ChemicalBook > CAS DataBase List > SA-4503,1-(3,4-DIMETHOXYPHENETHYL)-4-(3-PHENYLPROPYL)PIPERAZINE DIHYDROCHLORIDE

SA-4503,1-(3,4-DIMETHOXYPHENETHYL)-4-(3-PHENYLPROPYL)PIPERAZINE DIHYDROCHLORIDE

Product Name
SA-4503,1-(3,4-DIMETHOXYPHENETHYL)-4-(3-PHENYLPROPYL)PIPERAZINE DIHYDROCHLORIDE
CAS No.
165377-44-6
Chemical Name
SA-4503,1-(3,4-DIMETHOXYPHENETHYL)-4-(3-PHENYLPROPYL)PIPERAZINE DIHYDROCHLORIDE
Synonyms
SA-4503;CS-2246;SA-4503(2HCl);Cutamesine HCl;SA 4503;SA-4503;SA4503 >=98% (HPLC);Cutamesine hydrochloride;AGY94806 dihydrochloride;SA 4503 (dihydrochloride);Cutamesine dihydrochloride
CBNumber
CB91011619
Molecular Formula
C23H32N2O2.2ClH
Formula Weight
441.44
MOL File
165377-44-6.mol
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SA-4503,1-(3,4-DIMETHOXYPHENETHYL)-4-(3-PHENYLPROPYL)PIPERAZINE DIHYDROCHLORIDE Property

Melting point:
250-252°C
storage temp. 
2-8°C
solubility 
Soluble in DMSO (up to 5 mg/ml) or in Water (up to at least 25 mg/ml)..
form 
powder
color 
white to beige
Water Solubility 
H2O: 2mg/mL, clear
Stability:
Stable 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.
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML2181
Product name
SA4503
Purity
≥98% (HPLC)
Packaging
5mg
Price
$108
Updated
2025/07/31
Sigma-Aldrich
Product number
SML2181
Product name
SA4503
Purity
≥98% (HPLC)
Packaging
25mg
Price
$436
Updated
2025/07/31
Cayman Chemical
Product number
26241
Product name
SA 4503
Packaging
10mg
Price
$97
Updated
2024/03/01
Cayman Chemical
Product number
26241
Product name
SA 4503
Packaging
50mg
Price
$322
Updated
2024/03/01
Cayman Chemical
Product number
26241
Product name
SA 4503
Packaging
5mg
Price
$56
Updated
2024/03/01
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SA-4503,1-(3,4-DIMETHOXYPHENETHYL)-4-(3-PHENYLPROPYL)PIPERAZINE DIHYDROCHLORIDE Chemical Properties,Usage,Production

Description

SA4503 (165377-44-6) is a potent and selective sigma 1 agonist (σ1 IC50?= 17.4 nM, σ2 IC50?= 1784 nM).1?It has been investigated as a cognition enhancer2,3, antidepressant4,5, anti-addiction agent6, and neuroprotectant7-10.

Uses

SA 4503 Dihydrochloride is a novel and selective σ1 receptor agonist.

Biochem/physiol Actions

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).

in vivo

Cutamesine extends the survival time in the SOD1G93A mice[2].

IC 50

Sigma 1 Receptor

storage

Desiccate at RT

References

[1] KIYOSHI MATSUNO. Binding properties of SA4503, a novel and selective σ1 receptor agonist[J]. European journal of pharmacology, 1996, 306 1: Pages 271-279. DOI:10.1016/0014-2999(96)00201-4
[2] SA4503, a novel cognition enhancer with sigma 1 agonistic properties
[3] TOMIHISA NIITSU K H Masaomi Iyo. Sigma-1 receptor agonists as therapeutic drugs for cognitive impairment in neuropsychiatric diseases.[J]. Current pharmaceutical design, 2012, 18 7: 875-883. DOI:10.2174/138161212799436476
[4] G SKUZA  Z R. A potential antidepressant activity of SA4503, a selective sigma 1 receptor agonist.[J]. Behavioural Pharmacology, 2002, 13 7: 537-543. DOI:10.1097/00008877-200211000-00003
[5] GUILLAUME LUCAS. Further evidence for an antidepressant potential of the selective sigma1 agonist SA 4503: electrophysiological, morphological and behavioural studies.[J]. International Journal of Neuropsychopharmacology, 2008, 11 4: 485-495. DOI:10.1017/s1461145708008547
[6] TOMOHISA MORI. Inhibitory effects of SA4503 on the rewarding effects of abused drugs.[J]. Addiction Biology, 2014, 19 3: 362-369. DOI:10.1111/j.1369-1600.2012.00488.x
[7] MINAKO NAKAZAWA  Shiro M  Kiyoshi Matsuno. Activation of σ1 receptor subtype leads to neuroprotection in the rat primary neuronal cultures[J]. Neurochemistry international, 1998, 32 4: Pages 337-343. DOI:10.1016/s0197-0186(97)00105-8
[8] KARSTEN RUSCHER. The sigma-1 receptor enhances brain plasticity and functional recovery after experimental stroke.[J]. ACS Central Science, 2011: 732-746. DOI:10.1093/brain/awq367
[9] KARSTEN RUSCHER. Effects of the sigma-1 receptor agonist 1-(3,4-dimethoxyphenethyl)-4-(3-phenylpropyl)-piperazine dihydro-chloride on inflammation after stroke.[J]. ACS Applied Bio Materials, 2012: e45118. DOI:10.1371/journal.pone.0045118
[10] DAISUKE YAMASHITA. Neuroprotective effects of cutamesine, a ligand of the sigma-1 receptor chaperone, against noise-induced hearing loss[J]. Journal of Neuroscience Research, 2015, 93 5: 788-795. DOI:10.1002/jnr.23543

SA-4503,1-(3,4-DIMETHOXYPHENETHYL)-4-(3-PHENYLPROPYL)PIPERAZINE DIHYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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SA-4503,1-(3,4-DIMETHOXYPHENETHYL)-4-(3-PHENYLPROPYL)PIPERAZINE DIHYDROCHLORIDE Suppliers

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View Lastest Price from SA-4503,1-(3,4-DIMETHOXYPHENETHYL)-4-(3-PHENYLPROPYL)PIPERAZINE DIHYDROCHLORIDE manufacturers

Career Henan Chemical Co
Product
SA-4503,1-(3,4-DIMETHOXYPHENETHYL)-4-(3-PHENYLPROPYL)PIPERAZINE DIHYDROCHLORIDE 165377-44-6
Price
US $1.00/g
Min. Order
1g
Purity
99.0%
Supply Ability
100kg
Release date
2020-01-09

165377-44-6, SA-4503,1-(3,4-DIMETHOXYPHENETHYL)-4-(3-PHENYLPROPYL)PIPERAZINE DIHYDROCHLORIDERelated Search:


  • 1-[2-(3,4-DiMethoxyphenyl)ethyl]-4-(3-phenylpropyl)piperazine dihydrochloride
  • SA-4503
  • SA-4503,1-(3,4-DIMETHOXYPHENETHYL)-4-(3-PHENYLPROPYL)PIPERAZINE DIHYDROCHLORIDE
  • 1-(3,4-Dimethoxyphenethyl)-4-(3-phenylpropyl)piperazinedihydrochloride
  • 1-[2-(3,4-Dimethoxyphenyl)ethyl]-4-(3-phenylpropyl)piperazine hydrochloride
  • SA-4503(2HCl)
  • Cutamesine HCl (SA-4503 HCl)
  • SA 4503 (dihydrochloride)
  • Cutamesine dihydrochloride
  • Cutamesine HCl
  • Cutamesine hydrochloride
  • SA4503; SA 4503; SA-4503; AGY94806; AGY-94806; AGY 94806; CUTAMESINE HCL; CUTAMESINE HYDROCHLORIDE
  • AGY94806 dihydrochloride
  • SA4503 DIHYDROCHLORIDE;AGY94806 DIHYDROCHLORIDE
  • CS-2246
  • SA 4503;SA-4503
  • SA4503 >=98% (HPLC)
  • 1-[2-(3,4-Dimethoxyphenyl)ethyl]-4-(3-phenylpropyl)piperazin...
  • Cutamesine dihydrochloride, 10 mM in DMSO
  • Cutamesine (SA4503 ) dihydrochloride
  • 165377-44-6
  • C23H32N2O22HCl
  • C23H34Cl2N2O2
  • C23H32N2O22ClH