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
Imidazo[1,2-b]pyridazin-6-amine, 2-methyl- (9CI) Imidazo[1,2-b]pyridazin-6-amine, 2-methyl- (9CI) 154704-35-5 C7H8N4
Pyrimidine, 2-methyl-5-nitro- (8CI,9CI) Pyrimidine, 2-methyl-5-nitro- (8CI,9CI) 14080-34-3 C5H5N3O2
Piperazine, 2-(bromomethyl)- (9CI) Piperazine, 2-(bromomethyl)- (9CI) 804425-48-7 C5H11BrN2
2-pyridin-3-ylpyrimidine-5-carboxylic acid 2-pyridin-3-ylpyrimidine-5-carboxylic acid 933988-20-6 C10H7N3O2
2-Pyrimidinemethanamine, 5-chloro- (9CI) 2-Pyrimidinemethanamine, 5-chloro- (9CI) 426266-77-5 C5H6ClN3
5H-Cyclopentapyrimidin-4-amine, 6,7-dihydro- (9CI) 5H-Cyclopentapyrimidin-4-amine, 6,7-dihydro- (9CI) 26979-06-6 C7H9N3
5-Pyrimidinecarbonitrile, 4-amino-6-methyl- (6CI,9CI) 5-Pyrimidinecarbonitrile, 4-amino-6-methyl- (6CI,9CI) 76574-44-2 C6H6N4
5-n-Hexyl-2-[4-(n-nonyloxy)phenyl]pyrimidine 5-n-Hexyl-2-[4-(n-nonyloxy)phenyl]pyrimidine 51462-26-1 C25H38N2O
(R,S)-N-Ethylnornicotine (R,S)-N-Ethylnornicotine 86900-39-2 C11H16N2
5-Chloro-2-fluoronicotinaldehyde 5-Chloro-2-fluoronicotinaldehyde C6H3ClFNO
4-Cyano-2-Chloropyridine 4-Cyano-2-Chloropyridine C6H3ClN2
3-Iodo-2-methoxypyridine 3-Iodo-2-methoxypyridine C6H6INO
Pyridaphenthion+Methomyl+Fenvalerate,E.C. Pyridaphenthion+Methomyl+Fenvalerate,E.C.
(6-Chloro-pyridin-2-yl)-acetic acid methyl ester (6-Chloro-pyridin-2-yl)-acetic acid methyl ester 161807-18-7 C8H8ClNO2
4-Trifluoromethyl-pyridine-3-boronic acid 4-Trifluoromethyl-pyridine-3-boronic acid 947533-41-7 C6H5BF3NO2
6-Isopropylpyridin-3-ol 6-Isopropylpyridin-3-ol 101870-78-4 C8H11NO
TETRAHYDRO-2H-PYRAN-4-YLACETYL CHLORIDE TETRAHYDRO-2H-PYRAN-4-YLACETYL CHLORIDE 40500-05-8 C7H11ClO2
[1-(4-CHLORO-PYRIMIDIN-2-YL)-PIPERIDIN-3-YL]-METHANOL [1-(4-CHLORO-PYRIMIDIN-2-YL)-PIPERIDIN-3-YL]-METHANOL 916791-10-1 C10H14ClN3O
3-CARBETHOXYUMBELIFERONE 3-CARBETHOXYUMBELIFERONE 6093-71-6 C12H10O5
3-METHYLPYRIDINE-2-SULFONIC ACID 3-METHYLPYRIDINE-2-SULFONIC ACID 223480-78-2 C6H7NO3S
7-HYDROXY-4-METHYL-3-COUMARINYLACETIC ACID 7-HYDROXY-4-METHYL-3-COUMARINYLACETIC ACID 5852-10-8 C12H10O5
2-ETHOXY-5-(N,N-DIISOPROPYL)AMINOPYRIDINE 2-ETHOXY-5-(N,N-DIISOPROPYL)AMINOPYRIDINE 871269-05-5 C13H22N2O
2-BROMOMETHYL-PYRIDINE 2-BROMOMETHYL-PYRIDINE 1097733-23-7 C6H6BrN
6-BROMOPYRIDO[2,3-D]PYRIMIDINE-2,4(1H,3H)-DIONE 6-BROMOPYRIDO[2,3-D]PYRIMIDINE-2,4(1H,3H)-DIONE 142168-97-6 C7H4BrN3O2
5,7-DICHLORO-3-ETHYLPYRAZOLO[1,5-A]PYRIMIDINE 5,7-DICHLORO-3-ETHYLPYRAZOLO[1,5-A]PYRIMIDINE C8H7Cl2N3
CHEMBRDG-BB 4000145 CHEMBRDG-BB 4000145 89581-61-3 C6H5ClN2O3
3-(2-AMINO-PYRIDIN-3-YL)-ACRYLIC ACID ETHYL ESTER 3-(2-AMINO-PYRIDIN-3-YL)-ACRYLIC ACID ETHYL ESTER C10H12N2O2
1-(2-ISOCYANO-ETHYL)-4-PYRIDIN-2-YL-PIPERAZINE 1-(2-ISOCYANO-ETHYL)-4-PYRIDIN-2-YL-PIPERAZINE 602267-26-5 C12H16N4
4-AMINOPYRIDINE-D6 4-AMINOPYRIDINE-D6 C5D6N2
4-BROMO-PYRIDINE-2,6-DICARBOXYLIC ACID DIAMIDE 4-BROMO-PYRIDINE-2,6-DICARBOXYLIC ACID DIAMIDE 668992-72-1 C7H6BrN3O2
2-CHLORO-4-(METHYLTHIO)-PYRIDINE 2-CHLORO-4-(METHYLTHIO)-PYRIDINE 71506-83-7 C6H6ClNS
3-BROMOBENZOTHIOPHENE-2-CARBOXALDEHYDE 3-BROMOBENZOTHIOPHENE-2-CARBOXALDEHYDE 10135-00-9 C9H5BrOS
2-(2-ISOPROPOXYETHYL)PYRIDINE, 99 2-(2-ISOPROPOXYETHYL)PYRIDINE, 99 70715-19-4 C10H15NO
2-BROMO-5-ETHOXYPYRIDINE 2-BROMO-5-ETHOXYPYRIDINE 42834-01-5 C7H8BrNO
2-FLUOROTHIOPHENE 2-FLUOROTHIOPHENE 400-13-5 C4H3FS
2-CHLOROQUINOLIN-6-AMINE 2-CHLOROQUINOLIN-6-AMINE 238756-47-3 C9H7ClN2
2-AMINO-5-FLUORO-3-BROMOPYRIDINE 2-AMINO-5-FLUORO-3-BROMOPYRIDINE C5H4BrFN2
5-METHYL-2-METHYLSULFANYL-PYRIMIDINE 5-METHYL-2-METHYLSULFANYL-PYRIMIDINE 100114-24-7 C6H8N2S
2-BROMO-3,5-DINITROPYRIDINE 2-BROMO-3,5-DINITROPYRIDINE 16420-30-7 C5H2BrN3O4
4-SULFOPICOLINIC ACID 4-SULFOPICOLINIC ACID 14045-14-8 C6H5NO5S
2,4,6-TRIMETHYL-3,5-PYRIDINEDIMETHANOL 2,4,6-TRIMETHYL-3,5-PYRIDINEDIMETHANOL 633318-43-1 C10H15NO2
1-(3-FLUOROPYRIDIN-4-YL)ETHANONE 1-(3-FLUOROPYRIDIN-4-YL)ETHANONE 1905413-57-1 C14H21BO3
6-BROMO-2-METHYLPYRIDIN-3-YLBORONIC ACID 6-BROMO-2-METHYLPYRIDIN-3-YLBORONIC ACID 1072944-22-9 C6H7BBrNO2
3-BENZYLTHIOPHENE 3-BENZYLTHIOPHENE 27921-48-8 C11H10S
2-Chloro-4-(2-furyl)pyrimidine 2-Chloro-4-(2-furyl)pyrimidine 124959-28-0 C8H5ClN2O
3-(difluoromethyl)pyridine 3-(difluoromethyl)pyridine 76541-44-1 C6H5F2N
6-methylpyridazin-3(2H)-one monohydrobromide 6-methylpyridazin-3(2H)-one monohydrobromide 94248-99-4 C5H7BrN2O
2-Fluoro-5-bromopyridine-3-boronic acid
2-Fluoro-5-bromopyridine-3-boronic acid C5H4BBrFNO2
ethyl 4-pyridazinecarboxylate ethyl 4-pyridazinecarboxylate C7H8N2O2
2-Cyanopiperazine 2-Cyanopiperazine 187589-36-2 C5H9N3
2-(Tetrahydropyran-4-yloxy)pyridin-5-yl isocyanate 2-(Tetrahydropyran-4-yloxy)pyridin-5-yl isocyanate 912569-54-1 C11H12N2O3
1-Methyl-1H-imidazole-2-boronic acid pinacol ester 1-Methyl-1H-imidazole-2-boronic acid pinacol ester 553651-31-3 C10H17BN2O2
5-Bromopyridine-3,4-dicarboxylic acid 5-Bromopyridine-3,4-dicarboxylic acid 90325-36-3 C7H4BrNO4
Ethanone,1-(5-fluoro-3-pyridinyl)- Ethanone,1-(5-fluoro-3-pyridinyl)- 342602-55-5 C7H6FNO
1,2,3,4-tetramethylbenzene 1,2,3,4-tetramethylbenzene 25619-60-7 C10H14
2H-Pyrido[4,3-b]-1,4-oxazine,3,4-dihydro-(9CI) 2H-Pyrido[4,3-b]-1,4-oxazine,3,4-dihydro-(9CI) 102226-41-5 C7H8N2O
2-Piperazinamine(9CI) 2-Piperazinamine(9CI) 471925-18-5 C4H11N3
3-Pyridinol,6-chloro-2-methyl-(9CI) 3-Pyridinol,6-chloro-2-methyl-(9CI) 218770-02-6 C6H6ClNO
5-(piperidin-1-yl)pyridin-3-amine 5-(piperidin-1-yl)pyridin-3-amine 1314353-75-7 C10H15N3
Methyl 4-amino-5-nitro-2-pyridinecarboxylate Methyl 4-amino-5-nitro-2-pyridinecarboxylate 850544-21-7 C7H7N3O4
2-Methoxythiophene 2-Methoxythiophene 130410-20-7 C5H6OS
2-methyl-3,5-dichloro-6-aminopyridine 2-methyl-3,5-dichloro-6-aminopyridine C6H6Cl2N2
6''-AMINO-1,2,3,4-TETRAHYDROQUINOLINE 6''-AMINO-1,2,3,4-TETRAHYDROQUINOLINE 103796-41-4 C9H12N2
2-CYANO-6-TRIFLUOROMETHYLPYRIDINE 2-CYANO-6-TRIFLUOROMETHYLPYRIDINE C7H3F3N2
1H-Pyrrolo[2,3-b]pyridin-5-ol, 4-chloro-1-[tris(1-methylethyl)silyl]- 1H-Pyrrolo[2,3-b]pyridin-5-ol, 4-chloro-1-[tris(1-methylethyl)silyl]- 685513-98-8 C16H25ClN2OSi
N-Benzyl-1,2,3,6-tetrahydropyridine hydrochloride N-Benzyl-1,2,3,6-tetrahydropyridine hydrochloride 80477-52-7 C12H16ClN
2-AMINO-6-ISOPROPYLPYRIMIDINE-4-CARBOXYLIC ACID 2-AMINO-6-ISOPROPYLPYRIMIDINE-4-CARBOXYLIC ACID 938458-89-0 C8H11N3O2
1-(6-CHLORO-PYRIDAZIN-3-YL)-PIPERIDIN-3-OL 1-(6-CHLORO-PYRIDAZIN-3-YL)-PIPERIDIN-3-OL 939986-92-2 C9H12ClN3O
4,5-DICHLORO-6-HYDROXYPYRIMIDINE 4,5-DICHLORO-6-HYDROXYPYRIMIDINE 88982-91-6 C4H2Cl2N2O
1,5-DICHLOROISOQUINOLINE 1,5-DICHLOROISOQUINOLINE 70810-23-0 C9H5Cl2N
3-(Chloromethyl)isoquinoline 3-(Chloromethyl)isoquinoline 147937-36-8 C10H8ClN
5-[4-(Dimethylamino)phenyl]-2-pyridinamine 5-[4-(Dimethylamino)phenyl]-2-pyridinamine 503536-77-4 C13H15N3
4-(but-1-ynyl)pyrimidin-2-amine 4-(but-1-ynyl)pyrimidin-2-amine C8H9N3
7-chloro-3,5-dimethylisoxazolo[4,5-d]pyrimidine 7-chloro-3,5-dimethylisoxazolo[4,5-d]pyrimidine 1207175-20-9 C7H6ClN3O
Methyl 5-bromo-2-hydroxypyrimidine-4-carboxylate Methyl 5-bromo-2-hydroxypyrimidine-4-carboxylate 71933-03-4 C6H5BrN2O3
Dimethyl  2-(pyrimidin-4-yl)malonate Dimethyl 2-(pyrimidin-4-yl)malonate 86761-91-3 C9H10N2O4
3-(2-Bromoethyl)oxazolo[4,5-b]pyridin-2(3H)-one 3-(2-Bromoethyl)oxazolo[4,5-b]pyridin-2(3H)-one 134336-95-1 C8H7BrN2O2
(R)-4-(4-(benzyloxy)phenyl)-1-(1-phenylethyl)-1,2,3,6-tetrahydropyridine (R)-4-(4-(benzyloxy)phenyl)-1-(1-phenylethyl)-1,2,3,6-tetrahydropyridine 257928-43-1 C26H27NO
2-methyl-3(2H)-Pyridazinone 2-methyl-3(2H)-Pyridazinone 22687-56-5 C5H6N2O
3-Chloro-N-{(1S)-2-[(N,N-dimethylglycyl)amino]-1-[(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)methyl]ethyl}-4-[(1-methylethyl)oxy]benzamide 3-Chloro-N-{(1S)-2-[(N,N-dimethylglycyl)amino]-1-[(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)methyl]ethyl}-4-[(1-methylethyl)oxy]benzamide 1088965-37-0 C32H38ClN5O4
3,6-difluoropicolinonitrile 3,6-difluoropicolinonitrile 1214332-12-3 C6H2F2N2
2-Methyl-4-chlor-6-methoxy-pyrimidin 2-Methyl-4-chlor-6-methoxy-pyrimidin 89466-39-7 C6H7ClN2O
3,5-bis-benzyloxy-pyridine-2-carbonitrile 3,5-bis-benzyloxy-pyridine-2-carbonitrile 1000025-92-2 C20H16N2O2
4-Chloro-2-methoxy-5-methyl-pyrimidine 4-Chloro-2-methoxy-5-methyl-pyrimidine 1289385-41-6 C6H7ClN2O
(6-Chloro-2-methanesulfonyl-pyrimidin-4-yl)-cyclopropyl-amine (6-Chloro-2-methanesulfonyl-pyrimidin-4-yl)-cyclopropyl-amine 1289388-38-0 C8H10ClN3O2S
Cyclopropyl-(2,6-dichloro-pyrimidin-4-ylmethyl)-amine Cyclopropyl-(2,6-dichloro-pyrimidin-4-ylmethyl)-amine 1289387-98-9 C8H9Cl2N3
4-amino-6-chloropicolinic acid 4-amino-6-chloropicolinic acid 546141-56-4 C6H5ClN2O2
Methyl 1-Benzyl-1,2,3,6-tetrahydropyridine-4-carboxylate Methyl 1-Benzyl-1,2,3,6-tetrahydropyridine-4-carboxylate 80845-58-5 C14H17NO2
5-(4-chlorophenyl)pyriMidin-2-aMine 5-(4-chlorophenyl)pyriMidin-2-aMine 31408-28-3 C10H8ClN3
2-AMino-4-(3-Methoxyphenyl)pyriMidine 2-AMino-4-(3-Methoxyphenyl)pyriMidine C11H11N3O
Diethyl 2-Oxo-1,2-dihydro-4,5-pyriMidinedicarboxylate Diethyl 2-Oxo-1,2-dihydro-4,5-pyriMidinedicarboxylate 62328-19-2 C10H12N2O5
6,7-Dihydro-5H-cyclopenta[b]pyridin-7-yl Acetate 6,7-Dihydro-5H-cyclopenta[b]pyridin-7-yl Acetate 90685-59-9 C10H11NO2
7,8-dihydro-8-oxo-pyrido[2,3-d]pyridazine-5-carboxylic acid 7,8-dihydro-8-oxo-pyrido[2,3-d]pyridazine-5-carboxylic acid 13629-38-4 C8H5N3O3
(6-Chloro-pyridazin-3-yl)-piperidin-3-yl-aMine hydrochloride (6-Chloro-pyridazin-3-yl)-piperidin-3-yl-aMine hydrochloride 1185307-10-1 C9H14Cl2N4
3-Chloro-6-(piperidin-4-yloxy)-pyridazine hydrochloride 3-Chloro-6-(piperidin-4-yloxy)-pyridazine hydrochloride 1185307-15-6 C9H13Cl2N3O
2-aMino-6-(broMoMethyl)pyriMidin-4-ol 2-aMino-6-(broMoMethyl)pyriMidin-4-ol 1269294-24-7 C5H6BrN3O
4-(pyridin-4-yl)pyriMidin-2-ol 4-(pyridin-4-yl)pyriMidin-2-ol 208936-44-1 C9H7N3O
4-Methyl-2-(trifluoroMethyl)pyriMidine 4-Methyl-2-(trifluoroMethyl)pyriMidine 1017464-05-9 C6H5F3N2
tert-butyl 4-(6-aMinopyridin-3-yl)piperidine-1-carboxylate tert-butyl 4-(6-aMinopyridin-3-yl)piperidine-1-carboxylate 1198408-35-3 C15H23N3O2
3-PYRROLIDIN-3-YLPYRIDINE 3-PYRROLIDIN-3-YLPYRIDINE 498548-09-7 C9H12N2
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