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Details

Stereochemistry RACEMIC
Molecular Formula C15H21N3O2S3
Molecular Weight 371.545
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AROTINOLOL

SMILES

CC(C)(C)NCC(CSc1nc(cs1)-c2ccc(C(=O)N)s2)O

InChI

InChIKey=BHIAIPWSVYSKJS-UHFFFAOYSA-N
InChI=1S/C15H21N3O2S3/c1-15(2,3)17-6-9(19)7-21-14-18-10(8-22-14)11-4-5-12(23-11)13(16)20/h4-5,8-9,17,19H,6-7H2,1-3H3,(H2,16,20)

HIDE SMILES / InChI

Molecular Formula C15H21N3O2S3
Molecular Weight 371.545
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description
Curator's Comment:: description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/6200619

Arotinolol (INN, marketed under the tradename Almarl) is a medication in the class of mixed alpha/beta blockers. It is used in the treatment of high blood pressure and essential tremor. The recommended dosage is 10–30 mg per day.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Synthesis and beta-adrenergic blocking action of a new thiazolylthiopropanolamine derivative.
1978 Sep
Effects of beta-adrenergic blockers with different ancillary properties on lipid peroxidation in hyperthyroid rat cardiac muscle.
1989 Oct
Arotinolol is a weak partial agonist on beta 3-adrenergic receptors in brown adipocytes.
2001 Jul
Comparison of the effects of an ACE inhibitor and alphabeta blocker on the progression of renal failure with left ventricular hypertrophy: preliminary report.
2001 Mar
Clinical trial of arotinolol in the treatment of hypertension: dippers vs. non-dippers.
2001 Sep
Micellar electrokinetic capillary chromatography determination of +S and -R arotinolol in serum using UV detection and solid phase extraction.
2002 Jan
A multicenter randomized crossover multiple-dose comparison study of arotinolol and propranolol in essential tremor.
2003 Aug
Relapse of Graves' disease in a patient with pheochromocytoma.
2003 Dec
Enantioselective determination of arotinolol in human plasma by HPLC using teicoplanin chiral stationary phase.
2003 Oct
Pantothenate kinase-associated neurodegeneration initially presenting as postural tremor alone in a Japanese family with homozygous N245S substitutions in the pantothenate kinase gene.
2004 Oct 15
Spectrofluorometric determination of some beta-blockers in tablets and human plasma using 9,10-dimethoxyanthracene-2-sodium sulfonate.
2005 Apr
Effect of zonisamide on essential tremor: a pilot crossover study in comparison with arotinolol.
2005 Mar
Carvedilol, a nonselective beta-blocker, suppresses the production of tumor necrosis factor and tissue factor by inhibiting early growth response factor-1 expression in human monocytes in vitro.
2007 Apr
Effect of arotinolol on left ventricular function in patients with idiopathic dilated cardiomyopathy.
2007 Dec
Are adrenergic receptor blockers effective or contraindicated in pulmonary arterial hypertension?
2009 Dec
Effects of a pure alpha/beta-adrenergic receptor blocker on monocrotaline-induced pulmonary arterial hypertension with right ventricular hypertrophy in rats.
2009 Dec
Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method.
2010 Dec
Carteolol hydrochloride suppresses the generation of reactive oxygen species and rescues cell death after ultraviolet irradiation of cultured lens epithelial cells.
2010 Oct 12
Overview of essential tremor.
2010 Sep 7
Patents

Patents

Sample Use Guides

10-20 mg twice daily for 4 weeks
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Jun 25 21:57:45 UTC 2021
Edited
by admin
on Fri Jun 25 21:57:45 UTC 2021
Record UNII
394E3P3B99
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AROTINOLOL
INN   MI   WHO-DD  
INN  
Official Name English
AROTINOLOL [WHO-DD]
Common Name English
(+/-)-5-(2-((3-(TERT-BUTYLAMINO)-2-HYDROXYPROPYL)THIO)-4-THIAZOLYL)-2-THIOPHENECARBOXAMIDE
Systematic Name English
AROTINOLOL [INN]
Common Name English
AROTINOLOL [MI]
Common Name English
NSC-317940
Code English
Classification Tree Code System Code
NCI_THESAURUS C29576
Created by admin on Fri Jun 25 21:57:45 UTC 2021 , Edited by admin on Fri Jun 25 21:57:45 UTC 2021
Code System Code Type Description
PUBCHEM
2239
Created by admin on Fri Jun 25 21:57:45 UTC 2021 , Edited by admin on Fri Jun 25 21:57:45 UTC 2021
PRIMARY
CAS
68377-92-4
Created by admin on Fri Jun 25 21:57:45 UTC 2021 , Edited by admin on Fri Jun 25 21:57:45 UTC 2021
PRIMARY
DRUG CENTRAL
243
Created by admin on Fri Jun 25 21:57:45 UTC 2021 , Edited by admin on Fri Jun 25 21:57:45 UTC 2021
PRIMARY
INN
5215
Created by admin on Fri Jun 25 21:57:45 UTC 2021 , Edited by admin on Fri Jun 25 21:57:45 UTC 2021
PRIMARY
NCI_THESAURUS
C72609
Created by admin on Fri Jun 25 21:57:45 UTC 2021 , Edited by admin on Fri Jun 25 21:57:45 UTC 2021
PRIMARY
EVMPD
SUB05568MIG
Created by admin on Fri Jun 25 21:57:45 UTC 2021 , Edited by admin on Fri Jun 25 21:57:45 UTC 2021
PRIMARY
DRUG BANK
DB09204
Created by admin on Fri Jun 25 21:57:45 UTC 2021 , Edited by admin on Fri Jun 25 21:57:45 UTC 2021
PRIMARY
MESH
C024523
Created by admin on Fri Jun 25 21:57:45 UTC 2021 , Edited by admin on Fri Jun 25 21:57:45 UTC 2021
PRIMARY
FDA UNII
394E3P3B99
Created by admin on Fri Jun 25 21:57:45 UTC 2021 , Edited by admin on Fri Jun 25 21:57:45 UTC 2021
PRIMARY
MERCK INDEX
M2052
Created by admin on Fri Jun 25 21:57:45 UTC 2021 , Edited by admin on Fri Jun 25 21:57:45 UTC 2021
PRIMARY Merck Index
ChEMBL
CHEMBL93298
Created by admin on Fri Jun 25 21:57:45 UTC 2021 , Edited by admin on Fri Jun 25 21:57:45 UTC 2021
PRIMARY
WIKIPEDIA
AROTINOLOL
Created by admin on Fri Jun 25 21:57:45 UTC 2021 , Edited by admin on Fri Jun 25 21:57:45 UTC 2021
PRIMARY
EPA CompTox
68377-92-4
Created by admin on Fri Jun 25 21:57:45 UTC 2021 , Edited by admin on Fri Jun 25 21:57:45 UTC 2021
PRIMARY
Related Record Type Details
TARGET -> AGONIST
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY