SR 59230A

SR 59230A is a selective antagonist of the beta-3 adrenergic receptor,^[1][2][3] but was subsequently shown to also act at α₁ adrenoceptors at high doses.^[4] It has been shown to block the hyperthermia produced by MDMA in animal studies.^[5]

SR 59230A

Names
Preferred IUPAC name (2S)-1-(2-Ethylphenoxy)-3-{[(1S)-1,2,3,4-tetrahydronaphthalen-1-yl]amino}propan-2-ol
Identifiers
CAS Number	174689-39-5 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:92621 N
ChemSpider	4470938 N
IUPHAR/BPS	547
PubChem CID	5311452
UNII	Z4G2GB3YHU Y
CompTox Dashboard (EPA)	DTXSID6043884
InChI InChI=1S/C21H27NO2/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/t18-,20-/m0/s1 N Key: VFDHMSXXELYMRW-ICSRJNTNSA-N N
SMILES CCc1ccccc1OC[C@H](CN[C@H]2CCCc3c2cccc3)O
Properties
Chemical formula	C21H27NO2
Molar mass	325.452 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

References

1. Nisoli E, Tonello C, Landi M, Carruba MO (1996). "Functional studies of the first selective β₃-adrenergic receptor antagonist SR 59230A in rat brown adipocytes". Mol. Pharmacol. 49 (1): 7–14. PMID 8569714.
2. Bellantuono V, Cassano G, Lippe C (August 2008). "The adrenergic receptor subtypes present in frog (Rana esculenta) skin". Comp. Biochem. Physiol. C. 148 (2): 160–4. doi:10.1016/j.cbpc.2008.05.001. PMID 18544474.
3. Rickenbacher A, Seiler R, Honegger U, Shaw SG, Balsiger BM (January 2008). "Role of beta1-, beta2-, and beta3-adrenoceptors in contractile hypersensitivity in a model of small bowel transplantation". Surgery. 143 (1): 94–102. doi:10.1016/j.surg.2007.06.034. PMID 18154937.
4. Leblais V, Pourageaud F, Ivorra MD, Guibert C, Marthan R, Muller B (April 2004). "Role of alpha-adrenergic receptors in the effect of the beta-adrenergic receptor ligands, CGP 12177, bupranolol, and SR 59230A, on the contraction of rat intrapulmonary artery". J. Pharmacol. Exp. Ther. 309 (1): 137–45. doi:10.1124/jpet.103.061192. PMID 14718590. S2CID 394120.
5. Bexis S, Docherty JR (April 2009). "Role of alpha(1)- and beta(3)-adrenoceptors in the modulation by SR59230A of the effects of MDMA on body temperature in the mouse". British Journal of Pharmacology. 158 (1): 259–66. doi:10.1111/j.1476-5381.2009.00186.x. PMC 2795232. PMID 19422394.