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Details

Stereochemistry RACEMIC
Molecular Formula C19H24N2O4
Molecular Weight 344.4049
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TOLAMOLOL

SMILES

CC1=C(OCC(O)CNCCOC2=CC=C(C=C2)C(N)=O)C=CC=C1

InChI

InChIKey=SKQDKFOTIPJUSV-UHFFFAOYSA-N
InChI=1S/C19H24N2O4/c1-14-4-2-3-5-18(14)25-13-16(22)12-21-10-11-24-17-8-6-15(7-9-17)19(20)23/h2-9,16,21-22H,10-13H2,1H3,(H2,20,23)

HIDE SMILES / InChI

Molecular Formula C19H24N2O4
Molecular Weight 344.4049
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Tolamolol is a phenoxypropranolamine derivative that preferentially inhibits myocardial beta adrenoreceptors, possesses beta blocking potency equivalent to propranolol, has little or no direct cell membrane effect and lacks beta adrenergic stimulating action. Cardioselective beta adrenergic blockade with tolamolol was highly effective in controlling ventricular rate in supraventricular arrhythmias and reduced the frequency of ventricular ectopic beats in half of the small group of patients with this arrhythmia. It is particularly applicable in patients with obstructive pulmonary disease in whom cardiac beta adrenergic blockade is indicated. Hypotension is an important potential side effect. Tolamolol and propranolol are equal in anti-anginal efficacy but tolamolol has the advantage of being cardioselective. It is superior to practolol. Tolamolol had no effect on sperm motility.

Approval Year

PubMed

PubMed

TitleDatePubMed
Effect of beta-adrenoceptor blocking drugs, physostigmine, and atropine on the toxicity of doxepin in mice.
1975 Aug
Double-blind comparison of tolamolol, propranolol, practolol, and placebo in the treatment of angina pectoris.
1975 Mar 29
Efficacy of cardioselective beta adrenergic blockade with intravenously administered tolamolol in the treatment of cardiac arrhythmias.
1976 Aug
Antihypertensive action of drug combination: polythiazide, prazosin and tolamolol.
1977 Feb
Beta-adrenoceptor antagonists and human sperm motility.
1990 Mar

Sample Use Guides

In Vivo Use Guide
200 mg thrice daily for a month
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:32:13 GMT 2023
Edited
by admin
on Sat Dec 16 17:32:13 GMT 2023
Record UNII
F03W3WUW58
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TOLAMOLOL
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
BENZAMIDE, 4-(2-((2-HYDROXY-3-(2-METHYLPHENOXY)PROPYL)AMINO)ETHOXY)-
Systematic Name English
tolamolol [INN]
Common Name English
TOLAMOLOL [USAN]
Common Name English
Tolamolol [WHO-DD]
Common Name English
P-(2-((2-HYDROXY-3-(O-TOLYLOXY)PROPYL)AMINO)ETHOXY)BENZAMIDE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29576
Created by admin on Sat Dec 16 17:32:14 GMT 2023 , Edited by admin on Sat Dec 16 17:32:14 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID4046230
Created by admin on Sat Dec 16 17:32:14 GMT 2023 , Edited by admin on Sat Dec 16 17:32:14 GMT 2023
PRIMARY
CAS
38103-61-6
Created by admin on Sat Dec 16 17:32:14 GMT 2023 , Edited by admin on Sat Dec 16 17:32:14 GMT 2023
PRIMARY
NCI_THESAURUS
C152678
Created by admin on Sat Dec 16 17:32:14 GMT 2023 , Edited by admin on Sat Dec 16 17:32:14 GMT 2023
PRIMARY
PUBCHEM
37910
Created by admin on Sat Dec 16 17:32:14 GMT 2023 , Edited by admin on Sat Dec 16 17:32:14 GMT 2023
PRIMARY
MESH
C100227
Created by admin on Sat Dec 16 17:32:14 GMT 2023 , Edited by admin on Sat Dec 16 17:32:14 GMT 2023
PRIMARY
INN
3407
Created by admin on Sat Dec 16 17:32:14 GMT 2023 , Edited by admin on Sat Dec 16 17:32:14 GMT 2023
PRIMARY
WIKIPEDIA
Tolamolol
Created by admin on Sat Dec 16 17:32:14 GMT 2023 , Edited by admin on Sat Dec 16 17:32:14 GMT 2023
PRIMARY
SMS_ID
100000077750
Created by admin on Sat Dec 16 17:32:14 GMT 2023 , Edited by admin on Sat Dec 16 17:32:14 GMT 2023
PRIMARY
ECHA (EC/EINECS)
253-783-8
Created by admin on Sat Dec 16 17:32:14 GMT 2023 , Edited by admin on Sat Dec 16 17:32:14 GMT 2023
PRIMARY
ChEMBL
CHEMBL418192
Created by admin on Sat Dec 16 17:32:14 GMT 2023 , Edited by admin on Sat Dec 16 17:32:14 GMT 2023
PRIMARY
EVMPD
SUB11146MIG
Created by admin on Sat Dec 16 17:32:14 GMT 2023 , Edited by admin on Sat Dec 16 17:32:14 GMT 2023
PRIMARY
FDA UNII
F03W3WUW58
Created by admin on Sat Dec 16 17:32:14 GMT 2023 , Edited by admin on Sat Dec 16 17:32:14 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY