CAS 165377-44-6|SA 4503 dihydrochloride

Introduction：Basic information about CAS 165377-44-6|SA 4503 dihydrochloride, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. SA 4503 dihydrochloride BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Customs
6. Synonyms

Common Name	SA 4503 dihydrochloride
CAS Number	165377-44-6	Molecular Weight	441.434
Density	/	Boiling Point	499.2ºC at 760 mmHg
Molecular Formula	C₂₃H₃₄Cl₂N₂O₂	Melting Point	/
MSDS	/	Flash Point	137.3ºC

Names

Name	1-(3,4-Dimethoxyphenethyl)-4-(3-phenylpropyl)piperazine dihydrochloride
Synonym	More Synonyms

SA 4503 dihydrochloride BiologicalActivity

Description	Cutamesine dihydrochloride (SA4503 dihydrochloride) is a potent Sigma 1 receptor agonist with an IC50 of 17.4 nM in guinea pig brain membranes.
Related Catalog	Signaling Pathways >>GPCR/G Protein >>Sigma ReceptorResearch Areas >>Neurological Disease
Target	IC50: 17.4 nM (σ1receptor, guinea pig brain membranes)[1]
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].
Cell Assay	The NSC34 cells are seeded at a density of 7000 cells per well into 96-well plates with D-MEM and transfected using Lipofectamine 2000 mixed with 2 μg /mL of plasmid vector in D-MEM for 6 h. After 6 h, the cell-culture medium is replaced with fresh D-MEM and culture and allowed to proceed for a further 42 h. The cells are then transferred to serum-free D-MEM and immediately treated with Cutamesine at a final concentration of 1, 3, or 10 nM[2].
Animal Admin	Mice: Transgenic female mice overexpressing mutated human SOD1G93A are used in the study. Cutamesine is dissolved in saline and subcutaneously administered at a dose of 1 mg/kg once daily to 5-week-old SOD1G93A mice to the time of death. In a control group, vehicle (saline) is subcutaneously administered at 10 ml/kg[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.

Chemical & Physical Properties

Boiling Point	499.2ºC at 760 mmHg
Molecular Formula	C₂₃H₃₄Cl₂N₂O₂
Molecular Weight	441.434
Flash Point	137.3ºC
Exact Mass	440.199738
PSA	24.94000
LogP	4.97650
Vapour Pressure	4.25E-10mmHg at 25°C
InChIKey	XWOXAKBQEMQMFH-UHFFFAOYSA-N
SMILES	COc1ccc(CCN2CCN(CCCc3ccccc3)CC2)cc1OC.Cl.Cl

Safety Information

HS Code	2933599090

Customs

HS Code	2933599090
Summary	2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Synonyms

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

1-(3,4-Dimethoxyphenethyl)-4-(3-phenylpropyl)piperazinedihydrochloride

Piperazine, 1-[2-(3,4-dimethoxyphenyl)ethyl]-4-(3-phenylpropyl)-, hydrochloride (1:2)

1-[2-(3,4-Dimethoxyphenyl)ethyl]-4-(3-phenylpropyl)piperazine dihydrochloride

SA-4503

SA4503 2HCl

SA4503 (dihydrochloride)

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