TOLAMOLOL HYDROCHLORIDE

Details

Stereochemistry	RACEMIC
Molecular Formula	C19H24N2O4.ClH
Molecular Weight	380.866
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.CC1=CC=CC=C1OCC(O)CNCCOC2=CC=C(C=C2)C(N)=O

InChI

InChIKey=ZATQSCRQPQXBEG-UHFFFAOYSA-N

InChI=1S/C19H24N2O4.ClH/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);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	C19H24N2O4
Molecular Weight	344.4049
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/1974626 | https://www.ncbi.nlm.nih.gov/pubmed/100739 | https://www.ncbi.nlm.nih.gov/pubmed/804952 | https://www.ncbi.nlm.nih.gov/pubmed/7952

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

Title	Date	PubMed
Beta-adrenoceptor antagonists and human sperm motility.	1990-03	1974626
Tolamolol, a beta adrenergic blocking agent: study of its efficacy in angina pectoris.	1978-09	100739
Beta-adrenergic blockade of the lung. Dose-dependent cardioselectivity of tolamolol in asthma.	1978-06	350512
Antihypertensive action of drug combination: polythiazide, prazosin and tolamolol.	1977-02	403051
Efficacy of cardioselective beta adrenergic blockade with intravenously administered tolamolol in the treatment of cardiac arrhythmias.	1976-08	7952
Effect of beta-adrenoceptor blocking drugs, physostigmine, and atropine on the toxicity of doxepin in mice.	1975-08	241887
Double-blind comparison of tolamolol, propranolol, practolol, and placebo in the treatment of angina pectoris.	1975-03-29	804952

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 `Mon Mar 31 23:24:37 GMT 2025` Edited by `admin` on `Mon Mar 31 23:24:37 GMT 2025`
Record UNII	25619NA95Y
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TOLAMOLOL HYDROCHLORIDE

Common Name

English

(±)-TOLAMOLOL HYDROCHLORIDE

Preferred Name

English

Benzamide, 4-[2-[[2-hydroxy-3-(2-methylphenoxy)propyl]amino]ethoxy]-, hydrochloride (1:1)

Systematic Name

English

4-(2-(2-HYDROXY-3-O-TOLYLOXYPROPYLAMINO)ETHOXY)BENZAMIDE HYDROCHLORIDE

Common Name

English

Tolamolol hydrochloride [WHO-DD]

Common Name

English

DL-TOLAMOLOL HYDROCHLORIDE

Common Name

English

BENZAMIDE, 4-(2-((2-HYDROXY-3-(2-METHYLPHENOXY)PROPYL)AMINO)ETHOXY)-, MONOHYDROCHLORIDE, (±)-

Common Name

English

Code System Code Type Description

PUBCHEM

170731