SNC 80 Chemical Properties

Melting point:

122-123°C

Boiling point:

564.8±50.0 °C(Predicted)

Density 

1.040

storage temp. 

Store at RT

solubility 

DMSO: soluble

form 

solid

pka

7.29±0.10(Predicted)

color 

off-white

Stability:

Store in Freezer

InChI

InChI=1S/C28H39N3O2/c1-7-17-30-19-22(5)31(20-21(30)4)27(25-11-10-12-26(18-25)33-6)23-13-15-24(16-14-23)28(32)29(8-2)9-3/h7,10-16,18,21-22,27H,1,8-9,17,19-20H2,2-6H3/t21-,22+,27-/m1/s1

InChIKey

KQWVAUSXZDRQPZ-UMTXDNHDSA-N

SMILES

C(N(CC)CC)(=O)C1=CC=C([C@@H](N2C[C@@H](C)N(CC=C)C[C@@H]2C)C2=CC=CC(OC)=C2)C=C1

Safety Information

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich

SNC 80 Usage And Synthesis

Description

SNC 80 is a selective nonpeptide agonist of the δ-opioid receptor (K_i = 0.18 nM, IC₅₀ = 2.73 nM) that is over 2,000-fold less effective at the μ-opioid receptor. It effectively activates μ/δ receptor heteromers (EC₅₀ = 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

A highly selective and potent non-peptide -agonist, 2000-fold selective over u-receptors

Uses

Rats were administered SNC80 to study the role of nitric oxide synthase in peripheral antinociception mechanism.⁵

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

storage

Store at RT

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

SNC 80(156727-74-1)Related Product Information

• 1-(4-METHYLBENZYL)PIPERAZINE
• 2-Aminoethyldiisopropylamine
• (R)-(-)-2-Methylpiperazine
• 4-[(4-METHYLPIPERAZIN-1-YL)METHYL]BENZALDEHYDE
• 3-Methyl-1-benzyl-piperazine
• trans-2,5-Dimethylpiperazine
• [4-[(4-METHYLPIPERAZIN-1-YL)METHYL]PHENYL]METHYLAMINE
• N-1-Benzyl-2-methylpiperazine
• N,N-DIETHYLBENZAMIDE
• (S)-1-ISOPROPYL-2-METHYL-PIPERAZINE
• 4-[(S)-[(2S,5R)-2,5-DIMETHYL-4-(2-PROPENYL)-1-PIPERAZINYL]PHENYLMETHYL]-N,N-DIETHYLBENZAMIDE
• (2S,5R)-1-BENZYL-2,5-DIMETHYLPIPERAZINE
• N-[4-(AMINOMETHYL)BENZYL]-N,N-DIETHYLAMINE
• SNC 80
• 1-(3-METHOXYBENZYL)PIPERAZINE
• [(4-METHYLPHENYL)PHENYLMETHYL]PIPERAZINE
• Aligeron
• CHEMBRDG-BB 4015543