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Cutamesine

CAT: 0804-HY-14813-03Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-14813-03Size:25 mg
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Description
Cutamesine (SA4503) is a potent and selective sigma 1 receptor agonist with an IC50 of 17.4 nM in guinea pig brain membranes. Cutamesine shows >100-fold less affinity for the sigma 2 receptor (IC50 of 1784 nM) . Cutamesine has antidepressant effects[1][2].
CAS Number
165377-43-5
Product Name Alternative
SA4503; AGY 94806
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Sigma Receptor
Type
Reference compound
Related Pathways
Neuronal Signaling
Applications
Neuroscience-Neuromodulation
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/sa4503.html
Purity
99.18
Solubility
10 mM in DMSO
Smiles
COC1=CC=C(CCN2CCN(CCCC3=CC=CC=C3)CC2)C=C1OC
Molecular Formula
C23H32N2O2
Molecular Weight
368.51
Precautions
H302, H315, H319, H335
References & Citations
[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]Ono Y, et al. SA4503, a sigma-1 receptor agonist, suppresses motor neuron damage in in vitro and in vivo amyotrophic lateral sclerosis models. Neurosci Lett. 2014 Jan 24;559:174-8.|[3]Minabe Y, et al. Acute and chronic administration of the selective sigma1 receptor agonist SA4503 significantly alters the activity of midbrain dopamine neurons in rats: An in vivo electrophysiological study. Synapse. 1999 Aug;33 (2) :129-40.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture)
Scientific Category
Reference compound1
Clinical Information
Phase 2
Isoform
Sigma 1 Receptor; Sigma 2 Receptor
Citation 01
Cell Death Dis. 2025 Jul 2;16 (1) :485.|Eur J Pharmacol. 2023 May 5:946:175647.|Mol Neurobiol. 2025 Nov 24;63 (1) :163.|Neural Regen Res. 2024 Apr 3.|Neurochem Int. 2025 Jan 28:105937.|Mol Neurobiol. 2025 Jun 1.|Pharmaceuticals (Basel) . 2025 Mar 24;18 (4) :455.

Chemical Information

Cutamesine
CAS Number165377-43-5
PubChem CID9907323
IUPAC Name1-[2-(3,4-dimethoxyphenyl)ethyl]-4-(3-phenylpropyl)piperazine
Molecular FormulaC23H32N2O2
Molecular Weight368.5
XLogP3.9
Topological Polar Surface Area24.9
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count9
Heavy Atom Count27
Formal Charge0
Complexity392
SMILES
COC1=C(C=C(C=C1)CCN2CCN(CC2)CCCC3=CC=CC=C3)OC
InChI
InChI=1S/C23H32N2O2/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
InChIKey
UVSWWUWQVAQPJR-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Cutamesine
CAS: 165377-43-5
CID: 9907323
Formula: C23H32N2O2
MW: 368.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight368.5
XLogP33.9
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count9
Exact Mass368.246378268
Monoisotopic Mass368.246378268
Topological Polar Surface Area24.9 Ų
Heavy Atom Count27
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 Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
QGA37743-01Cutamesine
A21152-100Cutamesine 100mg
S2917-5mgCutamesine Dihydrochloride
319851Cutamesine HCl
A21152-50Cutamesine 50mg
A21152-25Cutamesine 25mg
A21152-10Cutamesine 10mg
A12984-50Cutamesine dihydrochloride 50mg
A12984-10Cutamesine dihydrochloride 10mg
A12984-500Cutamesine (SA4503) dihydrochloride 500mg

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