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-thiophenecarboxylic acid 4-Bromo-2-thiophenecarboxylic acid 16694-18-1 C5H3BrO2S
4-Bromo-2-methyl-3-pyridinamine 4-Bromo-2-methyl-3-pyridinamine 126325-48-2 C6H7BrN2
QUINOLINE-8-SULFONIC ACID QUINOLINE-8-SULFONIC ACID 85-48-3 C9H7NO3S
5-Azacytosine 5-Azacytosine 931-86-2 C3H4N4O
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
6-CHLOROPYRIDINE-2-BORONIC ACID PINACOL ESTER 6-CHLOROPYRIDINE-2-BORONIC ACID PINACOL ESTER 652148-92-0 C11H15BClNO2
3,4-DIBROMOPYRIDINE 3,4-DIBROMOPYRIDINE 13534-90-2 C5H3Br2N
2,4-DIHYDROXY-6-METHYLPYRIDINE 2,4-DIHYDROXY-6-METHYLPYRIDINE 3749-51-7 C6H7NO2
6-CHLORO-9-(TETRAHYDRO-2-PYRANYL)-PURINE 6-CHLORO-9-(TETRAHYDRO-2-PYRANYL)-PURINE 7306-68-5 C10H11ClN4O
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
2-Bromo-5-nitropyridine 2-Bromo-5-nitropyridine 4487-59-6 C5H3BrN2O2
2-CHLORO-3-NITROPYRIDINE 2-CHLORO-3-NITROPYRIDINE 34515-82-7 C5H3ClN2O2
2-(Methylthio)-5-pyrimidinecarboxylic acid ethyl ester 2-(Methylthio)-5-pyrimidinecarboxylic acid ethyl ester 73781-88-1 C8H10N2O2S
3-Fluoro-4-methylpyridine 3-Fluoro-4-methylpyridine 399-88-2 C6H6FN
4-AMINO-2-CHLOROPYRIDINE 4-AMINO-2-CHLOROPYRIDINE 2897-42-9 C5H5ClN2.ClH
3-Bromo-2-cyanopyridine 3-Bromo-2-cyanopyridine 55758-02-6 C6H3BrN2
3-Hydroxy-6-methylpyridine 3-Hydroxy-6-methylpyridine 1121-78-4 C6H7NO
2-Hydroxyisonicotinic acid 2-Hydroxyisonicotinic acid 22282-72-0 C6H5NO3
Sulfachloropyridazine sodium Sulfachloropyridazine sodium 23282-55-5 C10H10ClN4NaO2S
4,5-Dibromopyridazin-3-one 4,5-Dibromopyridazin-3-one 5788-58-9 C4H2Br2N2O
3-Methylpicolinonitrile 3-Methylpicolinonitrile 20970-75-6 C7H6N2
2-Chloro-6-methylnicotinic acid 2-Chloro-6-methylnicotinic acid 30529-70-5 C7H6ClNO2
2-Amino-4,6-dichloropyridine 2-Amino-4,6-dichloropyridine 116632-24-7 C5H4Cl2N2
3(2H)-Pyridazinone 3(2H)-Pyridazinone 504-30-3 C4H4N2O
3-ACETYL-5-BROMOPYRIDINE 3-ACETYL-5-BROMOPYRIDINE 38940-62-4 C7H6BrNO
Methyl 2-aminonicotinate Methyl 2-aminonicotinate 14667-47-1 C7H8N2O2
Pyridazin-3-ylmethanol Pyridazin-3-ylmethanol 37444-46-5 C5H6N2O
2-Amino-5-bromopyrimidine 2-Amino-5-bromopyrimidine 7752-82-1 C4H4BrN3
5-CHLOROTHIOPHENE-2-CARBONYL CHLORIDE 5-CHLOROTHIOPHENE-2-CARBONYL CHLORIDE 42518-98-9 C5H2Cl2OS
Pyridine-N-oxide Pyridine-N-oxide 694-59-7 C5H5NO
(5-BROMO-PYRIDIN-3-YL)-METHANOL (5-BROMO-PYRIDIN-3-YL)-METHANOL 37669-64-0 C6H6BrNO
4-Hydroxypyridine 4-Hydroxypyridine 626-64-2 C5H5NO
2-Hydroxy-6-methylpyridine 2-Hydroxy-6-methylpyridine 3279-76-3 C6H7NO
4-Amino-7H-pyrrolo[2,3-d]pyrimidine 4-Amino-7H-pyrrolo[2,3-d]pyrimidine 1500-85-2 C6H6N4
2,4-Dichloro-6-methyl-5-nitropyrimidine 2,4-Dichloro-6-methyl-5-nitropyrimidine 13162-26-0 C5H3Cl2N3O2
3-Bromo-2-chlorothiophene 3-Bromo-2-chlorothiophene 40032-73-3 C4H2BrClS
2-METHOXY-3,5-DIBROMO-PYRIDINE 2-METHOXY-3,5-DIBROMO-PYRIDINE 13472-60-1 C6H5Br2NO
2-Chloro-6-methoxy-3-nitropyridine 2-Chloro-6-methoxy-3-nitropyridine 38533-61-8 C6H5ClN2O3
2-Amino-4-bromopyridine 2-Amino-4-bromopyridine 84249-14-9 C5H5BrN2
3-Bromo-4-methylpyridine 3-Bromo-4-methylpyridine 3430-22-6 C6H6BrN
2,4,6-TRIFLUOROPYRIDINE 2,4,6-TRIFLUOROPYRIDINE 3512-17-2 C5H2F3N
2-Amino-4,6-dihydroxypyrimidine 2-Amino-4,6-dihydroxypyrimidine 56-09-7 C4H5N3O2
1,3-Dichloroisoquinoline 1,3-Dichloroisoquinoline 7742-73-6 C9H5Cl2N
4-(2-Pyridinyl)benzaldehyde 4-(2-Pyridinyl)benzaldehyde 127406-56-8 C12H9NO
2,6-Dimethoxypyridine 2,6-Dimethoxypyridine 6231-18-1 C7H9NO2
2-Fluoro-4-iodopyridine 2-Fluoro-4-iodopyridine 22282-70-8 C5H3FIN
2-Methoxy-5-nitro-3-picoline 2-Methoxy-5-nitro-3-picoline 89694-10-0 C7H8N2O3
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
Ethyl 4,6-dichloronicotinate Ethyl 4,6-dichloronicotinate 40296-46-6 C8H7Cl2NO2
3-Hydroxy-2-iodo-6-methylpyridine 3-Hydroxy-2-iodo-6-methylpyridine 23003-30-7 C6H6INO
4-Hydroxy-5-methyl-2-mercaptopyrimidine 4-Hydroxy-5-methyl-2-mercaptopyrimidine 636-26-0 C5H6N2OS
3-Bromo-4-hydroxypyridine 3-Bromo-4-hydroxypyridine 36953-41-0 C5H4BrNO
2,6-Dichloroisonicotinic acid 2,6-Dichloroisonicotinic acid 5398-44-7 C6H3Cl2NO2
6-Bromo-imidazo[1,2-a]pyrimidine 6-Bromo-imidazo[1,2-a]pyrimidine 865156-68-9 C6H4BrN3
3-Thienylmethylamine 3-Thienylmethylamine 27757-86-4 C5H7NS
2-PYRIMIDINECARBOXYLIC ACID, METHYL ESTER 2-PYRIMIDINECARBOXYLIC ACID, METHYL ESTER 34253-03-7 C6H6N2O2
4-Pyridinemethaneamine 4-Pyridinemethaneamine 3731-53-1 C6H8N2
2,4-Dichloro-5-methylpyrimidine 2,4-Dichloro-5-methylpyrimidine 1780-31-0 C5H4Cl2N2
4-Pyridineacetic acid hydrochloride 4-Pyridineacetic acid hydrochloride 6622-91-9 C7H8ClNO2
2,5-DIBROMO-3,4-DINITROTHIOPHENE 2,5-DIBROMO-3,4-DINITROTHIOPHENE 52431-30-8 C4Br2N2O4S
4-AMINO-6-CHLORO-PYRIMIDINE-5-CARBALDEHYDE 4-AMINO-6-CHLORO-PYRIMIDINE-5-CARBALDEHYDE 14160-93-1 C5H4ClN3O
2,5-Dibromo-4-methylpyridine 2,5-Dibromo-4-methylpyridine 3430-26-0 C6H5Br2N
3-Hydroxy-2-nitropyridine 3-Hydroxy-2-nitropyridine 15128-82-2 C5H4N2O3
2-Methoxy-3-fluoro-5-bromopyridine 2-Methoxy-3-fluoro-5-bromopyridine 124432-70-8 C6H5BrFNO
4-(5-BROMOPYRIDIN-2-YL)MORPHOLINE 4-(5-BROMOPYRIDIN-2-YL)MORPHOLINE 200064-11-5 C9H11BrN2O
1,3-Dimethyluracil 1,3-Dimethyluracil 874-14-6 C6H8N2O2
5-Chloropyrazolo[1,5-a]pyrimidine 5-Chloropyrazolo[1,5-a]pyrimidine 29274-24-6 C6H4ClN3
4-Amino-2,6-dichloropyridine 4-Amino-2,6-dichloropyridine 2587-02-2 C5H4Cl2N2
3-Fluoropyridine 3-Fluoropyridine 372-47-4 C5H4FN
2-Chloro-3-pyridylboronic acid 2-Chloro-3-pyridylboronic acid 381248-04-0 C5H5BClNO2
4-Amino-6-chloro-2-(methylthio)pyrimidine 4-Amino-6-chloro-2-(methylthio)pyrimidine 1005-38-5 C5H6ClN3S
2,6-Dichloro-1-fluoropyridinium triflate 2,6-Dichloro-1-fluoropyridinium triflate 130433-68-0 C6H3Cl2F4NO3S
4-AMINO-2-CHLOROPYRIMIDINE-5-CARBONITRILE 4-AMINO-2-CHLOROPYRIMIDINE-5-CARBONITRILE 94741-69-2 C5H3ClN4
5-Bromo-2-chloropyridine 5-Bromo-2-chloropyridine 53939-30-3 C5H3BrClN
4-Chloro-3-methoxy-2-methylpyridine N-oxide 4-Chloro-3-methoxy-2-methylpyridine N-oxide 122307-41-9 C7H8ClNO2
4-Chloro-3-pyridinesulfonamide 4-Chloro-3-pyridinesulfonamide 33263-43-3 C5H5ClN2O2S
4-AMINO-2-MERCAPTOPYRIMIDINE 4-AMINO-2-MERCAPTOPYRIMIDINE 333-49-3 C4H5N3S
4-Hydroxy-2-methylpyridine 4-Hydroxy-2-methylpyridine 18615-86-6 C6H7NO
4-Amino-2-chloropyrimidine 4-Amino-2-chloropyrimidine 7461-50-9 C4H4ClN3
3-Amino-2-pyridinecarbonitrile 3-Amino-2-pyridinecarbonitrile 42242-11-5 C6H5N3
2,4-Dichloropyrimidine 2,4-Dichloropyrimidine 3934-20-1 C4H2Cl2N2
3-Bromo-5-chloropyridine 3-Bromo-5-chloropyridine 73583-39-8 C5H3BrClN
2,4,5,6-Tetrachloropyrimidine 2,4,5,6-Tetrachloropyrimidine 1780-40-1 C4Cl4N2
2,6-Difluoropyridine 2,6-Difluoropyridine 1513-65-1 C5H3F2N
4,6-DIHYDROXY-5-NITROPYRIMIDINE 4,6-DIHYDROXY-5-NITROPYRIMIDINE 2164-83-2 C4H3N3O4
3-Chloroisonicotinic acid 3-Chloroisonicotinic acid 88912-27-0 C6H4ClNO2
3-Methyl-2-nitropyridine 3-Methyl-2-nitropyridine 18368-73-5 C6H6N2O2
3-NITRO-4-QUINOLINOL 3-NITRO-4-QUINOLINOL 50332-66-6 C9H6N2O3
3-Bromo-2,6-dichloropyridine 3-Bromo-2,6-dichloropyridine 866755-20-6 C5H2BrCl2N
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