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
2-(2-chloro-6-morpholino-9H-purin-8-yl)propan-2-ol 2-(2-chloro-6-morpholino-9H-purin-8-yl)propan-2-ol 1198171-62-8 C12H16ClN5O2
4-(benzyloxy)-2-chloroquinazoline 4-(benzyloxy)-2-chloroquinazoline 100954-66-3 C15H11ClN2O
5-Pyrimidinamine, 2-[3-(trifluoromethyl)phenyl]- 5-Pyrimidinamine, 2-[3-(trifluoromethyl)phenyl]- 827322-74-7 C11H8F3N3
6-(4-Methylpiperidin-1-yl)pyrimidin-4-amine 6-(4-Methylpiperidin-1-yl)pyrimidin-4-amine 1314355-53-7 C10H16N4
2-AMINO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBOXAMIDE 2-AMINO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBOXAMIDE 4815-28-5 C9H12N2OS
4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2'-bipyridine 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2'-bipyridine 1622216-92-5 C16H19BN2O2
4-Bromo-5-chloro-2-fluoro-pyridine 4-Bromo-5-chloro-2-fluoro-pyridine 1211580-71-0 C5H2BrClFN
3-bromo-5-isobutylpyridin-2-amine 3-bromo-5-isobutylpyridin-2-amine 1381936-92-0 C9H13BrN2
1-Bromodibenzothiophene 1-Bromodibenzothiophene 65642-94-6 C12H7BrS
3-Bromo-6-cyclopropyl-pyridazine 3-Bromo-6-cyclopropyl-pyridazine 1046816-40-3 C7H7BrN2
1-methyl-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-c]pyridine 1-methyl-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-c]pyridine 1501153-45-2 C14H19BN2O2
1,4-Diazabicyclo[3.2.1]octane 1,4-Diazabicyclo[3.2.1]octane 5167-08-8 C6H12N2
1-(2-Bromothiazol-5-yl)ethanone 1-(2-Bromothiazol-5-yl)ethanone 1161776-13-1 C5H4BrNOS
2,5-dibromo-3,6-dioctyl-Thieno[3,2-b]thiophene 2,5-dibromo-3,6-dioctyl-Thieno[3,2-b]thiophene 845778-72-5 C22H34Br2S2
1-sec-butyl-5-bromo-1H-imidazole 1-sec-butyl-5-bromo-1H-imidazole 1450739-57-7 C7H11BrN2
5-bromo-2-[(tetrahydro-3-furanyl)oxy]Pyridine 5-bromo-2-[(tetrahydro-3-furanyl)oxy]Pyridine 494771-98-1 C9H10BrNO2
2-bromo-5-cyclobutylPyrazine 2-bromo-5-cyclobutylPyrazine 1086382-80-0 C8H9BrN2
2-(4-(trifluoromethyl)phenyl)pyrimidin-5-amine 2-(4-(trifluoromethyl)phenyl)pyrimidin-5-amine 1094311-67-7 C11H8F3N3
3-Bromo-4-fluoropyridin-2-amine 3-Bromo-4-fluoropyridin-2-amine 1417407-29-4 C5H4BrFN2
6-bromo-2-(difluoromethyl)pyridine-3-carboxylic acid 6-bromo-2-(difluoromethyl)pyridine-3-carboxylic acid 1211536-36-5 C7H4BrF2NO2
6-tert-Butyl-2-methyl-pyrimidin-4-ylamine 6-tert-Butyl-2-methyl-pyrimidin-4-ylamine 1250038-86-8 C9H15N3
5-BROMO-2-CHLOROQUINOLINE 5-BROMO-2-CHLOROQUINOLINE 99455-13-7 C9H5BrClN
2-Chloro-5-methyl-1,4-phenylenediamine 2-Chloro-5-methyl-1,4-phenylenediamine 5307-03-9 C7H9ClN2
6-(piperidin-3-ol)-2-bromopyridine 6-(piperidin-3-ol)-2-bromopyridine 959239-10-2 C10H13BrN2O
4-(1H-IMIDAZOL-1-YL)BENZOIC ACID 4-(1H-IMIDAZOL-1-YL)BENZOIC ACID 17616-04-5 C10H8N2O2
5-CHLORO-3-METHYL-1-PHENYLPYRAZOLE 5-CHLORO-3-METHYL-1-PHENYLPYRAZOLE 1131-17-5 C10H9ClN2
Indole-3-carbinol Indole-3-carbinol 700-06-1 C9H9NO
5-isothiocyanato-3-(trifluoromethyl)picolinonitrile 5-isothiocyanato-3-(trifluoromethyl)picolinonitrile 951753-87-0 C8H2F3N3S
2-isopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine 2-isopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine 1820679-54-6 C13H21BN2O2
3-Bromo-4-methyl-2-(trifluoromethyl)pyridine 3-Bromo-4-methyl-2-(trifluoromethyl)pyridine 1448776-80-4 C7H5BrF3N
3-Bromo-6-(pyridin-2-yl)pyridazine 3-Bromo-6-(pyridin-2-yl)pyridazine 1005036-23-6 C9H6BrN3
5-Bromo-4-ethylthiazol-2-amine 5-Bromo-4-ethylthiazol-2-amine 1158211-11-0 C5H7BrN2S
3-(4-BROMOPHENYL)PYRROLIDINE 3-(4-BROMOPHENYL)PYRROLIDINE 1469974-99-9 C10H12BrN
3-bromo-5-(1-methyl-1H-pyrazol-4-yl)pyridine 3-bromo-5-(1-methyl-1H-pyrazol-4-yl)pyridine 944718-17-6 C9H8BrN3
5-(1-pyrrolidinyl)-2-Pyrazinamine 5-(1-pyrrolidinyl)-2-Pyrazinamine 1034711-12-0 C8H12N4
5-(cyclopentyloxy)-2-Pyridinamine 5-(cyclopentyloxy)-2-Pyridinamine 1019632-86-0 C10H14N2O
tert-butyl 4-(2-aminopyrimidin-4-yl)piperidine-1-carboxylate tert-butyl 4-(2-aminopyrimidin-4-yl)piperidine-1-carboxylate 1398511-11-9 C14H22N4O2
2,5-dibromo-4-ethylpyridine 2,5-dibromo-4-ethylpyridine 1256790-29-0 C7H7Br2N
5-isopropylpyridin-3-amine 5-isopropylpyridin-3-amine 1256821-12-1 C8H12N2
5,6-dihydro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4H-Pyrrolo[1,2-b]pyrazole 5,6-dihydro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4H-Pyrrolo[1,2-b]pyrazole 1314138-13-0 C12H19BN2O2
2-azetidin-1-yl-5-bromopyridine 2-azetidin-1-yl-5-bromopyridine 708273-64-7 C8H9BrN2
2-isopropoxypyridin-3-amine 2-isopropoxypyridin-3-amine 187654-86-0 C8H12N2O
2-Bromo-5-methylpyridin-4-ol 2-Bromo-5-methylpyridin-4-ol 1227570-72-0 C6H6BrNO
5,7-Dichloro-1,2,3,4-Tetrahydroisoquinoline-6-Carboxylic Acid Hydrochloride 5,7-Dichloro-1,2,3,4-Tetrahydroisoquinoline-6-Carboxylic Acid Hydrochloride 1289646-93-0 C10H10Cl3NO2
9-(4-Thio-beta-D-ribofuranosyl)guanine 9-(4-Thio-beta-D-ribofuranosyl)guanine 74249-68-6 C10H13N5O4S
6-(1H-imidazol-1-yl)pyrimidin-4-amine 6-(1H-imidazol-1-yl)pyrimidin-4-amine 1221974-50-0 C7H7N5
2-Isopropylpyridine-3-boronic acid pinacol ester 2-Isopropylpyridine-3-boronic acid pinacol ester 2096337-14-1 C14H22BNO2
4(3H)-Quinazolinone, 2-(4-chlorophenyl)- 4(3H)-Quinazolinone, 2-(4-chlorophenyl)- 7455-77-8 C14H9ClN2O
2-Bromo-4-(2-thienyl)thiazole 2-Bromo-4-(2-thienyl)thiazole 1125409-90-6 C7H4BrNS2
2-bromo-4H,5H,6H-cyclopenta[b]thiophen-4-one 2-bromo-4H,5H,6H-cyclopenta[b]thiophen-4-one 1369353-77-4 C7H5BrOS
1-(3-Bromophenyl)-1H-imidazol-2-amine 1-(3-Bromophenyl)-1H-imidazol-2-amine 1695056-60-0 C9H8BrN3
3-Pyridinol, 2-propyl- 3-Pyridinol, 2-propyl- 14159-68-3 C8H11NO
Phenol, 4-(tetrahydro-2H-pyran-4-yl)- Phenol, 4-(tetrahydro-2H-pyran-4-yl)- 62071-41-4 C11H14O2
Ethyl 2-amino-4-methyl-5-(4-nitrophenyl)thiophene-3-carboxylate Ethyl 2-amino-4-methyl-5-(4-nitrophenyl)thiophene-3-carboxylate 174072-89-0 C14H14N2O4S
2H-Pyrrolo[2,3-b]pyridin-2-one,5-broMo-1,3-dihydro-3,3-diMethyl- 2H-Pyrrolo[2,3-b]pyridin-2-one,5-broMo-1,3-dihydro-3,3-diMethyl- 1263280-06-3 C9H9BrN2O
6-CYCLOBUTOXYPYRIDIN-3-AMINE 6-CYCLOBUTOXYPYRIDIN-3-AMINE 916610-35-0 C9H12N2O
N-[(3aS,4R,6S,6aR)-Tetrahydro-6-(2-hydroxyethoxy)-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]carbamic acid phenylmethyl ester N-[(3aS,4R,6S,6aR)-Tetrahydro-6-(2-hydroxyethoxy)-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]carbamic acid phenylmethyl ester 274693-54-8 C18H25NO6
1-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one 1-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one 1160790-84-0 C12H18BNO3
3-AMINO-3-(3-CHLORO-PHENYL)-PROPIONIC ACID 3-AMINO-3-(3-CHLORO-PHENYL)-PROPIONIC ACID 68208-21-9 C9H10ClNO2
2-(5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)propan-2-ol 2-(5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)propan-2-ol 1257431-63-2 C14H22BNO3
2-chloro-4-cyclopropylpyridine 2-chloro-4-cyclopropylpyridine 168975-75-5 C8H8ClN
2-Oxa-5-azaspiro[3.4]octane, ethanedioate (2:1) 2-Oxa-5-azaspiro[3.4]octane, ethanedioate (2:1) 1380571-82-3 C8H13NO5
2-broMo-4-cyclobutylpyridine 2-broMo-4-cyclobutylpyridine 1086381-55-6 C9H10BrN
5-broMo-2-cyclobutylpyridine 5-broMo-2-cyclobutylpyridine 1159815-16-3 C9H10BrN
1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE 1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE 13754-86-4 C8H9NO
3-(1,3-Thiazol-2-yl)piperidine 3-(1,3-Thiazol-2-yl)piperidine 630121-84-5 C8H12N2S
4-BroMo-2-cyclopropylpyriMidine 4-BroMo-2-cyclopropylpyriMidine 1086381-83-0 C7H7BrN2
2-Propoxy-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine 2-Propoxy-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine 1346707-85-4 C14H22BNO3
1-(1-Benzothiophen-4-yl)piperazine hydrochloride 1-(1-Benzothiophen-4-yl)piperazine hydrochloride 913614-18-3 C12H15ClN2S
1H-IMidazole, 4-broMo-1-Methyl-2-phenyl- 1H-IMidazole, 4-broMo-1-Methyl-2-phenyl- 86119-59-7 C10H9BrN2
2-(4-MethyliMidazol-1-yl)pyriMidine-5-boronic acid, pinacol ester 2-(4-MethyliMidazol-1-yl)pyriMidine-5-boronic acid, pinacol ester 1402240-42-9 C14H19BN4O2
2-chloro-4-(thiophen-3-yl)pyriMidine 2-chloro-4-(thiophen-3-yl)pyriMidine 63558-68-9 C8H5ClN2S
2-BroMo-5,7-dihydro-7,7-diMethyl-5-phenyl-indeno[2,1-b]carbazole 2-BroMo-5,7-dihydro-7,7-diMethyl-5-phenyl-indeno[2,1-b]carbazole 1257220-44-2 C27H20BrN
3-Bromo-1-tert-butyl-1H-pyrazolo-[3,4-d]pyrimidin-4-amine 3-Bromo-1-tert-butyl-1H-pyrazolo-[3,4-d]pyrimidin-4-amine 862728-61-8 C9H12BrN5
7-Oxa-2-azaspiro[3.5]nonane hydrochloride 7-Oxa-2-azaspiro[3.5]nonane hydrochloride 1417633-09-0 C7H14ClNO
3-(3-BroMophenyl)pyrrolidine HCl 3-(3-BroMophenyl)pyrrolidine HCl 1082926-06-4 C10H12BrN
(2-(((1-Chloroethoxy)carbonyl)(methyl)amino)pyridin-3-yl)methyl 2-((tert-butoxycarbonyl)(methyl)amino)acetate (2-(((1-Chloroethoxy)carbonyl)(methyl)amino)pyridin-3-yl)methyl 2-((tert-butoxycarbonyl)(methyl)amino)acetate 338990-31-1 C18H26ClN3O6
2-(Azetidin-1-yl)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyriMidine 2-(Azetidin-1-yl)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyriMidine 1448172-67-5 C13H20BN3O2
2-Methyl-2,7-diazaspiro[3.5]nonane dihydrochloride 2-Methyl-2,7-diazaspiro[3.5]nonane dihydrochloride 1610028-42-6 C8H17ClN2
5-(piperidin-1-yl)pyrazin-2-aMine 5-(piperidin-1-yl)pyrazin-2-aMine 1314354-59-0 C9H14N4
tert-butyl 3-(6-broMopyridin-2-yl)piperidine-1-carboxylate tert-butyl 3-(6-broMopyridin-2-yl)piperidine-1-carboxylate 1563534-15-5 C15H21BrN2O2
4,6-Dichloro-2-(3-furanyl)pyrimidine 4,6-Dichloro-2-(3-furanyl)pyrimidine 339366-65-3 C8H4Cl2N2O
5-broMo-2-isopropylpyridine 5-broMo-2-isopropylpyridine 1159820-58-2 C8H10BrN
3-broMo-2-(4-Methylpiperidin-1-yl)pyridine 3-broMo-2-(4-Methylpiperidin-1-yl)pyridine 1249588-15-5 C11H15BrN2
3-IODO-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-PYRIDINE 3-IODO-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-PYRIDINE 857934-93-1 C11H15BINO2
2-chloro-5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile 2-chloro-5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile 1240948-72-4 C11H6ClFN2
5-BroMo-2-Methoxy-4-MethylpyriMidine 5-BroMo-2-Methoxy-4-MethylpyriMidine 38696-23-0 C6H7BrN2O
2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyriMidine-6-carboxylic acid 2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyriMidine-6-carboxylic acid 1211443-58-1 C12H12ClN3O2
phenyl hydrogen ((((R)-1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphonate phenyl hydrogen ((((R)-1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphonate 379270-35-6 C15H18N5O4P
4-chloro- Benzo[b]thiophene 4-chloro- Benzo[b]thiophene 66490-33-3 C8H5ClS
tert-Butyl 4-formyl-5-methoxy-7-methyl-1H-indole-1-carboxylate tert-Butyl 4-formyl-5-methoxy-7-methyl-1H-indole-1-carboxylate 1481631-51-9 C16H19NO4
2-(Furan-2-yl)-6-MethylpyriMidin-4-aMine 2-(Furan-2-yl)-6-MethylpyriMidin-4-aMine 27130-89-8 C9H9N3O
2-BroMo-5-MethylpyriMidin-4-aMine 2-BroMo-5-MethylpyriMidin-4-aMine 1381936-67-9 C5H6BrN3
5-BroMo-2-ethylpyridin-4-aMine 5-BroMo-2-ethylpyridin-4-aMine 1381941-36-1 C7H9BrN2
2-(Pyridin-2-yl)pyriMidin-4-aMine 2-(Pyridin-2-yl)pyriMidin-4-aMine 61310-37-0 C9H8N4
4,5-DiMethylpyridin-2(1H)-one 4,5-DiMethylpyridin-2(1H)-one 72323-56-9 C7H9NO
5-BroMo-4-phenylthiazole 5-BroMo-4-phenylthiazole 59278-68-1 C9H6BrNS
Benzoic acid, 5-aMino-2-broMo-3-fluoro-, Methyl ester Benzoic acid, 5-aMino-2-broMo-3-fluoro-, Methyl ester 1036389-05-5 C8H7BrFNO2
1-Benzyl-3,5-diMethylpiperidin-4-one 1-Benzyl-3,5-diMethylpiperidin-4-one 836-21-5 C14H19NO
Ethyl 3-broMopyrazolo[1,5-a]pyriMidine-2-carboxylate Ethyl 3-broMopyrazolo[1,5-a]pyriMidine-2-carboxylate 1394004-05-7 C9H8BrN3O2
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