Fenretinide, NSC-374551, McN-R-1967, HPR, 4-HPR, -Drug Synthesis Database

【结构式】

【药物名称】Fenretinide, NSC-374551, McN-R-1967, HPR, 4-HPR

【化学名称】N-(4-Hydroxyphenyl)-all-trans-retinamide

【CA登记号】65646-68-6

【分子式】C₂₆H₃₃NO₂

【分子量】391.55841

【开发单位】National Cancer Institute (Originator), R.W. Johnson (Originator)

【药理作用】Bladder Cancer Therapy , Brain Cancer Therapy, Breast Cancer Therapy, Lung Cancer Therapy, Oncolytic Drugs, Ovarian Cancer Therapy, Prostate Cancer Therapy, Solid Tumors Therapy, Apoptosis Inducers, Retinoid RARbeta Agonists, Retinoid RARgamma Agonists, Retinoids

合成路线1

The reaction of retinoic acid (I) with PCl3 in dry benzene gives the corresponding retinoyl chloride (II), which is then condensed with 4-aminophenol (III) in DMF - ether.

参考文献中间体

【1】 Gander, R.J.; Gurney, J.A.; Esters of retinoic acid. BE 0847942; CA 1062700; GB 1543824; NL 7612201; US 4108880 .
【2】 Hillier, K.; Blancafort, P.; Serradell, M.N.; Castaner, J.; 4-Hydroxyphenylretinamide. Drugs Fut 1980, 5, 3, 132.

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)	32679	(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid; Retinoic acid	302-79-4	C₂₀H₂₈O₂	详情	详情
(II)	32680	Retinoyl chloride; (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoyl chloride		C₂₀H₂₇ClO	详情	详情
(III)	15715	4-Aminophenol	123-30-8	C₆H₇NO	详情	详情

Extended Information