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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-(Trifluoromethyl)pyridin-2-amine 5-(Trifluoromethyl)pyridin-2-amine 74784-70-6 C6H5F3N2
4-HYDROXY-8-BROMOQUINOLINE 4-HYDROXY-8-BROMOQUINOLINE 57798-00-2 C9H6BrNO
3,5-Dibromo-4-methylpyridine 3,5-Dibromo-4-methylpyridine 3430-23-7 C6H5Br2N
6-(Chloromethyl)uracil 6-(Chloromethyl)uracil 18592-13-7 C5H5ClN2O2
2-BROMOPYRIDIN-3-YLBORONIC ACID 2-BROMOPYRIDIN-3-YLBORONIC ACID 452972-08-6 C5H5BBrNO2
5-Bromo-2,3-dichloropyridine 5-Bromo-2,3-dichloropyridine 97966-00-2 C5H2BrCl2N
5-Bromopyridine-3-boronic acid 5-Bromopyridine-3-boronic acid 452972-09-7 C5H5BBrNO2
2-Chloro-4-methylpyrimidine 2-Chloro-4-methylpyrimidine 13036-57-2 C5H5ClN2
3-HYDROXYPICOLINAMIDE 3-HYDROXYPICOLINAMIDE 933-90-4 C6H6N2O2
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
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
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
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
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-3-pyridinemethanol 5-Bromo-3-pyridinemethanol 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
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
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
3,5,6-Trichloro-2-pyridinol 3,5,6-Trichloro-2-pyridinol 6515-38-4 C5H2Cl3NO
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
2-Thiouracil 2-Thiouracil 141-90-2 C4H4N2OS
2-Bromo-6-methylpyridine 2-Bromo-6-methylpyridine 5315-25-3 C6H6BrN
(TETRAHYDRO-2H-PYRAN-4-YL)METHANOL (TETRAHYDRO-2H-PYRAN-4-YL)METHANOL 14774-37-9 C6H12O2
2-AMINO-5-METHYLPYRIDINE 2-AMINO-5-METHYLPYRIDINE 2454-96-8 C6H9ClN2
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-CHLORO-3-NITROPYRIDINE 2-CHLORO-3-NITROPYRIDINE 34515-82-7 C5H3ClN2O2
2,4,5,6-Tetrachloropyrimidine 2,4,5,6-Tetrachloropyrimidine 1780-40-1 C4Cl4N2
2-(Methylthio)-5-pyrimidinecarboxylic acid ethyl ester 2-(Methylthio)-5-pyrimidinecarboxylic acid ethyl ester 73781-88-1 C8H10N2O2S
2,6-Difluoropyridine 2,6-Difluoropyridine 1513-65-1 C5H3F2N
3-Fluoro-4-methylpyridine 3-Fluoro-4-methylpyridine 399-88-2 C6H6FN
4,6-DIHYDROXY-5-NITROPYRIMIDINE 4,6-DIHYDROXY-5-NITROPYRIMIDINE 2164-83-2 C4H3N3O4
3-Chloroisonicotinic acid 3-Chloroisonicotinic acid 88912-27-0 C6H4ClNO2
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