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
2-Bromo-5-hydroxypyrazine 2-Bromo-5-hydroxypyrazine 374063-92-0 C4H3BrN2O
Aminopyrazine Aminopyrazine 5049-61-6 C4H5N3
DBU DBU 6674-22-2 C9H16N2
2-Methylquinoxaline 2-Methylquinoxaline 7251-61-8 C9H8N2
5-Bromo-2-thiophenecarboxylic acid 5-Bromo-2-thiophenecarboxylic acid 7311-63-9 C5H3BrO2S
2-Quinolinol 2-Quinolinol 59-31-4 C9H7NO
Nitroxoline Nitroxoline 4008-48-4 C9H6N2O3
Thieno[3,2-b]thiophene Thieno[3,2-b]thiophene 251-41-2 C6H4S2
2-Thiophenecarbonitrile 2-Thiophenecarbonitrile 1003-31-2 C5H3NS
5-Amino-2-methoxypyridine 5-Amino-2-methoxypyridine 6628-77-9 C6H8N2O
6-Bromoisoquinoline 6-Bromoisoquinoline 34784-05-9 C9H6BrN
Decahydroquinoline Decahydroquinoline 2051-28-7 C9H17N
5-Methyl-2-thiophenecarboxylic acid 5-Methyl-2-thiophenecarboxylic acid 1918-79-2 C6H6O2S
2-Methoxy-5-nitropyridine 2-Methoxy-5-nitropyridine 5446-92-4 C6H6N2O3
3-Hydroxy-2-methyl-4-quinolinecarboxylic acid 3-Hydroxy-2-methyl-4-quinolinecarboxylic acid 117-57-7 C11H9NO3
2,4-DIMETHYLQUINOLINE 2,4-DIMETHYLQUINOLINE 1198-37-4 C11H11N
QUINOLINE-4-CARBOXYLIC ACID QUINOLINE-4-CARBOXYLIC ACID 486-74-8 C10H7NO2
8-Mercaptoquinoline hydrochloride 8-Mercaptoquinoline hydrochloride 34006-16-1 C9H8ClNS
2,6-Dichloro-5-fluoronicotinic acid 2,6-Dichloro-5-fluoronicotinic acid 82671-06-5 C6H2Cl2FNO2
4-Methoxypyridine 4-Methoxypyridine 620-08-6 C6H7NO
2,5-DIBROMO-3-DECYLTHIOPHENE 2,5-DIBROMO-3-DECYLTHIOPHENE 158956-23-1 C14H22Br2S
6-BROMO-2(1H)-QUINOLONE 6-BROMO-2(1H)-QUINOLONE 1810-66-8 C9H6BrNO
7-FLUORO-2-METHYLQUINOLINE 7-FLUORO-2-METHYLQUINOLINE 1128-74-1 C10H8FN
4-CHLORO-2-(TRIFLUOROMETHYL)QUINOLINE 4-CHLORO-2-(TRIFLUOROMETHYL)QUINOLINE 1701-24-2 C10H5ClF3N
3,4-DIHYDROQUINOLIN-2(1H)-ONE 3,4-DIHYDROQUINOLIN-2(1H)-ONE 553-03-7 C9H9NO
2,4-Dichloroquinazoline 2,4-Dichloroquinazoline 607-68-1 C8H4Cl2N2
5-Bromothiophenesulfonyl chloride 5-Bromothiophenesulfonyl chloride 55854-46-1 C4H2BrClO2S2
5-Isoquinolinesulfonic acid 5-Isoquinolinesulfonic acid 27655-40-9 C9H7NO3S
N-Boc-3-pyrrolidinone N-Boc-3-pyrrolidinone 101385-93-7 C9H15NO3
Methyl 3-isoquinolinecarboxylate Methyl 3-isoquinolinecarboxylate 27104-73-0 C11H9NO2
6-Bromoquinoline 6-Bromoquinoline 5332-25-2 C9H6BrN
7-Chloro-2-methylquinoline 7-Chloro-2-methylquinoline 4965-33-7 C10H8ClN
2,5-PYRIDINEDICARBOXYLIC ACID 2,5-PYRIDINEDICARBOXYLIC ACID 100-26-5 C7H5NO4
3-Aminoquinoline 3-Aminoquinoline 580-17-6 C9H8N2
3-Methyl-2-thiophenecarboxylic acid 3-Methyl-2-thiophenecarboxylic acid 23806-24-8 C6H6O2S
5-Amino-8-quinolinol dihydrochloride 5-Amino-8-quinolinol dihydrochloride 21302-43-2 C9H10Cl2N2O
2,2':5',2''-TERTHIOPHENE 2,2':5',2''-TERTHIOPHENE 1081-34-1 C12H8S3
Tetrabromothiophene Tetrabromothiophene 3958-03-0 C4Br4S
2-Bromopyridine-4-carboxylic acid 2-Bromopyridine-4-carboxylic acid 66572-56-3 C6H4BrNO2
5-Chloro-7-azaindole 5-Chloro-7-azaindole 866546-07-8 C7H5ClN2
6-Bromonicotinic acid 6-Bromonicotinic acid 6311-35-9 C6H4BrNO2
4-Bromoquinoline 4-Bromoquinoline 3964-04-3 C9H6BrN
3-Quinolinecarboxaldehyde 3-Quinolinecarboxaldehyde 13669-42-6 C10H7NO
5-Bromopyridine-2-carbaldehyde 5-Bromopyridine-2-carbaldehyde 31181-90-5 C6H4BrNO
4-Chloro-N-methylpicolinamide 4-Chloro-N-methylpicolinamide 220000-87-3 C7H7ClN2O
5-Bromoquinoline 5-Bromoquinoline 4964-71-0 C9H6BrN
6-Aminoquinoline 6-Aminoquinoline 580-15-4 C9H8N2
5,6-Dichloronicotinic acid 5,6-Dichloronicotinic acid 41667-95-2 C6H3Cl2NO2
5-Bromothiophene-2-carbaldehyde 5-Bromothiophene-2-carbaldehyde 4701-17-1 C5H3BrOS
2-Methoxy-5-pyridineboronic acid 2-Methoxy-5-pyridineboronic acid 163105-89-3 C6H8BNO3
4-CHLORO-8-(TRIFLUOROMETHYL)QUINOLINE 4-CHLORO-8-(TRIFLUOROMETHYL)QUINOLINE 23779-97-7 C10H5ClF3N
6-BROMO-4-CHLOROQUINOLINE 6-BROMO-4-CHLOROQUINOLINE 65340-70-7 C9H5BrClN
4-Bromothiophene-2-carboxaldehyde 4-Bromothiophene-2-carboxaldehyde 18791-75-8 C5H3BrOS
2,8-Bis(trifluoromethyl)-4-quinolinol 2,8-Bis(trifluoromethyl)-4-quinolinol 35853-41-9 C11H5F6NO
2-Chloro-4-amino-6,7-dimethoxyquinazoline 2-Chloro-4-amino-6,7-dimethoxyquinazoline 23680-84-4 C10H10ClN3O2
6-(Trifluoromethyl)nicotinic acid 6-(Trifluoromethyl)nicotinic acid 231291-22-8 C7H4F3NO2
2-Amino-3,5-dibromopyrazine 2-Amino-3,5-dibromopyrazine 24241-18-7 C4H3Br2N3
6-BROMO-2-CHLORO-QUINOLINE 6-BROMO-2-CHLORO-QUINOLINE 1810-71-5 C9H5BrClN
6-CHLORO-1H-PYRROLO[2,3-B]PYRIDINE 6-CHLORO-1H-PYRROLO[2,3-B]PYRIDINE 55052-27-2 C7H5ClN2
3-Thiophenezoic acid 3-Thiophenezoic acid 88-13-1 C5H4O2S
2-Methyl-6-quinolinecarboxylic acid 2-Methyl-6-quinolinecarboxylic acid 635-80-3 C11H9NO2
6-NITROQUINOLINE 6-NITROQUINOLINE 613-50-3 C9H6N2O2
2-Iodothiophene 2-Iodothiophene 3437-95-4 C4H3IS
5-Bromo-2-pyridinecarboxylic Acid 5-Bromo-2-pyridinecarboxylic Acid 30766-11-1 C6H4BrNO2
Quinoline Quinoline 91-22-5 C9H7N
1-Isoquinolinecarbonitrile 1-Isoquinolinecarbonitrile 1198-30-7 C10H6N2
2-Amino-3-(1,2-dihydro-2-oxoquinoline-4-yl)propanoic acid 2-Amino-3-(1,2-dihydro-2-oxoquinoline-4-yl)propanoic acid 5162-90-3 C12H12N2O3
5,7-DIBROMO-8-HYDROXYQUINOLINE 5,7-DIBROMO-8-HYDROXYQUINOLINE 521-74-4 C9H5Br2NO
2-Chloro-6-aminopyrazine 2-Chloro-6-aminopyrazine 33332-28-4 C4H4ClN3
7-Bromoquinoline 7-Bromoquinoline 4965-36-0 C9H6BrN
Isoquinoline-1-carboxylic acid Isoquinoline-1-carboxylic acid 486-73-7 C10H7NO2
8-Bromoquinoline 8-Bromoquinoline 16567-18-3 C9H6BrN
8-Bromoisoquinoline 8-Bromoisoquinoline 63927-22-0 C9H6BrN
5-Bromo-2-methoxypyridine 5-Bromo-2-methoxypyridine 13472-85-0 C6H6BrNO
2-Amino-3-pyridinecarboxaldehyde 2-Amino-3-pyridinecarboxaldehyde 7521-41-7 C6H6N2O
2-(Hydroxymethyl)pyridine 2-(Hydroxymethyl)pyridine 586-98-1 C6H7NO
1-(4-Pyridyl)piperazine 1-(4-Pyridyl)piperazine 1008-91-9 C9H13N3
6-Quinolinecarboxylic acid 6-Quinolinecarboxylic acid 10349-57-2 C10H7NO2
4,4'-Dimethyl-2,2'-bipyridyl 4,4'-Dimethyl-2,2'-bipyridyl 1134-35-6 C12H12N2
3,4-Dibromothiophene 3,4-Dibromothiophene 3141-26-2 C4H2Br2S
Methyl 6-methylnicotinate Methyl 6-methylnicotinate 5470-70-2 C8H9NO2
2-Amino-5-methyl-3-thiophenecarbonitrile 2-Amino-5-methyl-3-thiophenecarbonitrile 138564-58-6 C6H6N2S
5,7-Dichloro-8-hydroxyquinoline 5,7-Dichloro-8-hydroxyquinoline 773-76-2 C9H5Cl2NO
5-Chlorothiophene-2-sulfonamide 5-Chlorothiophene-2-sulfonamide 53595-66-7 C4H4ClNO2S2
5-Hydroxyisoquinoline 5-Hydroxyisoquinoline 2439-04-5 C9H7NO
4-methylquinoline 4-methylquinoline 491-35-0 C10H9N
4-N-BOC-Aminopiperidine 4-N-BOC-Aminopiperidine 73874-95-0 C10H20N2O2
6-Fluoronicotinic acid 6-Fluoronicotinic acid 403-45-2 C6H4FNO2
(R)-(-)-2-Methylpiperazine (R)-(-)-2-Methylpiperazine 75336-86-6 C5H12N2
5-CHLORO-PYRAZINE-2-CARBOXYLIC ACID 5-CHLORO-PYRAZINE-2-CARBOXYLIC ACID 36070-80-1 C5H3ClN2O2
6-Aminoquinoxaline 6-Aminoquinoxaline 6298-37-9 C8H7N3
5-Bromoisoquinoline 5-Bromoisoquinoline 34784-04-8 C9H6BrN
3-Quinolineboronic acid 3-Quinolineboronic acid 191162-39-7 C9H8BNO2
2-Chloro-6-methoxypyridine 2-Chloro-6-methoxypyridine 17228-64-7 C6H6ClNO
2-CHLOROLEPIDINE 2-CHLOROLEPIDINE 634-47-9 C10H8ClN
2-Bromonicotinic acid 2-Bromonicotinic acid 35905-85-2 C6H4BrNO2
2,5-Dichlorothiophene 2,5-Dichlorothiophene 3172-52-9 C4H2Cl2S
2-Hydroxy-4-quinolincarboxylic acid 2-Hydroxy-4-quinolincarboxylic acid 15733-89-8 C10H7NO3
5-Pyrimidinylboronic acid 5-Pyrimidinylboronic acid 109299-78-7 C4H5BN2O2
2-Methoxypyridine 2-Methoxypyridine 1628-89-3 C6H7NO
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