A β3-AR antagonist
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SR 59230A (hydrochloride)

Item No. 21407

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S)-1-(2-ethylphenoxy)-3-[[(1S)-1,2,3,4-tetrahydro-1-naphthalenyl]amino]-2-propanol, monohydrochloride
CAS Number
1135278-41-9
Molecular Formula
C21H27NO2 • HCl
Formula Weight
361.9
Purity
≥99%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 100 mMWater: 10 mM
λmax
212, 270 nm
SMILES
CCC1=C(OC[C@H](CN[C@H]2CCCC3=C2C=CC=C3)O)C=CC=C1.Cl
InChi Code
InChI=1S/C21H27NO2.ClH/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;/h3-6,8-9,11,13,18,20,22-23H,2,7,10,12,14-15H2,1H3;1H/t18-,20-;/m0./s1
InChi Key
SHUCXUIOEAAJJL-MKSBGGEFSA-N
Shipping & Storage Information
Storage
Room temperature
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    10 mg

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    25 mg

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    Product Description

    SR 59230A (hydrochloride) is a β3-adrenergic receptor (β3-AR) antagonist (pA2s = 8.76, 7.31, and 6.63 in rat proximal colon, guinea pig atrium, and guinea pig trachea, respectively).1 It is less selective for β3-AR in cells transfected with the human β-AR subtypes (Kis = 16.4, 61.9, and 122 nM for β1-, β2-, and β3-AR, respectively).2 At low concentrations, SR 59230A blocks MDMA-induced hyperthermia, while at high concentrations it blocks hyperthermia but also increases heat loss through an α1-AR antagonistic mechanism.3 In adipocytes, it induces phosphorylation of p38 MAPK via the Gs pathway.4 It has also been used in studies of heart failure to elucidate the role of the β3-ARs.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Manara, L., Badone, D., Baroni, M., et al. Functional identification of rat atypical β-adrenoceptors by the first β3-selective antagonists, aryloxypropanolaminotetralins. Br. J. Pharmacol. 117(3), 435-442 (1996).

    2. Hoffman, C., Leitz, M.R., Oberdorf-Maass, S., et al. Comparative pharmacology of human β-adrenergic receptor subtypes--characterization of stably transfected receptors in CHO cells. Naunyn-Schmiedeberg's Arch. Pharmacol. 369(2), 151-159 (2004).

    3. Bexis, S., and Docherty, J.R. Role of α1- and β3-adrenoceptors in the modulation by SR59230A of the effects of MDMA on body temperature in the mouse. Br. J. Pharmacol. 158(1), 259-266 (2009).

    4. Mizuno, K., Kanda, Y., Kuroki, Y., et al. Stimulation of β3-adrenoceptors causes phosphorylation of p38 mitogen-activated protein kinase via a stimulatory G protein-dependent pathway in 3T3-L1 adipocytes. Br. J. Pharmacol. 135(4), 951-960 (2002).

    5. Gan, R.T., Li, W.M., Xiu, C.H., et al. Chronic blocking of β3-adrenoceptor ameliorates cardiac function in rat model of heart failure. Chin. Med. J. (Engl.) 120(24), 2250-2255 (2007).