SR-59230A

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H27NO2.C2H2O4
Molecular Weight	415.4795
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)C(O)=O.CCC1=C(OC[C@@H](O)CN[C@H]2CCCC3=CC=CC=C23)C=CC=C1

InChI

InChIKey=XTBQNQMNFXNGLR-MKSBGGEFSA-N

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

HIDE SMILES / InChI

Molecular Formula	C21H27NO2
Molecular Weight	325.4446
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	C2H2O4
Molecular Weight	90.0349
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10344530
Curator's Comment: description was created based on several sources, including https://www.google.com/patents/WO2002009760A3 | https://www.ncbi.nlm.nih.gov/pubmed/8569714 | https://www.ncbi.nlm.nih.gov/pubmed/24175568

SR 59230A is orally active, selective antagonist of the beta-3 adrenergic receptor, SR 59230A has high affinity for the β3 adrenoceptors occurring in human gut that affect the function of human colonic circular smooth muscle.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Beta-3 adrenergic receptor 49 Target ID: CHEMBL246 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10344530	Agonist 2678		49.0 nM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Functional studies of the first selective beta 3-adrenergic receptor antagonist SR 59230A in rat brown adipocytes.	1996 Jan	8569714

Patents

Sample Use Guides

In Vivo Use Guide

The Goto-Kakizaki (GK) rat aged 3–4 months were treated with SR 59230A. Osmotic pumps (2 ml, 5.0 l/h, 2 weeks duration; Alzet pump, Cupertino, CA, USA) were filled with either SR59230A (0.6 mg/kg * day; Bachem, St. Helen’s Merseyside, UK) or 0.9% NaCl according to manufacturer’s instruction and implanted subcutaneously between the shoulder blades of the rats.

Route of Administration: Other

In Vitro Use Guide

Isolated rat adipocytes were washed 3 times and incubated in 0.5 ml KRBHA at 37°C (2–5•104 cells) with gentle shaking. SR 59230A at suitable dilutions were added in a 5 μl volume to the cell suspension just before beginning the assay. After 90 min incubation, the reaction was stopped in ice and aliquots taken for enzymatic determination of glycerol, used as the index of lipolysis

Substance Class	Chemical Created by `admin` on `Sat Dec 16 10:14:52 GMT 2023` Edited by `admin` on `Sat Dec 16 10:14:52 GMT 2023`
Record UNII	Z4G2GB3YHU
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SR-59230A

Common Name

English

(2S)-1-(2-ETHYLPHENOXY)-3-(((1S)-1,2,3,4-TETRAHYDRO-1-NAPHTHALENYL)AMINO)2-PROPANOL ETHANEDIOATE (1:1)

Systematic Name

English

2-PROPANOL, 1-(2-ETHYLPHENOXY)-3-((1,2,3,4-TETRAHYDRO-1-NAPHTHALENYL)AMINO)-, (S-(R*,R*))-, ETHANEDIOATE (1:1) (SALT)

Systematic Name

English

2-PROPANOL, 1-(2-ETHYLPHENOXY)-3-(((1S)-1,2,3,4-TETRAHYDRO-1-NAPHTHALENYL)AMINO)-, (2S)-, ETHANEDIOATE (1:1)

Systematic Name

English

Code System Code Type Description

FDA UNII

Z4G2GB3YHU