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-Formyl-2-thiopheneboronic acid 5-Formyl-2-thiopheneboronic acid 4347-33-5 C5H5BO3S
Chiniofon Chiniofon 547-91-1 C9H6INO4S
4-Chloropyridine-2-carboxylic acid 4-Chloropyridine-2-carboxylic acid 5470-22-4 C6H4ClNO2
Quinaldic acid Quinaldic acid 93-10-7 C10H7NO2
5-Hydroxynicotinic acid 5-Hydroxynicotinic acid 27828-71-3 C6H5NO3
4-Bromoisoquinoline 4-Bromoisoquinoline 1532-97-4 C9H6BrN
2,8-Bis(trifluoromethyl)-4-quinolinol 2,8-Bis(trifluoromethyl)-4-quinolinol 35853-41-9 C11H5F6NO
5-Bromo-2-methoxypyridine 5-Bromo-2-methoxypyridine 13472-85-0 C6H6BrNO
2,2':5',2''-TERTHIOPHENE 2,2':5',2''-TERTHIOPHENE 1081-34-1 C12H8S3
6-BROMO-2-CHLORO-QUINOLINE 6-BROMO-2-CHLORO-QUINOLINE 1810-71-5 C9H5BrClN
5-Bromothiophene-2-carbaldehyde 5-Bromothiophene-2-carbaldehyde 4701-17-1 C5H3BrOS
5-CHLORO-PYRAZINE-2-CARBOXYLIC ACID 5-CHLORO-PYRAZINE-2-CARBOXYLIC ACID 36070-80-1 C5H3ClN2O2
6-Aminoquinoline 6-Aminoquinoline 580-15-4 C9H8N2
6-Bromonicotinic acid 6-Bromonicotinic acid 6311-35-9 C6H4BrNO2
4-methylquinoline 4-methylquinoline 491-35-0 C10H9N
2-Bromo-3-methylthiophene 2-Bromo-3-methylthiophene 14282-76-9 C5H5BrS
6-Hydroxyquinoline 6-Hydroxyquinoline 580-16-5 C9H7NO
4-Bromomethyl-1,2-dihydroquinoline-2-one 4-Bromomethyl-1,2-dihydroquinoline-2-one 4876-10-2 C10H8BrNO
7-Chloroquinolin-4-ol 7-Chloroquinolin-4-ol 86-99-7 C9H6ClNO
7-Hydroxyquinoline 7-Hydroxyquinoline 580-20-1 C9H7NO
2-Picolinic acid 2-Picolinic acid 98-98-6 C6H5NO2
2-Fluoroisonicotinic acid 2-Fluoroisonicotinic acid 402-65-3 C6H4FNO2
6-Methoxyquinoline 6-Methoxyquinoline 5263-87-6 C10H9NO
6-BROMO-3-PYRIDAZINAMINE 6-BROMO-3-PYRIDAZINAMINE 88497-27-2 C4H4BrN3
2,8-Quinolinediol 2,8-Quinolinediol 15450-76-7 C9H7NO2
5-Pyrimidinylboronic acid 5-Pyrimidinylboronic acid 109299-78-7 C4H5BN2O2
2-Chloro-4-amino-6,7-dimethoxyquinazoline 2-Chloro-4-amino-6,7-dimethoxyquinazoline 23680-84-4 C10H10ClN3O2
5,7-Dichloro-8-hydroxyquinoline 5,7-Dichloro-8-hydroxyquinoline 773-76-2 C9H5Cl2NO
4-CHLORO-2-(TRIFLUOROMETHYL)QUINOLINE 4-CHLORO-2-(TRIFLUOROMETHYL)QUINOLINE 1701-24-2 C10H5ClF3N
7-Chloro-2-methylquinoline 7-Chloro-2-methylquinoline 4965-33-7 C10H8ClN
5-Bromopyridine-2-carbaldehyde 5-Bromopyridine-2-carbaldehyde 31181-90-5 C6H4BrNO
6-CHLORO-1H-PYRROLO[2,3-B]PYRIDINE 6-CHLORO-1H-PYRROLO[2,3-B]PYRIDINE 55052-27-2 C7H5ClN2
4-Methoxypyridine 4-Methoxypyridine 620-08-6 C6H7NO
5-Isoquinolinesulfonic acid 5-Isoquinolinesulfonic acid 27655-40-9 C9H7NO3S
2-Methoxy-5-nitropyridine 2-Methoxy-5-nitropyridine 5446-92-4 C6H6N2O3
1-(4-Pyridyl)piperazine 1-(4-Pyridyl)piperazine 1008-91-9 C9H13N3
4-Bromoquinoline 4-Bromoquinoline 3964-04-3 C9H6BrN
3,4-Dihydro-7-(4-bromobutoxy)-2(1H)-quinolinone 3,4-Dihydro-7-(4-bromobutoxy)-2(1H)-quinolinone 129722-34-5 C13H16BrNO2
Benzoyleneurea Benzoyleneurea 86-96-4 C8H6N2O2
8-Nitroquinoline 8-Nitroquinoline 607-35-2 C9H6N2O2
4-chloro-6,7-dimethoxyquinoline 4-chloro-6,7-dimethoxyquinoline 35654-56-9 C11H10ClNO2
3-Pyridylboronic acid 3-Pyridylboronic acid 1692-25-7 C5H6BNO2
8-Hydroxyquinoline-N-oxide 8-Hydroxyquinoline-N-oxide 1127-45-3 C9H7NO2
2-Chloro-6-methyl-3-quinolinecarbaldehyde 2-Chloro-6-methyl-3-quinolinecarbaldehyde 73568-27-1 C11H8ClNO
5-Hydroxyisoquinoline 5-Hydroxyisoquinoline 2439-04-5 C9H7NO
Methyl 3-isoquinolinecarboxylate Methyl 3-isoquinolinecarboxylate 27104-73-0 C11H9NO2
4-N-BOC-Aminopiperidine 4-N-BOC-Aminopiperidine 73874-95-0 C10H20N2O2
2-Methylquinoxaline 2-Methylquinoxaline 7251-61-8 C9H8N2
2-Bromonicotinic acid 2-Bromonicotinic acid 35905-85-2 C6H4BrNO2
3-Methyl-2-thiophenecarboxylic acid 3-Methyl-2-thiophenecarboxylic acid 23806-24-8 C6H6O2S
5-Amino-2-methoxypyridine 5-Amino-2-methoxypyridine 6628-77-9 C6H8N2O
Thieno[3,2-b]thiophene Thieno[3,2-b]thiophene 251-41-2 C6H4S2
5,7-DIBROMO-8-HYDROXYQUINOLINE 5,7-DIBROMO-8-HYDROXYQUINOLINE 521-74-4 C9H5Br2NO
(R)-(-)-2-Methylpiperazine (R)-(-)-2-Methylpiperazine 75336-86-6 C5H12N2
2-AMINO-4-HYDROXY-6-(TRIFLUOROMETHYL)PYRIMIDINE 2-AMINO-4-HYDROXY-6-(TRIFLUOROMETHYL)PYRIMIDINE 1513-69-5 C5H4F3N3O
6-METHYLPYRIDINE-2-BORONIC ACID 6-METHYLPYRIDINE-2-BORONIC ACID 372963-50-3 C6H8BNO2
3-AMINO-2-BROMO-6-PICOLINE 3-AMINO-2-BROMO-6-PICOLINE 126325-53-9 C6H7BrN2
2-Chloronicotinamide 2-Chloronicotinamide 10366-35-5 C6H5ClN2O
2,3,6-TRIFLUOROPYRIDINE 2,3,6-TRIFLUOROPYRIDINE 3512-18-3 C5H2F3N
2,6-Dichloro-4-methylnicotinonitrile 2,6-Dichloro-4-methylnicotinonitrile 875-35-4 C7H4Cl2N2
4-(2-Aminoethyl)pyridine 4-(2-Aminoethyl)pyridine 13258-63-4 C7H10N2
2-Fluoro-3,5-dichloropyridine 2-Fluoro-3,5-dichloropyridine 823-56-3 C5H2Cl2FN
2-CHLOROLEPIDINE 2-CHLOROLEPIDINE 634-47-9 C10H8ClN
3-Amino-2(1H)-pyridinone 3-Amino-2(1H)-pyridinone 33630-99-8 C5H6N2O
2-Chloro-3-fluoro-5-methylpyridine 2-Chloro-3-fluoro-5-methylpyridine 34552-15-3 C6H5ClFN
3-Aminoquinoline 3-Aminoquinoline 580-17-6 C9H8N2
2-Thiophenecarbonitrile 2-Thiophenecarbonitrile 1003-31-2 C5H3NS
Ethyl 4-hydroxypyrimidine-5-carboxylate Ethyl 4-hydroxypyrimidine-5-carboxylate 4786-52-1 C7H8N2O3
2-Bromo-5-fluoropyridine 2-Bromo-5-fluoropyridine 41404-58-4 C5H3BrFN
2,5-DIBROMO-3-FLUOROPYRIDINE 2,5-DIBROMO-3-FLUOROPYRIDINE 156772-60-0 C5H2Br2FN
2,5-Dichloropyridin-3-amine 2,5-Dichloropyridin-3-amine 78607-32-6 C5H4Cl2N2
2-Fluoropyridine-4-carboxaldehyde 2-Fluoropyridine-4-carboxaldehyde 131747-69-8 C6H4FNO
Nitroxoline Nitroxoline 4008-48-4 C9H6N2O3
3-Fluoro-5-methylpyridine 3-Fluoro-5-methylpyridine 407-21-6 C6H6FN
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
3-AMINO-2,6-DIMETHYLPYRIDINE 3-AMINO-2,6-DIMETHYLPYRIDINE 3430-33-9 C7H10N2
2-FLUORO-5-HYDROXYPYRIDINE 2-FLUORO-5-HYDROXYPYRIDINE 55758-32-2 C5H4FNO
Methyl 6-methylnicotinate Methyl 6-methylnicotinate 5470-70-2 C8H9NO2
2-Chloro-4-nitropyridine 1-oxide 2-Chloro-4-nitropyridine 1-oxide 14432-16-7 C5H3ClN2O3
2-Bromo-4-nitropyridine 1-oxide 2-Bromo-4-nitropyridine 1-oxide 52092-43-0 C5H3BrN2O3
2-Hydroxynicotinaldehyde 2-Hydroxynicotinaldehyde 36404-89-4 C6H5NO2
6-METHOXY-8-NITROQUINOLINE 6-METHOXY-8-NITROQUINOLINE 85-81-4 C10H8N2O3
2-Chloro-4-iodopyridine 2-Chloro-4-iodopyridine 153034-86-7 C5H3ClIN
2,4-Dichloroquinazoline 2,4-Dichloroquinazoline 607-68-1 C8H4Cl2N2
3-Isoquinolinecarbonitrile 3-Isoquinolinecarbonitrile 26947-41-1 C10H6N2
6-BROMO-2(1H)-QUINOLONE 6-BROMO-2(1H)-QUINOLONE 1810-66-8 C9H6BrNO
3-Fluoro-4-nitropyridine 3-Fluoro-4-nitropyridine 13505-01-6 C5H3FN2O2
METHYL 2-CHLOROISONICOTINATE METHYL 2-CHLOROISONICOTINATE 58481-11-1 C7H6ClNO2
4,6-Dichloro-5-pyrimidinecarbaldehyde 4,6-Dichloro-5-pyrimidinecarbaldehyde 5305-40-8 C5H2Cl2N2O
4-Bromo-3-cyanopyridine 4-Bromo-3-cyanopyridine 154237-70-4 C6H3BrN2
2-Ethylpyridine 2-Ethylpyridine 100-71-0 C7H9N
2-Chloropyridine 2-Chloropyridine 109-09-1 C5H4ClN
4-Dimethylaminopyridine 4-Dimethylaminopyridine 1122-58-3 C7H10N2
3-Methyl-4-nitropyridine 3-Methyl-4-nitropyridine 1678-53-1 C6H6N2O2
Isoquinoline-1-carboxylic acid Isoquinoline-1-carboxylic acid 486-73-7 C10H7NO2
4-Aminopyridine 4-Aminopyridine 504-24-5 C5H6N2
3,4-Lutidine 3,4-Lutidine 583-58-4 C7H9N
4-Methylpyridin-2-amine 4-Methylpyridin-2-amine 695-34-1 C6H8N2
2-Methyl-5-pyrimidinamine 2-Methyl-5-pyrimidinamine 39889-94-6 C5H7N3
2-bromo-3-hexylthiophene 2-bromo-3-hexylthiophene 69249-61-2 C10H15BrS
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