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SML2046

Sigma-Aldrich

ARM390

≥98% (HPLC)

Synonym(s):

AR-M 1000390, N,N-Diethyl-4-(phenyl-4-piperidinylidenemethyl)benzamide

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About This Item

Empirical Formula (Hill Notation):
C23H28N2O
CAS Number:
209808-01-5
Molecular Weight:
348.48
UNSPSC Code:
12352200
NACRES:
NA.77
Pricing and availability is not currently available.

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

O=C(C1=CC=C(C(C2=CC=CC=C2)=C3CCNCC3)C=C1)N(CC)CC

InChI

1S/C23H28N2O/c1-3-25(4-2)23(26)21-12-10-19(11-13-21)22(18-8-6-5-7-9-18)20-14-16-24-17-15-20/h5-13,24H,3-4,14-17H2,1-2H3

InChI key

SMUGAZNLKPFBSB-UHFFFAOYSA-N

Biochem/physiol Actions

ARM390 in a δ-selective opioid receptor agonist derivative of SNC80. ARM390 leads to very low levels of receptor internalization, and does not induce acute desensitization of analgesic response compared to SNC80. ARM390 preferentially recruits arrestin 3 to the delta opioid receptor in mice.
low-internalizing δ opioid receptor agonist

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Amynah A Pradhan et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 36(12), 3541-3551 (2016-03-26)
Ligand-specific recruitment of arrestins facilitates functional selectivity of G-protein-coupled receptor signaling. Here, we describe agonist-selective recruitment of different arrestin isoforms to the delta opioid receptor in mice. A high-internalizing delta opioid receptor agonist (SNC80) preferentially recruited arrestin 2 and, in
Amynah A A Pradhan et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 30(49), 16459-16468 (2010-12-15)
δ-Opioid receptors are G-protein-coupled receptors that regulate nociceptive and emotional responses. It has been well established that distinct agonists acting at the same G-protein-coupled receptor can engage different signaling or regulatory responses. This concept, known as biased agonism, has important
S Stevens Negus et al.
The journal of pain : official journal of the American Pain Society, 13(4), 317-327 (2012-03-20)
The delta opioid receptor agonist SNC80 produces both antinociceptive and antidepressant effects in rodents. This profile suggests that SNC80 may also reverse prodepressant effects of pain. Accordingly, this study compared SNC80 effects in complementary assays of pain-stimulated and pain-depressed behavior

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