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Details

Stereochemistry RACEMIC
Molecular Formula C12H20N2O4S.ClH
Molecular Weight 324.824
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SOTERENOL HYDROCHLORIDE

SMILES

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

InChI

InChIKey=LTQWQTNRIBKUMN-UHFFFAOYSA-N
InChI=1S/C12H20N2O4S.ClH/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;1H

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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 ( + / - )

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

PubMed

TitleDatePubMed
A comparison of the beta-adrenoceptor stimulant properties of salbutamol, orciprenaline and soterenol with those of isoprenaline.
1970 Dec
Application of trihydroxyindole reaction to methanesulfonanilides: fluorometric analysis for soterenol and mesuprine.
1976 May
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
Selective stimulation of PGE1-synthesis by soterenol in the isolated rat vas deferens is mediated by alpha adrenoreceptors.
1982 May
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 18:57:26 GMT 2023
Edited
by admin
on Fri Dec 15 18:57:26 GMT 2023
Record UNII
YNR17WO88K
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SOTERENOL HYDROCHLORIDE
USAN  
USAN  
Official Name English
METHANESULFONAMIDE, N-(2-HYDROXY-5-(1-HYDROXY-2-((1-METHYLETHYL)AMINO)ETHYL)PHENYL)-, MONOHYDROCHLORIDE
Common Name English
SOTERENOL MONOHYDROCHLORIDE [MI]
Common Name English
DL-SOTERENOL HYDROCHLORIDE
Common Name English
2'-HYDROXY-5'-(1-HYDROXY-2-(ISOPROPYLAMINO)ETHYL)METHANESULFONAMIDE MONOHYDROCHLORIDE
Common Name English
SOTERENOL HYDROCHLORIDE [USAN]
Common Name English
METHANESULFONAMIDE, N-(2-HYDROXY-5-(1-HYDROXY-2-((1-METHYLETHYL)AMINO)ETHYL)PHENYL)-, HYDROCHLORIDE (1:1)
Systematic Name English
(±)-SOTERENOL HYDROCHLORIDE
Common Name English
SOTERENOL HCL
Common Name English
(±)-2'-HYDROXY-5'-(1-HYDROXY-2-(ISOPROPYLAMINO)ETHYL)METHANESULFONAMIDE MONOHYDROCHLORIDE
Common Name English
MJ 1992
Code English
MJ-1992
Code English
SOTERENOL MONOHYDROCHLORIDE
MI  
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C319
Created by admin on Fri Dec 15 18:57:26 GMT 2023 , Edited by admin on Fri Dec 15 18:57:26 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID60933320
Created by admin on Fri Dec 15 18:57:26 GMT 2023 , Edited by admin on Fri Dec 15 18:57:26 GMT 2023
PRIMARY
NCI_THESAURUS
C152410
Created by admin on Fri Dec 15 18:57:26 GMT 2023 , Edited by admin on Fri Dec 15 18:57:26 GMT 2023
PRIMARY
PUBCHEM
66375
Created by admin on Fri Dec 15 18:57:26 GMT 2023 , Edited by admin on Fri Dec 15 18:57:26 GMT 2023
PRIMARY
FDA UNII
YNR17WO88K
Created by admin on Fri Dec 15 18:57:26 GMT 2023 , Edited by admin on Fri Dec 15 18:57:26 GMT 2023
PRIMARY
CAS
14816-67-2
Created by admin on Fri Dec 15 18:57:26 GMT 2023 , Edited by admin on Fri Dec 15 18:57:26 GMT 2023
PRIMARY
ChEMBL
CHEMBL30746
Created by admin on Fri Dec 15 18:57:26 GMT 2023 , Edited by admin on Fri Dec 15 18:57:26 GMT 2023
PRIMARY
ECHA (EC/EINECS)
238-889-4
Created by admin on Fri Dec 15 18:57:26 GMT 2023 , Edited by admin on Fri Dec 15 18:57:26 GMT 2023
PRIMARY
MERCK INDEX
m10125
Created by admin on Fri Dec 15 18:57:26 GMT 2023 , Edited by admin on Fri Dec 15 18:57:26 GMT 2023
PRIMARY Merck Index
CAS
28418-29-3
Created by admin on Fri Dec 15 18:57:26 GMT 2023 , Edited by admin on Fri Dec 15 18:57:26 GMT 2023
SUPERSEDED
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ACTIVE MOIETY