网站主页>>>项目整合精选>>>项目整合精选>>>Loteprednol etabonate, IDR-90102(topical), IDR-90103(oral formulation), CDDD-5604, HGP-1, P-5604, Locort, Loterox, Alrex, Lotemax, Lenoxin

Loteprednol etabonate, IDR-90102(topical), IDR-90103(oral formulation), CDDD-5604, HGP-1, P-5604, Locort, Loterox, Alrex, Lotemax, Lenoxin

依碳氯替泼诺 氯替泼诺 Chemical Name: 11beta,17-Dihydroxy-3-oxoandrosta-1,4-diene-17beta-carboxylic acid chloromethyl ester 17-(ethylcarbonate); 17alpha-(Ethoxycarbonyloxy)-11beta-hydroxy-3-oxoandrosta-1,4-diene-17-carboxylic acid chloromethyl ester
CAS No. 82034-46-6, 129260-79-3 (loteprednol)
项目整合开发状态: Launched-1998
项目研究机构: Bausch & Lomb (Proprietary), Soft Drugs (Originator), Ivax (Not Determined), Asta Medica (Licensee)
合成路线:The oxidation of 11beta,17,21-trihydroxypregnan-1,4-diene-3,20-dione (I) with sodium metaperiodate in THF/methanol gives 11beta,17alpha-dihydroxy-3-oxoandrosta-1,4-diene-17beta-carboxylic acid (II),which is treated with ethyl chloroformate and triethylamine in dichloromethane yielding 17alpha-(ethoxycarbonyloxy)-11beta-hydroxy-3-oxoandrosta-1,4-diene-17beta-carboxylic acid (III).Finally,this compound is esterified with chloromethyl iodide and NaOH in methanol/water.
📌 参考资料/链接:
参考文献标题:Steroids with antiinflammatory activity
文献作者:Bodor,N.S.(N.S.Bodor)
参考来源:BE 0889563; US 4996335

📄 详细内容


合成路线:The oxidation of 11beta,17,21-trihydroxypregnan-1,4-diene-3,20-dione (I) with sodium metaperiodate in THF/methanol gives 11beta,17alpha-dihydroxy-3-oxoandrosta-1,4-diene-17beta-carboxylic acid (II),which is treated with ethyl chloroformate and triethylamine in dichloromethane yielding 17alpha-(ethoxycarbonyloxy)-11beta-hydroxy-3-oxoandrosta-1,4-diene-17beta-carboxylic acid (III).Finally,this compound is esterified with chloromethyl iodide and NaOH in methanol/water.

参考文献标题:Soft drugs - 10.Blanching activity and receptor binding affinity of a new type of glucocorticoid: Loteprednol etabonate
文献作者:Druzgala,P.; Hochhaus,G.; Bodor,N.
参考来源:J Steroid Biochem Mol Biol 1991,38(2),149-154


合成路线:The oxidation of 11beta,17,21-trihydroxypregnan-1,4-diene-3,20-dione (I) with sodium metaperiodate in THF/methanol gives 11beta,17alpha-dihydroxy-3-oxoandrosta-1,4-diene-17beta-carboxylic acid (II),which is treated with ethyl chloroformate and triethylamine in dichloromethane yielding 17alpha-(ethoxycarbonyloxy)-11beta-hydroxy-3-oxoandrosta-1,4-diene-17beta-carboxylic acid (III).Finally,this compound is esterified with chloromethyl iodide and NaOH in methanol/water.
参考文献标题:Loteprednol Etabonate
文献作者:Graul,A.; Martin,L.; Castar,J.
参考来源:Drugs Fut 1997,22(10),1086


产品链接: CAS No. 82034-46-6››

产品链接: CAS No.129260-79-3››