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-Chlorothiophene-2-sulfonamide 5-Chlorothiophene-2-sulfonamide 53595-66-7 C4H4ClNO2S2
2,5-Dichlorothiophene 2,5-Dichlorothiophene 3172-52-9 C4H2Cl2S
6-Aminoquinoxaline 6-Aminoquinoxaline 6298-37-9 C8H7N3
4,4'-Dimethyl-2,2'-bipyridyl 4,4'-Dimethyl-2,2'-bipyridyl 1134-35-6 C12H12N2
Tetrabromothiophene Tetrabromothiophene 3958-03-0 C4Br4S
4-Bromothiophene-2-carboxaldehyde 4-Bromothiophene-2-carboxaldehyde 18791-75-8 C5H3BrOS
5-Bromoquinoline 5-Bromoquinoline 4964-71-0 C9H6BrN
5-Chloro-7-azaindole 5-Chloro-7-azaindole 866546-07-8 C7H5ClN2
4-Chloronicotinic acid 4-Chloronicotinic acid 10177-29-4 C6H4ClNO2
3-Bromoquinoline 3-Bromoquinoline 5332-24-1 C9H6BrN
2-Chloro-3-pyridinecarboxaldehyde 2-Chloro-3-pyridinecarboxaldehyde 36404-88-3 C6H4ClNO
6,7-Dimethoxy-3,4-dihydroquinazoline-4-one 6,7-Dimethoxy-3,4-dihydroquinazoline-4-one 13794-72-4 C10H10N2O3
3-Bromothiophene-2-carbaldehyde 3-Bromothiophene-2-carbaldehyde 930-96-1 C5H3BrOS
4-Chloro-6-fluoroquinoline 4-Chloro-6-fluoroquinoline 391-77-5 C9H5ClFN
3-Bromoisonicotinic acid 3-Bromoisonicotinic acid 13959-02-9 C6H4BrNO2
4-Chloro-7-(trifluoromethyl)quinoline 4-Chloro-7-(trifluoromethyl)quinoline 346-55-4 C10H5ClF3N
6-Methoxyquinaldine 6-Methoxyquinaldine 1078-28-0 C11H11NO
2-Chloro-4-pyridinecarboxylic acid 2-Chloro-4-pyridinecarboxylic acid 6313-54-8 C6H4ClNO2
4-Hydroxy-2-methylindole 4-Hydroxy-2-methylindole 35320-67-3 C9H9NO
3-Acetylthiophene 3-Acetylthiophene 1468-83-3 C6H6OS
2-Thiopheneacetonitrile 2-Thiopheneacetonitrile 20893-30-5 C6H5NS
3-Thienylmethanol 3-Thienylmethanol 71637-34-8 C5H6OS
2,5-Dichloroisonicotinic acid 2,5-Dichloroisonicotinic acid 88912-26-9 C6H3Cl2NO2
5-Nitroquinoline 5-Nitroquinoline 607-34-1 C9H6N2O2
Pyridinium chlorochromate Pyridinium chlorochromate 26299-14-9 C5H6ClCrNO3
2-Bromo-5-methylthiophene 2-Bromo-5-methylthiophene 765-58-2 C5H5BrS
2-Fluoronicotinic acid 2-Fluoronicotinic acid 393-55-5 C6H4FNO2
4-Hydroxy-6,7-dimethoxyqunioline 4-Hydroxy-6,7-dimethoxyqunioline 13425-93-9 C11H11NO3
5,7-Dichloro-8-hydroxyquinaldine 5,7-Dichloro-8-hydroxyquinaldine 72-80-0 C10H7Cl2NO
8-Quinolinecarboxylic acid 8-Quinolinecarboxylic acid 86-59-9 C10H7NO2
6-BROMO-4-HYDROXYQUINOLINE 6-BROMO-4-HYDROXYQUINOLINE 145369-94-4 C9H6BrNO
6-Bromopicolinic acid 6-Bromopicolinic acid 21190-87-4 C6H4BrNO2
1-Methylpiperidin-4-amine 1-Methylpiperidin-4-amine 41838-46-4 C6H14N2
METHYL QUINOLINE-6-CARBOXYLATE METHYL QUINOLINE-6-CARBOXYLATE 38896-30-9 C11H9NO2
4-Quinolinecarboxaldehyde 4-Quinolinecarboxaldehyde 4363-93-3 C10H7NO
Thiophene-2-ethylamine Thiophene-2-ethylamine 30433-91-1 C6H9NS
7-Methoxy-4-quinolinol 7-Methoxy-4-quinolinol 82121-05-9 C10H9NO2
3,4-Ethylenedioxythiophene 3,4-Ethylenedioxythiophene 126213-50-1 C6H6O2S
2-Hydroxy-5-pyridinecarboxylic acid 2-Hydroxy-5-pyridinecarboxylic acid 5006-66-6 C6H5NO3
6,7-Dihydro-5H-quinolin-8-one 6,7-Dihydro-5H-quinolin-8-one 56826-69-8 C9H9NO
1,2,3,4-TETRAHYDROISOQUINOLINE 1,2,3,4-TETRAHYDROISOQUINOLINE 91-21-4 C9H11N
5-Hydroxyquinoline 5-Hydroxyquinoline 578-67-6 C9H7NO
6-HYDROXYQUINOLINE 6-HYDROXYQUINOLINE 19315-93-6 C9H7NO2
8-FLUORO-4-HYDROXYQUINOLINE 8-FLUORO-4-HYDROXYQUINOLINE 63010-71-9 C9H6FNO
2,5-Dibromo-3-hexylthiophene 2,5-Dibromo-3-hexylthiophene 116971-11-0 C10H14Br2S
2,2'-Bipyridine-4,4'-dicarboxylic acid 2,2'-Bipyridine-4,4'-dicarboxylic acid 6813-38-3 C12H8N2O4
4-Hydroxyquinazoline 4-Hydroxyquinazoline 491-36-1 C8H6N2O
8-Bromoisoquinoline 8-Bromoisoquinoline 63927-22-0 C9H6BrN
5-Amino-8-quinolinol dihydrochloride 5-Amino-8-quinolinol dihydrochloride 21302-43-2 C9H10Cl2N2O
2-Amino-3,5-dibromopyrazine 2-Amino-3,5-dibromopyrazine 24241-18-7 C4H3Br2N3
5,6-Dichloronicotinic acid 5,6-Dichloronicotinic acid 41667-95-2 C6H3Cl2NO2
6-Chloro-4-hydroxy-2-methyl-2H-thieno[2,3-e]-1,2-thiazine-3-carboxylic acid methyl ester 1,1-dioxide 6-Chloro-4-hydroxy-2-methyl-2H-thieno[2,3-e]-1,2-thiazine-3-carboxylic acid methyl ester 1,1-dioxide 70415-50-8 C9H8ClNO5S2
3-Quinolinecarboxylic acid 3-Quinolinecarboxylic acid 6480-68-8 C10H7NO2
8-Aminoquinaldine 8-Aminoquinaldine 18978-78-4 C10H10N2
3,4-Dihydro-7-hydroxy-2(1H)-quinolinone 3,4-Dihydro-7-hydroxy-2(1H)-quinolinone 22246-18-0 C9H9NO2
2-HYDRAZINOQUINOLINE 2-HYDRAZINOQUINOLINE 15793-77-8 C9H9N3
2,4-Quinolinediol 2,4-Quinolinediol 86-95-3 C9H7NO2
2-Bromopyridine-5-carbaldehyde 2-Bromopyridine-5-carbaldehyde 149806-06-4 C6H4BrNO
2-Chloroquinoline 2-Chloroquinoline 612-62-4 C9H6ClN
2-Bromoquinoline 2-Bromoquinoline 2005-43-8 C9H6BrN
3-Methylquinoline 3-Methylquinoline 612-58-8 C10H9N
5-Fluoronicotinic acid 5-Fluoronicotinic acid 402-66-4 C6H4FNO2
2-Chloro-6-methoxypyridine 2-Chloro-6-methoxypyridine 17228-64-7 C6H6ClNO
2-Quinolinol 2-Quinolinol 59-31-4 C9H7NO
3,4-DIHYDROQUINOLIN-2(1H)-ONE 3,4-DIHYDROQUINOLIN-2(1H)-ONE 553-03-7 C9H9NO
2,5-PYRIDINEDICARBOXYLIC ACID 2,5-PYRIDINEDICARBOXYLIC ACID 100-26-5 C7H5NO4
N-Methyl-4-chloropyridine-2-carboxamide N-Methyl-4-chloropyridine-2-carboxamide 220000-87-3 C7H7ClN2O
3-Thiophenezoic acid 3-Thiophenezoic acid 88-13-1 C5H4O2S
2,5-DIBROMO-3-DECYLTHIOPHENE 2,5-DIBROMO-3-DECYLTHIOPHENE 158956-23-1 C14H22Br2S
7-Hydroxyisoquinoline 7-Hydroxyisoquinoline 7651-83-4 C9H7NO
2,6-Pyridinedimethanol 2,6-Pyridinedimethanol 1195-59-1 C7H9NO2
2-(Chloromethyl)quinoline hydrochloride 2-(Chloromethyl)quinoline hydrochloride 3747-74-8 C10H9Cl2N
Ethyl picolinate Ethyl picolinate 2524-52-9 C8H9NO2
2-CHLOROQUINOLINE-4-CARBOXYLIC ACID 2-CHLOROQUINOLINE-4-CARBOXYLIC ACID 5467-57-2 C10H6ClNO2
4-AMINO-2-METHYLQUINOLINE 4-AMINO-2-METHYLQUINOLINE 6628-04-2 C10H10N2
5-Methylthiophene-2-carboxaldehyde 5-Methylthiophene-2-carboxaldehyde 13679-70-4 C6H6OS
2-Bromo-5-hydroxypyrazine 2-Bromo-5-hydroxypyrazine 374063-92-0 C4H3BrN2O
5-Bromo-2-thiophenecarboxylic acid 5-Bromo-2-thiophenecarboxylic acid 7311-63-9 C5H3BrO2S
3-Quinolineboronic acid 3-Quinolineboronic acid 191162-39-7 C9H8BNO2
DBU DBU 6674-22-2 C9H16N2
6-Methoxyisoquinoline 6-Methoxyisoquinoline 52986-70-6 C10H9NO
2,3-Cyclohexeno pyridine 2,3-Cyclohexeno pyridine 10500-57-9 C9H11N
Methyl 6-aminonicotinate Methyl 6-aminonicotinate 36052-24-1 C7H8N2O2
2-Thiopheneethanol 2-Thiopheneethanol 5402-55-1 C6H8OS
Cyclopenta[b]pyridine Cyclopenta[b]pyridine 533-37-9 C8H9N
5-Bromo-7-azaindole 5-Bromo-7-azaindole 183208-35-7 C7H5BrN2
4-Chloro-3-nitroquinoline 4-Chloro-3-nitroquinoline 39061-97-7 C9H5ClN2O2
8-Aminoquinoline 8-Aminoquinoline 578-66-5 C9H8N2
8-Hydroxyquinaldine 8-Hydroxyquinaldine 826-81-3 C10H9NO
3,4-Pyridinedicarboxylic acid 3,4-Pyridinedicarboxylic acid 490-11-9 C7H5NO4
2-Chloro-3-methylthiophene 2-Chloro-3-methylthiophene 14345-97-2 C5H5ClS
2,3-DIHYDROXYQUINOXALINE 2,3-DIHYDROXYQUINOXALINE 15804-19-0 C8H6N2O2
XANTHURENIC ACID XANTHURENIC ACID 59-00-7 C10H7NO4
3-Bromothiophene 3-Bromothiophene 872-31-1 C4H3BrS
2-(5-BroMo-2-Methylbenzyl)-5-(4-fluorophenyl)thiophene 2-(5-BroMo-2-Methylbenzyl)-5-(4-fluorophenyl)thiophene 1030825-20-7 C18H14BrFS
8-Hydroxyquinoline sulfate 8-Hydroxyquinoline sulfate 134-31-6 2C9H7NO.H2O4S
1,2,3,4-Tetrahydroquinoline 1,2,3,4-Tetrahydroquinoline 635-46-1 C9H11N
2,4-Dichloro-6,7-dimethoxyquinazoline 2,4-Dichloro-6,7-dimethoxyquinazoline 27631-29-4 C10H8Cl2N2O2
3,4-Dimethoxythiophene 3,4-Dimethoxythiophene 51792-34-8 C6H8O2S
5-Aminoquinoline 5-Aminoquinoline 611-34-7 C9H8N2
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