SA4503 2HCl, a sigma-1 receptor agonist.

SA4503 dihydrochloride is a selective sigma 1 receptor (σ1R) agonist; high affinity for the sigma 1 receptor subtype labeled by(+)-[3H]pentazocine (IC50 = 17.4 +/- 1.9 nM), demonstrating 100-fold less affinity for the sigma 2 receptor.

Product information

CAS Number: 165377-44-6

Molecular Weight: 441.43

Formula: C23H34Cl2N2O2

Synonym:

SA-4503

AGY94806

Cutamesine HCl

Cutamesine hydrochloride

SA 4503

Chemical Name: 1-[2-(3,4-dimethoxyphenyl)ethyl]-4-(3-phenylpropyl)piperazine dihydrochloride

Smiles: Cl.Cl.COC1=CC(CCN2CCN(CCCC3C=CC=CC=3)CC2)=CC=C1OC

InChiKey: XWOXAKBQEMQMFH-UHFFFAOYSA-N

InChi: InChI=1S/C23H32N2O2.2ClH/c1-26-22-11-10-21(19-23(22)27-2)12-14-25-17-15-24(16-18-25)13-6-9-20-7-4-3-5-8-20;;/h3-5,7-8,10-11,19H,6,9,12-18H2,1-2H3;2*1H

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: DMSO : 30 mg/mL (67.96 mM; Need ultrasonic and warming)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

The sigma receptor might be involved in several diseases in the central nervous system. Cutamesine, a potent σ1receptor agonist, has 103-fold higher affinity for σ1 (IC50=17.4 nM) than σ2 (IC50=1, 784 nM) sites in guinea pig brain membranes. Cutamesine is 14-fold selective for σ1 (Ki=4.6 nM) over σ2 (Ki=63.1 nM) sites in guinea pig brain homogenates[1]. Cutamesine protects motor neuron NSC34 cells against superoxide dismutase 1 and serum free neurotoxicity. It upregulates the phosphorylation levels of Akt and extracellular signal-regulated kinase (ERK) 1/2[2]. Cutamesine reduces the activation of the MAPK/ERK pathway and down-regulated the ionotropic glutamate receptor, GluR1[3].

In Vivo:

Cutamesine extends the survival time in the SOD1G93A mice[2].

References:

1. Lever JR, et al. Sigma1 and sigma2 receptor binding affinity and selectivity of SA4503 and fluoroethyl SA4503. Synapse. 2006 May;59(6):350-8.
2. Tuerxun T, et al. SA4503, a sigma-1 receptor agonist, prevents cultured cortical neurons from oxidative stress-induced cell death via suppression of MAPK pathway activation and glutamate receptor expression. Neurosci Lett. 2010 Jan 29;469(3):303-8.

Products are for research use only. Not for human use.