ANTI

Chemical Name: N-[2-[(4bS,8R,8aS,14bR)-7-(Cyclopropylmethyl)-1,8a-dihydroxy-5,6,7,8,8a,9,14,14b-octahydro-4,8-methano[1]benzofuro[2,3-a]pyrido[4,3-b]carbazol-11-yl]ethyl]acetamidine; N-[2-[17-(Cyclopropylmethyl)-4,5alpha-epoxy-3,14-dihydroxy-6,7-didehydroindolo[ 2',3':6,7]morphinan-5'-yl]ethyl]acetamidine
CAS No. 288621-65-8, 496847-88-2 (diHCl), 288621-66-9 (trifluoroacetate salt)
项目整合开发状态: Preclinical
项目研究机构: Harvard Medical School (Originator), University of Minnesota (Originator)
合成路线:Fischer indole cyclization of naltrexone (I) with 4-nitrophenylhydrazine (II) provided 5'-nitronaltrindole (III).Subsequent reduction of the nitro group of (III) by means of hydrazine hydrate and Raney Nickel gave the 5'-amino derivative (IV).Mercury-assisted condensation of (IV) with di(tert-butoxy-carbonyl)thiourea (V) afforded the protected guanidine (VI).Finally,the Boc groups of (VI) were cleaved by treatment with trifluoroacetic acid to furnish the title compound.

合成路线:Fischer indole cyclization of naltrexone (I) with 4-(cyanomethyl)phenylhydrazine (II) produces the indolomorphinan derivative (III).Subsequent reduction of the cyano group of (III) by catalytic hydrogenation over Raney-nickel produces amine (IV).This is then condensed with methyl acetimidate (V) to furnish the corresponding amidine.