RU-58642
1-吡唑烷基乙腈,3-[4-氰-3-(三氟甲基)苯基]-5,5-二甲基-2,4-二氧基-Chemical Name: 2-[3-[4-Cyano-3-(trifluoromethyl)phenyl]-5,5-dimethyl-2,4-dioxo-1-imidazolidinyl]acetonitrile
CAS No. 143782-63-2
项目整合开发状态: Preclinical
项目研究机构: Aventis Pharma (Originator)
合成路线:The reaction of 4-cyano-3-(trifluoromethyl)aniline (I) with phosgene afforded isocyanate (II).Subsequent condensation with 2-amino-2-methylpropionitrile (III) in the presence of Et3N in dichloroethane yielded the iminoimidazolidinone (IV),which was hydrolyzed to hydantoin (V) with refluxing 0.5 M HCl.Finally,alkylation with bromoacetonitrile (VI) in the presence of NaH in DMF provided the cyanomethyl compound.
📌 参考资料/链接：
参考文献标题:Phenylimidazolidines,their process for fabrication,their application as medicaments and the pharmaceutical compsns.containing them
文献作者:Gaillard-Kelly,M.; Goubet,F.; Philibert,D.; Teutsch,J.-G.(Aventis Pharma SA)
参考来源:EP 0494819; FR 2671348; JP 1992308579; US 5411981
📄 详细内容
合成路线:The reaction of 4-cyano-3-(trifluoromethyl)aniline (I) with phosgene afforded isocyanate (II).Subsequent condensation with 2-amino-2-methylpropionitrile (III) in the presence of Et3N in dichloroethane yielded the iminoimidazolidinone (IV),which was hydrolyzed to hydantoin (V) with refluxing 0.5 M HCl.Finally,alkylation with bromoacetonitrile (VI) in the presence of NaH in DMF provided the cyanomethyl compound.
参考文献标题:Pharmacological profile of RU 58642,a potent systemic antiandrogen for the treatment of androgen-dependent disorders
文献作者:Battmann,T.; Branche,C.; Bouchoux,F.; Cerede,E.; Philibert,D.; Goubet,F.; Teutsch,G.; Gaillard-Kelly,M.
参考来源:J Steroid Biochem Mol Biol 1998,64(1-2),103
产品链接: CAS No. 143782-63-2››