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165377-44-6

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

CAS: 165377-44-6

Molecular Formula: C23H32N2O2.2ClH

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165377-44-6 - Names and Identifiers

Name 1-[2-(3,4-Dimethoxyphenyl)ethyl]-4-(3-phenylpropyl)piperazine dihydrochloride
Synonyms SA-4503
Sa-4503
SA-4503(2HCl)
SA 4503 (dihydrochloride)
Cutamesine HCl (SA-4503 HCl)
1-(3,4-Dimethoxyphenethyl)-4-(3-phenylpropyl)piperazinedihydrochloride
1-[2-(3,4-Dimethoxyphenyl)ethyl]-4-(3-phenylpropyl)piperazine hydrochloride
1-[2-(3,4-Dimethoxyphenyl)ethyl]-4-(3-phenylpropyl)piperazine dihydrochloride
1-[2-(3,4-DiMethoxyphenyl)ethyl]-4-(3-phenylpropyl)piperazine dihydrochloride
SA-4503,1-(3,4-DIMETHOXYPHENETHYL)-4-(3-PHENYLPROPYL)PIPERAZINE DIHYDROCHLORIDE
CAS 165377-44-6
InChI InChI=1/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

165377-44-6 - Physico-chemical Properties

Molecular FormulaC23H32N2O2.2ClH
Molar Mass441.44
Melting Point250-252°C
Boling Point499.2°C at 760 mmHg
Flash Point137.3°C
Solubility DMSO: < 10.4 mg/mL
Vapor Presure4.25E-10mmHg at 25°C
Appearancepowder
Colorwhite to beige
Storage Condition2-8°C
StabilityStable for 1 year from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20° for up to 1 month.
In vitro study 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 (IC 50 =17.4 nM) than σ2 (IC 50 =1,784 nM) sites in guinea pig brain membranes. Cutamesine is 14-fold selective for σ1 (K i =4.6 nM) over σ2 (K i =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 study Cutamesine extends the survival time in the SOD1G93A mice.

165377-44-6 - Preparation solution concentration reference

 1mg5mg10mg
1 mM2.265 ml11.327 ml22.653 ml
5 mM0.453 ml2.265 ml4.531 ml
10 mM0.227 ml1.133 ml2.265 ml
5 mM0.045 ml0.227 ml0.453 ml
Last Update:2024-01-02 23:10:35
165377-44-6
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CAS: 165377-44-6
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View History
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