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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H27NO2
Molecular Weight 325.4446
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SR-59230A FREE BASE

SMILES

CCC1=C(OC[C@@H](O)CN[C@H]2CCCC3=C2C=CC=C3)C=CC=C1

InChI

InChIKey=VFDHMSXXELYMRW-ICSRJNTNSA-N
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

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

Description
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

Sources: Pharmacology Communications Volume 6 Issue 1-3 Pages 253-8 Journal 1995

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
49.0 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Functional studies of the first selective beta 3-adrenergic receptor antagonist SR 59230A in rat brown adipocytes.
1996 Jan
Patents

Patents

Sample Use Guides

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
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 08:15:02 UTC 2023
Edited
by admin
on Sat Dec 16 08:15:02 UTC 2023
Record UNII
YZ574930OD
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SR-59230A FREE BASE
Common Name English
SR 59230A - PARENT
Common Name English
2-PROPANOL, 1-(2-ETHYLPHENOXY)-3-((1,2,3,4-TETRAHYDRO-1-NAPHTHALENYL)AMINO)-, (S-(R*,R*))-
Systematic Name English
SR-59230A FREE BASE, (-)-
Common Name English
Code System Code Type Description
PUBCHEM
5311452
Created by admin on Sat Dec 16 08:15:02 UTC 2023 , Edited by admin on Sat Dec 16 08:15:02 UTC 2023
PRIMARY
EPA CompTox
DTXSID6043884
Created by admin on Sat Dec 16 08:15:02 UTC 2023 , Edited by admin on Sat Dec 16 08:15:02 UTC 2023
PRIMARY
FDA UNII
YZ574930OD
Created by admin on Sat Dec 16 08:15:02 UTC 2023 , Edited by admin on Sat Dec 16 08:15:02 UTC 2023
PRIMARY
CAS
174689-38-4
Created by admin on Sat Dec 16 08:15:02 UTC 2023 , Edited by admin on Sat Dec 16 08:15:02 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
IC50
SALT/SOLVATE -> PARENT