342884-62-2

Usage

Biological Activity

Potent and highly selective non-peptide δ receptor antagonist (K i values are 4.7, 3800 and 7900 nM for δ , κ and μ receptors respectively). More selective than naltrindole (17-(Cyclopropylmethyl)-6,7-dehydro-4,5a-epoxy-3,14-dihydroxy-6,7-2',3'-indolomorphinan hydrochloride ).

Upstream product

• 59-88-1 phenylhydrazine hydrochloride 
• 384820-54-6 N-(2-methylallyl)oxymorphone 
• 33522-95-1 noroxymorphone 

Relevant academic research and scientific papers

Effect of N-alkyl and N-alkenyl substituents in noroxymorphindole, 17-substituted-6,7-dehydro-4,5α-epoxy-3,14-dihydroxy-6,7:2′, 3′-indolomorphinans, on opioid receptor affinity, selectivity, and efficacy

The N-alkyl analogues (N-ethyl through N-heptyl), branched N-alkyl chain analogues (N-isopropyl, N-2-methylpropyl, and N-3-methylbutyl), and N-alkenyl analogues ((E)-N-3-methylallyl (crotyl), N-2-methylallyl, and N-3,3-dimethylallyl) were prepared in the

Derivatives of 17-(2-methylallyl)-substituted noroxymorphone: variation of the delta address and its effects on affinity and selectivity for the delta opioid receptor.

In an effort to establish the importance of the N-(2-methylallyl) substituent in the noroxymorphone series, several derivatives have been synthesized, retaining that N-substituent and modifying the delta address moiety. A few compounds showed moderate binding affinity and selectivity for the delta receptor; none displayed a pharmacological profile as exceptional as N-(2-methylallyl)noroxymorphindole. A second study showed that 3-O-methylation of all derivatives decreases binding affinity. The present results indicate that only a combination of the N-(2-methylallyl) group and an indole delta address provided high selectivity for the delta receptor.