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
6-CYANO-IMIDAZO[1,2-A]PYRIDINE-2-CARBOXYLIC ACID ETHYL ESTER 6-CYANO-IMIDAZO[1,2-A]PYRIDINE-2-CARBOXYLIC ACID ETHYL ESTER 214958-33-5 C11H9N3O2
3-(PYRIMIDIN-2-YLTHIO)PENTANE-2,4-DIONE 3-(PYRIMIDIN-2-YLTHIO)PENTANE-2,4-DIONE 175277-25-5 C9H10N2O2S
2-AMINO-3-CYANO-4,6-DIMETHYLPYRIDINE 2-AMINO-3-CYANO-4,6-DIMETHYLPYRIDINE 5468-34-8 C8H9N3
5-FLUOROURACIL, [2-14C] 5-FLUOROURACIL, [2-14C] 766-63-2 C4H3FN2O2
5-PYRIDIN-2-YLTHIOPHENE-2-CARBALDEHYDE 5-PYRIDIN-2-YLTHIOPHENE-2-CARBALDEHYDE 132706-12-8 C10H7NOS
2-BENZYL-OCTAHYDRO-PYRROLO[3,4-C]PYRIDINE 2-BENZYL-OCTAHYDRO-PYRROLO[3,4-C]PYRIDINE 351370-98-4 C14H20N2
8-HYDROXYQUINOLINE-2-SULFONIC ACID MONOHYDRATE 8-HYDROXYQUINOLINE-2-SULFONIC ACID MONOHYDRATE 20946-17-2 C9H7NO4S
BENZYL 2-OXO-1,2-DIHYDROPYRIDIN-3-YLCARBAMATE BENZYL 2-OXO-1,2-DIHYDROPYRIDIN-3-YLCARBAMATE 147269-67-8 C13H12N2O3
4-BROMOPYRIDINE 4-BROMOPYRIDINE C5H4BrN
2-MERCAPTO-6-METHYLPYRIDINE  97 2-MERCAPTO-6-METHYLPYRIDINE 97 18368-57-5 C6H7NS
2-CHLORO-4-(N,N-DIMETHYLAMINO)PYRIMIDINE 2-CHLORO-4-(N,N-DIMETHYLAMINO)PYRIMIDINE 31058-81-8 C6H8ClN3
3,4-DICYANOTHIOPHENE, 3,4-DICYANOTHIOPHENE, 18853-32-2 C6H2N2S
2-ACETYL-6-METHOXYPYRIDINE  97 2-ACETYL-6-METHOXYPYRIDINE 97 21190-93-2 C8H9NO2
4-PYRIDYLACETIC ACID HYDROCHLORIDE 4-PYRIDYLACETIC ACID HYDROCHLORIDE 28356-58-3 C7H7NO2
5-Isopropyl-3-methyl 2-formyl-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate 5-Isopropyl-3-methyl 2-formyl-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate 75530-60-8 C19H20N2O7
2-[(E)-2-Nitrovinyl]thiophene 2-[(E)-2-Nitrovinyl]thiophene 874-84-0 C6H5NO2S
6-PHENYL-4-PYRIMIDINECARBOXYLIC ACID 6-PHENYL-4-PYRIMIDINECARBOXYLIC ACID 28668-32-8 C11H8N2O2
TERT-BUTYL 5-BROMOPYRIDINE-2-CARBOXYLATE 98 TERT-BUTYL 5-BROMOPYRIDINE-2-CARBOXYLATE 98 845306-08-3 C10H12BrNO2
Methyl  2-Fluoroisonicotinate Methyl 2-Fluoroisonicotinate 455-69-6 C7H6FNO2
TERT-BUTYL CARBAZATE TERT-BUTYL CARBAZATE 3346-63-2 C5H6N4O2
2-(4-PYRIDINYL)-4-PYRIMIDINAMINE 2-(4-PYRIDINYL)-4-PYRIMIDINAMINE 61310-29-0 C9H8N4
[2-[(tert-Butoxycarbonyl)amino]pyrimidin-5-yl]boronic acid [2-[(tert-Butoxycarbonyl)amino]pyrimidin-5-yl]boronic acid 883231-25-2 C9H14BN3O4
4-Chloro-2-cyano-6-methylpyrimidine 4-Chloro-2-cyano-6-methylpyrimidine 104711-65-1 C7H5ClN2
4-bromo-3,5-difluoropyridine 4-bromo-3,5-difluoropyridine 1092352-40-3 C5H2BrF2N
2,5-Difluoro-4-iodopyridine 2,5-Difluoro-4-iodopyridine 1017793-20-2 C5H2F2IN
2-(5-Aminopyridin-2-yl)-2-methylpropanenitrile 2-(5-Aminopyridin-2-yl)-2-methylpropanenitrile 1226776-95-9 C9H11N3
4-amino-2-chloro-5-fluoropyridine 4-amino-2-chloro-5-fluoropyridine 89510-90-7 C5H4ClFN2
6-BROMO-3-IODO-PYRAZOLO[1,5-A]PYRIMIDINE 6-BROMO-3-IODO-PYRAZOLO[1,5-A]PYRIMIDINE 1109284-33-4 C6H3BrIN3
4,6-DibroMo-Dibenzothiophene 4,6-DibroMo-Dibenzothiophene 669773-34-6 C12H6Br2S
DIMETHYL 4-(4-METHOXYPHENYL)-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE-3,5-DICARBOXYLATE DIMETHYL 4-(4-METHOXYPHENYL)-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE-3,5-DICARBOXYLATE 73257-47-3 C18H21NO5
4-(4-(DIHEXADECYLAMINO)STYRYL)-N-METHYLPYRIDINIUM IODIDE 4-(4-(DIHEXADECYLAMINO)STYRYL)-N-METHYLPYRIDINIUM IODIDE 114041-00-8 C46H79IN2
PYRIDINE-2,3-DICARBONITRILE PYRIDINE-2,3-DICARBONITRILE 17132-78-4 C7H3N3
2-CHLORO-3,5-DIIODOPYRIDINE 2-CHLORO-3,5-DIIODOPYRIDINE 856169-60-3 C5H2ClI2N
2-AMINO-3-CHLOROPYRAZINE 2-AMINO-3-CHLOROPYRAZINE 6663-73-6 C4H4ClN3
[5-(METHOXYCARBONYL)PYRIDIN-3-YL]BORONIC ACID [5-(METHOXYCARBONYL)PYRIDIN-3-YL]BORONIC ACID 871329-53-2 C7H8BNO4
4-HYDROXYPYRIDINE 4-HYDROXYPYRIDINE 426-64-2 C18H20F14O4
3-PYRIDAZINAMINE, 6-(1-METHYLETHYL)- 3-PYRIDAZINAMINE, 6-(1-METHYLETHYL)- 570416-37-4 C7H11N3
4-BENZYLOXY-2-CHLOROPYRIMIDINE-5-BORONIC ACID PINACOL ESTER 4-BENZYLOXY-2-CHLOROPYRIMIDINE-5-BORONIC ACID PINACOL ESTER 1073354-22-9 C17H20BClN2O3
4-BROMO-2,6-DIAMINOPYRIDINE 4-BROMO-2,6-DIAMINOPYRIDINE C5H6BrN3
2-(4-CHLORO-2-METHYLPHENOXY)-3-NITROPYRIDINE 2-(4-CHLORO-2-METHYLPHENOXY)-3-NITROPYRIDINE 465514-31-2 C12H9ClN2O3
4-METHYL-2-PHENYL-5-PYRIMIDINECARBOXYLIC ACID 4-METHYL-2-PHENYL-5-PYRIMIDINECARBOXYLIC ACID 103249-79-2 C12H10N2O2
1-(6-CHLOROPYRIMIDIN-4-YL)-4-PIPERIDINOL 1-(6-CHLOROPYRIMIDIN-4-YL)-4-PIPERIDINOL 914347-85-6 C9H12ClN3O
PIPERIDINE-4-CARBOXYLIC ACID (6-METHYL-PYRIDIN-2-YL)-AMIDE PIPERIDINE-4-CARBOXYLIC ACID (6-METHYL-PYRIDIN-2-YL)-AMIDE 110105-99-2 C12H17N3O
6-FLUOROURACIL 6-FLUOROURACIL 591-36-6 C4H3FN2O2
TETRAETHYLAMMONIUM FLUORIDE DIHYDRATE TETRAETHYLAMMONIUM FLUORIDE DIHYDRATE 63123-01-3 C8H24FNO2
2-ACETYL-5-CYANOTHIOPHENE 2-ACETYL-5-CYANOTHIOPHENE 88653-55-8 C7H5NOS
METHYL 5,6-DICHLORONICOTINATE METHYL 5,6-DICHLORONICOTINATE 56055-54-0 C7H5Cl2NO2
2-BENZYLAMINO-4-METHYLPYRIDINE 2-BENZYLAMINO-4-METHYLPYRIDINE 58088-62-3 C13H14N2
4-Chloro-2-pyridinemethanamine 4-Chloro-2-pyridinemethanamine 180748-30-5 C6H7ClN2
5-(1-Methylethyl)-2-pyridinamine 5-(1-Methylethyl)-2-pyridinamine 603310-75-4 C8H12N2
5-CARBOXYCYTOSINE 5-CARBOXYCYTOSINE 3650-93-9 C5H5N3O3
3-BOCAMINO-4-BROMOPYRIDINE 3-BOCAMINO-4-BROMOPYRIDINE 885275-14-9 C10H13BrN2O2
4-(4-CHLOROBENZOYL)PYRIDINE 4-(4-CHLOROBENZOYL)PYRIDINE 14548-48-2 C12H8ClNO
2,3-DICYANO-5-METHYLPYRAZINE 2,3-DICYANO-5-METHYLPYRAZINE 52197-12-3 C7H4N4
1-[(2R,3S,4R,5R)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione 1-[(2R,3S,4R,5R)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione 69256-17-3 C10H13FN2O5
4-(2-TETRAHYDRO-1H-PYRROL-1-YLETHYL)PYRIDINE 4-(2-TETRAHYDRO-1H-PYRROL-1-YLETHYL)PYRIDINE 67580-65-8 C11H16N2
3-CHLORO-6-(2-PYRIDINYLMETHYL)PYRIDAZINE 3-CHLORO-6-(2-PYRIDINYLMETHYL)PYRIDAZINE 338779-81-0 C10H8ClN3
hydroxy-[(4-methylpyridin-2-yl)amino]-oxo-azanium hydroxy-[(4-methylpyridin-2-yl)amino]-oxo-azanium 33245-30-6 C6H7N3O2
4-Chloro-6-(1H-pyrazol-1-yl)pyrimidine 4-Chloro-6-(1H-pyrazol-1-yl)pyrimidine 114833-95-3 C7H5ClN4
5-Bromo-4-cyclohexylpyrimidine 5-Bromo-4-cyclohexylpyrimidine 941294-28-6 C10H13BrN2
2-cyano-3-nitro-5-fluoropyridine 2-cyano-3-nitro-5-fluoropyridine 1033202-51-5 C6H2FN3O2
2,3,5-Trichloropyridine-4-carboxylic acid 2,3,5-Trichloropyridine-4-carboxylic acid 406676-18-4 C6H2Cl3NO2
2,4,6-Tribromopyridine 2,4,6-Tribromopyridine 2408-70-0 C5H2Br3N
2-Bromo-3-hydroxy-6-iodopyridine 2-Bromo-3-hydroxy-6-iodopyridine 129611-32-1 C5H3BrINO
2-Iodo-6-methylpyridine 2-Iodo-6-methylpyridine 62674-71-9 C6H6IN
3-Amino-2,6-dichloro-5-fluoropyridine 3-Amino-2,6-dichloro-5-fluoropyridine 152840-65-8 C5H3Cl2FN2
3,5-DICHLORO-4-FLUOROPYRIDINE 3,5-DICHLORO-4-FLUOROPYRIDINE 916791-62-3 C5H2Cl2FN
2-CHLORO-4-IODOPYRIDINE-3-METHANOL 2-CHLORO-4-IODOPYRIDINE-3-METHANOL 884494-44-4 C6H5ClINO
Piperidin-4-yl-pyrimidin-2-yl-amine Piperidin-4-yl-pyrimidin-2-yl-amine 69385-85-9 C9H14N4
5-Trifluoromethyl-pyridine-2-carbaldehyde 5-Trifluoromethyl-pyridine-2-carbaldehyde 31224-82-5 C7H4F3NO
3-BROMO-5-IODO-PYRIDIN-4-YLAMINE 3-BROMO-5-IODO-PYRIDIN-4-YLAMINE 902837-39-2 C5H4BrIN2
2-(4-HYDROXYPHENYL)-5-PYRIMIDINOL 2-(4-HYDROXYPHENYL)-5-PYRIMIDINOL 142172-97-2 C10H8N2O2
Methyl 2-(trifluoromethyl)nicotinate Methyl 2-(trifluoromethyl)nicotinate 136483-17-5 C8H6F3NO2
Diethyl pyridine-3,5-dicarboxylate Diethyl pyridine-3,5-dicarboxylate 4591-56-4 C11H13NO4
6-FLUORO-2-METHYLNICOTINIC ACID 6-FLUORO-2-METHYLNICOTINIC ACID 884494-97-7 C7H6FNO2
ethyl 4-aminopyrimidine-5-carboxylate ethyl 4-aminopyrimidine-5-carboxylate 65195-35-9 C7H9N3O2
Benzo[b]thiophen-3-ylamine Benzo[b]thiophen-3-ylamine 17402-82-3 C8H7NS
4-Chloro-2-(methylthio)pyrimidine-5-carbonitrile ,97% 4-Chloro-2-(methylthio)pyrimidine-5-carbonitrile ,97% 33089-15-5 C6H4ClN3S
2-Aminomethyl-5-bromopyridine 2-Aminomethyl-5-bromopyridine 173999-23-0 C6H7BrN2
3-METHYLPYRIDINE-2-AMIDOXIME 3-METHYLPYRIDINE-2-AMIDOXIME 690632-33-8 C7H9N3O
6-T-BUTYL-4-CHLOROTHIENO[3,2-D]PYRIMIDINE 6-T-BUTYL-4-CHLOROTHIENO[3,2-D]PYRIMIDINE 439693-52-4 C10H11ClN2S
4-CHLORO-5-NITROPYRIMIDINE 4-CHLORO-5-NITROPYRIMIDINE 150943-50-3 C4H2ClN3O2
ISOQUINOLINE-8-CARBOXYLIC ACID ISOQUINOLINE-8-CARBOXYLIC ACID 61563-43-7 C10H7NO2
2,4-Dimethyl-3-nitropyridine 2,4-Dimethyl-3-nitropyridine 1074-76-6 C7H8N2O2
4-CHLORO-3-NITROCOUMARIN 4-CHLORO-3-NITROCOUMARIN 38464-20-9 C9H4ClNO4
4-AMINO-6-CHLOROPYRIMIDINE-5-CARBONITRILE 4-AMINO-6-CHLOROPYRIMIDINE-5-CARBONITRILE 60025-09-4 C5H3ClN4
4H-PYRAZOLO[1,5-A]PYRIMIDIN-7-ONE 4H-PYRAZOLO[1,5-A]PYRIMIDIN-7-ONE 29274-23-5 C6H5N3O
6-METHYL-3-PYRIDAZINECARBOXYLIC ACID 6-METHYL-3-PYRIDAZINECARBOXYLIC ACID 64210-60-2 C6H6N2O2
THIENO[3,2-D]PYRIMIDIN-4-AMINE THIENO[3,2-D]PYRIMIDIN-4-AMINE 16285-74-8 C6H5N3S
N,N-DIBOC-4-AMINO-6-CHLOROPYRIMIDINE N,N-DIBOC-4-AMINO-6-CHLOROPYRIMIDINE 354112-08-6 C14H20ClN3O4
1-METHYL-4-(6-AMINOPYRIDIN-3-YL)PIPERAZINE 1-METHYL-4-(6-AMINOPYRIDIN-3-YL)PIPERAZINE 571189-49-6 C10H16N4
ETHYL 3-BROMOPYRIDINE-4-CARBOXYLATE ETHYL 3-BROMOPYRIDINE-4-CARBOXYLATE 13959-01-8 C8H8BrNO2
Isoquinolin-3-ylmethanamine Isoquinolin-3-ylmethanamine 132833-03-5 C10H10N2
4-amino-2-chloro-pyrimidine-5-carboxylic acid methyl ester 4-amino-2-chloro-pyrimidine-5-carboxylic acid methyl ester 858269-13-3 C6H6ClN3O2
(5-Bromopyrimidin-2-yl)acetic acid ethyl ester (5-Bromopyrimidin-2-yl)acetic acid ethyl ester 1134327-91-5 C8H9BrN2O2
Ethyl 6-chloro-5-nitro-3-pyridinecarboxylate Ethyl 6-chloro-5-nitro-3-pyridinecarboxylate 171876-22-5 C8H7ClN2O4
tert-butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate tert-butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate 865245-32-5 C16H28BNO4
4-Pyridazinemethanol 4-Pyridazinemethanol 50901-43-4 C5H6N2O
2-Bromo-6-trifluoromethyl-pyridin-3-ylamine 2-Bromo-6-trifluoromethyl-pyridin-3-ylamine 117519-16-1 C6H4BrF3N2
4-Methylisoquinolin-5-amine 4-Methylisoquinolin-5-amine 194032-18-3 C10H10N2
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