SR-59230A oxalate

Alias: SR 59230A; SR-59230A; SR59230A; SR-59230A oxalate
Cat No.:V2182 Purity: =99.1%
SR-59230A oxalate (SR59230A) is a novel, potent, blood-brain barrier penetrating, and selective β3 adrenoceptor antagonist (IC50 values are 40, 408 and 648 nM for β3, β1 and β2 receptors respectively).
SR-59230A oxalate Chemical Structure CAS No.: 174689-39-5
Product category: Adrenergic Receptor
This product is for research use only, not for human use. We do not sell to patients.
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Other Forms of SR-59230A oxalate:

  • (2R)-SR59230A
  • SR 59230A HCl
Official Supplier of:
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Purity & Quality Control Documentation

Purity: =99.1%

Product Description

SR-59230A oxalate (SR59230A) is a novel, potent, blood-brain barrier penetrating, and selective β3 adrenoceptor antagonist (IC50 values are 40, 408 and 648 nM for β3, β1 and β2 receptors respectively). SR-59230A was later demonstrated to act at high doses at α1 adrenoceptors as well. In studies on animals, it has been demonstrated to prevent the hyperthermia caused by MDMA. At elevated concentrations, SR 59230A not only prevents hyperthermia caused by MDMA but also enhances heat loss by acting as an antagonist of α1-AR.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
SR59230A (100 nM-50 μM; 24 hours) decrease cell viability in a dose-dependent manner in Neuro-2A, BE(2)C and SK-N-BE(2) NB cell lines[3].
ln Vivo
Hyperthermia caused by MDMA (20 mg/kg) develops gradually and reaches a maximum of 1.8°C 130 minutes after injection. SR59230A (0.5 mg/kg) causes the gradually escalating hyperthermia in response to MDMA to be slightly but significantly attenuated. SR59230A (5 mg/kg) indicates that MDMA causes a notable and early hypothermic response[4].
Cell Assay
Cell Line: Three different neuroblastoma (NB) cell lines, one murine (Neuro-2A) and two human (SK-N-BE(2), BE(2)C) Concentration: 100 nM, 1 μM, 5 μM, 10 μM, and 50 μM Incubation Time: 24 hours Result: Reduced cell viability in a dose-dependent manner, with significant effect at a concentration limit over 1 µM for Neuro-2A cells and 5 µM for SK-N-BE(2) and BE(2)C).
Animal Protocol
Male C-57BL6J wild-type mice (22-35 g)
0.5 or 5 mg/kg
Injected s.c.; administered 30 min prior to the injection s.c. of MDMA (20 mg/kg).
References

[1]. Functional studies of the first selective beta 3-adrenergic receptor antagonist SR 59230A in rat brown adipocytes.Mol Pharmacol. 1996 Jan;49(1):7-14.

[2]. Involvement of \u03b23-adrenergic receptors in the control of food intake in rats.Braz J Med Biol Res. 2011 Nov;44(11):1141-7.

[3]. \u03b23-adrenoreceptor blockade reduces tumor growth and increases neuronal differentiation in neuroblastoma via SK2/S1P2 modulation.Oncogene. 2020 Jan;39(2):368-384.

[4]. Role of alpha 1- and beta 3-adrenoceptors in the modulation by SR59230A of the effects of MDMA on body temperature in the mouse. Br J Pharmacol. 2009 Sep;158(1):259-66.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C23H29NO6
Molecular Weight
415.4795
Elemental Analysis
C, 66.49; H, 7.04; N, 3.37; O, 23.10
CAS #
174689-39-5
Appearance
Solid powder
SMILES
O[C@@H](CN[C@H]1CCCC2=C1C=CC=C2)COC3=CC=CC=C3CC.O=C(O)C(O)=O
InChi Key
XTBQNQMNFXNGLR-MKSBGGEFSA-N
InChi Code
InChI=1S/C21H27NO2.C2H2O4/c1-2-16-8-4-6-13-21(16)24-15-18(23)14-22-20-12-7-10-17-9-3-5-11-19(17)20;3-1(4)2(5)6/h3-6,8-9,11,13,18,20,22-23H,2,7,10,12,14-15H2,1H3;(H,3,4)(H,5,6)/t18-,20-;/m0./s1
Chemical Name
1-(2-Ethylphenoxy)-3-[[(1S)-1,2,3,4-tetrahydro-1-naphthalenyl]amino]-(2S)-2-propanol oxalate
Synonyms
SR 59230A; SR-59230A; SR59230A; SR-59230A oxalate
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~31.25 mg/mL (~75.21 mM)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.4069 mL 12.0343 mL 24.0685 mL
5 mM 0.4814 mL 2.4069 mL 4.8137 mL
10 mM 0.2407 mL 1.2034 mL 2.4069 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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Biological Data
  • Neuroblastoma tumor growth reduction exerted by SR59230A via SK2/S1P2 signaling axis is accompanied with an increased neuronal differentiation of NB cells. Oncogene . 2020 Jan;39(2):368-384.
  • Core body temperature recordings in conscious wild-type mice administered with vehicle, SR59230A (0.5 or 5 mg·kg−1) or prazosin (0.1 mg·kg−1) plus SR59230A (5 mg·kg−1), 30 min prior to giving MDMA (20 mg·kg−1), at room temperature. Br J Pharmacol . 2009 Sep;158(1):259-66.
  • Effects of SR59230A (10 µmol·L−1) on contractions to phenylephrine in rat spleen (A) and contractions to noradrenaline in rat aorta (B). Br J Pharmacol . 2009 Sep;158(1):259-66.
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