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S2812

Sigma-Aldrich

SNC80

≥98% (HPLC), solid

Synonym(s):

(+)-4-[(αR)-α-((2S,5R)-4-Allyl-2,5-dimethyl-1-piperazinyl)-3-methoxybenzyl]-N,N-diethylbenzamide, SNC 80, SNC-80

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About This Item

Empirical Formula (Hill Notation):
C28H39N3O2
CAS Number:
156727-74-1
Molecular Weight:
449.63
MDL number:
MFCD00672673
UNSPSC Code:
12352200
PubChem Substance ID:
24278698
NACRES:
NA.77

Assay

≥98% (HPLC)

form

solid

color

off-white

solubility

DMSO: soluble

SMILES string

CCN(CC)C(=O)c1ccc(cc1)[C@H](N2C[C@H](C)N(CC=C)C[C@H]2C)c3cccc(OC)c3

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?/m0/s1

InChI key

KQWVAUSXZDRQPZ-QNWUEUMSSA-N

Gene Information

human ... OPRD1(4985)
mouse ... Oprd1(18386)
rat ... Oprd1(24613) , Oprm1(25601)

Application

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

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
SNC80 is a δ opioid receptor agonist.

Features and Benefits

This compound is featured on the Opioid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Iness Charfi et al.
Cellular and molecular life sciences : CMLS, 71(8), 1529-1546 (2013-09-12)
Signaling bias refers to G protein-coupled receptor ligand ability to preferentially activate one type of signal over another. Bias to evoke signaling as opposed to sequestration has been proposed as a predictor of opioid ligand potential for generating tolerance. Here
Paul Chu Sin Chung et al.
Behavioural brain research, 278, 429-434 (2014-12-03)
The delta opioid receptor (DOR) has raised much interest for the development of new therapeutic drugs, particularly to treat patients suffering from mood disorders and chronic pain. Unfortunately, the prototypal DOR agonist SNC80 induces mild epileptic seizures in rodents. Although
Richard M van Rijn et al.
The Journal of pharmacology and experimental therapeutics, 344(1), 179-188 (2012-10-26)
Drugs targeting G-protein-coupled receptors (GPCRs) make up more than 25% of all prescribed medicines. The ability of GPCRs to form heteromers with unique signaling properties suggests an entirely new and unexplored pool of drug targets. However, current in vitro assays
Laura S Moye et al.
Cephalalgia : an international journal of headache, 39(1), 77-90 (2018-05-18)
Post-traumatic headache is the most common and long-lasting impairment observed following mild traumatic brain injury, and frequently has migraine-like characteristics. The mechanisms underlying progression from mild traumatic brain injury to post-traumatic headache are not fully understood. The aim of this
Chihiro Nozaki et al.
The Journal of pharmacology and experimental therapeutics, 342(3), 799-807 (2012-06-16)
N,N-diethyl-4-(5-hydroxyspiro[chromene-2,4'-piperidine]-4-yl) benzamide (ADL5859) and N,N-diethyl-3-hydroxy-4-(spiro[chromene-2,4'-piperidine]-4-yl)benzamide (ADL5747) are novel δ-opioid agonists that show good oral bioavailability and analgesic and antidepressive effects in the rat and represent potential drugs for chronic pain treatment. Here, we used genetic approaches to investigate molecular mechanisms
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