Heteroatom Analogues of Hydrocodone: Synthesis and Biological Activity

被引：9

作者：

Giacometti, Robert D. ^{[1
,2
]}

Duchek, Jan ^{[1
,2
]}

Werner, Lukas ^{[1
,2
]}

Husni, Afeef S. ^{[4
]}

McCurdy, Christopher R. ^{[4
]}

Cutler, Stephen J. ^{[4
]}

Cox, D. Phillip ^{[3
]}

Hudlicky, Tomas ^{[1
,2
]}

机构：

[1] Brock Univ, Dept Chem, St Catharines, ON L2S 3A1, Canada

[2] Brock Univ, Ctr Biotechnol, St Catharines, ON L2S 3A1, Canada

[3] Noramco Inc, Wilmington, DE 19809 USA

[4] Univ Mississippi, Sch Pharm, Dept Med Chem, University, MS 38677 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 78卷 / 07期

基金：

加拿大创新基金会; 加拿大自然科学与工程研究理事会;

关键词：

OPIOID RECEPTORS; PHOSPHINIC ACIDS; MORPHINE; AGONISTS;

D O I：

10.1021/jo3026753

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Heteroatom analogues of hydrocodone, in which the N-methyl functionality was replaced with oxygen, sulfur, sulfoxide, and sulfone, were prepared by a short sequence from the ethylene glycol ketal of hydrocodone; a carbocyclic analogue of bisnorhydrocodone was also prepared. The compounds were tested for receptor binding and revealed moderate levels of activity for the sulfone analogue of hydrocodone.

引用

页码：2914 / 2925

页数：12

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