPYLQUINOLINE 6-ISOPROPYLQUINOLINE 135-79-5 C12H13N
QUINOLINE-8-SULFONIC ACID QUINOLINE-8-SULFONIC ACID 85-48-3 C9H7NO3S
5-Azacytosine 5-Azacytosine 931-86-2 C3H4N4O
6-Chloro-2-methyl-3-nitropyridine 6-Chloro-2-methyl-3-nitropyridine 22280-60-0 C6H5ClN2O2
2,4,6-Trichloropyrimidine 2,4,6-Trichloropyrimidine 3764-01-0 C4HCl3N2
Methyl 4-aminopyridine-3-carboxylate Methyl 4-aminopyridine-3-carboxylate 16135-36-7 C7H8N2O2
3-Amino-6-fluoro-2-methylpyridine 3-Amino-6-fluoro-2-methylpyridine 28489-47-6 C6H7FN2
4-HYDROXY-1-METHYL-2-QUINOLONE 4-HYDROXY-1-METHYL-2-QUINOLONE 1677-46-9 C10H9NO2
5-BROMOPYRIMIDINE-2-CARBOXYLIC ACID 5-BROMOPYRIMIDINE-2-CARBOXYLIC ACID 37131-87-6 C5H3BrN2O2
4,6-Diaminopyrimidine 4,6-Diaminopyrimidine 2434-56-2 C4H6N4
2-Chloro-5-fluoronicotinic acid 2-Chloro-5-fluoronicotinic acid 38186-88-8 C6H3ClFNO2
2-Amino-5-bromo-4-methyl-3-nitropyridine 2-Amino-5-bromo-4-methyl-3-nitropyridine 100367-40-6 C6H6BrN3O2
2-Chloro-4,6-dimethylpyridine 2-Chloro-4,6-dimethylpyridine 30838-93-8 C7H8ClN
2-Amino-3-nitro-6-picoline 2-Amino-3-nitro-6-picoline 21901-29-1 C6H7N3O2
2,4-DIBROMOPYRIMIDINE 2,4-DIBROMOPYRIMIDINE 3921-01-5 C4H2Br2N2
4,6-Dichloro-2-(methylsulfonyl)pyrimidine 4,6-Dichloro-2-(methylsulfonyl)pyrimidine 4489-34-3 C5H4Cl2N2O2S
2-Amino-3-nitro-4-picoline 2-Amino-3-nitro-4-picoline 6635-86-5 C6H7N3O2
3-AMINO-2-CHLOROPYRIDINE 3-AMINO-2-CHLOROPYRIDINE 94770-75-9 C5H5ClN2.ClH
5-Hydroxypyrazine-2-carboxylic acid 5-Hydroxypyrazine-2-carboxylic acid 34604-60-9 C5H4N2O3
3,4-Diaminopyridine 3,4-Diaminopyridine 54-96-6 C5H7N3
6-Methylpyridine-2-carbonitrile 6-Methylpyridine-2-carbonitrile 1620-75-3 C7H6N2
5-BROMO-2,3-DIHYDRO-1H-PYRROLO[2,3-B]PYRIDINE 5-BROMO-2,3-DIHYDRO-1H-PYRROLO[2,3-B]PYRIDINE 115170-40-6 C7H7BrN2
2-Methylthio-4-pyrimidinol 2-Methylthio-4-pyrimidinol 5751-20-2 C5H6N2OS
5-FLUORO-4-HYDROXYQUINAZOLINE 5-FLUORO-4-HYDROXYQUINAZOLINE 436-72-6 C8H5FN2O
3,5-BIS(METHYLSULFONYL)ANILINE 3,5-BIS(METHYLSULFONYL)ANILINE 101990-69-6 C6H5Cl2NO
5-Amino-2-methylpyridine 5-Amino-2-methylpyridine 3430-14-6 C6H8N2
4-Nitropyridine N-oxide 4-Nitropyridine N-oxide 1124-33-0 C5H4N2O3
4-CHLORO-2-METHYLPYRIMIDINE 4-CHLORO-2-METHYLPYRIMIDINE 4994-86-9 C5H5ClN2
3-BROMOPYRIDINE-2-CARBOXYLIC ACID 3-BROMOPYRIDINE-2-CARBOXYLIC ACID 30683-23-9 C6H4BrNO2
PYRIDINE-2-CARBOXAMIDE PYRIDINE-2-CARBOXAMIDE 1452-77-3 C6H6N2O
2-(2-Hydroxyethyl)pyridine 2-(2-Hydroxyethyl)pyridine 103-74-2 C7H9NO
4-Amino-6-chloro-2-methylpyrimidine 4-Amino-6-chloro-2-methylpyrimidine 1749-68-4 C5H6ClN3
2-AMINO-4-CHLORO-6-HYDROXY-5-NITROPYRIMIDINE 2-AMINO-4-CHLORO-6-HYDROXY-5-NITROPYRIMIDINE 1007-99-4 C4H3ClN4O3
4,6-Dichloro-5-methylpyrimidine 4,6-Dichloro-5-methylpyrimidine 4316-97-6 C5H4Cl2N2
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