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
8-Bromo-6-(3-thienyl)imidazo[1,2-a]pyrazine 8-Bromo-6-(3-thienyl)imidazo[1,2-a]pyrazine 1159818-88-8 C10H6BrN3S
methyl 2-(2-amino-5-bromo-1H-imidazol-1-yl)benzoate methyl 2-(2-amino-5-bromo-1H-imidazol-1-yl)benzoate 2294950-59-5 C11H10BrN3O2
methyl 3-(2-amino-1H-imidazol-1-yl)benzoate methyl 3-(2-amino-1H-imidazol-1-yl)benzoate 2294945-87-0 C11H11N3O2
methyl 4-(2-amino-5-bromo-1H-imidazol-1-yl)benzoate methyl 4-(2-amino-5-bromo-1H-imidazol-1-yl)benzoate 2294947-14-9 C11H10BrN3O2
methyl 4-(4-bromo-2-methoxy-1H-imidazol-1-yl)benzoate methyl 4-(4-bromo-2-methoxy-1H-imidazol-1-yl)benzoate 2294950-48-2 C12H11BrN2O3
methyl-d3 4-(4-(methyl-d3)piperazin-1-yl-2,2,3,3,5,5,6,6-d8)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate methyl-d3 4-(4-(methyl-d3)piperazin-1-yl-2,2,3,3,5,5,6,6-d8)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate 2256704-24-0 C19H29BN2O4
N,N-bis(methyl-d3)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazin-2-amine-3,5-d2 N,N-bis(methyl-d3)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazin-2-amine-3,5-d2 2241876-83-3 C12H20BN3O2
tert-butyl 2-(6-bromopyrimidin-4-yl)morpholine-4-carboxylate tert-butyl 2-(6-bromopyrimidin-4-yl)morpholine-4-carboxylate 2222937-57-5 C13H18BrN3O3
tert-butyl 3-(2-fluoropyridin-4-yl)pyrrolidine-1-carboxylate tert-butyl 3-(2-fluoropyridin-4-yl)pyrrolidine-1-carboxylate 2256709-33-6 C14H19FN2O2
TERT-BUTYL 3-(3-BROMO-4-FLUOROPHENYL)PIPERIDINE-1-CARBOXYLATE TERT-BUTYL 3-(3-BROMO-4-FLUOROPHENYL)PIPERIDINE-1-CARBOXYLATE 1563529-23-6 C16H21BrFNO2
tert-butyl 3-(5-aminopyrazin-2-yl)pyrrolidine-1-carboxylate tert-butyl 3-(5-aminopyrazin-2-yl)pyrrolidine-1-carboxylate 2222933-92-6 C13H20N4O2
tert-butyl 4-(2-(methoxy-d3)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate-2,2,3,3,5,5,6,6-d8 tert-butyl 4-(2-(methoxy-d3)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate-2,2,3,3,5,5,6,6-d8 2256704-92-2 C22H35BN2O5
tert-butyl 4-(2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate-2,2,3,3,5,5,6,6-d8 tert-butyl 4-(2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate-2,2,3,3,5,5,6,6-d8 2256704-78-4 C22H35BN2O4
tert-butyl 4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate-2,2,3,3,5,5,6,6-d8 tert-butyl 4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate-2,2,3,3,5,5,6,6-d8 2256704-76-2 C21H33BN2O4
tert-butyl 4-(3-bromophenyl)-1H-imidazole-1-carboxylate-2,5-d2 tert-butyl 4-(3-bromophenyl)-1H-imidazole-1-carboxylate-2,5-d2 2256713-00-3 C14H13BrD2N2O2
tert-butyl 4-(3-cyano-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate-2,2,3,3,5,5,6,6-d8 tert-butyl 4-(3-cyano-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate-2,2,3,3,5,5,6,6-d8 2256705-07-2 C22H32BN3O4
tert-butyl 4-(4-(methoxycarbonyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate tert-butyl 4-(4-(methoxycarbonyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate 2256758-44-6 C24H36BNO6
tert-butyl 4-(4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate-2,2,3,3,5,5,6,6-d8 tert-butyl 4-(4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate-2,2,3,3,5,5,6,6-d8 2256704-11-5 C21H32BFN2O4
Megalomicin C1 Megalomicin C1 49669-76-3 C48H84N2O17
[(1S,2R)-rel-2-(hydroxymethyl)cyclopropyl]methanol [(1S,2R)-rel-2-(hydroxymethyl)cyclopropyl]methanol 2345-68-8 C5H10O2
5-Bromo-2-(fluoromethyl)pyridine 5-Bromo-2-(fluoromethyl)pyridine 1335050-09-3 C6H5BrFN
cEt-5-methylcytidine cEt-5-methylcytidine 1197033-37-6 C12H17N3O5
6-(1-PYRROLIDINYL)-3-PYRIDINAMINE 6-(1-PYRROLIDINYL)-3-PYRIDINAMINE 92808-19-0 C9H13N3
cis-5-Fluoro-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester cis-5-Fluoro-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester 2305079-84-7 C12H20FNO4
tert-butyl 6-oxo-2-azaspiro[4.4]nonane-2-carboxylate(WX101410) tert-butyl 6-oxo-2-azaspiro[4.4]nonane-2-carboxylate(WX101410) 1319716-43-2 C13H21NO3
N,N-DIETHYL-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)THIAZOL-2-AMINE N,N-DIETHYL-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)THIAZOL-2-AMINE 1352334-85-0 C13H23BN2O2S
TERT-BUTYL 3-(4-BROMOPHENYL)PYRROLIDINE-1-CARBOXYLATE TERT-BUTYL 3-(4-BROMOPHENYL)PYRROLIDINE-1-CARBOXYLATE 1467060-28-1 C15H20BrNO2
4-bromo-6-isopropylpyrimidine 4-bromo-6-isopropylpyrimidine 1086382-09-3 C7H9BrN2
5-PYRIMIDINECARBONITRILE,1,6-DIHYDRO-4-(3-METHOXYPHENYL)-2-(METHYLTHIO)-6-OXO-(WXG01917) 5-PYRIMIDINECARBONITRILE,1,6-DIHYDRO-4-(3-METHOXYPHENYL)-2-(METHYLTHIO)-6-OXO-(WXG01917) 128640-73-3 C13H11N3O2S
5-Isobutyl-pyridin-3-ylamine 5-Isobutyl-pyridin-3-ylamine 1434127-16-8 C9H14N2
5-bromo-4-methyl-2-(pyridin-2-yl)thiazole 5-bromo-4-methyl-2-(pyridin-2-yl)thiazole 850245-47-5 C9H7BrN2S
5-BROMO-4-ISOPROPYLPYRIMIDIN-2-AMINE 5-BROMO-4-ISOPROPYLPYRIMIDIN-2-AMINE 1192813-91-4 C7H10BrN3
5-Bromo-4-cyclopropyl-6-methoxypyrimidine 5-Bromo-4-cyclopropyl-6-methoxypyrimidine 1649454-57-8 C8H9BrN2O
3,4-DIPHENYLPYRIDINE 3,4-DIPHENYLPYRIDINE 5216-04-6 C17H13N
5-METHYL-2-(TRIFLUOROMETHYL)PYRIDIN-4-OL 5-METHYL-2-(TRIFLUOROMETHYL)PYRIDIN-4-OL 220870-77-9 C7H6F3NO
4-bromo-5-chloropicolinonitrile 4-bromo-5-chloropicolinonitrile 1256823-76-3 C6H2BrClN2
5-bromo-2-pyrazol-1-yl-1,3-thiazole 5-bromo-2-pyrazol-1-yl-1,3-thiazole 1159816-63-3 C6H4BrN3S
4-chloro-2-(2-fluorophenyl)pyrimidine(WX150106) 4-chloro-2-(2-fluorophenyl)pyrimidine(WX150106) 125904-00-9 C10H6ClFN2
4,5-DIBROMO-2-PHENYLTHIAZOLE 4,5-DIBROMO-2-PHENYLTHIAZOLE 105361-77-1 C9H5Br2NS
3-bromo-6-ethoxypyridazine 3-bromo-6-ethoxypyridazine 17321-30-1 C6H7BrN2O
3-bromo-2,2'-bipyridine 3-bromo-2,2'-bipyridine 956111-71-0 C10H7BrN2
3,5-dibromo-2-pyrrol-1-ylpyridine 3,5-dibromo-2-pyrrol-1-ylpyridine 1211834-37-5 C9H6Br2N2
3-bromo-5-(1H-pyrrol-1-yl)pyridine 3-bromo-5-(1H-pyrrol-1-yl)pyridine 1215911-30-0 C9H7BrN2
3-Isochromanone 3-Isochromanone 4385-35-7 C9H8O2
2-methyl-6-(piperidin-1-yl)pyrimidin-4-amine 2-methyl-6-(piperidin-1-yl)pyrimidin-4-amine 28732-84-5 C10H16N4
2-Propylthiazol-4-amine 2-Propylthiazol-4-amine 1159819-91-6 C6H10N2S
2,4-Dichloro-5-(propan-2-yl)pyrimidine 2,4-Dichloro-5-(propan-2-yl)pyrimidine 514843-12-0 C7H8Cl2N2
THIAZOLE ORANGE THIAZOLE ORANGE 107091-89-4 C26H24N2O3S2
tert-butyl 4-(5-aminopyrimidin-2-yl)piperidine-1-carboxylate tert-butyl 4-(5-aminopyrimidin-2-yl)piperidine-1-carboxylate 1440427-91-7 C14H22N4O2
tert-butyl 4-bromo-2-(methoxy-d3)-1H-imidazole-1-carboxylate-5-d tert-butyl 4-bromo-2-(methoxy-d3)-1H-imidazole-1-carboxylate-5-d 2256713-29-6 C9H13BrN2O3
tetrahydro-2H-pyran-2-one-3,3,4,4,5,5,6,6-d8 tetrahydro-2H-pyran-2-one-3,3,4,4,5,5,6,6-d8 2294949-35-0 C5H8O2
2-methyl-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuro[2,3-b]pyridine 2-methyl-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuro[2,3-b]pyridine 1609374-04-0 C18H20BNO3
(S)-4-((1,2,3,4-tetrahydroisoquinolin-3-yl)methyl)morpholine (S)-4-((1,2,3,4-tetrahydroisoquinolin-3-yl)methyl)morpholine 1415095-29-2 C14H20N2O
1-BOC-4-(4-BROMO-PHENYLAMINO)-PIPERIDINE 1-BOC-4-(4-BROMO-PHENYLAMINO)-PIPERIDINE 443998-65-0 C16H23BrN2O2
5,5'-Dibromo-2,2'-bipyrimidine 5,5'-Dibromo-2,2'-bipyrimidine 400859-09-8 C8H4Br2N4
2-(Methylthio)thiazole-5-boronic acid pinacol ester 2-(Methylthio)thiazole-5-boronic acid pinacol ester 2096331-12-1 C10H16BNO2S2
2-Ethoxythiazole-5-boronic acid pinacol ester 2-Ethoxythiazole-5-boronic acid pinacol ester 2096338-64-4 C11H18BNO3S
5-(4-Bromophenyl)pyrimidine 5-(4-Bromophenyl)pyrimidine 160377-42-4 C10H7BrN2
1-(3-Fluorophenyl)-1H-imidazol-2-amine 1-(3-Fluorophenyl)-1H-imidazol-2-amine 1690596-46-3 C9H8FN3
2-AMINO-5-METHYLTHIAZOLE 2-AMINO-5-METHYLTHIAZOLE 55502-89-1 C5H7NS
2-cyclopropyl-6-ethyl-3,4-dihydropyrimidin-4-one 2-cyclopropyl-6-ethyl-3,4-dihydropyrimidin-4-one 1154548-87-4 C9H12N2O
2-bromo-5-(3-methylpyrazol-1-yl)pyrazine 2-bromo-5-(3-methylpyrazol-1-yl)pyrazine 1159820-34-4 C8H7BrN4
2-Bromo-5-(2-methoxyethoxy)pyrazine 2-Bromo-5-(2-methoxyethoxy)pyrazine 1351523-79-9 C7H9BrN2O2
2-bromo-5-cyclobutylpyridine 2-bromo-5-cyclobutylpyridine 1142197-20-3 C9H10BrN
(4-Cyclopropyl-6-methoxypyrimidin-5-yl)boronic acid (4-Cyclopropyl-6-methoxypyrimidin-5-yl)boronic acid 1798304-51-4 C8H11BN2O3
[1-(sec-Butyl)imidazole-d11]-4-boronic acid pinacol ester [1-(sec-Butyl)imidazole-d11]-4-boronic acid pinacol ester 2223005-90-9 C13H23BN2O2
[5-(sec-Butyl)pyrazine-d11]-2-boronic acid pinacol ester [5-(sec-Butyl)pyrazine-d11]-2-boronic acid pinacol ester 2223005-57-8 C14H23BN2O2
[5-Methyl-2-(N-Boc-piperazin-1-yl)-d11]-thiazole-4-boronic acid pinacol ester [5-Methyl-2-(N-Boc-piperazin-1-yl)-d11]-thiazole-4-boronic acid pinacol ester 2223029-63-6 C19H32BN3O4S
[6-(sec-Butyl)pyrazine-d11]-2-boronic acid pinacol ester [6-(sec-Butyl)pyrazine-d11]-2-boronic acid pinacol ester 2223005-84-1 C14H23BN2O2
1-(iso-Propyl-d7)-imidazole-4-boronic acid pinacol ester 1-(iso-Propyl-d7)-imidazole-4-boronic acid pinacol ester 2223047-98-9 C12H16BD7N2O3
2-Amino-5-(morpholino-d8)-pyrazine 2-Amino-5-(morpholino-d8)-pyrazine 1643539-19-8 C8H4D8N4O
2-Amino-5-(n-propyl-d7)-pyrazine 2-Amino-5-(n-propyl-d7)-pyrazine 1185306-41-5 C7H11N3
2-Amino-6-(diethylamino-d10)-pyrazine 2-Amino-6-(diethylamino-d10)-pyrazine 1643543-44-5 C8H14N4
2-Amino-6-(iso-butyl-d9)-pyrazine 2-Amino-6-(iso-butyl-d9)-pyrazine 1643563-98-7 C8H13N3
2-Amino-6-(tert-butoxy-d9)-pyrazine 2-Amino-6-(tert-butoxy-d9)-pyrazine 1643563-47-6 C8H4D9N3O
2-Bromo-4-(tert-butyl-d9)-pyridine 2-Bromo-4-(tert-butyl-d9)-pyridine 1643543-24-1 C9H12BrN
2-Bromo-5-(phenyl-d5)-pyrazine 2-Bromo-5-(phenyl-d5)-pyrazine 1185307-25-8 C10H7BrN2
2-Bromo-5-(tert-butoxy)pyrazine-d11 2-Bromo-5-(tert-butoxy)pyrazine-d11 1643575-52-3 C8H11BrN2O
2-Bromo-5-methylpyrazine-d5 2-Bromo-5-methylpyrazine-d5 1185312-19-9 C5H5BrN2
2-Bromo-6-(iso-propoxy-d7)-pyrazine 2-Bromo-6-(iso-propoxy-d7)-pyrazine 1185313-97-6 C7H9BrN2O
2-Bromo-6-(morpholino)pyrazine-d10 2-Bromo-6-(morpholino)pyrazine-d10 1643543-56-9 C8H10BrN3O
2-Bromo-6-(n-propoxy)pyrazine-d9 2-Bromo-6-(n-propoxy)pyrazine-d9 1643538-00-4 C7H9BrN2O
2-Bromo-6-(pyrrolidino-d8)-pyrazine 2-Bromo-6-(pyrrolidino-d8)-pyrazine 1643543-48-9 C8H10BrN3
2-Bromo-6-ethoxypyrazine-d7 2-Bromo-6-ethoxypyrazine-d7 1643537-95-4 C6BrD7N2O
2-Bromo-6-fluoropyridine-d3 2-Bromo-6-fluoropyridine-d3 1643577-25-6 C5BrD3FN
2-Chloropyrazine-d3 2-Chloropyrazine-d3 1374664-69-3 C4ClD3N2
3-Bromo-1-(ethyl)pyrazole-d7 3-Bromo-1-(ethyl)pyrazole-d7 1643563-97-6 C5BrD7N2
3-Bromo-1-(iso-butyl-d9)-pyrazole 3-Bromo-1-(iso-butyl-d9)-pyrazole 1643579-57-0 C7H11BrN2
4,5-Dibromo-2-[N-Boc-(piperazin-d8)-1-yl]thiazole 4,5-Dibromo-2-[N-Boc-(piperazin-d8)-1-yl]thiazole 1643564-10-6 C12H17Br2N3O2S
4-Bromo-[5-methyl-2-(N-methylpiperazin-1-yl)-d14]- thiazole 4-Bromo-[5-methyl-2-(N-methylpiperazin-1-yl)-d14]- thiazole 1643563-39-6 C9H14BrN3S
4-Bromo-1-(ethyl-d5)-pyrazole 4-Bromo-1-(ethyl-d5)-pyrazole 1185315-35-8 C5H7BrN2
4-Bromo-1-(n-propyl-d7)-pyrazole 4-Bromo-1-(n-propyl-d7)-pyrazole 1643563-04-5 C6H9BrN2
4-Bromo-1,3,5-(trimethyl-d9)-pyrazole 4-Bromo-1,3,5-(trimethyl-d9)-pyrazole 1185315-23-4 C6H9BrN2
4-Bromo-1-[2-(acetyl)]ethylimidazole-d6 4-Bromo-1-[2-(acetyl)]ethylimidazole-d6 1643575-85-2 C7H9BrN2O2
4-Bromo-2-(iso-propyl-d7)-imidazole 4-Bromo-2-(iso-propyl-d7)-imidazole 1643542-50-0 C6H9BrN2
5-(iso-Butyl-d9)-pyrazine-2-boronic acid pinacol ester 5-(iso-Butyl-d9)-pyrazine-2-boronic acid pinacol ester 2223035-40-1 C14H16BD9N2O3
5-(Phenyl-d5)pyrazine-2-boronic acid pinacol ester 5-(Phenyl-d5)pyrazine-2-boronic acid pinacol ester 2223048-61-9 C16H19BN2O2
5-Fluoro-2-bromopyrazine-d2 5-Fluoro-2-bromopyrazine-d2 1643575-47-6 C4H2BrFN2
2-(5-Bromo-2-methoxyphenyl)imidazole 2-(5-Bromo-2-methoxyphenyl)imidazole 1369062-98-5 C10H9BrN2O
2-Bromo-6-methoxybenzothiazole 2-Bromo-6-methoxybenzothiazole 2941-58-4 C8H6BrNOS
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