We synthesized fentanyl analogues that possess key groups common to the opioid peptides to investigate whether or not these two classes of compounds interact with common subsites on opioid receptors. The design of the analogues was based on the possibility of structural analogy between the two aromatic rings of fentanyl and the Tyr1 and Phe4 residues of the opioid peptides. The synthesized compounds showed very weak or no opioid activity as tested in the electrically stimulated longitudinal muscle of the guinea pig ileum or mouse vas deferens preparations. These results, together with those of reported studies, suggest that fentanyl and the opioid peptides interact with different subsites on either mu or sigma receptors. Studies using the irreversible mu opioid receptor antagonist, beta-funaltrexamine, indicate that fentanyl interacts preferentially with mu opioid receptors.

No abstract

An efficient and convenient synthesis of the title compond 1 is described. The approach to the synthesis is based on hydride reduction of the 4‐methoxypyridinium salt 5, followed by acid hydrolysis of the resulting vinyl ether intermediate 6.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ring closure reactions ring closure reactions O 0130 -046Study on the Formation of Thiazolopyrimidinediones and Pyrimidothiazinediones from 6-Methyl-2-thiouracil.-Regioselective cyclocondensation at N-3 of the pyrimidine nucleus is achieved by treatment of thiouracil (I) with bromopropionic or chloroacetic acid followed by heating of the intermediates in acetic anhydride/pyridine affording the title compounds (III) and (V), respectively. Compound (V) is isolated as its acetoxy derivative, which is subsequently hydrolyzed. On the other hand, when (I) is reacted directly with the acid chlorides (VI) mixtures of N-1 and N-3 cyclized products are obtained. -(GHONEIM, K. M.; ESSAWI, M. Y. H.; MOHAMED, M. S.; KAMAL, A. M.; Pol.