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S2812

Sigma-Aldrich

SNC80

≥98% (HPLC), solid

Sinónimos:

(+)-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

Fórmula empírica (notación de Hill):
C28H39N3O2
Número de CAS:
156727-74-1
Peso molecular:
449.63
Número MDL:
MFCD00672673
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
24278698
NACRES:
NA.77

Nivel de calidad

100

Ensayo

≥98% (HPLC)

Formulario

solid

color

off-white

solubilidad

DMSO: soluble

cadena SMILES

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

Clave InChI

KQWVAUSXZDRQPZ-QNWUEUMSSA-N

Información sobre el gen

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

Aplicación

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

Acciones bioquímicas o fisiológicas

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

Características y beneficios

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.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
0000136411
0000136412
0000134963
0000076505
0000076506

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Richard M van Rijn et al.
The Journal of pharmacology and experimental therapeutics, 335(1), 133-139 (2010-07-08)
Alcoholism and anxiety disorders have a huge impact on society and afflict 17.6 million and 40 million people in the United States, respectively. A strong comorbidity exists between alcoholism and anxiety disorders. Indeed, alcohol withdrawal-induced anxiety is a primary contributing
Matthew D Metcalf et al.
ACS chemical neuroscience, 3(7), 505-509 (2012-08-04)
Coexpressed and colocalized μ- and δ-opioid receptors have been established to exist as heteromers in cultured cells and in vivo. However the biological significance of opioid receptor heteromer activation is less clear. To explore this significance, the efficacy of selective
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
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
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