SML2181

SA4503

≥98% (HPLC)

• Synonym(s): 1-(3,4-Dimethoxyphenethyl)-4-(3-phenylpropyl)piperazine dihydrochloride, AGY 94806, AGY94806, Cutamesine, SA 4503
• Empirical Formula (Hill Notation): C₂₃H₃₂N₂O₂ · 2HCl
• CAS Number: 165377-44-6
• Molecular Weight: 441.43
• MDL number: MFCD09842336
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• form: powder
• storage condition: desiccated
• color: white to beige
• solubility: H₂O: 2 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: COC1=CC=C(CCN2CCN(CCCC3=CC=CC=C3)CC2)C=C1OC
• 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
• InChI key: XWOXAKBQEMQMFH-UHFFFAOYSA-N

Description

Biochem/physiol Actions

High affinity, orally active non-opioid intracellular receptor sigma-1 (σ1R) selective agonist with in vivo efficacy in experimental mice and rats.

SA4503 is a high affinity, orally active non-opioid intracellular receptor sigma-1 (σ1R) selective agonist (IC50 = 17.4 nM against 200 nM (+)-pentazocine for binding σ1R), exhibiting ~100-fold less affinity for the sigma 2 receptor subtype (σ2R) and little or no affinity toward 36 other receptors, ion channels and second messenger systems. Oral administration is reported to elicit cerebral acetylcholine (ACh) release in rat frontal cortex and hippocampus (5-20 mg/kg p.o.) and reduce immobility time in a mouse forced swimming test (Immobility time = 214.8 s without vs. 111.6 s with 1.0 mg/kg oral dosage).

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable