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-a]pyrimidine-3-carboxylic acid Imidazo[1,2-a]pyrimidine-3-carboxylic acid 64951-11-7 C7H5N3O2
5-Amino-2-bromo-6-iodopyridine 5-Amino-2-bromo-6-iodopyridine 915006-52-9 C5H4BrIN2
5-BROMOPYRAZOLO[1,5-A]PYRIMIDINE 5-BROMOPYRAZOLO[1,5-A]PYRIMIDINE 1159981-95-9 C6H4BrN3
methyl6-chloropyridazine-4-carboxylate methyl6-chloropyridazine-4-carboxylate 1093860-48-0 C6H5ClN2O2
N-[2-(1H-Indol-3-yl)ethyl]-N'-(4-pyridinyl)-1,4-benzenediamine N-[2-(1H-Indol-3-yl)ethyl]-N'-(4-pyridinyl)-1,4-benzenediamine 881202-45-5 C21H20N4
2-(trifluoromethyl)-6-iodopyridine 2-(trifluoromethyl)-6-iodopyridine 100366-74-3 C6H3F3IN
1-(TRIPHENYLMETHYL)PYRIDINIUM TETRAFLUOROBORATE 1-(TRIPHENYLMETHYL)PYRIDINIUM TETRAFLUOROBORATE 26156-84-3 C24H20BF4N
2-bromo-6-methylpyridin-4-amine 2-bromo-6-methylpyridin-4-amine 79055-59-7 C6H7BrN2
2-Chloro-4-methyl-5-pyridinecarbonitrile 2-Chloro-4-methyl-5-pyridinecarbonitrile 66909-35-1 C7H5ClN2
3,6-Dibromo-2,5-lutidine 3,6-Dibromo-2,5-lutidine 38749-93-8 C7H7Br2N
5-BROMOIMIDAZO[1,2-A]PYRAZINE 5-BROMOIMIDAZO[1,2-A]PYRAZINE 87597-26-0 C6H4BrN3
5-iodopyrimidin-4-amine 5-iodopyrimidin-4-amine 91416-96-5 C4H4IN3
Ethyl 1-benzyl-1,2,3,6-tetrahydropyridine-4-carboxylate Ethyl 1-benzyl-1,2,3,6-tetrahydropyridine-4-carboxylate 23019-62-7 C15H19NO2
6-METHYLIMIDAZO[1,2-B]PYRIDAZINE 6-METHYLIMIDAZO[1,2-B]PYRIDAZINE 17412-38-3 C7H7N3
3,4-DIHYDRO-2,2-DIMETHYL-4-OXO-2H-PYRAN-6-CARBOXYLIC ACID 3,4-DIHYDRO-2,2-DIMETHYL-4-OXO-2H-PYRAN-6-CARBOXYLIC ACID 80866-93-9 C8H10O4
5-bromo-6-fluoropyridin-2-amine 5-bromo-6-fluoropyridin-2-amine 944401-65-4 C5H4BrFN2
QUINIDINE HYDROCHLORIDE QUINIDINE HYDROCHLORIDE 6151-40-2 C20H27ClN2O3
5-(AMINOMETHYL)-N,N-DIMETHYLPYRIDIN-2-AMINE 5-(AMINOMETHYL)-N,N-DIMETHYLPYRIDIN-2-AMINE 354824-17-2 C8H13N3
2-Pyrrolidin-1-ylpyrimidine-5-carboxaldehyde 97% 2-Pyrrolidin-1-ylpyrimidine-5-carboxaldehyde 97% 937796-10-6 C9H11N3O
3(2H)-Pyridazinone,4-amino-(6CI,9CI) 3(2H)-Pyridazinone,4-amino-(6CI,9CI) 55271-46-0 C4H5N3O
3,6-Pyridazinediamine(9CI) 3,6-Pyridazinediamine(9CI) 61070-99-3 C4H6N4
8-Quinolinamine,5,6,7,8-tetrahydro-,(8R)-(9CI) 8-Quinolinamine,5,6,7,8-tetrahydro-,(8R)-(9CI) 369655-84-5 C9H12N2
3-Pyridinecarboximidamide,6-methyl-(9CI) 3-Pyridinecarboximidamide,6-methyl-(9CI) 201937-20-4 C7H9N3
3-Pyridinemethanol,alpha,6-dimethyl-(6CI,9CI) 3-Pyridinemethanol,alpha,6-dimethyl-(6CI,9CI) 100189-16-0 C8H11NO
4-Pyridinol,5-amino-2-chloro-(9CI) 4-Pyridinol,5-amino-2-chloro-(9CI) 138084-66-9 C5H5ClN2O
2-(6-CHLORO-3-PYRIDAZINYL)-2-(2-PYRIDINYL)ACETONITRILE 2-(6-CHLORO-3-PYRIDAZINYL)-2-(2-PYRIDINYL)ACETONITRILE 338779-25-2 C11H7ClN4
TERT-BUTYL 4-AMINO-4-CYANOPIPERIDINE-1-CARBOXYLATE TERT-BUTYL 4-AMINO-4-CYANOPIPERIDINE-1-CARBOXYLATE 331281-25-5 C11H19N3O2
2-(TRIFLUOROMETHYL)THIOPHENE 2-(TRIFLUOROMETHYL)THIOPHENE 86093-76-7 C5H3F3S
5-Chloro-2-methoxy-3-nitropyridine 5-Chloro-2-methoxy-3-nitropyridine 22353-52-2 C6H5ClN2O3
2-Chloro-5-cyanopyridin-3-ylboronic acid 2-Chloro-5-cyanopyridin-3-ylboronic acid 957060-96-7 C6H4BClN2O2
6-Chloro-N-cyclopropylpyridazin-3-amine 6-Chloro-N-cyclopropylpyridazin-3-amine 941294-45-7 C7H8ClN3
4-Chloro-6-(cyclopropylamino)pyrimidine 4-Chloro-6-(cyclopropylamino)pyrimidine 941294-43-5 C7H8ClN3
5-Bromo-2-methoxypyridin-4-ylboronic acid 5-Bromo-2-methoxypyridin-4-ylboronic acid 957060-94-5 C6H7BBrNO3
7-Methoxyimidazo[1,2-a]pyridine-8-carbonitrile 7-Methoxyimidazo[1,2-a]pyridine-8-carbonitrile 834869-04-4 C9H7N3O
7-isoquinolinecarboxylic acid 7-isoquinolinecarboxylic acid 221050-96-0 C10H7NO2
2,4-dichloro-5-ethylpyrimidine 2,4-dichloro-5-ethylpyrimidine 34171-40-9 C6H6Cl2N2
5-bromo-4-chloropyrimidin-2-amine 5-bromo-4-chloropyrimidin-2-amine 1044767-99-8 C4H3BrClN3
Methyl 4-bromonicotinate Methyl 4-bromonicotinate 1043419-29-9 C7H6BrNO2
3-Bromo-2,6-dimethoxypyridine 3-Bromo-2,6-dimethoxypyridine 13445-16-4 C7H8BrNO2
3-METHYLPICOLINIC ACID HYDROCHLORIDE 3-METHYLPICOLINIC ACID HYDROCHLORIDE 123811-72-3 C7H8ClNO2
3-N-PROPYLTHIOPHENE 3-N-PROPYLTHIOPHENE 1518-75-8 C7H10S
1-(5-Nitro-2-pyridinyl)piperidine-3-methanol 1-(5-Nitro-2-pyridinyl)piperidine-3-methanol 419542-61-3 C11H15N3O3
1,3-DIMETHYLURACIL-5-CARBOXALDEHYDE 1,3-DIMETHYLURACIL-5-CARBOXALDEHYDE 4869-46-9 C7H8N2O3
3-HYDRAZINOPYRIDINE Dihydrochloride 3-HYDRAZINOPYRIDINE Dihydrochloride 42166-50-7 C5H7N3
2-[4-N-(HEXYLOXY)PHENYL]-5-N-OCTYLPYRIMIDINE 2-[4-N-(HEXYLOXY)PHENYL]-5-N-OCTYLPYRIMIDINE 57202-48-9 C24H36N2O
4-Methyl-2-(trifluoromethanesulfonyl)Oxypyridine 4-Methyl-2-(trifluoromethanesulfonyl)Oxypyridine 179260-78-7 C7H6F3NO3S
1-(3-AMINO-PYRIDIN-4-YL)-ETHANONE 1-(3-AMINO-PYRIDIN-4-YL)-ETHANONE 13210-52-1 C7H8N2O
3-CYANOPYRIDINE-5-BORONIC ACID PINACOL ESTER 3-CYANOPYRIDINE-5-BORONIC ACID PINACOL ESTER 402718-29-0 C12H15BN2O2
3-(4,4-DIMETHYL-4,5-DIHYDRO-1,3-OXAZOL-2-YL)-4-METHYLPYRIDINE 3-(4,4-DIMETHYL-4,5-DIHYDRO-1,3-OXAZOL-2-YL)-4-METHYLPYRIDINE 68981-84-0 C11H14N2O
3-OXO-3-PYRIDIN-4-YL-PROPIONITRILE 3-OXO-3-PYRIDIN-4-YL-PROPIONITRILE 23821-37-6 C8H6N2O
6-AMINO-5-NITROSO-3-METHYLURACIL 6-AMINO-5-NITROSO-3-METHYLURACIL 61033-04-3 C5H6N4O3
1-N-BOC-4-(3-AMINOMETHYLPYRIDYL)PIPERIDINE 1-N-BOC-4-(3-AMINOMETHYLPYRIDYL)PIPERIDINE 883516-43-6 C16H25N3O2
2-Phenyl-nicotinic acid ethyl ester 2-Phenyl-nicotinic acid ethyl ester 144501-28-0 C14H13NO2
5-Pyrimidinecarbonitrile,  2,4,6-triamino- 5-Pyrimidinecarbonitrile, 2,4,6-triamino- 465531-97-9 C5H6N6
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
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
3,5-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
5-amino-3-bromo-2-fluoropyridine 5-amino-3-bromo-2-fluoropyridine 209328-99-4 C5H4BrFN2
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
2-Vinylthiophene 2-Vinylthiophene 1918-82-7 C6H6S
5-Amino-2-bromo-3-chloropyridine 5-Amino-2-bromo-3-chloropyridine 130284-52-5 C5H4BrClN2
2-Hydroxy-3-bromo-4-methylpyridine 2-Hydroxy-3-bromo-4-methylpyridine 18368-59-7 C6H6BrNO
2-Pyrimidinamine, 4-chloro-N-methyl- (9CI) 2-Pyrimidinamine, 4-chloro-N-methyl- (9CI) 22404-46-2 C5H6ClN3
2-Pyrimidinamine, 5-ethenyl- (9CI) 2-Pyrimidinamine, 5-ethenyl- (9CI) 108444-56-0 C6H7N3
4-Pyrimidinamine, 5-methyl- (9CI) 4-Pyrimidinamine, 5-methyl- (9CI) 22433-68-7 C5H7N3
2(1H)-Pyridinone, 3-(hydroxymethyl)-6-methyl- (9CI) 2(1H)-Pyridinone, 3-(hydroxymethyl)-6-methyl- (9CI) 374706-74-8 C7H9NO2
4,6-DIMETHOXYPYRIMIDINE-2-CARBOXYLICACID
4,6-DIMETHOXYPYRIMIDINE-2-CARBOXYLICACID 128276-50-6 C7H8N2O4
2-Fluoro-6-(difluoromethoxy)pyridine 2-Fluoro-6-(difluoromethoxy)pyridine 947534-62-5 C6H4F3NO
2-ETHOXY-3-ISOPROPYLPYRAZINE 2-ETHOXY-3-ISOPROPYLPYRAZINE 72797-16-1 C9H14N2O
3-Bromo-5-nitrobenzonitrile 3-Bromo-5-nitrobenzonitrile 49674-15-9 C7H3BrN2O2
6-Chloro-N-(3-methoxypropyl)pyridazin-3-amine 6-Chloro-N-(3-methoxypropyl)pyridazin-3-amine 898656-60-5 C8H12ClN3O
N-(tert-Butyl)-6-chloropyrimidin-4-amine N-(tert-Butyl)-6-chloropyrimidin-4-amine 945896-38-8 C8H12ClN3
5-Bromo-2-hydrazino-3-nitropyridine 5-Bromo-2-hydrazino-3-nitropyridine 15862-42-7 C5H5BrN4O2
2-Pyridinecarbonitrile,4-bromo-,1-oxide(9CI) 2-Pyridinecarbonitrile,4-bromo-,1-oxide(9CI) 62150-44-1 C6H3BrN2O
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