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
3-METHYLBENZO[B]THIOPHENE-2-CARBOXALDEHYDE 3-METHYLBENZO[B]THIOPHENE-2-CARBOXALDEHYDE 22053-74-3 C10H8OS
3-BROMO-2-CHLOROPYRIDINE-4-BORONIC ACID 3-BROMO-2-CHLOROPYRIDINE-4-BORONIC ACID 1072944-16-1 C5H4BBrClNO2
2-CHLORO-3-HYDROXYISONICOTINIC ACID 2-CHLORO-3-HYDROXYISONICOTINIC ACID 185423-02-3 C6H4ClNO3
BENZYL 1-HOMOPIPERAZINECARBOXYLATE BENZYL 1-HOMOPIPERAZINECARBOXYLATE 117009-97-9 C13H18N2O2
3-AMINO-1-ETHYL-6-HYDROXY-4-METHYL-2-PYRIDONE 3-AMINO-1-ETHYL-6-HYDROXY-4-METHYL-2-PYRIDONE 94492-81-6 C8H12N2O2
ETHYL 4-CHLORO-2-METHYLPYRIMIDINE-5-CARBOXYLATE ETHYL 4-CHLORO-2-METHYLPYRIMIDINE-5-CARBOXYLATE 2134-36-3 C8H9ClN2O2
5-(4-FLUOROPHENYL)-2-PYRIDINAMINE 5-(4-FLUOROPHENYL)-2-PYRIDINAMINE 503536-73-0 C11H9FN2
2-METHYL-1,5-NAPHTHYRIDINE 2-METHYL-1,5-NAPHTHYRIDINE 7675-32-3 C9H8N2
6-Methyl-2-(methylthio)pyrimidin-4-ol 6-Methyl-2-(methylthio)pyrimidin-4-ol 6328-58-1 C6H8N2OS
ETHYL 2-HYDROXYPYRIMIDINE-5-CARBOXYLATE ETHYL 2-HYDROXYPYRIMIDINE-5-CARBOXYLATE C7H8N2O3
3-BROMO-2-FLUORO-5-CHLOROPYRIDINE 3-BROMO-2-FLUORO-5-CHLOROPYRIDINE C5H2BrClFN
LAURYL DIMETHYLAMINE OXIDE LAURYL DIMETHYLAMINE OXIDE 70592-80-2 C10H13Br2N
2-AMINO-4-METHOXY-3-NITROPYRIDINE 2-AMINO-4-METHOXY-3-NITROPYRIDINE 84487-08-1 C6H7N3O3
3-METHYL-6-(1-METHYLHYDRAZINO)PYRIDAZINE 3-METHYL-6-(1-METHYLHYDRAZINO)PYRIDAZINE 175135-44-1 C6H10N4
2 2'-BIPYRIDINE-4 4'-DICARBOXALDEHYDE 2 2'-BIPYRIDINE-4 4'-DICARBOXALDEHYDE 99970-84-0 C12H8N2O2
2-METHOXY-6-METHYLPYRIDINE-3-BORONIC ACID 2-METHOXY-6-METHYLPYRIDINE-3-BORONIC ACID 1000802-75-4 C7H10BNO3
3-THIOPHENECARBOXYLIC ACID N-BUTYL ESTER 3-THIOPHENECARBOXYLIC ACID N-BUTYL ESTER 317385-62-9 C9H12O2S
2-AMINO-4-METHYLNICOTINIC ACID, 2-AMINO-4-METHYLNICOTINIC ACID, 38076-82-3 C7H8N2O2
2-(2,2,2-TRIFLUOROETHOXY)PYRIDINE-3-CARBONITRILE 2-(2,2,2-TRIFLUOROETHOXY)PYRIDINE-3-CARBONITRILE 175277-89-1 C8H5F3N2O
3-N-NONYLTHIOPHENE 3-N-NONYLTHIOPHENE 65016-63-9 C13H22S
3-CYANOCHROMONE 3-CYANOCHROMONE 50743-17-4 C10H5NO2
2-AMINO-3-FORMYLCHROMONE 2-AMINO-3-FORMYLCHROMONE 61424-76-8 C10H7NO3
4'-(4-METHYLPHENYL)-2,2':6',2''-TERPYRIDINE 4'-(4-METHYLPHENYL)-2,2':6',2''-TERPYRIDINE 89972-77-0 C22H17N3
2-AMINO-4-TRIFLUOROMETHYL-PYRIMIDINE-5-CARBOXYLIC ACID 2-AMINO-4-TRIFLUOROMETHYL-PYRIMIDINE-5-CARBOXYLIC ACID C6H4F3N3O2
3-NITRO-6-PYRIDINEMETHANOL 3-NITRO-6-PYRIDINEMETHANOL 36625-57-7 C6H6N2O3
6-NITRONICOTINIC ACID 6-NITRONICOTINIC ACID 33225-73-9 C6H4N2O4
6-methyl-pyridine-2-carboxylic acid ethyl ester 6-methyl-pyridine-2-carboxylic acid ethyl ester 39640-51-2 C9H11NO2
4-CHLOROPYRIDIN-3-YLBORONIC ACID, PINACOL ESTER 98 4-CHLOROPYRIDIN-3-YLBORONIC ACID, PINACOL ESTER 98 452972-15-5 C11H15BClNO2
3-CHLORO-6-FLUOROBENZOTHIOPHENE-2-CARBONYL CHLORIDE 3-CHLORO-6-FLUOROBENZOTHIOPHENE-2-CARBONYL CHLORIDE 34576-83-5 C9H3Cl2FOS
METHYL 2-METHOXYISONICOTINATE 97%METHYL 2-METHOXYPYRIDINE-4-CARBOXYLATE METHYL 2-METHOXYISONICOTINATE 97%METHYL 2-METHOXYPYRIDINE-4-CARBOXYLATE 26156-51-4 C8H9NO3
3H-IMIDAZO[4,5-B]PYRIDINE 3H-IMIDAZO[4,5-B]PYRIDINE 170245-18-8 C6H5N3
5-BROMO-1,3-DIMETHYLURACIL 5-BROMO-1,3-DIMETHYLURACIL 7033-39-8 C6H7BrN2O2
2-BROMO-3,5-DIFLUOROPYRIDINE 2-BROMO-3,5-DIFLUOROPYRIDINE C5H2BrF2N
5-NITRO-6-OXO-1,6-DIHYDRO-PYRIDINE-3-CARBOXYLIC ACID METHYL ESTER 5-NITRO-6-OXO-1,6-DIHYDRO-PYRIDINE-3-CARBOXYLIC ACID METHYL ESTER 222970-61-8 C7H6N2O5
4,5-DICHLORO-6-NITRO-2,3-DIHYDROPYRIDAZIN-3-ONE 4,5-DICHLORO-6-NITRO-2,3-DIHYDROPYRIDAZIN-3-ONE 13645-43-7 C4HCl2N3O3
2-CHLORO-5-METHOXYPYRIDINE 2-CHLORO-5-METHOXYPYRIDINE 139585-48-1 C6H6ClNO
5-AMINO-2-FLUORO-ISONICOTINIC ACID 5-AMINO-2-FLUORO-ISONICOTINIC ACID 171178-43-1 C6H5FN2O2
(6-CHLORO-PYRIDIN-3-YL)-OXO-ACETIC ACID ETHYL ESTER (6-CHLORO-PYRIDIN-3-YL)-OXO-ACETIC ACID ETHYL ESTER 902837-55-2 C9H8ClNO3
6-CHLORO-2-METHOXYPYRIDIN-3-AMINE 6-CHLORO-2-METHOXYPYRIDIN-3-AMINE 914222-86-9 C6H7ClN2O
5-CHLORO-3-METHYL-PYRIDINE-2-CARBOXYLIC ACID 5-CHLORO-3-METHYL-PYRIDINE-2-CARBOXYLIC ACID 886365-46-4 C7H6ClNO2
2-(4-TERT-BUTOXYCARBONYLPIPERAZINYL)PHENYLBORONIC ACID, PINACOL ESTER 2-(4-TERT-BUTOXYCARBONYLPIPERAZINYL)PHENYLBORONIC ACID, PINACOL ESTER 1073354-59-2 C21H33BN2O4
2-CHLOROPYRIMIDINE-4-CARBOXAMIDE 2-CHLOROPYRIMIDINE-4-CARBOXAMIDE 22536-66-9 C5H4ClN3O
(5-METHYLPYRIDIN-2-YL)METHANAMINE (5-METHYLPYRIDIN-2-YL)METHANAMINE 45715-08-0 C7H10N2
2-Hydroxy-4(1H)-pyrimidinethione 2-Hydroxy-4(1H)-pyrimidinethione 203268-53-5 C4H4N2OS
2-Amino-4,6-difluoromethoxypyrimidine 2-Amino-4,6-difluoromethoxypyrimidine C5H5F2N3O
2-Chloro-N-cyclohexyl-4-pyrimidinamine 2-Chloro-N-cyclohexyl-4-pyrimidinamine 191729-06-3 C10H14ClN3
3,5-DICHLORO-4-IODOPYRIDINE, 97% 3,5-DICHLORO-4-IODOPYRIDINE, 97% 343781-41-9 C5H2Cl2IN
2-BROMO-6-METHOXY-3-NITRO-PYRIDINE 2-BROMO-6-METHOXY-3-NITRO-PYRIDINE 344296-05-5 C6H5BrN2O3
6-METHYL-3,4-PYRIDINEDIAMINE 6-METHYL-3,4-PYRIDINEDIAMINE 861199-62-4 C6H9N3
5-HYDRAZINO-2-METHOXYPYRIDINE 5-HYDRAZINO-2-METHOXYPYRIDINE 160664-95-9 C6H9N3O
3,5-Dimethyl-4-nitropyridine 1-oxide 3,5-Dimethyl-4-nitropyridine 1-oxide 14248-66-9 C7H8N2O3
2-HYDROXY-4-PHENYLPYRIDINE 2-HYDROXY-4-PHENYLPYRIDINE 19006-81-6 C11H9NO
4-(4-DIPENTADECYLAMINOSTYRYL)-N-METHYLPYRIDINIUM IODIDE 4-(4-DIPENTADECYLAMINOSTYRYL)-N-METHYLPYRIDINIUM IODIDE 135288-72-1 C44H75IN2
2-Fluoro-3-Bromo-5-Aminopyridine 2-Fluoro-3-Bromo-5-Aminopyridine 209328-99-4 C5H4BrFN2
2-Bromo-6-methoxypyrimidine 2-Bromo-6-methoxypyrimidine 944709-74-4 C5H5BrN2O
4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde 908287-21-8 C7H4ClN3O
MK-1775 MK-1775 955365-80-7 C27H32N8O2
2,5-Dichloronicotinonitrile 2,5-Dichloronicotinonitrile 126954-66-3 C6H2Cl2N2
N-(4-Methoxybenzyl)-4-nitropyridin-2-aMine N-(4-Methoxybenzyl)-4-nitropyridin-2-aMine 942076-74-6 C13H13N3O3
2-broMo-5-fluoropyridine-3,4-diaMine 2-broMo-5-fluoropyridine-3,4-diaMine 1227958-29-3 C5H5BrFN3
1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE 1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE 28289-54-5 C12H15N
N-Methyl-1-(pyridin-4-yl)methanamine N-Methyl-1-(pyridin-4-yl)methanamine 6971-44-4 C7H10N2
PIPERIDINE-4-CARBOXYLIC ACID (5-METHYL-PYRIDIN-2-YL)-AMIDE PIPERIDINE-4-CARBOXYLIC ACID (5-METHYL-PYRIDIN-2-YL)-AMIDE 110105-97-0 C12H17N3O
4-Phenylpyridine-N-oxide 4-Phenylpyridine-N-oxide 1131-61-9 C11H9NO
2-N-OCTYLTHIOPHENE 2-N-OCTYLTHIOPHENE 880-36-4 C12H20S
4-AMINO-5-CHLOROPYRIDAZIN-6-ON 4-AMINO-5-CHLOROPYRIDAZIN-6-ON 6339-19-1 C4H4ClN3O
4-(2-FURYL)-2-PYRIMIDINETHIOL 4-(2-FURYL)-2-PYRIMIDINETHIOL 190579-95-4 C8H6N2OS
TRANS-DECAHYDROISOQUINOLINE TRANS-DECAHYDROISOQUINOLINE 2744-09-4 C9H17N
1-PYRIDIN-4-YL-ETHANOL 1-PYRIDIN-4-YL-ETHANOL 23389-75-5 C7H9NO
2-CHLORO-5-N-DECYLPYRIMIDINE 2-CHLORO-5-N-DECYLPYRIMIDINE 170434-06-7 C14H23ClN2
8-METHYL-4-QUINAZOLONE 8-METHYL-4-QUINAZOLONE 19181-54-5 C9H8N2O
4-(HYDROXYMETHYL)PICOLINITRILE 4-(HYDROXYMETHYL)PICOLINITRILE 71935-32-5 C7H6N2O
4-HYDROXY-2-PHENYL-5-PYRIMIDINECARBOXYLIC ACID 4-HYDROXY-2-PHENYL-5-PYRIMIDINECARBOXYLIC ACID 56406-26-9 C11H8N2O3
Mivobulin Mivobulin 122332-18-7 C17H19N5O2
2-AMINO-4,6-DIHYDROXYPYRIDINE 2-AMINO-4,6-DIHYDROXYPYRIDINE C5H6N2O2
4-METHYL-6-PHENYLPYRIMIDIN-2-AMINE 4-METHYL-6-PHENYLPYRIMIDIN-2-AMINE 15755-15-4 C11H11N3
2-(4-Bromophenyl)imidazo[1,2-a]pyridine 2-(4-Bromophenyl)imidazo[1,2-a]pyridine 34658-66-7 C13H9BrN2
4-(6-CHLORO-2-METHYLPYRIMIDIN-4-YL)MORPHOLINE 4-(6-CHLORO-2-METHYLPYRIMIDIN-4-YL)MORPHOLINE 22177-99-7 C9H12ClN3O
5H-CYCLOPENTA[B]PYRIDIN-7-AMINE, 6,7-DIHYDRO- 5H-CYCLOPENTA[B]PYRIDIN-7-AMINE, 6,7-DIHYDRO- 185122-75-2 C8H10N2
5-(TERT-BUTYLSULFONYL)-2-(2-PYRIDYL)PYRIMIDIN-4-AMINE 5-(TERT-BUTYLSULFONYL)-2-(2-PYRIDYL)PYRIMIDIN-4-AMINE 175202-19-4 C13H16N4O2S
6-TERT-BUTYL-3H-THIENO[2,3-D]PYRIMIDIN-4-ONE 6-TERT-BUTYL-3H-THIENO[2,3-D]PYRIMIDIN-4-ONE 439692-54-3 C10H12N2OS
2-CHLORO-4-THIOCYANATOPYRIMIDINE 2-CHLORO-4-THIOCYANATOPYRIMIDINE 854476-92-9 C5H2ClN3S
6-CHLORO-N-ETHYL-2-(METHYLSULFANYL)-4-PYRIMIDINAMINE 6-CHLORO-N-ETHYL-2-(METHYLSULFANYL)-4-PYRIMIDINAMINE 339017-83-3 C7H10ClN3S
4-Nitropyridine-2-carboxylic acid 1-oxide 4-Nitropyridine-2-carboxylic acid 1-oxide 14933-78-9 C6H4N2O5
1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one, monosodium salt 1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one, monosodium salt 17795-21-0 C5H5N4NaO
4-Chloro-6,7-dihydro-5H-cyclopenta-pyridin-7-OL 4-Chloro-6,7-dihydro-5H-cyclopenta-pyridin-7-OL 126053-15-4 C8H8ClNO
3-Cyano-1,2-dihydro-4-hydroxy-2-oxopyridine 3-Cyano-1,2-dihydro-4-hydroxy-2-oxopyridine 5657-64-7 C6H4N2O2
8-Bromo-6-methylimidazo[1,2-a]pyridine 8-Bromo-6-methylimidazo[1,2-a]pyridine 136117-93-6 C8H7BrN2
3,5-Dibromopyridine-4-boronic acid 3,5-Dibromopyridine-4-boronic acid 1310384-73-6 C5H4BBr2NO2
3-Pyridazinecarboxylic acid, 6-chloro-,1-methylethyl ester 3-Pyridazinecarboxylic acid, 6-chloro-,1-methylethyl ester 321946-09-2 C8H9ClN2O2
6-Chloro-2,3-diphenylimidazo[1,2-b]pyridazine 6-Chloro-2,3-diphenylimidazo[1,2-b]pyridazine 873913-87-2 C18H12ClN3
2-Cyano-6-methyl-4-nitropyridine 2-Cyano-6-methyl-4-nitropyridine 30235-12-2 C7H5N3O2
3-Chloro-2,5-difluoropyridine 3-Chloro-2,5-difluoropyridine 851179-00-5 C5H2ClF2N
3-Hydroxypyridine-4-carboxylic acid ethyl ester 3-Hydroxypyridine-4-carboxylic acid ethyl ester 18342-97-7 C8H9NO3
3-Iodopyridine-2-carboxylic acid 3-Iodopyridine-2-carboxylic acid 73841-32-4 C6H4INO2
Pyrimidine, 4-bromo-6-methyl- (9CI) Pyrimidine, 4-bromo-6-methyl- (9CI) 69543-98-2 C5H5BrN2
Pyridine, 2-fluoro-4-methoxy- (9CI) Pyridine, 2-fluoro-4-methoxy- (9CI) 175965-83-0 C6H6FNO
Acetonitrile, (2-pyridinyloxy)- (9CI) Acetonitrile, (2-pyridinyloxy)- (9CI) 218921-11-0 C7H6N2O
Pyrazine, (bromomethyl)- (9CI) Pyrazine, (bromomethyl)- (9CI) 60023-35-0 C5H5BrN2
Nicotinonitrile, 4-hydroxy- (7CI) Nicotinonitrile, 4-hydroxy- (7CI) 89324-16-3 C6H4N2O
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