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-Chlorophenethylamine 4-Chlorophenethylamine 156-41-2 C11H9ClN4
2-Amino-5-chloropyrazine 2-Amino-5-chloropyrazine 33332-29-5 C4H4ClN3
3-Hexylthiophene 3-Hexylthiophene 1693-86-3 C10H16S
Quinolin-2-amine Quinolin-2-amine 580-22-3 C9H8N2
6-Bromo-2-methylquinoline 6-Bromo-2-methylquinoline 877-42-9 C10H8BrN
Methyl 3-amino-4-methylthiophene-2-carboxylate Methyl 3-amino-4-methylthiophene-2-carboxylate 85006-31-1 C7H9NO2S
2,2'-Biquinoline 2,2'-Biquinoline 119-91-5 C18H12N2
2-HYDROXY-4-METHYLQUINOLINE 2-HYDROXY-4-METHYLQUINOLINE 607-66-9 C10H9NO
4-Chloro-7-methoxyquinoline 4-Chloro-7-methoxyquinoline 68500-37-8 C10H8ClNO
2-Amino-3-chloropyrazine 2-Amino-3-chloropyrazine 6863-73-6 C4H4ClN3
2,8-BIS(TRIFLUOROMETHYL)-4-CHLOROQUINOLINE 2,8-BIS(TRIFLUOROMETHYL)-4-CHLOROQUINOLINE 83012-13-9 C11H4ClF6N
3-Acetyl-2,5-dichlorothiophene 3-Acetyl-2,5-dichlorothiophene 36157-40-1 C6H4Cl2OS
1-Hexadecylpyridinium bromide 1-Hexadecylpyridinium bromide 140-72-7 C21H38BrN
7,8-BENZOQUINOLINE 7,8-BENZOQUINOLINE 230-27-3 C13H9N
8-Quinolineboronic acid 8-Quinolineboronic acid 86-58-8 C9H8BNO2
2-Amino-5-bromopyrazine 2-Amino-5-bromopyrazine 59489-71-3 C4H4BrN3
Thiophene-3-ethanol Thiophene-3-ethanol 13781-67-4 C6H8OS
Thianaphthene Thianaphthene 95-15-8 C8H6S
4-(Trifluoromethyl)nicotinic acid 4-(Trifluoromethyl)nicotinic acid 158063-66-2 C7H4F3NO2
Pyridine hydrochloride Pyridine hydrochloride 628-13-7 C5H6ClN
Quinoxaline Quinoxaline 91-19-0 C8H6N2
8-Aminoisoquinoline 8-Aminoisoquinoline 23687-27-6 C9H8N2
2-Hydroxynicotinic acid 2-Hydroxynicotinic acid 609-71-2 C6H5NO3
4,4'-DIBROMO-2,2'-BIPYRIDINE 4,4'-DIBROMO-2,2'-BIPYRIDINE 18511-71-2 C10H6Br2N2
3-Bromo-5-methoxypyridine 3-Bromo-5-methoxypyridine 50720-12-2 C6H6BrNO
5-CHLORO-3-METHYLBENZO[B]THIOPHENE 5-CHLORO-3-METHYLBENZO[B]THIOPHENE 19404-18-3 C9H7ClS
4-NITROQUINOLINE N-OXIDE 4-NITROQUINOLINE N-OXIDE 56-57-5 C9H6N2O3
1-METHYLISOQUINOLINE 1-METHYLISOQUINOLINE 1721-93-3 C10H9N
7-Methylquinoline 7-Methylquinoline 612-60-2 C10H9N
2-Bromo-6-methoxypyridine 2-Bromo-6-methoxypyridine 40473-07-2 C6H6BrNO
Methyl 2-aminopyridine-4-carboxylate Methyl 2-aminopyridine-4-carboxylate 6937-03-7 C7H8N2O2
2-Chlorothiophene 2-Chlorothiophene 96-43-5 C4H3ClS
6,7-Dimethoxyquinazoline-2,4-dione 6,7-Dimethoxyquinazoline-2,4-dione 28888-44-0 C10H10N2O4
3-Methoxythiophene 3-Methoxythiophene 17573-92-1 C5H6OS
6-CHLOROQUINOLINE 6-CHLOROQUINOLINE 612-57-7 C9H6ClN
Methyl 3-amino-2-pyrazinecarboxylate Methyl 3-amino-2-pyrazinecarboxylate 16298-03-6 C6H7N3O2
2,3-Dibromothiophene 2,3-Dibromothiophene 3140-93-0 C4H2Br2S
1-Chloroisoquinoline 1-Chloroisoquinoline 19493-44-8 C9H6ClN
4-CHLOROQUINOLINE 4-CHLOROQUINOLINE 611-35-8 C9H6ClN
8-Chloroquinoline 8-Chloroquinoline 611-33-6 C9H6ClN
2,2'-BITHIOPHENE 2,2'-BITHIOPHENE 492-97-7 C8H6S2
Isocarbostyril Isocarbostyril 491-30-5 C9H7NO
8-Hydroxyquinoline-5-sulfonic acid 8-Hydroxyquinoline-5-sulfonic acid 84-88-8 C9H7NO4S
ISOQUINOLINE N-OXIDE ISOQUINOLINE N-OXIDE 1532-72-5 C9H7NO
6-Fluoroquinaldine 6-Fluoroquinaldine 1128-61-6 C10H8FN
Pyrazine Pyrazine 290-37-9 C4H4N2
2-CHLOROQUINOLINE-3-CARBALDEHYDE 2-CHLOROQUINOLINE-3-CARBALDEHYDE 73568-25-9 C10H6ClNO
2,6-Pyridinedicarboxylic acid 2,6-Pyridinedicarboxylic acid 499-83-2 C7H5NO4
Isonicotinic acid Isonicotinic acid 55-22-1 C6H5NO2
2,5-Dibromothiophene 2,5-Dibromothiophene 3141-27-3 C4H2Br2S
(2-Chloro-3-pyridinyl)methanol (2-Chloro-3-pyridinyl)methanol 42330-59-6 C6H6ClNO
2-Quinolinecarboxaldehyde 2-Quinolinecarboxaldehyde 5470-96-2 C10H7NO
2-Thiophenecarboxylic acid 2-Thiophenecarboxylic acid 527-72-0 C5H4O2S
8-(TRIFLUOROMETHYL)QUINOLIN-4-OL 8-(TRIFLUOROMETHYL)QUINOLIN-4-OL 23779-96-6 C10H6F3NO
5-Nitroisoquinoline 5-Nitroisoquinoline 607-32-9 C9H6N2O2
2,6-DIMETHYLQUINOLINE 2,6-DIMETHYLQUINOLINE 877-43-0 C11H11N
3-Hydroxyisoquinoline 3-Hydroxyisoquinoline 7651-81-2 C9H7NO
4-Acetylpyridine 4-Acetylpyridine 1122-54-9 C7H7NO
3,5-Pyridinedicarboxylic acid 3,5-Pyridinedicarboxylic acid 499-81-0 C7H5NO4
5-Bromopyridine-2-carboxylic acid 5-Bromopyridine-2-carboxylic acid 30766-11-1 C6H4BrNO2
2-Methyl-6-quinolinecarboxylic acid 2-Methyl-6-quinolinecarboxylic acid 635-80-3 C11H9NO2
2-Methoxy-5-pyridineboronic acid 2-Methoxy-5-pyridineboronic acid 163105-89-3 C6H8BNO3
6-Bromoisoquinoline 6-Bromoisoquinoline 34784-05-9 C9H6BrN
8-Mercaptoquinoline hydrochloride 8-Mercaptoquinoline hydrochloride 34006-16-1 C9H8ClNS
2-Amino-3-pyridinecarboxaldehyde 2-Amino-3-pyridinecarboxaldehyde 7521-41-7 C6H6N2O
6-Bromoquinoline 6-Bromoquinoline 5332-25-2 C9H6BrN
6-Fluoronicotinic acid 6-Fluoronicotinic acid 403-45-2 C6H4FNO2
7-Bromoquinoline 7-Bromoquinoline 4965-36-0 C9H6BrN
QUINOLINE-4-CARBOXYLIC ACID QUINOLINE-4-CARBOXYLIC ACID 486-74-8 C10H7NO2
Quinoline Quinoline 91-22-5 C9H7N
6-NITROQUINOLINE 6-NITROQUINOLINE 613-50-3 C9H6N2O2
4-CHLORO-8-(TRIFLUOROMETHYL)QUINOLINE 4-CHLORO-8-(TRIFLUOROMETHYL)QUINOLINE 23779-97-7 C10H5ClF3N
Decahydroquinoline Decahydroquinoline 2051-28-7 C9H17N
3-Pyridylacetic acid hydrochloride 3-Pyridylacetic acid hydrochloride 6419-36-9 C7H8ClNO2
Nipecotic acid Nipecotic acid 498-95-3 C6H11NO2
4-Hydroxyquinoline 4-Hydroxyquinoline 611-36-9 C9H7NO
8-Methylquinoline 8-Methylquinoline 611-32-5 C10H9N
N-Boc-3-pyrrolidinone N-Boc-3-pyrrolidinone 101385-93-7 C9H15NO3
3-Hydroxy-2-methyl-4-quinolinecarboxylic acid 3-Hydroxy-2-methyl-4-quinolinecarboxylic acid 117-57-7 C11H9NO3
6-Quinolinecarboxylic acid 6-Quinolinecarboxylic acid 10349-57-2 C10H7NO2
3-Quinolinecarboxaldehyde 3-Quinolinecarboxaldehyde 13669-42-6 C10H7NO
2-Hydroxy-4-quinolincarboxylic acid 2-Hydroxy-4-quinolincarboxylic acid 15733-89-8 C10H7NO3
5-Bromoisoquinoline 5-Bromoisoquinoline 34784-04-8 C9H6BrN
3,4-Dibromothiophene 3,4-Dibromothiophene 3141-26-2 C4H2Br2S
2-Bromopyridine-4-carboxylic acid 2-Bromopyridine-4-carboxylic acid 66572-56-3 C6H4BrNO2
2,4-DIMETHYLQUINOLINE 2,4-DIMETHYLQUINOLINE 1198-37-4 C11H11N
2-Chloro-6-aminopyrazine 2-Chloro-6-aminopyrazine 33332-28-4 C4H4ClN3
1-Isoquinolinecarbonitrile 1-Isoquinolinecarbonitrile 1198-30-7 C10H6N2
2-Iodothiophene 2-Iodothiophene 3437-95-4 C4H3IS
6-BROMO-4-CHLOROQUINOLINE 6-BROMO-4-CHLOROQUINOLINE 65340-70-7 C9H5BrClN
5-Methyl-2-thiophenecarboxylic acid 5-Methyl-2-thiophenecarboxylic acid 1918-79-2 C6H6O2S
2,6-Dichloro-5-fluoronicotinic acid 2,6-Dichloro-5-fluoronicotinic acid 82671-06-5 C6H2Cl2FNO2
2-(Hydroxymethyl)pyridine 2-(Hydroxymethyl)pyridine 586-98-1 C6H7NO
Aminopyrazine Aminopyrazine 5049-61-6 C4H5N3
2-Amino-5-methyl-3-thiophenecarbonitrile 2-Amino-5-methyl-3-thiophenecarbonitrile 138564-58-6 C6H6N2S
5-Bromothiophenesulfonyl chloride 5-Bromothiophenesulfonyl chloride 55854-46-1 C4H2BrClO2S2
7-FLUORO-2-METHYLQUINOLINE 7-FLUORO-2-METHYLQUINOLINE 1128-74-1 C10H8FN
8-Bromoquinoline 8-Bromoquinoline 16567-18-3 C9H6BrN
2-Methoxypyridine 2-Methoxypyridine 1628-89-3 C6H7NO
6-(Trifluoromethyl)nicotinic acid 6-(Trifluoromethyl)nicotinic acid 231291-22-8 C7H4F3NO2
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