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Key Documents

SML3970

Sigma-Aldrich

S1RA

≥98% (HPLC)

Synonym(s):

4-{2-[5-Methyl-1-(naphthalen-2-yl)-1H-pyrazol-3-yloxy]ethyl}morpholine, E 52862, E-52862, E52862, MR 309, MR-309, MR309

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About This Item

Empirical Formula (Hill Notation):
C20H23N3O2
CAS Number:
Molecular Weight:
337.42
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

, White to light Brown

solubility

DMSO: 2 mg/mL, clear

storage temp.

room temp

Biochem/physiol Actions

Selective, high-affinity sigma-1 receptor antagonist with antinociceptive efficacy in vivo.



S1RA (E-52862) is a selective, high-affinity sigma-1 receptor antagonist (human/guinea pig σ1 Ki = 17/23.5 nM; σ2 Ki = 9.3 μM/rat, >1 μM/guinea pig). S1RA exerts dose-dependent antinociceptive effects in several neuropathic pain models in mice in vivo (16 - 64 mg/kg i.p.).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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José Luis Díaz et al.
Journal of medicinal chemistry, 55(19), 8211-8224 (2012-07-13)
The synthesis and pharmacological activity of a new series of 1-arylpyrazoles as potent σ(1) receptor (σ(1)R) antagonists are reported. The new compounds were evaluated in vitro in human σ(1)R and guinea pig σ(2) receptor (σ(2)R) binding assays. The nature of
L Romero et al.
British journal of pharmacology, 166(8), 2289-2306 (2012-03-13)
The sigma-1 (σ(1) ) receptor is a ligand-regulated molecular chaperone that has been involved in pain, but there is limited understanding of the actions associated with its pharmacological modulation. Indeed, the selectivity and pharmacological properties of σ(1) receptor ligands used
Francisco Rafael Nieto et al.
The journal of pain, 13(11), 1107-1121 (2012-10-16)
Sigma-1 (σ(1)) receptors play a role in different types of pain and in central sensitization mechanisms; however, it is unknown whether they are involved in chemotherapy-induced neuropathic pain. We compared the ability of paclitaxel to induce cold (acetone test) and

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