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
7,8-Dichloroisoquinoline 7,8-Dichloroisoquinoline 61563-36-8 C9H5Cl2N
3-Chloro-6-(1H-pyrazol-1-yl)pyridazine 3-Chloro-6-(1H-pyrazol-1-yl)pyridazine 29334-66-5 C7H5ClN4
(R)-1-Benzyl-3-Hydroxy Pyridine (R)-1-Benzyl-3-Hydroxy Pyridine 94923-25-8 C12H13NO
4-Chloro-3-Pyridine-sulfonyl-chloride 4-Chloro-3-Pyridine-sulfonyl-chloride 33263-44-4 C5H3Cl2NO2S
Methyl 3-chloropicolinate Methyl 3-chloropicolinate 116383-98-3 C7H6ClNO2
3-(2-Phenylethyl)pyridine 3-(2-Phenylethyl)pyridine 6312-09-0 C13H13N
(6-BROMO-PYRIDIN-2-YL)-ACETONITRILE (6-BROMO-PYRIDIN-2-YL)-ACETONITRILE 112575-11-8 C7H5BrN2
3-methoxy-2-methylpyridine 3-methoxy-2-methylpyridine 26395-26-6 C7H9NO
ETHYL 5-CHLOROPYRIDINE-2-CARBOXYLATE ETHYL 5-CHLOROPYRIDINE-2-CARBOXYLATE 128072-93-5 C8H8ClNO2
4-CHLORO-5-METHOXYPYRIMIDIN-2-AMINE 4-CHLORO-5-METHOXYPYRIMIDIN-2-AMINE 4763-36-4 C5H6ClN3O
METHYL TETRAHYDRO-4-OXO-2H-THIOPYRAN-3-CARBOXYLATE METHYL TETRAHYDRO-4-OXO-2H-THIOPYRAN-3-CARBOXYLATE 4160-61-6 C7H10O3S
3-Amino-2,6-dichloro-isonicotinic acid ethyl ester 3-Amino-2,6-dichloro-isonicotinic acid ethyl ester 458543-81-2 C8H8Cl2N2O2
2-BROMO-5-FLUORO-4-PICOLINE 2-BROMO-5-FLUORO-4-PICOLINE 885168-20-7 C6H5BrFN
4-CHLORO-1-ETHYL-1H-PYRAZOLO[3,4-B]PYRIDINE-5-CARBOXYLIC ACID 4-CHLORO-1-ETHYL-1H-PYRAZOLO[3,4-B]PYRIDINE-5-CARBOXYLIC ACID 59060-16-1 C9H8ClN3O2
4-METHYLNICOTINIC ACID HYDROCHLORIDE 4-METHYLNICOTINIC ACID HYDROCHLORIDE 94015-05-1 C7H8ClNO2
3-CHLORO-2-METHOXYPYRIDINE-5-BORONIC ACID 3-CHLORO-2-METHOXYPYRIDINE-5-BORONIC ACID 942438-89-3 C6H7BClNO3
4-CHLORO-2-PICOLINE HCL 4-CHLORO-2-PICOLINE HCL 41753-34-8 C6H7Cl2N
3-(5-NITROPYRIDIN-2-YL)BENZOIC ACID 3-(5-NITROPYRIDIN-2-YL)BENZOIC ACID 864075-95-6 C12H8N2O4
6-METHYL-PYRAZOLO[1,5-A]PYRIMIDINE-3-CARBOXYLIC ACID 6-METHYL-PYRAZOLO[1,5-A]PYRIMIDINE-3-CARBOXYLIC ACID 869941-96-8 C8H7N3O2
2,6-DIACETYLAMINOPYRIDINE 2,6-DIACETYLAMINOPYRIDINE C9H11N3O2
2-AMIDINOTHIOPHENE HYDROCHLORIDE 2-AMIDINOTHIOPHENE HYDROCHLORIDE 54610-70-7 C5H7ClN2S
2-THIOURACIL-5-CARBOXYLIC ACID 2-THIOURACIL-5-CARBOXYLIC ACID 23945-50-8 C5H4N2O3S
4-AMINO-3-(TRIFLUOROMETHYL)PYRIDINE 4-AMINO-3-(TRIFLUOROMETHYL)PYRIDINE 387824-61-5 C6H5F3N2
7-Ethoxycoumarin 7-Ethoxycoumarin 31005-02-4 C11H10O3
2-(2-BROMO-ETHYL)-PYRIDINE HYDROBROMIDE 2-(2-BROMO-ETHYL)-PYRIDINE HYDROBROMIDE 72996-65-7 C7H9Br2N
4-(TRIFLUOROMETHYL)PYRIDINE-3-BORONIC ACID HYDRATE 4-(TRIFLUOROMETHYL)PYRIDINE-3-BORONIC ACID HYDRATE 1072952-32-9 C6H7BF3NO3
2-PYRROLIDIN-3-YLPYRIDINE 2-PYRROLIDIN-3-YLPYRIDINE 150281-45-1 C9H12N2
5-AMINO-6-CHLORO-2,3-DICYANOPYRAZINE 5-AMINO-6-CHLORO-2,3-DICYANOPYRAZINE 56413-96-8 C6H2ClN5
3-BENZOYLAMINO-BENZOIC ACID 3-BENZOYLAMINO-BENZOIC ACID 587-54-2 C14H11NO3
3-N-PENTYLTHIOPHENE 3-N-PENTYLTHIOPHENE 102871-31-8 C9H14S
(6-CHLORO-PYRIDAZIN-3-YL)-METHYL-AMINE (6-CHLORO-PYRIDAZIN-3-YL)-METHYL-AMINE 871826-15-2 C5H6ClN3
6-HYDRAZINOURACIL 6-HYDRAZINOURACIL 893631-08-8 C4H6N4O2
2-BENZYLOXYTETRAHYDROPYRAN 2-BENZYLOXYTETRAHYDROPYRAN 1927-62-4 C12H16O2
2,6-DIAMINO-3-BROMOPYRIDINE 2,6-DIAMINO-3-BROMOPYRIDINE C5H6BrN3
ETHYL 5-FLUORONICOTINATE ETHYL 5-FLUORONICOTINATE 22620-29-7 C8H8FNO2
2-(2-ETHOXYETHYL)PYRIDINE 2-(2-ETHOXYETHYL)PYRIDINE 28672-54-0 C9H13NO
2-(4,6-DIAMINO-PYRIMIDIN-2-YLSULFANYL)-BUTYRIC ACID 2-(4,6-DIAMINO-PYRIMIDIN-2-YLSULFANYL)-BUTYRIC ACID 436088-61-8 C8H12N4O2S
1,2-BIS(2-PYRIDYL)ETHYLENE 1,2-BIS(2-PYRIDYL)ETHYLENE 1437-15-6 C12H10N2
2,3,5,6-TETRACHLOROPYRIDIN-4-AMINE 2,3,5,6-TETRACHLOROPYRIDIN-4-AMINE 2176-63-8 C5H2Cl4N2
2,4-DIAMINO-5-AMINOMETHYL-PYRIMIDINE 2,4-DIAMINO-5-AMINOMETHYL-PYRIMIDINE 4458-18-8 C5H9N5
IMIDAZO[1,2-A]PYRIDIN-3-CARBOXALDEHYDE IMIDAZO[1,2-A]PYRIDIN-3-CARBOXALDEHYDE 6188-43-8 C8H6N2O
2-PIPERIDIN-1-YL-PYRIMIDINE-5-CARBALDEHYDE 2-PIPERIDIN-1-YL-PYRIMIDINE-5-CARBALDEHYDE 149806-11-1 C10H13N3O
2-ACETYLAMINO-5-BROMO-6-METHYLPYRIDINE 2-ACETYLAMINO-5-BROMO-6-METHYLPYRIDINE 142404-84-0 C8H9BrN2O
4-(5-BROMOPYRIDIN-3-YLSULPHONYL)MORPHOLINE 95 4-(5-BROMOPYRIDIN-3-YLSULPHONYL)MORPHOLINE 95 889676-35-1 C9H11BrN2O3S
5-AZACYTOSINE 5-AZACYTOSINE 4040-10-2 C3H4N4O
SULPHADIMIDINE SODIUM SULPHADIMIDINE SODIUM
4,5-Dimethyl-2-pyrimidinethiol 4,5-Dimethyl-2-pyrimidinethiol 64942-98-9 C6H8N2S
4-CHLORO-5-METHYL-2-METHYLSULFANYL-PYRIMIDINE 4-CHLORO-5-METHYL-2-METHYLSULFANYL-PYRIMIDINE 61044-96-0 C6H7ClN2S
2,3,5-TRIFLUOROPYRIDINE-4-CARBOXALDEHYDE 2,3,5-TRIFLUOROPYRIDINE-4-CARBOXALDEHYDE 266312-20-3 C6H2F3NO
2-AMINO-3,4-DICHLOROPYRIDINE 2-AMINO-3,4-DICHLOROPYRIDINE 188577-69-7 C5H4Cl2N2
PYRIDINIUM TRIFLUOROMETHANESULFONATE PYRIDINIUM TRIFLUOROMETHANESULFONATE 52193-54-1 C6H6F3NO3S
2-(2,3-DIMETHYLPHENOXY)-3-NITROPYRIDINE 2-(2,3-DIMETHYLPHENOXY)-3-NITROPYRIDINE 76893-55-5 C13H12N2O3
3-AMINO-2,6-DIMETHOXYPYRIDINE MONOHYDROCHLORIDE 3-AMINO-2,6-DIMETHOXYPYRIDINE MONOHYDROCHLORIDE 80789-72-6 C7H11ClN2O2
2-CYANO-3-METHOXYPYRIDINE 2-CYANO-3-METHOXYPYRIDINE 24059-89-0 C7H6N2O
2-chloro-5-methylthieno[2,3-d]pyrimidine 2-chloro-5-methylthieno[2,3-d]pyrimidine 83259-31-8 C7H5ClN2S
6-bromoisoquinolin-3-amine 6-bromoisoquinolin-3-amine 891785-28-7 C9H7BrN2
7-benzyl-4-chloro-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-amine 7-benzyl-4-chloro-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-amine 859825-79-9 C14H15ClN4
7-bromothieno[3,2-d]pyrimidine 7-bromothieno[3,2-d]pyrimidine 21586-25-4 C6H3BrN2S
2,6-DIMETHYLPYRIDINE-4-CARBOXALDEHYDE 2,6-DIMETHYLPYRIDINE-4-CARBOXALDEHYDE 18206-06-9 C8H9NO
TRANS-1-METHYL-4-CARBOXY-5-(3-PYRIDYL)-2-PYRROLIDINONE TRANS-1-METHYL-4-CARBOXY-5-(3-PYRIDYL)-2-PYRROLIDINONE 33224-01-0 C11H12N2O3
7-chlorothiazolo[5,4-d]pyrimidine 7-chlorothiazolo[5,4-d]pyrimidine 13316-12-6 C5H2ClN3S
2-(4-METHOXYPHENOXY)-3-NITROPYRIDINE 2-(4-METHOXYPHENOXY)-3-NITROPYRIDINE 76893-48-6 C12H10N2O4
2-CHLORO-5-ISOCYANATOPYRIDINE 2-CHLORO-5-ISOCYANATOPYRIDINE 125117-96-6 C6H3ClN2O
METHYL 2,4-DIMETHOXYPYRIMIDINE-5-CARBOXYLATE METHYL 2,4-DIMETHOXYPYRIMIDINE-5-CARBOXYLATE 15400-58-5 C8H10N2O4
1-(2-Methylpyridin-3-yl)ethanone 1-(2-Methylpyridin-3-yl)ethanone 1721-12-6 C8H9NO
2-PYRIMIDINAMINE, 5-BROMO-4-CHLORO-6-METHYL- 2-PYRIMIDINAMINE, 5-BROMO-4-CHLORO-6-METHYL- 6314-12-1 C5H5BrClN3
Tetrahydro-1,3(2H)-pyridazinedicarboxylic acid 1-(phenylmethyl) ester Tetrahydro-1,3(2H)-pyridazinedicarboxylic acid 1-(phenylmethyl) ester 72120-54-8 C13H16N2O4
6-cyclopropylpyridazin-3-amine 6-cyclopropylpyridazin-3-amine 1159814-07-9 C7H9N3
5-Iodo-7H-pyrrolo[2,3-d]pyrimidine 5-Iodo-7H-pyrrolo[2,3-d]pyrimidine 175791-53-4 C6H4IN3
3-Chloropyridazine-4-carboxylicacid 3-Chloropyridazine-4-carboxylicacid 1023307-42-7 C5H3ClN2O2
tert-Butyl (5-bromopyrimidin-2-yl)carbamate tert-Butyl (5-bromopyrimidin-2-yl)carbamate 883231-23-0 C9H12BrN3O2
6-Bromo-2-isopropylaminopyridine 6-Bromo-2-isopropylaminopyridine 89026-81-3 C8H11BrN2
3,5,6-Trichloropicolinic acid 3,5,6-Trichloropicolinic acid 40360-44-9 C6H2Cl3NO2
N-(3-FORMYL-2-PYRIDINYL)-2,2-DIMETHYLPROPANAMIDE N-(3-FORMYL-2-PYRIDINYL)-2,2-DIMETHYLPROPANAMIDE 86847-64-5 C11H14N2O2
Diphenyl(4-pyridyl)methanol Diphenyl(4-pyridyl)methanol 1620-30-0 C18H15NO
2-Chloro-4-ethoxypyrimidine 2-Chloro-4-ethoxypyrimidine 83774-09-8 C6H7ClN2O
5-Bromo-6-methyl-2-pyridinecarbonitrile 5-Bromo-6-methyl-2-pyridinecarbonitrile 1173897-86-3 C7H5BrN2
2,3,5-TRICHLORO-4-PYRIDINOL 2,3,5-TRICHLORO-4-PYRIDINOL 1970-40-7 C5H2Cl3NO
Methyl 2-thienylacetate Methyl 2-thienylacetate 19432-68-9 C7H8O2S
2-ETHOXY-5-FLUOROPYRIMIDINE 2-ETHOXY-5-FLUOROPYRIMIDINE 17148-48-0 C6H7FN2O
(2R)-2-[(4-Ethyl-2,3-dioxopiperazinyl)carbonylamino]-2-(4-hydroxyphenyl)acetic acid (2R)-2-[(4-Ethyl-2,3-dioxopiperazinyl)carbonylamino]-2-(4-hydroxyphenyl)acetic acid 62893-24-7 C15H17N3O6
2-DIMETHYLAMINO-PYRIMIDINE-5-CARBOXYLIC ACID 2-DIMETHYLAMINO-PYRIMIDINE-5-CARBOXYLIC ACID 180283-66-3 C7H9N3O2
2-(METHYLTHIO)PYRIMIDINE-5-BORONIC ACID PINACOL ESTER 2-(METHYLTHIO)PYRIMIDINE-5-BORONIC ACID PINACOL ESTER 940284-18-4 C11H17BN2O2S
DIMETHYL PYRIMIDINE-4,6-DICARBOXYLATE DIMETHYL PYRIMIDINE-4,6-DICARBOXYLATE 6345-43-3 C8H8N2O4
3-BROMO-5-IODOPYRIDIN-2-AMINE 3-BROMO-5-IODOPYRIDIN-2-AMINE 697300-73-5 C5H4BrIN2
5-ACETYLAMINO-6-FORMYLAMINO-3-METHYLURACIL 5-ACETYLAMINO-6-FORMYLAMINO-3-METHYLURACIL 85438-96-6 C8H10N4O4
2-CHLORO-5-METHYLPYRIDINE-3-BORONIC ACID 2-CHLORO-5-METHYLPYRIDINE-3-BORONIC ACID C6H7BClNO2
6-BROMO-PYRAZOLO[1,5-A]PYRIMIDINE-3-CARBONITRILE 6-BROMO-PYRAZOLO[1,5-A]PYRIMIDINE-3-CARBONITRILE 352637-44-6 C7H3BrN4
3-AMINO-2,6-DIBROMO-5-FLUOROPYRIDINE 3-AMINO-2,6-DIBROMO-5-FLUOROPYRIDINE 884494-99-9 C5H3Br2FN2
LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER 14565-47-0 C16H27NO4
1-(3-HYDROXYPHENYL)PIPERAZINE 1-(3-HYDROXYPHENYL)PIPERAZINE 59817-32-2 C10H14N2O
5-IODONICOTINIC ACID 5-IODONICOTINIC ACID 15366-65-1 C6H4INO2
2-CYANOPYRIDIN-3-YLBORONIC ACID 2-CYANOPYRIDIN-3-YLBORONIC ACID 874290-88-7 C6H5BN2O2
Ectoine Ectoine 96702-03-3 C6H10N2O2
(TETRAHYDRO-PYRAN-4-YL)-ACETONITRILE (TETRAHYDRO-PYRAN-4-YL)-ACETONITRILE 850429-50-4 C7H11NO
2-(4-BROMO-PHENYL)-IMIDAZO[1,2-A]PYRIMIDINE 2-(4-BROMO-PHENYL)-IMIDAZO[1,2-A]PYRIMIDINE 56921-85-8 C12H8BrN3
4-ACETAMIDO-3-AMINOPYRIDINE 4-ACETAMIDO-3-AMINOPYRIDINE 145255-15-8 C7H9N3O
3-PYRIDYL ISOTHIOCYANATE 3-PYRIDYL ISOTHIOCYANATE 17452-27-6 C6H4N2S
3-CHLORO-7-HYDROXY-4-METHYLCOUMARIN 3-CHLORO-7-HYDROXY-4-METHYLCOUMARIN 6174-86-3 C10H7ClO3
3-CHLORO-2-(4-MORPHOLINO)PYRIDINE-4-BORONIC ACID PINACOL ESTER 3-CHLORO-2-(4-MORPHOLINO)PYRIDINE-4-BORONIC ACID PINACOL ESTER 957198-28-6 C15H22BClN2O3
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