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-Pyrimidinol, 5-chloro- (9CI) 2-Pyrimidinol, 5-chloro- (9CI) 214290-50-3 C4H3ClN2O
2-chloro-N-ethylpyrimidin-4-amine 2-chloro-N-ethylpyrimidin-4-amine 86443-51-8 C6H8ClN3
2-Pyridineacetic acid, 6-methyl- (9CI) 2-Pyridineacetic acid, 6-methyl- (9CI) 92917-49-2 C8H9NO2
2-BROMO-5-CYANO-4-PICOLINE 2-BROMO-5-CYANO-4-PICOLINE 1003711-35-0 C7H5BrN2
3-Pyridinecarbonyl chloride, 6-fluoro- (9CI) 3-Pyridinecarbonyl chloride, 6-fluoro- (9CI) 65352-94-5 C6H3ClFNO
7,8-DIHYDROISOQUINOLIN-5(6H)-ONE 7,8-DIHYDROISOQUINOLIN-5(6H)-ONE 21917-86-2 C9H9NO
2-CHLOROPYRIDINE-5-ACETIC ACID ETHYL ESTER 2-CHLOROPYRIDINE-5-ACETIC ACID ETHYL ESTER 197376-47-9 C9H10ClNO2
4-METHOXY-3-NITROPYRIDINE HYDROCHLORIDE 4-METHOXY-3-NITROPYRIDINE HYDROCHLORIDE 31872-61-4 C6H7ClN2O3
2,3,5-TRIBROMO-4-METHYLPYRIDINE 2,3,5-TRIBROMO-4-METHYLPYRIDINE 3430-25-9 C6H4Br3N
2-METHYL-3-PYRIDINOL HYDROCHLORIDE 2-METHYL-3-PYRIDINOL HYDROCHLORIDE 90724-46-2 C6H8ClNO
2,4-DIAMINO-6-MERCAPTOPYRIMIDINE HEMISULFATE 2,4-DIAMINO-6-MERCAPTOPYRIMIDINE HEMISULFATE 81012-96-6 C4H8N4O4S2
5,6-DIAMINO-2,3-DICYANOPYRAZINE 5,6-DIAMINO-2,3-DICYANOPYRAZINE 36023-58-2 C6H4N6
3-HYDROXYPYRIDINE-2-SULFONIC ACID 3-HYDROXYPYRIDINE-2-SULFONIC ACID 88511-41-5 C5H5NO4S
2-BENZYLOXY-3-HYDROXYPYRIDINE 2-BENZYLOXY-3-HYDROXYPYRIDINE 885952-26-1 C12H11NO2
5-Chloro-2-methoxypyridine-3-boronic acid 5-Chloro-2-methoxypyridine-3-boronic acid 943153-22-8 C6H7BClNO3
3-BROMOIMIDAZO[1,2-A]PYRIDINE-6-CARBONITRILE 3-BROMOIMIDAZO[1,2-A]PYRIDINE-6-CARBONITRILE 885950-21-0 C8H4BrN3
1-ETHYL-3-(HYDROXYMETHYL)PYRIDINIUM ETHYL SULFATE 1-ETHYL-3-(HYDROXYMETHYL)PYRIDINIUM ETHYL SULFATE 1064704-03-5 C10H17NO5S
Clopyralid (2-hydroxyethyl)ammonium Clopyralid (2-hydroxyethyl)ammonium 57754-85-5 C8H10Cl2N2O3
2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER 2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER 108354-78-5 C10H13NO2S
2-CYANOPYRIDINE-3-CARBOXYLIC ACID 2-CYANOPYRIDINE-3-CARBOXYLIC ACID 73112-09-1 C7H4N2O2
PIPERIDINE-3-CARBOXYLIC ACID (5-METHYL-PYRIDIN-2-YL)-AMIDE PIPERIDINE-3-CARBOXYLIC ACID (5-METHYL-PYRIDIN-2-YL)-AMIDE 883106-75-0 C12H17N3O
Methyl 4-oxotetrahydrothiophene-3-carboxylate Methyl 4-oxotetrahydrothiophene-3-carboxylate 2689-68-1 C6H8O3S
3-CHLORO-6-(3,5-DIMETHYL-1H-PYRAZOL-1-YL)PYRIDAZINE 3-CHLORO-6-(3,5-DIMETHYL-1H-PYRAZOL-1-YL)PYRIDAZINE 29334-67-6 C9H9ClN4
6-CHLORO-2-IODO-3-HYDROXYPYRIDINE 6-CHLORO-2-IODO-3-HYDROXYPYRIDINE 188057-26-3 C5H3ClINO
4-AMINO-3-NITROQUINOLINE 4-AMINO-3-NITROQUINOLINE 42606-33-7 C9H7N3O2
2-N-BUTYLTHIOPHENE 2-N-BUTYLTHIOPHENE 1455-20-5 C8H12S
NOR 4 NOR 4 162626-99-5 C14H18N4O4
3-Thienyl isocyanate 3-Thienyl isocyanate 76536-95-3 C5H3NOS
PIPERAZINE SULFATE PIPERAZINE SULFATE 4554-26-1 C4H12N2O4S
3,5-DINITROPYRIDINE 3,5-DINITROPYRIDINE 940-06-7 C5H3N3O4
5-IODO-6-METHYL-4-PYRIMIDINAMINE 5-IODO-6-METHYL-4-PYRIMIDINAMINE 83410-18-8 C5H6IN3
6-AMINO-2-METHOXY-4(1H)-PYRIMIDINONE 6-AMINO-2-METHOXY-4(1H)-PYRIMIDINONE 52386-29-5 C5H7N3O2
4-AMINO-5-CHLORO-3-PICOLINE 4-AMINO-5-CHLORO-3-PICOLINE 97944-42-8 C6H7ClN2
4-(DIISOPROPYLAMINO)-2-PHENYL-2-(2-PYRIDYL)-BUTYRONITRILE 4-(DIISOPROPYLAMINO)-2-PHENYL-2-(2-PYRIDYL)-BUTYRONITRILE 5005-46-9 C21H27N3
PIPERIDINE-3-CARBOXYLIC ACID (6-METHYL-PYRIDIN-2-YL)-AMIDE PIPERIDINE-3-CARBOXYLIC ACID (6-METHYL-PYRIDIN-2-YL)-AMIDE 883106-74-9 C12H17N3O
1H-PYRROLO[2,3-B]PYRIDIN-5-OL 1H-PYRROLO[2,3-B]PYRIDIN-5-OL 98549-88-3 C7H6N2O
2,3,5,6-TETRAFLUOROPYRIDINE-4-CARBOXYLIC ACID 2,3,5,6-TETRAFLUOROPYRIDINE-4-CARBOXYLIC ACID 2875-10-7 C6HF4NO2
1-(4-TRIFLUOROMETHYL-PYRIMIDIN-2-YL)-PIPERIDIN-4-OL 1-(4-TRIFLUOROMETHYL-PYRIMIDIN-2-YL)-PIPERIDIN-4-OL 401930-07-2 C10H12F3N3O
5-METHYLPYRIDINE-2-SULFONAMIDE 5-METHYLPYRIDINE-2-SULFONAMIDE 65938-77-4 C6H8N2O2S
DIHYDROETHIDIUM DIHYDROETHIDIUM 104821-25-2 C21H21N3
6-BROMONICOTINAMIDE 98 6-BROMONICOTINAMIDE 98 889676-37-3 C6H5BrN2O
4-AMINO-2-MERCAPTOPYRIMIDINE-5-CARBONITRILE 4-AMINO-2-MERCAPTOPYRIMIDINE-5-CARBONITRILE 16462-26-3 C5H4N4S
METHYL 4-AMINO-1-BENZYL-1,2,5,6-TETRAHYDROPYRIDINE-3-CARBOXYLATE, 99 METHYL 4-AMINO-1-BENZYL-1,2,5,6-TETRAHYDROPYRIDINE-3-CARBOXYLATE, 99 159660-85-2 C14H18N2O2
OXIDIZED NIFEDIPINE OXIDIZED NIFEDIPINE 67035-22-7 C17H16N2O6
2 4-DIMETHOXY-5-METHYLPYRIMIDINE  97 2 4-DIMETHOXY-5-METHYLPYRIMIDINE 97 5151-34-8 C7H10N2O2
ETHYL 2-(TRIFLUOROMETHYL)PYRIMIDINE-5-CARBOXYLATE ETHYL 2-(TRIFLUOROMETHYL)PYRIMIDINE-5-CARBOXYLATE 304693-64-9 C8H7F3N2O2
2-BROMO-5-METHYLPYRIMIDINE 2-BROMO-5-METHYLPYRIMIDINE 150010-20-1 C5H5BrN2
2,4,6-TRIBROMOPYRIMIDINE 2,4,6-TRIBROMOPYRIMIDINE 36847-11-7 C4HBr3N2
5-(2-PYRIDYL)THIOPHENE-2-SULFONYL CHLORIDE 5-(2-PYRIDYL)THIOPHENE-2-SULFONYL CHLORIDE 151858-64-9 C9H6ClNO2S2
5-CHLORO-2-FLUORO-4-IODOPYRIDINE 5-CHLORO-2-FLUORO-4-IODOPYRIDINE C5H2ClFIN
2,3-DIBROMO-6-CHLOROPYRIDINE 2,3-DIBROMO-6-CHLOROPYRIDINE 885952-16-9 C5H2Br2ClN
QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER 50741-46-3 C12H11NO2
2-THIENYLZINC BROMIDE 2-THIENYLZINC BROMIDE 45438-80-0 C4H3BrSZn
2,3-DINITROPYRIDINE 2,3-DINITROPYRIDINE 14916-60-0 C5H3N3O4
2,6-DICHLOROPYRIDINE-4-CARBOXIMIDAMIDE HYDROCHLORIDE 2,6-DICHLOROPYRIDINE-4-CARBOXIMIDAMIDE HYDROCHLORIDE 175204-59-8 C6H6Cl3N3
2-(METHYLTHIO)-4-(TRIBUTYLSTANNYL)PYRIMIDINE 2-(METHYLTHIO)-4-(TRIBUTYLSTANNYL)PYRIMIDINE 123061-49-4 C17H32N2SSn
2-HYDROXYISONICOTINIC ACID 2-HYDROXYISONICOTINIC ACID 169253-31-0 C6H5NO3
3-CHLORO-5-IODO-PYRIDINE 3-CHLORO-5-IODO-PYRIDINE 77332-90-2 C5H3ClIN
DI-2-PYRIDYL KETOXIME DI-2-PYRIDYL KETOXIME 1562-95-4 C11H9N3O
7-Nitroisoquinoline 7-Nitroisoquinoline 13058-73-6 C9H6N2O2
CYANOPYRIMIDIN-2-YL-ACETIC ACID ETHYL ESTER CYANOPYRIMIDIN-2-YL-ACETIC ACID ETHYL ESTER 65364-63-8 C9H9N3O2
Methyl 4,6-dichloropyridazine-3-carboxylate Methyl 4,6-dichloropyridazine-3-carboxylate 372118-01-9 C6H4Cl2N2O2
5-BROMO-4-PYRIMIDINECARBOXALDEHYDE 5-BROMO-4-PYRIMIDINECARBOXALDEHYDE 933746-26-0 C5H3BrN2O
2-AMINO-5-BROMO-3-CHLOROPYRAZINE 2-AMINO-5-BROMO-3-CHLOROPYRAZINE 21943-13-5 C4H3BrClN3
3-AMINO-5-BROMOPYRIDINE-2-CARBOXAMIDE 3-AMINO-5-BROMOPYRIDINE-2-CARBOXAMIDE 669066-89-1 C6H6BrN3O
6-FLUOROISOQUINOLINE 6-FLUOROISOQUINOLINE 1075-11-2 C9H6FN
ETHYL 3-METHYLPYRIDINE-2-CARBOXYLATE ETHYL 3-METHYLPYRIDINE-2-CARBOXYLATE 58997-10-7 C9H11NO2
5-BROMO-2,3-DIMETHYLPYRIDINE 5-BROMO-2,3-DIMETHYLPYRIDINE 27063-90-7 C7H8BrN
3-PYRIDINEMETHANOL, 2-FLUORO-A,A-DIMETHYL- 3-PYRIDINEMETHANOL, 2-FLUORO-A,A-DIMETHYL- 40247-48-1 C8H10FNO
2,3-dihydro-[1,4]dioxino[2,3-b]pyridine-6-carbaldehyde 2,3-dihydro-[1,4]dioxino[2,3-b]pyridine-6-carbaldehyde 615568-24-6 C8H7NO3
2-(2-(methylthio)pyrimidin-4-yl)-3-oxopropanenitrile 2-(2-(methylthio)pyrimidin-4-yl)-3-oxopropanenitrile 1111637-81-0 C8H7N3OS
7-Bromo-2-chlorothieno[3,2-d]pyrimidine 7-Bromo-2-chlorothieno[3,2-d]pyrimidine 1152475-42-7 C6H2BrClN2S
8-Bromo-7-quinolinol 8-Bromo-7-quinolinol 90224-71-8 C9H6BrNO
4-chloro-2-phenylpyrimidine 4-chloro-2-phenylpyrimidine 14790-42-2 C10H7ClN2
4-Methoxyisoquinoline 4-Methoxyisoquinoline 36034-54-5 C10H9NO
2-Amino-6-chloro-3-pyridinecarboxaldehyde 2-Amino-6-chloro-3-pyridinecarboxaldehyde 58584-61-5 C6H5ClN2O
1-Cyclopropyl-1,3-dihydroimidazo[4,5-c]pyridine-2-one 1-Cyclopropyl-1,3-dihydroimidazo[4,5-c]pyridine-2-one 380605-29-8 C9H9N3O
3,4-Dimethyl-2-pyridinamine 3,4-Dimethyl-2-pyridinamine 823-39-2 C7H10N2
5-(benzyloxy)-2,4-dichloropyrimidine 5-(benzyloxy)-2,4-dichloropyrimidine 91183-17-4 C11H8Cl2N2O
1,2-Dihydro-2-oxo-5-pyrimidinecarboxylic acid ethyl ester 1,2-Dihydro-2-oxo-5-pyrimidinecarboxylic acid ethyl ester 95928-49-7 C7H8N2O3
3-Bromo-2-cyano-6-methylpyridine 3-Bromo-2-cyano-6-methylpyridine 717843-48-6 C7H5BrN2
3-Amino-5-methylpyridine-2-carbonitrile 3-Amino-5-methylpyridine-2-carbonitrile 1001635-30-8 C7H7N3
5-Bromo-4-methyl-2-pyridinecarboxaldehyde 5-Bromo-4-methyl-2-pyridinecarboxaldehyde 886364-94-9 C7H6BrNO
4-HYDROXY-5-NITROPYRIDAZIN-3(2H)-ONE 4-HYDROXY-5-NITROPYRIDAZIN-3(2H)-ONE 2854-59-3 C4H3N3O4
O,O'-BIS(TRIMETHYLSILYL)-5-FLUOROURACIL O,O'-BIS(TRIMETHYLSILYL)-5-FLUOROURACIL 58138-78-6 C10H19FN2O2Si2
6-AMINO-4-METHOXY-2-METHYLTHIOURACIL 6-AMINO-4-METHOXY-2-METHYLTHIOURACIL 3289-53-0 C6H9N3OS
1-(3-AMINO-2-CHLORO-PYRIDIN-4-YL)-ETHANONE 1-(3-AMINO-2-CHLORO-PYRIDIN-4-YL)-ETHANONE 342899-35-8 C7H7ClN2O
6-METHYLIMIDAZO[1,2-A]PYRIDINE 6-METHYLIMIDAZO[1,2-A]PYRIDINE 874-38-4 C8H8N2
TERT-BUTYL 3-FORMYLPYRIDIN-4-YLCARBAMATE TERT-BUTYL 3-FORMYLPYRIDIN-4-YLCARBAMATE 116026-93-8 C11H14N2O3
2-BROMO-6-PYRROLIDIN-1-YLPYRIDINE 2-BROMO-6-PYRROLIDIN-1-YLPYRIDINE 230618-41-4 C9H11BrN2
2-(PIPERIDIN-1-YL)PYRIMIDINE-5-BORONIC ACID PINACOL ESTER 2-(PIPERIDIN-1-YL)PYRIMIDINE-5-BORONIC ACID PINACOL ESTER 1015242-08-6 C15H24BN3O2
4-PYRROLIDIN-3-YL-PYRIDINE 4-PYRROLIDIN-3-YL-PYRIDINE 150281-47-3 C9H12N2
4-CYANO-2-METHOXYPYRIDINE 4-CYANO-2-METHOXYPYRIDINE 72716-86-0 C7H6N2O
2,4,6-TRIPHENYLPYRYLIUM TETRAFLUOROBORATE 2,4,6-TRIPHENYLPYRYLIUM TETRAFLUOROBORATE 448-61-3 C23H17BF4O
3-HYDROXY-2,5-DIMETHYLPYRIDINE-4-CARBOXALDEHYDE 3-HYDROXY-2,5-DIMETHYLPYRIDINE-4-CARBOXALDEHYDE 1849-49-6 C8H9NO2
2-[[3-(TRIFLUOROMETHYL)PHENYL]AMINO]-PYRIDINE-3-SULFONIC ACID 2-[[3-(TRIFLUOROMETHYL)PHENYL]AMINO]-PYRIDINE-3-SULFONIC ACID 38025-91-1 C12H9F3N2O3S
4-AMINO-2-(1-PYRROLIDINYL)-5-PYRIMIDINECARBONITRILE 4-AMINO-2-(1-PYRROLIDINYL)-5-PYRIMIDINECARBONITRILE 55441-53-7 C9H11N5
2-BROMO-3,5-DIIODOPYRIDINE 2-BROMO-3,5-DIIODOPYRIDINE 885952-14-7 C5H2BrI2N
1-ETHYL-3-HYDROXYPYRIDINIUM BROMIDE 1-ETHYL-3-HYDROXYPYRIDINIUM BROMIDE 80866-84-8 C7H10BrNO
1-Piperazinepropanol 1-Piperazinepropanol 5317-32-8 C7H16N2O
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