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
Furo[2,3-c]pyridin-3(2H)-one (9CI) Furo[2,3-c]pyridin-3(2H)-one (9CI) 106531-52-6 C7H5NO2
2,4-DIIODOPYRIDINE 2,4-DIIODOPYRIDINE 83674-71-9 C5H3I2N
3-Iodo-5-Hydroxypyridine 3-Iodo-5-Hydroxypyridine 213765-61-8 C5H4INO
5-Chloro-3-Fluoropyridine 5-Chloro-3-Fluoropyridine C5H3ClFN
7-Hydroxy-4-pyridin-2-ylcoumarin 7-Hydroxy-4-pyridin-2-ylcoumarin 386704-10-5 C14H9NO3
3-Pyridazinamine, 6-[(3-methoxyphenyl)methyl]- 3-Pyridazinamine, 6-[(3-methoxyphenyl)methyl]- 874338-91-7 C12H13N3O
Butanamide, N-(6-chloro-3-pyridazinyl)- Butanamide, N-(6-chloro-3-pyridazinyl)- 868948-12-3 C8H10ClN3O
Hexanamide, N-(6-chloro-3-pyridazinyl)- Hexanamide, N-(6-chloro-3-pyridazinyl)- 868948-14-5 C10H14ClN3O
2,4,5-Trifluoropyridine 2,4,5-Trifluoropyridine 837365-04-5 C5H2F3N
3,4,5-Trichloro-6-hydroxypyridine-2-carboxylic acid 3,4,5-Trichloro-6-hydroxypyridine-2-carboxylic acid 73455-14-8 C6H2Cl3NO3
4-(2,3-DICHLORO-PHENYL)-2,6-DIMETHYL-1,4-DIHYDRO-PYRIDINE-3,5-DICARBOXYLIC ACID MONOMETHYL ESTER 4-(2,3-DICHLORO-PHENYL)-2,6-DIMETHYL-1,4-DIHYDRO-PYRIDINE-3,5-DICARBOXYLIC ACID MONOMETHYL ESTER 105580-45-8 C16H15Cl2NO4
tert-Butyl 4-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate tert-Butyl 4-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate 1003-40-3 C14H25NO4
ETHYL 2-(5-BROMOPYRIMIDIN-2-YL)-2-CYANOACETATE ETHYL 2-(5-BROMOPYRIMIDIN-2-YL)-2-CYANOACETATE 65364-66-1 C9H8BrN3O2
2,4-dichloro-5-iodo-6-methylpyrimidine 2,4-dichloro-5-iodo-6-methylpyrimidine 96949-46-1 C5H3Cl2IN2
2-CHLORO-3-IODO-5-(TRIFLUOROMETHYL)PYRIDINE 2-CHLORO-3-IODO-5-(TRIFLUOROMETHYL)PYRIDINE 505084-56-0 C6H2ClF3IN
5-BROMO-3-FLUORO-2-HYDROXYPYRIDINE 5-BROMO-3-FLUORO-2-HYDROXYPYRIDINE C5H3BrFNO
1-PHENYL-N-(PYRIDIN-3-YLMETHYL)METHYLAMINE 1-PHENYL-N-(PYRIDIN-3-YLMETHYL)METHYLAMINE 63361-56-8 C13H14N2
2-CHLORO-6-(4-METHOXYPHENYL)NICOTINONITRILE 2-CHLORO-6-(4-METHOXYPHENYL)NICOTINONITRILE 306977-91-3 C13H9ClN2O
4,6-dimethyl-2-aminopyrimidine 4,6-dimethyl-2-aminopyrimidine C6H9N3
5-Bromo-3-fluoro-2-methoxypyrdine 5-Bromo-3-fluoro-2-methoxypyrdine C6H5BrFNO
4,6-DIMETHOXY-2-(METHYLSULFONYL)PYRIMIDINE 4,6-DIMETHOXY-2-(METHYLSULFONYL)PYRIMIDINE 38452-46-9 C9H12O4S
4-BROMO-3-FLUOROPYRIDINE HCL 4-BROMO-3-FLUOROPYRIDINE HCL C5H4BrClFN
6-ethoxy-1,3-dimethyl-pyrimidine-2,4-dione 6-ethoxy-1,3-dimethyl-pyrimidine-2,4-dione 93787-99-6 C8H12N2O3
(5-Bromopicolinoyl)piperidine, (5-Bromopyridin-2-yl)(piperidin-1-yl)methanone (5-Bromopicolinoyl)piperidine, (5-Bromopyridin-2-yl)(piperidin-1-yl)methanone 934000-33-6 C11H13BrN2O
2-Pyridinecarboxylicacid,6-ethyl-(9CI) 2-Pyridinecarboxylicacid,6-ethyl-(9CI) 4080-48-2 C8H9NO2
3-Pyridinol,4-amino-6-chloro-(9CI) 3-Pyridinol,4-amino-6-chloro-(9CI) 138084-65-8 C5H5ClN2O
2-Pyridinemethanamine,3-chloro-(9CI) 2-Pyridinemethanamine,3-chloro-(9CI) 500305-98-6 C6H7ClN2
1H-Pyrazolo[3,4-b]pyridine,4-methoxy-(9CI) 1H-Pyrazolo[3,4-b]pyridine,4-methoxy-(9CI) 119368-03-5 C7H7N3O
6-chloro-N-propylpyrimidin-4-amine 6-chloro-N-propylpyrimidin-4-amine 941294-33-3 C7H10ClN3
5-Bromo-4-(4-methoxyphenyl)pyrimidine 5-Bromo-4-(4-methoxyphenyl)pyrimidine 941294-41-3 C11H9BrN2O
6-Methyl-8-nitro-[1,2,4]triazolo[4,3-a]pyridine 6-Methyl-8-nitro-[1,2,4]triazolo[4,3-a]pyridine 929000-70-4 C7H6N4O2
8-Hydroxyimidazo[1,2-a]pyridine, HCl 8-Hydroxyimidazo[1,2-a]pyridine, HCl 100592-11-8 C7H7ClN2O
4-Methylisoquinoline 4-Methylisoquinoline 1196-39-0 C10H9N
4,6-Diamino-2-thiolpyrimidine 4,6-Diamino-2-thiolpyrimidine C4H6N4S
N-benzyl-2-pyridin-2-yl-ethanamine N-benzyl-2-pyridin-2-yl-ethanamine 6312-25-0 C14H16N2
2,5-Diethylthiophene 2,5-Diethylthiophene 5069-23-8 C8H12S
2,3-Diamino-5-trifluoromethylpyridine 2,3-Diamino-5-trifluoromethylpyridine 107867-51-6 C6H6F3N3
4-Hydroxypyridine-2,6-dicarboxylic acid 4-Hydroxypyridine-2,6-dicarboxylic acid 499-51-4 C7H5NO5
Diethyl 4-bromopyridine-2,6-dicarboxylate Diethyl 4-bromopyridine-2,6-dicarboxylate 112776-83-7 C11H12BrNO4
4,6-DICHLOROPYRIDO[3,4-D]PYRIMIDINE 4,6-DICHLOROPYRIDO[3,4-D]PYRIMIDINE 171178-48-6 C7H3Cl2N3
7-CHLORO-IMIDAZO[1,2-B]PYRIDAZINE-2-CARBOXYLIC ACID 7-CHLORO-IMIDAZO[1,2-B]PYRIDAZINE-2-CARBOXYLIC ACID 339528-39-1 C7H4ClN3O2
benzo[b]thiophen-4-ol benzo[b]thiophen-4-ol 361-02-4 C15H7Cl9F2
2-AMINOPYRIDINE-4-BORONIC ACID PINACOL ESTER 2-AMINOPYRIDINE-4-BORONIC ACID PINACOL ESTER 1195995-72-2 C11H17BN2O2
C-(3-Trifluoromethyl-pyridin-2-yl)-methylamine C-(3-Trifluoromethyl-pyridin-2-yl)-methylamine 886371-24-0 C7H7F3N2
6-chloro-N-(propan-2-yl)pyridazin-3-amine 6-chloro-N-(propan-2-yl)pyridazin-3-amine 1007-55-2 C7H10ClN3
2-(3-BROMO-PHENYL)-IMIDAZO[1,2-A]PYRIMIDINE 2-(3-BROMO-PHENYL)-IMIDAZO[1,2-A]PYRIMIDINE 134044-47-6 C12H8BrN3
Methyl  4,6-dichloropyrimidine-2-carboxylate Methyl 4,6-dichloropyrimidine-2-carboxylate 811450-22-3 C6H4Cl2N2O2
2-Amino-5-bromopyridine-3-sulfonyl chloride 2-Amino-5-bromopyridine-3-sulfonyl chloride 868963-98-8 C5H4BrClN2O2S
1,7-Dichloroisoquinoline 1,7-Dichloroisoquinoline 70810-24-1 C9H5Cl2N
7-AMINO-3-CYANOPYRAZOLO[1,5-A]PYRIMIDIN-6-YL CYANIDE 7-AMINO-3-CYANOPYRAZOLO[1,5-A]PYRIMIDIN-6-YL CYANIDE 119270-27-8 C8H4N6
6-Methyl-2,4-pyrimidinediamine 6-Methyl-2,4-pyrimidinediamine 179-73-7 C12H14N2
4-(3,5-Dibromophenyl)-2,6-diphenylpyrimidine 4-(3,5-Dibromophenyl)-2,6-diphenylpyrimidine 607740-08-9 C22H14Br2N2
2-PHENYL-ISONICOTINIC ACID 2-PHENYL-ISONICOTINIC ACID 55240-51-2 C12H9NO2
4-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine 4-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine 944401-55-2 C11H18BN3O2
7-benzyl-4-chloro-2-(trifluoromethyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine 7-benzyl-4-chloro-2-(trifluoromethyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine 647863-01-2 C15H13ClF3N3
5-BROMO-2-(1-METHYL-1H-TETRAZOL-5-YL)-PYRIDINE 5-BROMO-2-(1-METHYL-1H-TETRAZOL-5-YL)-PYRIDINE C7H6BrN5
decahydropyrido[1,2-a][1,4]diazepine decahydropyrido[1,2-a][1,4]diazepine 71515-82-7 C9H18N2
2-ETHOXY-5-IODO-PYRIDINE 2-ETHOXY-5-IODO-PYRIDINE 902837-52-9 C7H8INO
2H-1,4-BENZOXAZINE-3(4H)-THIONE 2H-1,4-BENZOXAZINE-3(4H)-THIONE 14183-51-8 C8H7NOS
2,4-DINITROPYRIDINE 2,4-DINITROPYRIDINE 14916-61-1 C5H3N3O4
2-NITROTHIOPHENE-4-CARBOXALDEHYDE 2-NITROTHIOPHENE-4-CARBOXALDEHYDE 75428-45-4 C5H3NO3S
(3-bromopyridin-2-yl)methanol (3-bromopyridin-2-yl)methanol 52378-64-0 C6H6BrNO
pyridazine-4-boronic acid pinacol ester pyridazine-4-boronic acid pinacol ester 863422-41-7 C10H15BN2O2
1-(3-PHENYLPROPYL)PIPERAZINE 1-(3-PHENYLPROPYL)PIPERAZINE 55455-92-0 C13H20N2
6-BROMO-3-BUTYRYL-2H-CHROMEN-2-ONE 6-BROMO-3-BUTYRYL-2H-CHROMEN-2-ONE 2199-83-9 C13H11BrO3
6-IODO-2,3-DIMETHOXYPYRIDINE 6-IODO-2,3-DIMETHOXYPYRIDINE 321535-23-3 C7H8INO2
(5-BROMOPYRIDIN-2-YL)METHYL-CARBAMIC ACID TERT-BUTYL ESTER (5-BROMOPYRIDIN-2-YL)METHYL-CARBAMIC ACID TERT-BUTYL ESTER 227939-01-7 C11H15BrN2O2
4-CHLORO-5-HYDROXY-3(2H)-PYRIDAZINONE 4-CHLORO-5-HYDROXY-3(2H)-PYRIDAZINONE 64178-58-1 C4H3ClN2O2
ETHYL 6-BROMOPYRAZOLO[1,5-A]PYRIMIDINE-3-CARBOXYLATE ETHYL 6-BROMOPYRAZOLO[1,5-A]PYRIMIDINE-3-CARBOXYLATE 1027511-41-6 C9H8BrN3O2
Pikamilone sodium Pikamilone sodium 62936-56-5 C10H11N2NaO3
2,4-dihydroxynicotinic acid 2,4-dihydroxynicotinic acid 856214-16-9 C6H5NO4
5-Bromo-2-nitro-3-Pyridinol 5-Bromo-2-nitro-3-Pyridinol 691872-15-8 C5H3BrN2O3
2-Chloro-6,7-dihydro-5H-cyclopenta[b]pyridin-7-ol 2-Chloro-6,7-dihydro-5H-cyclopenta[b]pyridin-7-ol 911405-91-9 C8H8ClNO
4-(5-Bromo-3-chloropyridin-2-yl)morpholine 4-(5-Bromo-3-chloropyridin-2-yl)morpholine 1199773-09-5 C9H10BrClN2O
2-(Methylthio)-4,5-pyrimidinedicarboxylic Acid 2-(Methylthio)-4,5-pyrimidinedicarboxylic Acid 149771-16-4 C7H6N2O4S
4,6-Dichloro-2-Methylsulfanyl-5-nitro-pyriMidine 4,6-Dichloro-2-Methylsulfanyl-5-nitro-pyriMidine 1979-96-0 C5H3Cl2N3O2S
3-Ethylisonicotinonitrile 3-Ethylisonicotinonitrile 13341-18-9 C8H8N2
2-[2-(4-Bromophenyl)-2-oxoethyl]-1-methylpyridiniumiodide 2-[2-(4-Bromophenyl)-2-oxoethyl]-1-methylpyridiniumiodide 304679-75-2 C14H13BrINO
2-chloro-6-nitrothiazolo[4,5-b]pyridine 2-chloro-6-nitrothiazolo[4,5-b]pyridine 857970-02-6 C6H2ClN3O2S
3-Chloro-6-piperazinopyridazine Hydrochloride 3-Chloro-6-piperazinopyridazine Hydrochloride 100241-11-0 C8H12Cl2N4
4-(2-chlorothieno[2,3-d]pyriMidin-4-yl)Morpholine 4-(2-chlorothieno[2,3-d]pyriMidin-4-yl)Morpholine 63894-67-7 C10H10ClN3OS
2-(Methylsulfonyl)-3-pyridinamine 2-(Methylsulfonyl)-3-pyridinamine 80383-38-6 C6H8N2O2S
4-Chloro-2-ethoxy-6-methyl-pyrimidine 4-Chloro-2-ethoxy-6-methyl-pyrimidine 932701-88-7 C7H9ClN2O
N-tert-Butyl-2-chloroisonicotinamide N-tert-Butyl-2-chloroisonicotinamide 588694-28-4 C10H13ClN2O
1-PROPYLPIPERAZINE 1-PROPYLPIPERAZINE 21867-64-1 C7H16N2
6-aMino-5-chloropyriMidine-4-carboxylic acid 6-aMino-5-chloropyriMidine-4-carboxylic acid 914916-98-6 C5H4ClN3O2
4-AMINO-2,5,6-TRIFLUOROPYRIMIDINE 4-AMINO-2,5,6-TRIFLUOROPYRIMIDINE 25935-33-5 C12H9F3N2O
2-IODO-6-METHOXY-PYRIDINE 2-IODO-6-METHOXY-PYRIDINE 182275-70-3 C6H6INO
4-(TRIBUTYLSTANNYL)PYRIDINE 4-(TRIBUTYLSTANNYL)PYRIDINE 124252-41-1 C17H31NSn
2-CHLORO-5-FLUORO-3-FORMYLPYRIDINE 2-CHLORO-5-FLUORO-3-FORMYLPYRIDINE C6H3ClFNO
3-Cyano-7-hydroxycoumarin 3-Cyano-7-hydroxycoumarin 19088-73-4 C10H5NO3
3-BENZOYL-2-PYRIDINECARBOXYLIC ACID 3-BENZOYL-2-PYRIDINECARBOXYLIC ACID 64362-32-9 C13H9NO3
2-ACETAMIDO-5-BROMOISONICOTINIC ACID 2-ACETAMIDO-5-BROMOISONICOTINIC ACID 871269-03-3 C8H7BrN2O3
3-AMINO-4-PHENYLPYRIDINE 3-AMINO-4-PHENYLPYRIDINE 146140-99-0 C11H10N2
2-(2-AMINOETHYLAMINO)-5-NITROPYRIDINE 2-(2-AMINOETHYLAMINO)-5-NITROPYRIDINE 29602-39-9 C7H10N4O2
METHYL THIOPHENE-3-ACETATE METHYL THIOPHENE-3-ACETATE 58414-52-1 C7H8O2S
4-CHLORO-6-ETHOXYPYRIMIDINE 4-CHLORO-6-ETHOXYPYRIMIDINE 28824-78-4 C6H7ClN2O
6-ACETAMIDO-3-BROMOPYRIDINE-2-CARBOXYLIC ACID 96%6-ACETAMIDO-3-BROMOPICOLINIC ACID 6-ACETAMIDO-3-BROMOPYRIDINE-2-CARBOXYLIC ACID 96%6-ACETAMIDO-3-BROMOPICOLINIC ACID 882430-69-5 C8H7BrN2O3
2-Amino-5-nitronicotinic acid 2-Amino-5-nitronicotinic acid 6760-14-1 C6H5N3O4
DI-TERT-BUTYL 2 6-DIMETHYL-1 4-DIHYDROP& DI-TERT-BUTYL 2 6-DIMETHYL-1 4-DIHYDROP& 55536-71-5 C17H27NO4
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