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
5-BROMO-2-(2-METHYL-2H-TETRAZOL-5-YL)-PYRIDINE
5-BROMO-2-(2-METHYL-2H-TETRAZOL-5-YL)-PYRIDINE 380380-64-3 C7H6BrN5
2-Hyrdoxy-4-Methyl-5-Nitropyridine 2-Hyrdoxy-4-Methyl-5-Nitropyridine 21091-41-7 C6H6N2O3
2-Hydroxy-3-Nitro-6-Chloropyridine 2-Hydroxy-3-Nitro-6-Chloropyridine 92138-35-7 C5H3ClN2O3
6-Aminopyridine-2-carboxylic acid ethyl ester 6-Aminopyridine-2-carboxylic acid ethyl ester 69142-64-9 C8H10N2O2
Ethanone, 1-(3-fluoro-4-pyridinyl)- (9CI) Ethanone, 1-(3-fluoro-4-pyridinyl)- (9CI) 87674-21-3 C7H6FNO
Minodronic acid Minodronic acid 180064-38-4 C9H12N2O7P2
4-Chloro-5-ethylpyrimidine 4-Chloro-5-ethylpyrimidine 54128-01-7 C6H7ClN2
5-BROMO-3-METHOXY-2-NITROPYRIDINE 5-BROMO-3-METHOXY-2-NITROPYRIDINE 152684-26-9 C6H5BrN2O3
4,6-DICHLORO-2,5-DIPHENYLPYRIMIDINE 4,6-DICHLORO-2,5-DIPHENYLPYRIMIDINE 29133-99-1 C16H10Cl2N2
COPPER(I) THIOPHENE-2-CARBOXYLATE COPPER(I) THIOPHENE-2-CARBOXYLATE 68986-76-5 C5H3CuO2S
3-Chloroquinoline 3-Chloroquinoline 612-59-9 C9H6ClN
2-CHLORO-4-METHYLSULFANYL-PYRIMIDINE 2-CHLORO-4-METHYLSULFANYL-PYRIMIDINE 49844-93-1 C5H5ClN2S
2-Iodo-5-trifluoromethylpyridine 2-Iodo-5-trifluoromethylpyridine 100366-75-4 C6H3F3IN
3,4,5-Trichloropyridine-2-carboxylic acid 3,4,5-Trichloropyridine-2-carboxylic acid 5439-04-3 C6H2Cl3NO2
2-Bromo-3-chloro-5-hydroxypyridine 2-Bromo-3-chloro-5-hydroxypyridine 130284-56-9 C5H3BrClNO
3-Cyanopyridine N-oxide 3-Cyanopyridine N-oxide 149060-64-0 C6H4N2O
Ethyl 2-chloro-5-fluoronicotinate Ethyl 2-chloro-5-fluoronicotinate 139911-30-1 C8H7ClFNO2
2-Thiopheneglyoxylic acid 2-Thiopheneglyoxylic acid 4075-59-6 C6H4O3S
2-(TRIFLUOROMETHYL)PYRIMIDIN-5-AMINE 2-(TRIFLUOROMETHYL)PYRIMIDIN-5-AMINE 73418-87-8 C5H4F3N3
ETHYL 2-CHLORO-4-METHYLPYRIMIDINE-5-CARBOXYLATE ETHYL 2-CHLORO-4-METHYLPYRIMIDINE-5-CARBOXYLATE 188781-08-0 C8H9ClN2O2
2-FLUOROPYRIMIDINE 2-FLUOROPYRIMIDINE 31575-35-6 C4H3FN2
1-Piperonylpiperazine 1-Piperonylpiperazine 32231-06-4 C12H16N2O2
QUINOLINE-6-CARBOXYLIC ACID ETHYL ESTER QUINOLINE-6-CARBOXYLIC ACID ETHYL ESTER 73987-38-9 C12H11NO2
2-Amino-4-ethoxypyridine 2-Amino-4-ethoxypyridine 52311-20-3 C7H10N2O
4-HYDRAZINO-5-METHYLTHIENO[2,3-D]PYRIMIDINE 4-HYDRAZINO-5-METHYLTHIENO[2,3-D]PYRIMIDINE 19786-56-2 C7H8N4S
PYRIDAZINE-4,5-DICARBOXYLIC ACID PYRIDAZINE-4,5-DICARBOXYLIC ACID 59648-14-5 C6H4N2O4
2-CHLORO-5-(4-CHLOROPHENYL)PYRIMIDINE 2-CHLORO-5-(4-CHLOROPHENYL)PYRIMIDINE 27956-40-7 C10H6Cl2N2
2-[BIS(TERT-BUTOXYCARBONYL)AMINO]-5-BROMOPYRIMIDINE 2-[BIS(TERT-BUTOXYCARBONYL)AMINO]-5-BROMOPYRIMIDINE 209959-33-1 C14H20BrN3O4
4-AMINO-5-BROMO-2-METHYLPYRIDINE 4-AMINO-5-BROMO-2-METHYLPYRIDINE 10460-50-1 C6H7BrN2
Methyl 6-methoxynicotinate Methyl 6-methoxynicotinate 26218-80-4 C8H9NO3
2-AMINO-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER 2-AMINO-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER 57401-76-0 C7H9N3O2
4-(Pyridin-3-yl)benzaldehyde 4-(Pyridin-3-yl)benzaldehyde 127406-55-7 C12H9NO
2,2'-BI-4-LEPIDINE 2,2'-BI-4-LEPIDINE 7654-51-5 C20H16N2
3-FLUORO-4-NITROPYRIDINE-N-OXIDE 3-FLUORO-4-NITROPYRIDINE-N-OXIDE 769-54-0 C5H3FN2O3
2,4-DIAMINO-5-NITROPYRIMIDINE 2,4-DIAMINO-5-NITROPYRIMIDINE 18620-73-0 C4H5N5O2
8-HYDROXYQUINOLINE-2-CARBONITRILE 8-HYDROXYQUINOLINE-2-CARBONITRILE 6759-78-0 C10H6N2O
TERT-BUTYL 7-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE TERT-BUTYL 7-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE 258515-65-0 C14H18BrNO2
4-Bromobenzo[b]thiophene 4-Bromobenzo[b]thiophene 5118-13-8 C8H5BrS
4-(4,4-DIMETHYL-PIPERIDIN-1-YL)-BENZOIC ACID 4-(4,4-DIMETHYL-PIPERIDIN-1-YL)-BENZOIC ACID 406233-26-9 C14H19NO2
3-CYANO-4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)PYRIDINE 3-CYANO-4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)PYRIDINE 878194-92-4 C12H15BN2O2
2-BENZYLOXY-5-BROMOPYRIDINE 2-BENZYLOXY-5-BROMOPYRIDINE 83664-33-9 C12H10BrNO
5-BROMO-2-HYDROXY-4-PYRIDINECARBOXYLIC ACID 5-BROMO-2-HYDROXY-4-PYRIDINECARBOXYLIC ACID 913836-16-5 C6H4BrNO3
(1,2-dihydro-2-oxo-5-Pyrimidinyl)-boronic acid (1,2-dihydro-2-oxo-5-Pyrimidinyl)-boronic acid 373384-19-1 C4H5BN2O3
methyl 6-methylpyridine-2-carboxylate methyl 6-methylpyridine-2-carboxylate 13602-11-4 C8H9NO2
5-bromo-1H-pyrimidin-4-one 5-bromo-1H-pyrimidin-4-one 19808-30-1 C4H3BrN2O
5-bromo-6-methyl-3-nitropyridin-2-amine 5-bromo-6-methyl-3-nitropyridin-2-amine 68957-50-6 C6H6BrN3O2
5-FLUORODIHYDRO-6-HYDROXY-2,4-(1H,3H)-PYRIMIDINEDIONE 5-FLUORODIHYDRO-6-HYDROXY-2,4-(1H,3H)-PYRIMIDINEDIONE 37103-91-6 C4H5FN2O3
2-Pyridinecarboxylicacid,5-amino-,methylester(9CI) 2-Pyridinecarboxylicacid,5-amino-,methylester(9CI) 67515-76-8 C7H8N2O2
3-Pyridazinecarbonitrile,6-amino-(9CI) 3-Pyridazinecarbonitrile,6-amino-(9CI) 340759-46-8 C5H4N4
4-AMINO-3,5-DIIODOPYRIDINE 4-AMINO-3,5-DIIODOPYRIDINE 98136-86-8 C5H4I2N2
3-Pyridinol,4-methoxy-(9CI) 3-Pyridinol,4-methoxy-(9CI) 153199-54-3 C6H7NO2
2-Bromo-5-cyano-3-picoline 2-Bromo-5-cyano-3-picoline 374633-37-1 C7H5BrN2
2,3-dichloro-4-pyridineboronic acid 2,3-dichloro-4-pyridineboronic acid 951677-39-7 C5H4BCl2NO2
6-CHLORO-2-HYDROXYQUINOLINE 6-CHLORO-2-HYDROXYQUINOLINE 1810-67-9 C9H6ClNO
2-Bromo-5-chloro-3-fluoropyridine 2-Bromo-5-chloro-3-fluoropyridine 514797-97-8 C5H2BrClFN
2-Chlorothiophene-3-carboxylic acid 2-Chlorothiophene-3-carboxylic acid 53935-71-0 C5H3ClO2S
1-(4-Trifluoromethylpyrimidin-2-yl)piperazine 1-(4-Trifluoromethylpyrimidin-2-yl)piperazine 179756-91-3 C9H11F3N4
8-BROMO-6-CHLOROIMIDAZO[1,2-B]PYRIDAZINE 8-BROMO-6-CHLOROIMIDAZO[1,2-B]PYRIDAZINE 933190-51-3 C6H3BrClN3
Ethyl 6-(trifluoromethyl)nicotinate Ethyl 6-(trifluoromethyl)nicotinate 597532-36-0 C9H8F3NO2
2,4-Dichloro-5,6-dimethylpyrimidine 2,4-Dichloro-5,6-dimethylpyrimidine 1780-32-1 C6H6Cl2N2
5-BROMO-[1,2,4]TRIAZOLO[1,5-A]PYRIDINE 5-BROMO-[1,2,4]TRIAZOLO[1,5-A]PYRIDINE 143329-58-2 C6H4BrN3
2-Bromo-6-chloropyridin-3-amine 2-Bromo-6-chloropyridin-3-amine 1050501-88-6 C5H4BrClN2
4,5-Dichloro-7H-pyrrolo[2,3-d]pyrimidine 4,5-Dichloro-7H-pyrrolo[2,3-d]pyrimidine 115093-90-8 C6H3Cl2N3
5-BROMO-6-CHLOROPYRAZIN-2-AMINE 5-BROMO-6-CHLOROPYRAZIN-2-AMINE 173253-42-4 C4H3BrClN3
5-Trifluoromethyl-pyridin-3-ylamine 5-Trifluoromethyl-pyridin-3-ylamine 112110-07-3 C6H5F3N2
2-FLUORO-6-PYRIDINECARBOXAMIDE 2-FLUORO-6-PYRIDINECARBOXAMIDE 369-03-9 C6H5FN2O
ETHYL 4-CHLORO-2-PHENYL-5-PYRIMIDINECARBOXYLATE ETHYL 4-CHLORO-2-PHENYL-5-PYRIMIDINECARBOXYLATE 24755-82-6 C13H11ClN2O2
6-chloroquinoline-8-carboxylic acid 6-chloroquinoline-8-carboxylic acid 6456-78-6 C10H6ClNO2
2,5-Dichloronicotinamide 2,5-Dichloronicotinamide 75291-86-0 C6H4Cl2N2O
2-METHOXY-6-METHYL-3-NITROPYRIDINE-4-CARBOXALDEHYDE 2-METHOXY-6-METHYL-3-NITROPYRIDINE-4-CARBOXALDEHYDE 221349-79-7 C8H8N2O4
3,4-Pyridinediamine,  5-nitro- 3,4-Pyridinediamine, 5-nitro- 4318-68-7 C5H6N4O2
3-(CHLOROMETHYL)PYRIDINE 3-(CHLOROMETHYL)PYRIDINE 3099-31-8 C6H6ClN
4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID 4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID 13721-01-2 C10H7NO3
2-Methylthiopyridine 2-Methylthiopyridine 18438-38-5 C6H7NS
3,6-PYRIDAZINEDICARBOXYLIC ACID 3,6-PYRIDAZINEDICARBOXYLIC ACID 57266-70-3 C6H4N2O4
4-NITRO-2,3,5-TRIMETHYLPYRIDINE-N-OXIDE 4-NITRO-2,3,5-TRIMETHYLPYRIDINE-N-OXIDE 86604-79-7 C8H10N2O3
6-BROMO-3-FORMYLCHROMONE 6-BROMO-3-FORMYLCHROMONE 52817-12-6 C10H5BrO3
4-[4-CHLORO-3-(TRIFLUOROMETHYL)PHENYL]-3-THIOSEMICARBAZIDE 4-[4-CHLORO-3-(TRIFLUOROMETHYL)PHENYL]-3-THIOSEMICARBAZIDE 38901-30-3 C8H7ClF3N3S
4,4'-BIS(2-AMINO-6-METHYLPYRIMIDYL) DISULFIDE 4,4'-BIS(2-AMINO-6-METHYLPYRIMIDYL) DISULFIDE 69945-13-7 C10H12N6S2
1-(2-HYDROXYETHOXY)METHYL-5-METHYLURACIL 1-(2-HYDROXYETHOXY)METHYL-5-METHYLURACIL 68724-11-8 C8H12N2O4
5-IODO-3-(TRIFLUOROMETHYL)-2(1H)-PYRIDINONE 5-IODO-3-(TRIFLUOROMETHYL)-2(1H)-PYRIDINONE 887707-23-5 C6H3F3INO
2,3-DIHYDRO[1,4]DIOXINO[2,3-C]PYRIDINE-7-CARBALDEHYDE 2,3-DIHYDRO[1,4]DIOXINO[2,3-C]PYRIDINE-7-CARBALDEHYDE 443955-90-6 C8H7NO3
6-CHLORO-2-HYDROXYPYRAZINE 6-CHLORO-2-HYDROXYPYRAZINE 4925-61-5 C4H3ClN2O
4-BROMO-1-METHYLPYRIDIN-2(1H)-ONE 4-BROMO-1-METHYLPYRIDIN-2(1H)-ONE 214342-63-9 C6H6BrNO
2-Amino-5-chloropyridine-3-carboxylic acid 2-Amino-5-chloropyridine-3-carboxylic acid 52833-93-9 C6H5ClN2O2
2-Bromo-3,5-dimethylpyridine 2-Bromo-3,5-dimethylpyridine 92992-85-3 C7H8BrN
2,4,6-TRICHLORO-5-CYANOPYRIMIDINE 2,4,6-TRICHLORO-5-CYANOPYRIMIDINE 3029-64-9 C5Cl3N3
(5-BROMO-PYRIMIDIN-2-YL)-(2-METHOXY-ETHYL)-AMINE (5-BROMO-PYRIMIDIN-2-YL)-(2-METHOXY-ETHYL)-AMINE 886365-79-3 C7H10BrN3O
Piperazine citrate Piperazine citrate 144-29-6 C24H46N6O14
5-BROMO-2-(PYRROLIDIN-3-YLOXY)PYRIMIDINE 5-BROMO-2-(PYRROLIDIN-3-YLOXY)PYRIMIDINE 914347-82-3 C8H10BrN3O
6-(TRIFLUOROMETHYL)PYRIDINE-3-METHANOL 6-(TRIFLUOROMETHYL)PYRIDINE-3-METHANOL 386704-04-7 C7H6F3NO
Methyl 2-formyl-4-thiophenecarboxylate Methyl 2-formyl-4-thiophenecarboxylate 67808-66-6 C7H6O3S
3-NITRO-4-BROMOPYRIDINE 3-NITRO-4-BROMOPYRIDINE 23056-44-2 C5H3BrN2O2
4,5-DIAMINO-6-MERCAPTOPYRIMIDINE 4,5-DIAMINO-6-MERCAPTOPYRIMIDINE 2846-89-1 C4H6N4S
2-(4-CHLOROPHENOXY)-3-NITROPYRIDINE 2-(4-CHLOROPHENOXY)-3-NITROPYRIDINE 76893-45-3 C11H7ClN2O3
2-ETHOXY-3-IODO-PYRIDINE 2-ETHOXY-3-IODO-PYRIDINE 766557-60-2 C7H8INO
4-CHLORO3-PYRIDYLBORONIC ACID 4-CHLORO3-PYRIDYLBORONIC ACID 452972-10-0 C5H5BClNO2
5-METHYLPICOLINIC ACID 5-METHYLPICOLINIC ACID 4434-13-3 C7H7NO2
2,6-DIMETHYL-PYRIDINE-3-CARBALDEHYDE 2,6-DIMETHYL-PYRIDINE-3-CARBALDEHYDE 650141-20-1 C8H9NO
3,5-DIMETHYLTHIANAPHTHENE 3,5-DIMETHYLTHIANAPHTHENE 1964-45-0 C10H10S
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