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
3-Hydroxythiophene-2-carboxylic acid 3-Hydroxythiophene-2-carboxylic acid 5118-07-0 C5H4O3S
6-Bromo-7-methylimidazo[1,2-a]pyridine 6-Bromo-7-methylimidazo[1,2-a]pyridine 116355-18-1 C8H7BrN2
Imidazo[1,2-b]pyridazine, 6-chloro-2-(chloromethyl)- Imidazo[1,2-b]pyridazine, 6-chloro-2-(chloromethyl)- 154578-23-1 C7H5Cl2N3
4-NITROISOQUINOLINE 4-NITROISOQUINOLINE 36073-93-5 C9H6N2O2
PYRIDINIUM M-NITROBENZENESULFONATE PYRIDINIUM M-NITROBENZENESULFONATE 84752-61-4 C11H10N2O5S
4-PYRIDINAMINE, 5-ETHYL-2-METHYL- 4-PYRIDINAMINE, 5-ETHYL-2-METHYL- 5350-64-1 C8H12N2
4-Methyl-2-thiophenecarboxylic acid 4-Methyl-2-thiophenecarboxylic acid 14282-78-1 C6H6O2S
7-TRIFLUOROMETHYL-4-QUINOLINETHIOL 7-TRIFLUOROMETHYL-4-QUINOLINETHIOL 64415-07-2 C10H6F3NS
trans-1-Cinnamylpiperazine trans-1-Cinnamylpiperazine 87179-40-6 C13H18N2
2,6-DIMETHYLISONICOTINIC ACID 2,6-DIMETHYLISONICOTINIC ACID 54221-93-1 C8H9NO2
3-AMINO-6-PHENYLTHIOPYRIDAZINE 3-AMINO-6-PHENYLTHIOPYRIDAZINE 90844-35-2 C10H9N3S
TETRACHLOROTHIOPHENE TETRACHLOROTHIOPHENE 6012-97-1 C4Cl4S
2-(TETRAHYDROFURFURYLOXY)TETRAHYDROPYRAN 2-(TETRAHYDROFURFURYLOXY)TETRAHYDROPYRAN 710-14-5 C10H18O3
3,5-DIBROMO-1-METHYL-1H-PYRIDIN-2-ONE 3,5-DIBROMO-1-METHYL-1H-PYRIDIN-2-ONE 14529-54-5 C6H5Br2NO
3-AMINO-4-PYRIDINECARBOXAMIDE 3-AMINO-4-PYRIDINECARBOXAMIDE 64188-97-2 C6H7N3O
5-BROMO-2-HYDROXY-3-NITRO-4-PICOLINE 5-BROMO-2-HYDROXY-3-NITRO-4-PICOLINE 228410-90-0 C6H5BrN2O3
5-TRIFLUOROMETHYLTHIOPHENE-3-ONE 5-TRIFLUOROMETHYLTHIOPHENE-3-ONE 217959-45-0 C5H3F3OS
2-MERCAPTO-6-METHYLPYRIMIDIN-4-OL 2-MERCAPTO-6-METHYLPYRIMIDIN-4-OL C5H6N2OS
2,3-Dimethylthiophene 2,3-Dimethylthiophene 632-16-6 C6H8S
Dropropizine Dropropizine 17692-31-8 C13H20N2O2
THIOPHENE-2-ACETAMIDE THIOPHENE-2-ACETAMIDE 4461-29-4 C6H7NOS
1-[4-(TRIFLUOROMETHYL)PYRIMIDIN-2-YL]PIPERIDINE-4-CARBONYL CHLORIDE 1-[4-(TRIFLUOROMETHYL)PYRIMIDIN-2-YL]PIPERIDINE-4-CARBONYL CHLORIDE 306934-79-2 C11H11ClF3N3O
4-BENZYLOXY-2-CHLORO-PYRIMIDIN-5-OL 4-BENZYLOXY-2-CHLORO-PYRIMIDIN-5-OL 885952-28-3 C11H9ClN2O2
2-AMINO-3,5-DIIODOPYRIDINE 2-AMINO-3,5-DIIODOPYRIDINE 23597-15-1 C5H4I2N2
2-METHOXY-3-NITROPYRIDINE-4-CARBOXALDEHYDE 2-METHOXY-3-NITROPYRIDINE-4-CARBOXALDEHYDE 221349-76-4 C7H6N2O4
2-METHYL-4-HYDROXYMETHYLPYRIDINE 2-METHYL-4-HYDROXYMETHYLPYRIDINE 105250-16-6 C7H9NO
2-(METHYLTHIO)-5-(TRIBUTYLSTANNYL)PYRIMIDINE 2-(METHYLTHIO)-5-(TRIBUTYLSTANNYL)PYRIMIDINE 120717-37-5 C17H32N2SSn
METHYL 4-METHOXYTHIOPHENE-3-CARBOXYLATE METHYL 4-METHOXYTHIOPHENE-3-CARBOXYLATE 65369-22-4 C7H8O3S
5-CHLORO-1,2-DIHYDRO-4-METHOXY-2-OXO-3-PYRIDINECARBONITRILE 5-CHLORO-1,2-DIHYDRO-4-METHOXY-2-OXO-3-PYRIDINECARBONITRILE 147619-40-7 C7H5ClN2O2
4-CHLORO-6-METHYLTHIENO[2,3-D]PYRIMIDINE 4-CHLORO-6-METHYLTHIENO[2,3-D]PYRIMIDINE 106691-21-8 C7H5ClN2S
3-FLUORO-4-NITRO-5-PICOLINE 1-OXIDE 3-FLUORO-4-NITRO-5-PICOLINE 1-OXIDE 13958-88-8 C6H5FN2O3
5-PHENYL-PYRIMIDINE 5-PHENYL-PYRIMIDINE 34771-45-4 C10H8N2
2-ACETAMIDO-5-AMINO-4-PICOLINE 2-ACETAMIDO-5-AMINO-4-PICOLINE 475060-18-5 C8H11N3O
OXINE-COPPER OXINE-COPPER 13014-03-4 C18H12CuN2O2
2-AMINO-4-HYDROXY-6-HYDRAZINOPYRIMIDINE 2-AMINO-4-HYDROXY-6-HYDRAZINOPYRIMIDINE 6298-85-7 C4H7N5O
2-(METHYLTHIO)-4-THIEN-2-YLPYRIMIDINE 2-(METHYLTHIO)-4-THIEN-2-YLPYRIMIDINE 683274-58-0 C9H8N2S2
N-Phenyldiethanolamine 2-pyridylboronate N-Phenyldiethanolamine 2-pyridylboronate 662138-96-7 C15H17BN2O2
2-(METHYLTHIO)[1,2,4]TRIAZOLO[1,5-A]PYRIMIDIN-7-AMINE 2-(METHYLTHIO)[1,2,4]TRIAZOLO[1,5-A]PYRIMIDIN-7-AMINE 113967-74-1 C6H7N5S
HEXAHYDROPYRIDAZINE-3-CARBOXYLIC ACID HEXAHYDROPYRIDAZINE-3-CARBOXYLIC ACID 32750-52-0 C5H10N2O2
1,3-DIBROMOISOQUINOLINE 1,3-DIBROMOISOQUINOLINE 53987-60-3 C9H5Br2N
3-PYRIDINEALDOXIME 3-PYRIDINEALDOXIME 1193-92-6 C6H6N2O
2,6-DIFLUOROPYRIDINE-3-BORONIC ACID HYDRATE 2,6-DIFLUOROPYRIDINE-3-BORONIC ACID HYDRATE 1072952-27-2 C5H6BF2NO3
5-NITRONICOTINIC ACID 5-NITRONICOTINIC ACID 2047-49-6 C6H4N2O4
1-(6-Chloro-pyridazino-3-yl)piperidine 1-(6-Chloro-pyridazino-3-yl)piperidine 1722-11-8 C9H12ClN3
BENZO[B]THIOPHENE-2-CARBONYL CHLORIDE BENZO[B]THIOPHENE-2-CARBONYL CHLORIDE 39827-11-7 C9H5ClOS
COUMARIN 152 COUMARIN 152 53518-14-2 C12H10F3NO2
2-CHLOROPYRIDINE-3-SULFONIC ACID 2-CHLOROPYRIDINE-3-SULFONIC ACID 6602-56-8 C5H4ClNO3S
2 3 5 6-TETRAFLUORO-4-METHYLPYRIDINE  9& 2 3 5 6-TETRAFLUORO-4-METHYLPYRIDINE 9& 16297-14-6 C6H3F4N
5-BROMOPYRIDINE-3-SULPHONIC ACID 96 5-BROMOPYRIDINE-3-SULPHONIC ACID 96 62009-34-1 C5H4BrNO3S
2-AMINO-6-CHLORO-4-PYRIMIDINOL HYDRATE, 95 2-AMINO-6-CHLORO-4-PYRIMIDINOL HYDRATE, 95 206658-81-3 C4H6ClN3O2
2,6-DIMETHOXYPYRIDIN-3-AMINE 2,6-DIMETHOXYPYRIDIN-3-AMINE 28020-37-3 C7H10N2O2
2-CHLORO-3-BROMO-5- FLUOROYPYRIDINE 2-CHLORO-3-BROMO-5- FLUOROYPYRIDINE C5H2BrClFN
4-METHYL-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLIC ACID 4-METHYL-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLIC ACID 98276-75-6 C7H8N2O2S
5-BROMO-2-METHANESULFONYL-PYRIMIDINE 5-BROMO-2-METHANESULFONYL-PYRIMIDINE 38275-48-8 C5H5BrN2O2S
3-OXO-3-PYRIDIN-4-YL-PROPIONITRILE 3-OXO-3-PYRIDIN-4-YL-PROPIONITRILE 23821-37-6 C8H6N2O
5-(AMINOMETHYL)-N,N-DIMETHYLPYRIDIN-2-AMINE 5-(AMINOMETHYL)-N,N-DIMETHYLPYRIDIN-2-AMINE 354824-17-2 C8H13N3
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
4-AMINO-2-METHOXY-3-NITROPYRIDINE 4-AMINO-2-METHOXY-3-NITROPYRIDINE 33623-16-4 C6H7N3O3
6-BROMOCHROMONE 6-BROMOCHROMONE 51483-92-2 C9H5BrO2
S-(Trifluoromethyl)dibenzothiophenium tetrafluoroborate S-(Trifluoromethyl)dibenzothiophenium tetrafluoroborate 131880-16-5 C13H8BF7S
2,6-BIS[1-(2-METHYLPHENYLIMINO)ETHYL]PYRIDINE 2,6-BIS[1-(2-METHYLPHENYLIMINO)ETHYL]PYRIDINE 210537-32-9 C23H23N3
3,4-Pyridinediamine,N3-(phenylmethyl)- 3,4-Pyridinediamine,N3-(phenylmethyl)- 75115-28-5 C12H13N3
3-Bromo-2,6-diaminopyridine ,95% 3-Bromo-2,6-diaminopyridine ,95% 54903-86-5 C5H6BrN3
1-(Phenylmethyl)piperazine 1-(Phenylmethyl)piperazine 860027-50-5 C11H16N2
2,6-Dibromo-4-nitropyridine N-oxide 2,6-Dibromo-4-nitropyridine N-oxide 98027-81-7 C5H2Br2N2O3
2-Hydroxynicotinonitrile 2-Hydroxynicotinonitrile 95907-03-2 C6H4N2O
3-Methoxyquinoline 3-Methoxyquinoline 6931-17-5 C10H9NO
3-IODO-2-(TRIFLUOROMETHYL)PYRIDINE 3-IODO-2-(TRIFLUOROMETHYL)PYRIDINE 590371-71-4 C6H3F3IN
2-AMINO-4-BROMO-6-METHYLPYRIMIDINE 2-AMINO-4-BROMO-6-METHYLPYRIMIDINE 5734-71-4 C5H6BrN3
Pyridine, 2-iodo-4-methyl- Pyridine, 2-iodo-4-methyl- 22282-60-6 C6H6IN
IMIDAZO[1,2-A]PYRIMIDINE-3-CARBOXYLIC ACID IMIDAZO[1,2-A]PYRIMIDINE-3-CARBOXYLIC ACID 64951-11-7 C7H5N3O2
2-Bromo-3-[4-(2-(5-ethyl-2-pyridyl)ethoxy)phenyl]propionic acid methyl ester 2-Bromo-3-[4-(2-(5-ethyl-2-pyridyl)ethoxy)phenyl]propionic acid methyl ester 105355-25-7 C19H22BrNO3
2-BOC-AMINO PYRIDINE-5-BORONIC ACID 2-BOC-AMINO PYRIDINE-5-BORONIC ACID 883231-20-7 C10H15BN2O4
2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine 2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine 49669-14-9 C9H10BrNO2
2-Chloro-7-iodothieno[3,2-d]pyrimidine 2-Chloro-7-iodothieno[3,2-d]pyrimidine 1152475-40-5 C6H2ClIN2S
2-Chlorothieno[2,3-d]pyrimidine 2-Chlorothieno[2,3-d]pyrimidine 83259-30-7 C6H3ClN2S
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
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
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
AS703026 AS703026 1236699-92-5 C15H15FIN3O3
4,6-dichloronicotinaldehyde 4,6-dichloronicotinaldehyde 1060811-62-2 C6H3Cl2NO
5-FORMYLPYRIDINE-3-BORONIC ACID PINACOL ESTER 5-FORMYLPYRIDINE-3-BORONIC ACID PINACOL ESTER 848093-29-8 C12H16BNO3
8-CHLORO-2-HYDROXYQUINOLINE 8-CHLORO-2-HYDROXYQUINOLINE 23981-25-1 C9H6ClNO
Ethyl 6-chloroimidazo[1,2-a]pyridine-2-carboxylate Ethyl 6-chloroimidazo[1,2-a]pyridine-2-carboxylate 67625-38-1 C10H9ClN2O2
2,4-DIMETHYLTHIOPHENE 2,4-DIMETHYLTHIOPHENE 638-00-6 C6H8S
5-BROMO-2-CHLORO-4-PYRIDINEBORONIC ACID 5-BROMO-2-CHLORO-4-PYRIDINEBORONIC ACID 871329-63-4 C5H4BBrClNO2
4-CHLORO-6-ETHYL-2-METHYLPYRIMIDINE 4-CHLORO-6-ETHYL-2-METHYLPYRIMIDINE 89966-72-3 C7H9ClN2
6-BROMO-5-METHOXY-2-PYRIDINECARBOXYLIC ACID 6-BROMO-5-METHOXY-2-PYRIDINECARBOXYLIC ACID 54232-43-8 C7H6BrNO3
5-CHLORO-2-FLUOROPYRIDINE-3-BORONIC ACID 5-CHLORO-2-FLUOROPYRIDINE-3-BORONIC ACID C5H4BClFNO2
2,4-DIAMINO PYRIMIDINE-3-OXIDE 2,4-DIAMINO PYRIMIDINE-3-OXIDE 74638-76-9 C4H6N4O
2-AMINO-4,6-DIMETHYL-5-IODOPYRIMIDINE 2-AMINO-4,6-DIMETHYL-5-IODOPYRIMIDINE 2033-47-8 C6H8IN3
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