SOTERENOL

Details

Stereochemistry	RACEMIC
Molecular Formula	C12H20N2O4S
Molecular Weight	288.363
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)NCC(O)C1=CC=C(O)C(NS(C)(=O)=O)=C1

InChI

InChIKey=HHRNQOGXBRYCHF-UHFFFAOYSA-N

InChI=1S/C12H20N2O4S/c1-8(2)13-7-12(16)9-4-5-11(15)10(6-9)14-19(3,17)18/h4-6,8,12-16H,7H2,1-3H3

HIDE SMILES / InChI

Molecular Formula	C12H20N2O4S
Molecular Weight	288.363
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/5699090 | https://www.ncbi.nlm.nih.gov/pubmed/39696 | https://www.ncbi.nlm.nih.gov/pubmed/240730

Soterenol [(+)-1-(3-methanesulphonamido, 4-hydroxyphenyl)-2-isopropylaminoethanol, MJ 1992] is a directly acting sympathomimetic amine which has been shown to display Beta2-adrenoceptor selectivity. Soterenol, a methanesulfonamido-phenethanolamine related structurally to isoproterenol, was a highly effective bronchodilator agent in several animal species by various routes of administration. The bronchodilator potency of soterenol was equivalent to, or greater than, that of isoproterenol. Soterenol also had potent stimulant action on the alpha-receptor of the smooth muscle.

Approval Year

PubMed

Title	Date	PubMed
A comparison of the beta-adrenoceptor stimulant properties of salbutamol, orciprenaline and soterenol with those of isoprenaline.	1970 Dec	4395522
Application of trihydroxyindole reaction to methanesulfonanilides: fluorometric analysis for soterenol and mesuprine.	1976 May	6778
Comparison of the beta-adrenoceptor effects of soterenol and its 3-hydroxy, 4-sulphonamido isomer (MJ6987-1) in isolated tissues from the guninea-pig.	1979 Jul-Aug	39696
Selective stimulation of PGE1-synthesis by soterenol in the isolated rat vas deferens is mediated by alpha adrenoreceptors.	1982 May	6285389

Patents

Sample Use Guides

In Vivo Use Guide

Treatment with soterenol (0.3-300 ug/kg, i.v.) increased the mean arterial blood pressure and decreased heart rate in rabbits.

Route of Administration: Intravenous

In Vitro Use Guide

Soterenol (0.02-0.5 ug/ml) inhibited responses of the isolated guinea-pig trachea to transmural electrical stimulation. Increases in the force of contraction of guinea-pig left atria which were isolated and electrically driven were obtained with soterenol (5-100 ug/ml)

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:02:38 GMT 2023` Edited by `admin` on `Fri Dec 15 18:02:38 GMT 2023`
Record UNII	9364W7589B
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SOTERENOL

Official Name

English

soterenol [INN]

Common Name

English

(±)-2'-HYDROXY-5'-(1-HYDROXY-2-(ISOPROPYLAMINO)ETHYL)METHANESULFONAMIDE

Common Name

English

METHANESULFONANILIDE, 2'-HYDROXY-5'-(1-HYDROXY-2-(ISOPROPYLAMINO)ETHYL)-

Systematic Name

English

(±)-SOTERENOL

Common Name

English

SOTERENOL [MI]

Common Name

English

METHANESULFONAMIDE, N-(2-HYDROXY-5-(1-HYDROXY-2-((1-METHYLETHYL)AMINO)ETHYL)PHENYL)-

Systematic Name

English

2'-HYDROXY-5'-(1-HYDROXY-2-(ISOPROPYLAMINO)ETHYL)METHANESULFONAMIDE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C319