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S2812

Sigma-Aldrich

SNC80

≥98% (HPLC), solid

Synonym(e):

(+)-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

Empirische Formel (Hill-System):
C28H39N3O2
CAS-Nummer:
156727-74-1
Molekulargewicht:
449.63
MDL-Nummer:
MFCD00672673
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24278698
NACRES:
NA.77

Assay

≥98% (HPLC)

Form

solid

Farbe

off-white

Löslichkeit

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

InChIKey

KQWVAUSXZDRQPZ-QNWUEUMSSA-N

Angaben zum Gen

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

Anwendung

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

Biochem./physiol. Wirkung

SNC80 is a δ opioid receptor agonist.
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

Leistungsmerkmale und Vorteile

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
0000136411
0000136412
0000134963
0000076505
0000076506

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Die Dokumentenbibliothek aufrufen

S N Calderon et al.
Journal of medicinal chemistry, 40(5), 695-704 (1997-02-28)
The highly selective delta (delta) opioid receptor agonist SNC 80 [(+)-4- [(alpha R)-alpha-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-methoxybenzyl]-N ,N- diethylbenzamide, (+)-21] and novel optically pure derivatives were synthesized from the enantiomers of 1-allyl-trans-2,5-dimethylpiperazine (2). The piperazine (+/-)-2 was synthesized, and its enantiomers were obtained on
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
Akiyoshi Saitoh et al.
Behavioural brain research, 223(2), 271-279 (2011-05-14)
We previously reported that the δ opioid receptor (DOP) agonists SNC80 and TAN-67 produce potent antidepressant-like and antinociceptive effects in rodents. However, SNC80 produced convulsive effects. Recently, we succeeded in synthesizing a novel DOP agonist called KNT-127. The present study
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
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