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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
1-(5-bromopyridin-2-yl)piperidin-2-one 1-(5-bromopyridin-2-yl)piperidin-2-one 1289058-33-8 C10H11BrN2O
1-(5-bromopyrazin-2-yl)pyrrolidin-2-one 1-(5-bromopyrazin-2-yl)pyrrolidin-2-one 1027512-29-3 C8H8BrN3O
(4-Methyl-2-piperidino-d13)-thiazole-5-boronic acid pinacol ester (4-Methyl-2-piperidino-d13)-thiazole-5-boronic acid pinacol ester 2223039-02-7 C15H25BN2O2S
(6-Propylpyrazine-d9)-2-boronic acid pinacol ester (6-Propylpyrazine-d9)-2-boronic acid pinacol ester 2223046-70-4 C13H15BD9N2O3
[4-Methyl-2-(N-methylpiperazin-1-yl)-d14]-thiazole-5-boronic acid pinacol ester [4-Methyl-2-(N-methylpiperazin-1-yl)-d14]-thiazole-5-boronic acid pinacol ester 2223047-89-8 C15H26BN3O2S
[5-(iso-Propyl)pyrazine-d9]-2-boronic acid pinacol ester [5-(iso-Propyl)pyrazine-d9]-2-boronic acid pinacol ester 2223046-38-4 C13H21BN2O2
[6-(iso-Butyl)pyrazine-d11]-2-boronic acid pinacol ester [6-(iso-Butyl)pyrazine-d11]-2-boronic acid pinacol ester 2223031-00-1 C14H23BN2O2
1-(iso-Butyl-d9)-imidazole-4-boronic acid pinacol ester 1-(iso-Butyl-d9)-imidazole-4-boronic acid pinacol ester 2223013-07-6 C13H16BD9N2O3
2,5-Dibromopyrazine-d2 2,5-Dibromopyrazine-d2 1185306-55-1 C4H2Br2N2
2-Amino-5-(tert-butyl-d9)-pyrazine 2-Amino-5-(tert-butyl-d9)-pyrazine 1643576-06-0 C8H13N3
2-Amino-6-(n-propyl-d7)-pyrazine 2-Amino-6-(n-propyl-d7)-pyrazine 1643537-77-2 C7H11N3
2-Bromo-5-(iso-propyl-d7)-pyrazine 2-Bromo-5-(iso-propyl-d7)-pyrazine 1185307-33-8 C7H9BrN2
2-Bromo-5-(morpholino)pyrazine-d10 2-Bromo-5-(morpholino)pyrazine-d10 1643575-70-5 C8BrD10N3O
2-Bromo-5-(n-propoxy-d7)-pyrazine 2-Bromo-5-(n-propoxy-d7)-pyrazine 1185307-71-4 C7H9BrN2O
2-Bromo-5-(pyrrolidino)pyrazine-d10 2-Bromo-5-(pyrrolidino)pyrazine-d10 1643575-76-1 C8H10BrN3
2-Bromo-5-[(N-methylpiperazin-d11)-1-yl]pyrazine 2-Bromo-5-[(N-methylpiperazin-d11)-1-yl]pyrazine 1643539-32-5 C9H3BrD11N4
2-Bromo-6-(dimethylamino-d6)-pyrazine 2-Bromo-6-(dimethylamino-d6)-pyrazine 1185307-87-2 C6H8BrN3
2-Bromo-6-(piperidino)pyrazine-d12 2-Bromo-6-(piperidino)pyrazine-d12 1643575-30-7 C9H12BrN3
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
5-Pyrimidinamine, 2-[3-(trifluoromethyl)phenyl]- 5-Pyrimidinamine, 2-[3-(trifluoromethyl)phenyl]- 827322-74-7 C11H8F3N3
4-(benzyloxy)-2-chloroquinazoline 4-(benzyloxy)-2-chloroquinazoline 100954-66-3 C15H11ClN2O
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
6-(4-Methylpiperidin-1-yl)pyrimidin-4-amine 6-(4-Methylpiperidin-1-yl)pyrimidin-4-amine 1314355-53-7 C10H16N4
5-Bromo-2-isobutyl-1,3-thiazole 5-Bromo-2-isobutyl-1,3-thiazole 905300-73-4 C7H10BrNS
2,4-dichloro-6-cyclohexylpyrimidine 2,4-dichloro-6-cyclohexylpyrimidine 1013110-01-4 C10H12Cl2N2
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
((1 R,2S)-2-(((2,4-dimethylpyrimidin-5-yl)oxy)methyl)- 2-(3-fluorophenyl)cyclopropyl)methanol ((1 R,2S)-2-(((2,4-dimethylpyrimidin-5-yl)oxy)methyl)- 2-(3-fluorophenyl)cyclopropyl)methanol 1369767-24-7 C17H19FN2O2
methyl 1-(2,2-dimethoxyethyl)-3-methoxy-4-oxo-5-((2,4,6-trifluorobenzyl)carbamoyl)-1,4-dihydropyridine-2-carboxylate methyl 1-(2,2-dimethoxyethyl)-3-methoxy-4-oxo-5-((2,4,6-trifluorobenzyl)carbamoyl)-1,4-dihydropyridine-2-carboxylate 1644158-10-0 C20H21F3N2O7
2-(difluoromethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2-(difluoromethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 1220696-57-0 C12H16BF2NO2
2-Amino-4-(trifluoromethyl)oxazole 2-Amino-4-(trifluoromethyl)oxazole 35629-71-1 C4H3F3N2O
(2S,4S)-(2-Methyl-piperidin-4-yl)-carbamic acid tert-butyl ester (2S,4S)-(2-Methyl-piperidin-4-yl)-carbamic acid tert-butyl ester 2305078-75-3 C11H22N2O2
4-cyclopropyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 4-cyclopropyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 1320747-33-8 C14H20BNO2
4-isopropyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 4-isopropyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2223035-51-4 C14H22BNO2
5-propyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 5-propyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2223043-01-2 C14H22BNO2
TERT-BUTYL 5-OXO-8-AZASPIRO[BICYCLO[3.2.1]OCTANE-3,2-MORPHOLINE]-8-CARBOXYLATE TERT-BUTYL 5-OXO-8-AZASPIRO[BICYCLO[3.2.1]OCTANE-3,2-MORPHOLINE]-8-CARBOXYLATE 1934379-72-2 C15H24N2O4
TERT-BUTYL 5-BROMO-1,2,3,4-TETRAHYDROPYRIDINE-1-CARBOXYLATE TERT-BUTYL 5-BROMO-1,2,3,4-TETRAHYDROPYRIDINE-1-CARBOXYLATE 1622840-55-4 C10H16BrNO2
1-Boc-4-piperidylacetic acid 1-Boc-4-piperidylacetic acid 157688-46-5 C12H21NO4
3,6-DIMETHOXYPYRIDAZINE 3,6-DIMETHOXYPYRIDAZINE 4603-59-2 C6H8N2O2
METHYL (2-AMINO-PHENYL)-ACETATE METHYL (2-AMINO-PHENYL)-ACETATE 35613-44-6 C9H11NO2
5-bromo-2-cyclopropylpyrimidin-4-amine(WXC05181) 5-bromo-2-cyclopropylpyrimidin-4-amine(WXC05181) 1381936-37-3 C7H8BrN3
6-(furan-2-yl)pyridin-3-amine 6-(furan-2-yl)pyridin-3-amine 898289-46-8 C9H8N2O
5-p-Tolyl-pyrazin-2-ol 5-p-Tolyl-pyrazin-2-ol 102301-37-1 C11H10N2O
6-(tert-butyl)-2-cyclopropylpyrimidin-4-ol 6-(tert-butyl)-2-cyclopropylpyrimidin-4-ol 874880-34-9 C11H16N2O
5-bromo-2-(4-methylpiperidin-1-yl)-1,3-thiazole 5-bromo-2-(4-methylpiperidin-1-yl)-1,3-thiazole 959239-79-3 C9H13BrN2S
5-bromo-2-(2-methylimidazol-1-yl)-1,3-thiazole 5-bromo-2-(2-methylimidazol-1-yl)-1,3-thiazole 959239-83-9 C7H6BrN3S
4-Cyclopentyloxy-pyridin-3-ylamine 4-Cyclopentyloxy-pyridin-3-ylamine 1039972-41-2 C10H14N2O
2-bromo-6-piperidin-1-ylpyrazine 2-bromo-6-piperidin-1-ylpyrazine 1017781-76-8 C9H12BrN3
3-cyclopropylpiperidine 3-cyclopropylpiperidine 942576-93-4 C8H15N
3-Amino-3,4,5,6-tetrahydro-2H-[1,4]bipyridinyl-4-ol 3-Amino-3,4,5,6-tetrahydro-2H-[1,4]bipyridinyl-4-ol 1040313-99-2 C10H15N3O
3-amino-5,7-dimethyl-2H-pyrazolo[3,4-d]pyrimidine-4,6-dione 3-amino-5,7-dimethyl-2H-pyrazolo[3,4-d]pyrimidine-4,6-dione 67304-67-0 C7H9N5O2
2-bromopyrazine-d3 2-bromopyrazine-d3 1185316-30-6 C4H3BrN2
2-Hydroxy-5-(n-propyl-d7)-pyrazine 2-Hydroxy-5-(n-propyl-d7)-pyrazine 1185307-99-6 C7H10N2O
3-Bromo-(2-methyl-5-piperidino-d13)-furan 3-Bromo-(2-methyl-5-piperidino-d13)-furan 1643538-04-8 C10H14BrNO
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
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
1-(2-Bromothiazol-5-yl)ethanone 1-(2-Bromothiazol-5-yl)ethanone 1161776-13-1 C5H4BrNOS
5-isothiocyanato-3-(trifluoromethyl)picolinonitrile 5-isothiocyanato-3-(trifluoromethyl)picolinonitrile 951753-87-0 C8H2F3N3S
1,4-Diazabicyclo[3.2.1]octane 1,4-Diazabicyclo[3.2.1]octane 5167-08-8 C6H12N2
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
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
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
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
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
tert-butyl 4-(2-aminopyrimidin-4-yl)piperidine-1-carboxylate tert-butyl 4-(2-aminopyrimidin-4-yl)piperidine-1-carboxylate 1398511-11-9 C14H22N4O2
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
2,5-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
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