Isolation and Characterization of Process Related Substances of an Antipsychotic Drug: Iloperidone
Isolation and Characterization of Process Related Substances of an Antipsychotic Drug: Iloperidone
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DOI：
10.14233/ajchem.2013.14169
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发表时间：
2013-08-01
影响因子：
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通讯作者：
Chamarthi, Naga Raju
中科院分区：
文献类型：
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作者：
Kilaru, Ravendra Babu;Kuruva, Chandra Sekhar;Chamarthi, Naga Raju
在合成伊哌酮的过程中，分离出7个未知的重现杂质。随后合成了六种杂质，并用FTIR、MS和核磁共振光谱数据对其进行了表征。其中1-[4-(3-氯丙氧基)-3-甲氧基苯基]乙酮(4)，1-[4-(3-羟丙氧基)-3-甲氧基苯基]乙酮(7)，1-[4-(3-溴丙氧基)-3-甲氧基苯基]乙酮(9)，1，1‘-[4，4’-(propane-1，3-diylbis(oxy))bis(3-methoxy-4，1-phenylene)]diethanone(10)，1-[3-(4-acetyl-2-methoxyphenoxy)-propyl]-4-(6-fluorobenzo[d]异恶唑-3-基)哌啶-1-氧化物(11)，最终得到另外两个杂质1-(4-羟基-3-甲氧基苯基)乙酮(2)和6-氟-3-(哌啶-4-基)苯并[d]异恶唑(5)。本工作描述了这些杂质的形成、合成和表征。
Seven unknown recurring impurities were isolated during the synthesis of Iloperidone process. All six impurities were subsequently synthesized and characterized by FTIR, MS and NMR spectral data. The structures of impurities were confirmed as 1-[4-(3-chloropropoxy)-3-methoxyphenyl] ethanone (4), 1-[4-(3-hydroxypropoxy)-3-methoxy phenyl] ethanone (7), 1-[4-(3-bromopropoxy)-3-methoxyphenyl] ethanone (9), 1,1'-[4,4'-(propane-1,3-diylbis(oxy))bis(3-methoxy-4,1-phenylene)]diethanone (10), 1-[3-(4-acetyl-2-methoxyphenoxy)-propyl]-4-(6-fluorobenzo[d] isoxazol-3-yl) piperidine-1-oxide (11) and in final other two impurities 1-(4-hydroxy-3-methoxyphenyl)ethanone (2) and 6-fluoro-3-(piperidin-4-yl) benzo[d] isoxazole (5). The present work describes the formation, synthesis and characterization of these impurities.