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-Pyridinesulphonic acid 4-Pyridinesulphonic acid 5402-20-0 C5H5NO3S
5-METHYL-PYRAZINE-2-CARBOXAMIDE 5-METHYL-PYRAZINE-2-CARBOXAMIDE 5521-57-3 C6H7N3O
ISOPIMPINELLIN ISOPIMPINELLIN 482-27-9 C13H10O5
4-AMINO-2-DIMETHYLAMINO-6-HYDROXYPYRIMIDINE 4-AMINO-2-DIMETHYLAMINO-6-HYDROXYPYRIMIDINE 76750-84-0 C6H10N4O
DL-2-AMINO-4-PENTENOIC ACID DL-2-AMINO-4-PENTENOIC ACID 7685-44-1 C5H9NO2
4-CHLORO-5-FLUORO-2-METHYL-PYRIMIDINE 4-CHLORO-5-FLUORO-2-METHYL-PYRIMIDINE 898044-50-3 C5H4ClFN2
2-PYRIDINEMETHANAMINE, 4-FLUORO- 2-PYRIDINEMETHANAMINE, 4-FLUORO- 859166-87-3 C6H7FN2
1-(5-CHLOROPYRIDIN-2-YL)METHANAMINE 1-(5-CHLOROPYRIDIN-2-YL)METHANAMINE 67938-76-5 C6H7ClN2
6-AMINO-5-BROMONICOTINIC ACID 6-AMINO-5-BROMONICOTINIC ACID 180340-69-6 C6H5BrN2O2
2-Amino-6-chloroimidazo[1,2-b]pyridazine 2-Amino-6-chloroimidazo[1,2-b]pyridazine 887625-09-4 C6H5ClN4
3-Bromopyridine-4-methanol 3-Bromopyridine-4-methanol 146679-66-5 C6H6BrNO
2,3-dihydro-[1,4]dioxino[2,3-b]pyridine-7-carbaldehyde 2,3-dihydro-[1,4]dioxino[2,3-b]pyridine-7-carbaldehyde 95849-26-6 C8H7NO3
2,4-Dihydroxythieno[2,3-d]pyrimidine 2,4-Dihydroxythieno[2,3-d]pyrimidine 18740-38-0 C6H4N2O2S
5-Chloro-3-iodopyrazolo[1,5-a]pyrimidine 5-Chloro-3-iodopyrazolo[1,5-a]pyrimidine 923595-58-8 C6H3ClIN3
2-amino-5-bromo-3-fluoropyridine 2-amino-5-bromo-3-fluoropyridine 748812-37-5 C5H4BrFN2
2-Methyl-3-thiophenecarboxylic  acid,  ethyl  ester 2-Methyl-3-thiophenecarboxylic acid, ethyl ester 19432-66-7 C8H10O2S
5-Bromo-3-chloropyridine-2-carboxylic acid 5-Bromo-3-chloropyridine-2-carboxylic acid 1189513-51-6 C6H3BrClNO2
2,6-BIS(2-BENZIMIDAZOLYL)PYRIDINE 2,6-BIS(2-BENZIMIDAZOLYL)PYRIDINE 28020-73-7 C19H13N5
3-Amino-2-hydroxy-5-trifluoromethylpyridine 3-Amino-2-hydroxy-5-trifluoromethylpyridine 90778-25-9 C6H5F3N2O
3,5-Dimethyl-2,6-dibromopyridine 3,5-Dimethyl-2,6-dibromopyridine 117846-58-9 C7H7Br2N
2,6-DIFLUORONICOTINALDEHYDE 2,6-DIFLUORONICOTINALDEHYDE 155601-65-3 C6H3F2NO
5-CHLORO-2-FLUORO-4-PICOLINE 5-CHLORO-2-FLUORO-4-PICOLINE 884494-88-6 C6H5ClFN
2,6-DIMETHYL-4-CYANOPYRIDINE 2,6-DIMETHYL-4-CYANOPYRIDINE 39965-81-6 C8H8N2
4-CHLORO-5-METHYLTHIENO[2,3-D]PYRIMIDINE 4-CHLORO-5-METHYLTHIENO[2,3-D]PYRIMIDINE 43088-67-1 C7H5ClN2S
1-(2-ETHOXY-2-OXOETHYL)PYRIDINIUM BROMIDE 1-(2-ETHOXY-2-OXOETHYL)PYRIDINIUM BROMIDE 17282-40-5 C9H12BrNO2
2-(3-THIENYL)ETHANAMINE 2-(3-THIENYL)ETHANAMINE 59311-67-0 C6H9NS
2-HYDROXYPYRAZINE 2-HYDROXYPYRAZINE 6270-63-9 C4H4N2O
6-BENZYL-4-CHLORO-5,6,7,8-TETRAHYDROPYRIDO[4,3-D]PYRIMIDINE 6-BENZYL-4-CHLORO-5,6,7,8-TETRAHYDROPYRIDO[4,3-D]PYRIMIDINE 914612-23-0 C14H14ClN3
2,6-DI-TERT-BUTYLPYRIDINE 2,6-DI-TERT-BUTYLPYRIDINE 585-48-8 C13H21N
6,8-DIMETHOXY-4-METHYLQUINOLINE 6,8-DIMETHOXY-4-METHYLQUINOLINE 51049-14-0 C12H13NO2
3-PYRIMIDIN-5-YL-BENZOIC ACID 3-PYRIMIDIN-5-YL-BENZOIC ACID 852180-74-6 C11H8N2O2
2-(2-Bromoethyl)pyridine 2-(2-Bromoethyl)pyridine 39232-04-7 C7H8BrN
2-MERCAPTOPYRIDINE 2-MERCAPTOPYRIDINE 73018-10-7 C5H5NS
2,2-DIMETHYL-N-PYRIDIN-2-YL-PROPIONAMIDE 2,2-DIMETHYL-N-PYRIDIN-2-YL-PROPIONAMIDE 86847-59-8 C10H14N2O
(3-BROMO-PYRIDIN-4-YL)-CARBAMIC ACID TERT-BUTYL ESTER (3-BROMO-PYRIDIN-4-YL)-CARBAMIC ACID TERT-BUTYL ESTER 257937-08-9 C10H13BrN2O2
5-BROMO-2-(PYRROLIDIN-1-YL)PYRIDINE 5-BROMO-2-(PYRROLIDIN-1-YL)PYRIDINE 210963-93-2 C9H11BrN2
(3-BROMO-BENZYL)-PYRIDIN-3-YLMETHYL-AMINE (3-BROMO-BENZYL)-PYRIDIN-3-YLMETHYL-AMINE 436096-90-1 C13H13BrN2
2,5-DIBROMO-3-METHYLTHIOPHENE 2,5-DIBROMO-3-METHYLTHIOPHENE 13191-36-1 C5H4Br2S
2-CHLORO-3-METHYLPYRIDINE-5-BORONIC ACID PINACOL ESTER 2-CHLORO-3-METHYLPYRIDINE-5-BORONIC ACID PINACOL ESTER 1010101-07-1 C12H17BClNO2
4-Bromomethyl-7-methoxycoumarin 4-Bromomethyl-7-methoxycoumarin 35231-44-8 C11H9BrO3
4-HYDROXYTHIENO[3,2-C]PYRIDINE 4-HYDROXYTHIENO[3,2-C]PYRIDINE 27685-92-3 C7H5NOS
5-NITRO-PYRIDIN-3-YLAMINE 5-NITRO-PYRIDIN-3-YLAMINE 934-59-8 C5H5N3O2
4-HYDROXY-6-METHYLQUINAZOLINE 4-HYDROXY-6-METHYLQUINAZOLINE 19181-53-4 C9H8N2O
4,6-DICHLORO-2H-BENZOPYRAN-3-CARBOXALDEHYDE 4,6-DICHLORO-2H-BENZOPYRAN-3-CARBOXALDEHYDE 175205-58-0 C10H6Cl2O2
2-AMINO-4-HYDROXYPYRIMIDINE 2-AMINO-4-HYDROXYPYRIMIDINE 674-97-5 C4H5N3O
N-BENZYLQUINIDINIUM CHLORIDE N-BENZYLQUINIDINIUM CHLORIDE 77481-82-4 C27H31ClN2O2
N-ETHYL-N-(4-PICOLYL)ATROPAMIDE N-ETHYL-N-(4-PICOLYL)ATROPAMIDE 57322-50-6 C17H18N2O
3-(BENZYLOXY)-5-BROMOPYRIDINE 3-(BENZYLOXY)-5-BROMOPYRIDINE 130722-95-1 C12H10BrNO
2,6-Dichloropyridine-4-methylamine 2,6-Dichloropyridine-4-methylamine 88579-63-9 C6H6Cl2N2
BIS(2,4,6-TRIMETHYLPYRIDINE)BROMONIUM HEXAFLUOROPHOSPHATE BIS(2,4,6-TRIMETHYLPYRIDINE)BROMONIUM HEXAFLUOROPHOSPHATE 188944-77-6 C16H22BrF6N2P
2-(3-CHLOROPROPOXY)TETRAHYDRO-2H-PYRAN 2-(3-CHLOROPROPOXY)TETRAHYDRO-2H-PYRAN 42330-88-1 C8H15ClO2
2,4-Diamino-5-pyrimidinemethanol 2,4-Diamino-5-pyrimidinemethanol 42310-45-2 C5H8N4O
3-CHLORO-4-NITROPYRIDINE 3-CHLORO-4-NITROPYRIDINE 13194-60-0 C5H3ClN2O2
2-PHENYLPYRIMIDINE 2-PHENYLPYRIMIDINE 7431-45-0 C10H8N2
N-Methyl-(2-thienylmethyl)amine N-Methyl-(2-thienylmethyl)amine 58255-18-8 C6H9NS
1,2-BIS(4-PYRIDYL)ETHANE 1,2-BIS(4-PYRIDYL)ETHANE 4916-57-8 C12H12N2
METHYL PICOLINIMIDATE METHYL PICOLINIMIDATE 19547-38-7 C7H8N2O
METHYL 3-CHLOROTHIOPHENE-2-CARBOXYLATE METHYL 3-CHLOROTHIOPHENE-2-CARBOXYLATE 88105-17-3 C6H5ClO2S
2,3,5-TRIFLUOROPYRIDINE-4-CARBOXYLIC ACID, 97 2,3,5-TRIFLUOROPYRIDINE-4-CARBOXYLIC ACID, 97 675602-91-2 C6H2F3NO2
4-CYANO-2-METHYLPYRIDINE 4-CYANO-2-METHYLPYRIDINE 2214-53-1 C7H6N2
2-((TRIMETHYLSILYL)ETHYNYL)THIOPHENE  9& 2-((TRIMETHYLSILYL)ETHYNYL)THIOPHENE 9& 40231-03-6 C9H12SSi
3-CHLORO-4-NITROPYRIDINE N-OXIDE 3-CHLORO-4-NITROPYRIDINE N-OXIDE 76439-45-7 C5H3ClN2O3
4-BROMO-5-FLUORO-2-HYDROXY-3-NITROPYRIDINE 4-BROMO-5-FLUORO-2-HYDROXY-3-NITROPYRIDINE 884495-02-7 C5H2BrFN2O3
3-HYDROXY-4-NITROPYRIDINE 3-HYDROXY-4-NITROPYRIDINE 13505-06-1 C5H4N2O3
3-(1-ACETYL-,4-DIHYDROPYRID-4-YL)INDOLE 3-(1-ACETYL-,4-DIHYDROPYRID-4-YL)INDOLE 34981-12-9 C15H14N2O
2-ACETAMIDO-5-NITRO-4-PICOLINE 2-ACETAMIDO-5-NITRO-4-PICOLINE 90765-02-9 C8H9N3O3
3-Amino-2,4-dimethylpyridine 3-Amino-2,4-dimethylpyridine 1073-21-8 C7H10N2
4-CHLORO-2-(METHYLSULFANYL)THIENO[3,2-D]PYRIMIDINE 4-CHLORO-2-(METHYLSULFANYL)THIENO[3,2-D]PYRIMIDINE 176530-47-5 C7H5ClN2S2
1-(6-METHYLPYRID-2-YL)PIPERAZINE 1-(6-METHYLPYRID-2-YL)PIPERAZINE 55745-89-6 C10H15N3
2,3,6-TRIMETHYLPYRIDINE 2,3,6-TRIMETHYLPYRIDINE 1462-84-6 C8H11N
ETHYL 8-BROMO-4-HYDROXYQUINOLINE-3-CARBOXYLATE ETHYL 8-BROMO-4-HYDROXYQUINOLINE-3-CARBOXYLATE 35975-57-6 C12H10BrNO3
2-BROMO-5-FLUOROPYRIDINE-4-BORONIC ACID 2-BROMO-5-FLUOROPYRIDINE-4-BORONIC ACID 1072951-43-9 C5H4BBrFNO2
Ethyl 2-thiopheneacetate Ethyl 2-thiopheneacetate 57382-97-5 C8H10O2S
1H-PYRROLO[2,3-B]PYRIDINE-6-CARBONITRILE 1H-PYRROLO[2,3-B]PYRIDINE-6-CARBONITRILE 189882-33-5 C8H5N3
ALPHA-PYRONE ALPHA-PYRONE 504-31-4 C5H4O2
4-CHLOROPICOLINALDEHYDE 4-CHLOROPICOLINALDEHYDE 63071-13-6 C6H4ClNO
3-Bromo-2-iodopyridine 3-Bromo-2-iodopyridine 408502-43-2 C5H3BrIN
2-BROMO-5-IODO-3-METHYLPYRIDINE 2-BROMO-5-IODO-3-METHYLPYRIDINE 65550-78-9 C6H5BrIN
2-HYDROXY-6-METHYLPYRAZINE 2-HYDROXY-6-METHYLPYRAZINE 20721-18-0 C5H6N2O
(3-FLUOROPYRID-2-YL)METHANOL (3-FLUOROPYRID-2-YL)METHANOL 31181-79-0 C6H6FNO
3-CYANO-5-FLUOROPYRIDINE 3-CYANO-5-FLUOROPYRIDINE 696-42-4 C6H3FN2
3-CHLOROTHIOPHENE-2-CARBALDEHYDE 3-CHLOROTHIOPHENE-2-CARBALDEHYDE 67482-48-8 C5H3ClOS
3,4-Dihydro-2H-pyrido[3,2-b][1,4]oxazine 3,4-Dihydro-2H-pyrido[3,2-b][1,4]oxazine 20348-23-6 C7H8N2O
4-Phenylpyrimidine 4-Phenylpyrimidine 3438-48-0 C10H8N2
(chloromethyl)pyrazine (chloromethyl)pyrazine 39204-47-2 C5H5ClN2
2,4,5-Triamino-6-chloropyrimidine 2,4,5-Triamino-6-chloropyrimidine 1194-78-1 C4H6ClN5
4-Amino-2,5,6-trichloropyrimidine 4-Amino-2,5,6-trichloropyrimidine 28969-60-0 C4H2Cl3N3
3,5-Dibromo-2-fluoro-4-methylpyridine 3,5-Dibromo-2-fluoro-4-methylpyridine 1000340-01-1 C6H4Br2FN
5-Bromo-2-chloroisonicotinic acid 5-Bromo-2-chloroisonicotinic acid 886365-31-7 C6H3BrClNO2
3-Chloropyridine-2-carboxaldehyde 3-Chloropyridine-2-carboxaldehyde 206181-90-0 C6H4ClNO
3-Methylpyridine-4-boronic acid 3-Methylpyridine-4-boronic acid 894808-72-1 C6H8BNO2
3-(2-Chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one hydrochloride 3-(2-Chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one hydrochloride 93076-03-0 C11H16Cl2N2O
PYRIDINE-2,4-DICARBONITRILE PYRIDINE-2,4-DICARBONITRILE 29181-50-8 C7H3N3
Pyridine, 2-chloro-4-(chloromethyl)- (9CI) Pyridine, 2-chloro-4-(chloromethyl)- (9CI) 101990-73-2 C6H5Cl2N
Imidazo[1,2-b]pyridazine-2-carboxylic acid Imidazo[1,2-b]pyridazine-2-carboxylic acid 160911-42-2 C7H5N3O2
Pyrimidine, 4-chloro-5-fluoro- (9CI) Pyrimidine, 4-chloro-5-fluoro- (9CI) 347418-42-2 C4H2ClFN2
4-Pyrimidinecarbonitrile (7CI,9CI)
4-Pyrimidinecarbonitrile (7CI,9CI) 42839-04-3 C5H3N3
2-Pyrimidinamine, 5-fluoro- (9CI) 2-Pyrimidinamine, 5-fluoro- (9CI) 1683-85-8 C4H4FN3
4(1H)-Pyrimidinone, 2-methyl- (8CI,9CI) 4(1H)-Pyrimidinone, 2-methyl- (8CI,9CI) 19875-04-8 C5H6N2O
3-Pyridazinecarboxaldehyde, 6-chloro- (9CI) 3-Pyridazinecarboxaldehyde, 6-chloro- (9CI) 303085-53-2 C5H3ClN2O
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