重新定义2,6-亚甲基-3-苯并氮杂环辛烷的构效关系。第2部分：8-甲酰胺基环氮杂环辛烷类似物。
Redefining the structure-activity relationships of 2,6-methano-3-benzazocines. Part 2: 8-formamidocyclazocine analogues.
作者信息
Wentland Mark P, Sun Xufeng, Ye Yingchun, Lou Rongliang, Bidlack Jean M
机构信息
Department of Chemistry, Rensselaer Polytechnic Institute, Troy, NY 12180, USA.
出版信息
Bioorg Med Chem Lett. 2003 Jun 2;13(11):1911-4. doi: 10.1016/s0960-894x(03)00295-6.
High affinity binding for mu and kappa opioid receptors has been observed in analogues of cyclazocine, ethylketocyclazocine and naltrexone where the prototypic (of opiates) phenolic OH group was replaced with a formamide (-NHCHO) group. For the 8-formamide analogue of cyclazocine, binding is highly enantiospecific (eudismic ratios approximately 2000 for mu and kappa) with K(i) values </=1 nM observed for the (2R,6R,11R)-isomer, (-)-4. A preliminary SAR revealed that affinity is very sensitive to substitution on the formamide appendage.
在环唑辛、乙基酮环唑辛和纳曲酮的类似物中观察到对μ和κ阿片受体的高亲和力结合，其中原型（阿片类）酚羟基被甲酰胺（-NHCHO）基团取代。对于环唑辛的8-甲酰胺类似物，结合具有高度对映体特异性（μ和κ的优映比约为2000），(2R,6R,11R)-异构体（-）-4的K(i)值≤1 nM。初步的构效关系研究表明，亲和力对甲酰胺附属基团上的取代非常敏感。
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