Literature DB >> 23397939

Heteroatom analogues of hydrocodone: synthesis and biological activity.

Robert D Giacometti1, Jan Duchek, Lukas Werner, Afeef S Husni, Christopher R McCurdy, Stephen J Cutler, D Phillip Cox, Tomas Hudlicky.   

Abstract

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.

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Year:  2013        PMID： 23397939      PMCID： PMC3618612          DOI： 10.1021/jo3026753

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  18 in total

Review 1.  Recent advances in selective opioid receptor agonists and antagonists.

Authors:  Masakatsu Eguchi
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2.  The opiate receptor: a model explaining structure-activity relationships of opiate agonists and antagonists.

Authors:  A P Feinberg; I Creese; S H Snyder
Journal:  Proc Natl Acad Sci U S A       Date:  1976-11       Impact factor: 11.205

Review 3.  International Union of Pharmacology. XII. Classification of opioid receptors.

Authors:  B N Dhawan; F Cesselin; R Raghubir; T Reisine; P B Bradley; P S Portoghese; M Hamon
Journal:  Pharmacol Rev       Date:  1996-12       Impact factor: 25.468

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Authors:  W R Martin; C G Eades; J A Thompson; R E Huppler; P E Gilbert
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