Description
SNC 80 is a selective nonpeptide agonist of the δ-
opioid receptor (K
i = 0.18 nM, IC
50 = 2.73 nM) that is over 2,000-
fold less effective at the μ-
opioid receptor. It effectively activates μ/δ receptor heteromers (EC
50 = 52.8 nM) but not κ/δ or μ/κ heteromers. SNC 80 has antinociceptive as well as pro-
convulsant effects
in vivo.
Chemical Properties
Crystalline Solid
Uses
Rats were administered SNC80 to study the role of nitric oxide synthase in peripheral antinociception mechanism.
5
Uses
A highly selective and potent non-peptide -agonist, 2000-fold selective over u-receptors
Definition
ChEBI: 4-[(R)-[(2S,5R)-2,5-dimethyl-4-prop-2-enyl-1-piperazinyl]-(3-methoxyphenyl)methyl]-N,N-diethylbenzamide is a diarylmethane.
Biological Activity
A highly selective and potent non-peptide δ -opioid agonist, 2000-fold selective over μ -opioid receptors.
Biochem/physiol Actions
SNC80 is a highly selective agonist of δ opioid receptor but also binds to μ-δ opioid receptor heteromers to produce antinociception in mice.2 It also acts as anti-depressant3, elicits dopamine-related behaviors and enhances behavioral responses to psychostimulants.4
References
[1] E J BILSKY. SNC 80, a selective, nonpeptidic and systemically active opioid delta agonist.[J]. Journal of Pharmacology and Experimental Therapeutics, 1995, 273 1: 359-366.
[2] S. N. CALDERON. ChemInform Abstract: Probes for Narcotic Receptor Mediated Phenomena. Part 19. Synthesis of (+)-4-((αR)-α-((2S,5R)-4-Allyl-2,5-dimethyl-1-piperazinyl)- 3-methoxybenzyl)-N,N-diethylbenzamide (SNC 80): A Highly Selective, Nonpeptide δ Opioid Receptor Agonist.[J]. ChemInform, 1994, 25 48. DOI:
10.1002/chin.199448177[3] R J KNAPP. Structure-activity relationships for SNC80 and related compounds at cloned human delta and mu opioid receptors.[J]. Journal of Pharmacology and Experimental Therapeutics, 1996, 277 3: 1284-1291.
[4] MATTHEW D. METCALF. The δ Opioid Receptor Agonist SNC80 Selectively Activates Heteromeric μ–δ Opioid Receptors[J]. ACS Chemical Neuroscience, 2012, 3 7: 505-509. DOI:
10.1021/cn3000394[5] INGELA DANIELSSON . Electroencephalographic and convulsant effects of the delta opioid agonist SNC80 in rhesus monkeys[J]. Pharmacology Biochemistry and Behavior, 2006, 85 2: Pages 428-434. DOI:
10.1016/j.pbb.2006.09.012
