| Identification | Back Directory | [Name]
SNC 80 | [CAS]
156727-74-1 | [Synonyms]
SNC 80
NIH 10815
(+)-4-[(Ar)-alpha-((2s,5r)-4-allyl-2,5-dimethyl-1-piperazinyl)-3
4-(alpha-(4-allyl-2,5-dimethyl-1-piperazinyl)-3-methoxybenzyl)-N,N-diethylbenzamide
(+)-4-[(AR)-A-((2S,5R)-4-ALLYL-2,5-DIMETHYL-1-PIPERAZINYL)-3-METHOXYBENZYL]-N,N-DIETHYLBENZAM
(+)-4-[(AR)-A-((2S,5R)-4-ALLYL-2,5-DIMETHYL-1-PIPERAZINYL)-3-METHOXYBENZYL]-N,N-DIETHYLBENZAMIDE
(+)-4-[(αr)-α-((2s,5r)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-methoxybenzyl]-n,n-diethylbenzamide
(+)-4-[(aR)-α-((2S,5R)-4-Allyl-2,5-dimethyl-1-piperazinyl)-3-methoxybenzyl]-N,N-diethylbenzamide
(+)-4-[(AR)-ALPHA-((2S,5R)-4-ALLYL-2,5-DIMETHYL-1-PIPERAZINYL)-3-METHOXYBENZYL]-N,N-DIETHYLBENZAMIDE
(+)-4-[(alphaR)-alpha-((2S,5R)-4-Allyl-2,5-dimethyl-1-piperazinyl)-3-methoxybenzyl]-N,N-diethylbenzamide
4-[(R)-[(2S,5R)-2,5-Dimethyl-4-(2-propen-1-yl)-1-piperazinyl](3-methoxyphenyl)methyl]-N,N-diethylbenzamide | [Molecular Formula]
C28H39N3O2 | [MDL Number]
MFCD00672673 | [MOL File]
156727-74-1.mol | [Molecular Weight]
449.63 |
| Chemical Properties | Back Directory | [Appearance]
Crystalline Solid | [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 | [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 |
| Hazard Information | Back Directory | [Chemical Properties]
Crystalline Solid | [Uses]
A highly selective and potent non-peptide -agonist, 2000-fold selective over u-receptors | [Biological Activity]
A highly selective and potent non-peptide δ -opioid agonist, 2000-fold selective over μ -opioid receptors. | [Description]
SNC 80 is a selective nonpeptide agonist of the δ-opioid receptor (Ki = 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. | [Definition]
ChEBI: 4-[(R)-[(2S,5R)-2,5-dimethyl-4-prop-2-enyl-1-piperazinyl]-(3-methoxyphenyl)methyl]-N,N-diethylbenzamide is a diarylmethane. | [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 |
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