• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【药物名称】LY-402913

【化学名称】2-[3-(9-Chloro-3-methyl-4-oxo-4,5-dihydroisoxazolo[4,3-c]quinolin-5-yl)phenyl]-N-(3,4,5-trimethoxyphenyl)acetamide

【CA登记号】246238-55-1

【 分 子 式 】C28H24ClN3O6

【 分 子 量 】533.97298

【开发单位】Lilly (Originator)

【药理作用】Modulators of the Therapeutic Activity of Antineoplastic Agents, Multidrug Resistance Modulators, ONCOLYTIC DRUGS, MRP-1 Inhibitors

合成路线1

Condensation of 3-(2-chloro-6-fluorophenyl)-5-methyl-4-isoxazolecarbonyl chloride (I) with methyl 3-aminophenylacetate (II) leads to amide (III). Intramolecular cyclization of (III) and simultaneous hydrolysis in the presence of NaOH in MeOH/DMF provide the isoxazoloquinoline derivative (IV). After activation of acid (IV) as the corresponding acid chloride (V), coupling with 3,4,5-trimethoxyaniline (VI) furnishes the title compound

1 Norman, B.H.; et al.; Tricyclic isoxazoles are novel inhibitors of the multidrug resistance protein (MRP1). Bioorg Med Chem Lett 2002, 12, 6, 883.
2 Kroin, J.S.; Norman, B.H.; Gruber, J.M. (Eli Lilly and Company); Methods for inhibiting MRP1. EP 1067928; JP 2002510625; US 6369070; WO 9951228 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 59641 3-(2-chloro-6-fluorophenyl)-5-methyl-4-isoxazolecarbonyl chloride C11H6Cl2FNO2 详情 详情
(II) 41111 methyl 2-(3-aminophenyl)acetate C9H11NO2 详情 详情
(III) 62525 methyl 2-[3-({[3-(2-chloro-6-fluorophenyl)-5-methyl-4-isoxazolyl]carbonyl}amino)phenyl]acetate C20H16ClFN2O4 详情 详情
(IV) 62526 2-{3-[9-chloro-3-methyl-4-oxoisoxazolo[4,3-c]quinolin-5(4H)-yl]phenyl}acetic acid C19H13ClN2O4 详情 详情
(V) 62527 2-{3-[9-chloro-3-methyl-4-oxoisoxazolo[4,3-c]quinolin-5(4H)-yl]phenyl}acetyl chloride C19H12Cl2N2O3 详情 详情
(VI) 31545 3,4,5-trimethoxyaniline; 3,4,5-trimethoxyphenylamine;3,4,5-Trimethoxybenzenamine;[3,4,5-Tris(methyloxy)phenyl]amine 24313-88-0 C9H13NO3 详情 详情
Extended Information