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Cutamesine dihydrochloride

CAT: 0013-GTR19160461-01Size: 1 gDry Ice: NoHazardous: No
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Description
Cutamesine dihydrochloride is a selective σ1 receptor agonist (IC50: 17.4 nM) . It shows selectivity for σ1 over σ2 receptors, and inhibits angiotensin II-induced cardiomyocyte hypertrophy in vitro and attenuates myocardial hypertrophy in vivo. In a rat model of experimental stroke, it enhances brain plasticity and sensorimotor function. (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. 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. Cutamesine reduces the activation of the MAPK/ERK pathway and down-regulated the ionotropic glutamate receptor, GluR1. (In Vivo) :Cutamesine extends the survival time in the SOD1G93A mice.
CAS Number
165377-44-6
Product Name Alternative
SA4503 (dihydrochloride) | AGY94806 dihydrochloride
Purity
>98% (HPLC)
Solubility
DMSO : 30 mg/mL 67.96 mM
Smiles
COc1c (cc (cc1) CCN1CCN (CC1) CCCc1ccccc1) OC.Cl.Cl
Molecular Formula
C23H32N2O2·2HCl
Molecular Weight
441.43
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

SA 4503

a sigma(1) receptor agonist; structure in first source

CAS Number165377-44-6
PubChem CID9954941
IUPAC Name1-[2-(3,4-dimethoxyphenyl)ethyl]-4-(3-phenylpropyl)piperazine;dihydrochloride
Molecular FormulaC23H34Cl2N2O2
Molecular Weight441.4
Topological Polar Surface Area24.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count9
Heavy Atom Count29
Formal Charge0
Complexity392
SMILES
COC1=C(C=C(C=C1)CCN2CCN(CC2)CCCC3=CC=CC=C3)OC.Cl.Cl
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
InChIKey
XWOXAKBQEMQMFH-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of SA 4503
CAS: 165377-44-6
CID: 9954941
Formula: C23H34Cl2N2O2
MW: 441.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight441.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count9
Exact Mass440.1997337
Monoisotopic Mass440.1997337
Topological Polar Surface Area24.9 Ų
Heavy Atom Count29
Formal Charge0
Complexity392
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count3
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
S2917-5mgCutamesine Dihydrochloride
HY-13510R-01Cutamesine dihydrochloride (Standard)
A12984-50Cutamesine dihydrochloride 50mg
A12984-10Cutamesine dihydrochloride 10mg
A12984-500Cutamesine (SA4503) dihydrochloride 500mg
A12984-100Cutamesine (SA4503) dihydrochloride 100mg
A12984-25Cutamesine (SA4503) dihydrochloride 25mg
A12984-2Cutamesine (SA4503) dihydrochloride 2mg
A12984-10mM-DCutamesine (SA4503) dihydrochloride 10mM * 1mL in DMSO
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