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S8688

Sigma-Aldrich

SR 59230A

≥98% (HPLC), powder, β3-Adrenoceptor antagonist

Synonyme(s) :

3-(2-Ethylphenoxy)-1-[[(1S)-1,2,3,4-tetrahydronaphth-1-yl]amino]-(2S)-2-propanol oxalate salt

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About This Item

Formule empirique (notation de Hill):
C21H27NO2 · C2H2O4
Numéro CAS:
174689-39-5
Poids moléculaire :
415.48
Numéro MDL:
MFCD00940163
Code UNSPSC :
12352200
ID de substance PubChem :
24278715
Nomenclature NACRES :
NA.77

product name

SR 59230A, ≥98% (HPLC), powder

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white

Solubilité

DMSO: >10 mg/mL
H2O: insoluble

Auteur

Sanofi Aventis

Chaîne SMILES 

OC(=O)C(O)=O.CCc1ccccc1OC[C@@H](O)CN[C@H]2CCCc3ccccc23

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

Clé InChI

XTBQNQMNFXNGLR-MKSBGGEFSA-N

Informations sur le gène

human ... ADRB3(155)

Application

SR 59230A was used in the identification of β-adrenoceptors in rat aorta.3 It was tested as a potential therapeutic agent in improving cardiac function in rat model of heart failure.4

Actions biochimiques/physiologiques

SR 59230A is a β3-adrenoceptor antagonist. It has high affinity for the β3 adrenoceptors occurring in human gut that affect the function of human colonic circular smooth muscle.1 It is reported that SR 59230A inhibits the Kir2.1-2.3 cardiac potassium channels.2

Caractéristiques et avantages

This compound is featured on the β-Adrenoceptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Sanofi Aventis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

F De Ponti et al.
British journal of pharmacology, 117(7), 1374-1376 (1996-04-01)
The role of beta 3-adrenoceptors in human colonic circular smooth muscle was assessed in vitro by use of the beta 3-selective antagonist SR 59230A. Isoprenaline, in the presence of the selective beta-adrenoceptor antagonists CGP 20712A (beta 1) and ICI 118551
Maura Calvani et al.
British journal of pharmacology, 176(14), 2509-2524 (2019-03-16)
Stress-related catecholamines have a role in cancer and β-adrenoceptors; specifically, β2 -adrenoceptors have been identified as new targets in treating melanoma. Recently, β3 -adrenoceptors have shown a pleiotropic effect on melanoma micro-environment leading to cancer progression. However, the mechanisms by
Martin Kulzer et al.
Biochemical and biophysical research communications, 424(2), 315-320 (2012-07-04)
Kir2.x channels form the molecular basis of cardiac I(K1) current and play a major role in cardiac electrophysiology. However, there is a substantial lack of selective Kir2 antagonists. We found the β(3)-adrenoceptor antagonist SR59230A to be an inhibitor of Kir2.x
Run-tao Gan et al.
Chinese medical journal, 120(24), 2250-2255 (2008-01-03)
Stimulation of the heart beta 3-adrenoceptor (AR) may result in a negative inotropic effect. Being up-regulated, beta 3-AR plays a more important role in the regulation of cardiac function during heart failure. However, the effect of chronic blocking of beta
Maria Antonietta Maselli et al.
European journal of pharmacology, 723, 62-66 (2013-11-28)
The effect of two novel β3-adrenoceptor (β3-AR) agonists SP-1f and SP-1h on human colon circular smooth muscle contractility and β3-AR mRNA expression have been determined. β3-AR is ascertained co-participates to the control of the gut motility. Isometric tension on human
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