U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C13H21NO3
Molecular Weight 239.3107
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LEVOMOPROLOL

SMILES

COC1=CC=CC=C1OC[C@@H](O)CNC(C)C

InChI

InChIKey=LFTFGCDECFPSQD-NSHDSACASA-N
InChI=1S/C13H21NO3/c1-10(2)14-8-11(15)9-17-13-7-5-4-6-12(13)16-3/h4-7,10-11,14-15H,8-9H2,1-3H3/t11-/m0/s1

HIDE SMILES / InChI

Molecular Formula C13H21NO3
Molecular Weight 239.3107
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Levomoprolol (L-moprolol) is a beta-adrenergic blocker which was introduced as an oral medication for treatment of systemic hypertension. It was found to be effective in 2% eyedrops in reducing the intraocular pressure in glaucoma. Observations on glaucoma patients treated with the eyedrop for 1.5 to 2.5 years was without undesirable side effects. L-moprolol and dipivefrin had an equivalent effect in lowering the intraocular pressure. The association of the two drugs caused a further reduction of intraocular pressure.

Approval Year

PubMed

PubMed

TitleDatePubMed
Antihypertensive activity of (-) moprolol in man: double-blind comparison of enantiomers.
1980 Jul-Aug
Tolerability of high doses of (-)-moprolol in healthy volunteers.
1982
The pharmacokinetics of dl- and l-moprolol in the human.
1982 Feb
[Effects of acute administration of the levogyral beta-blocker levomoprolol on the exercise test in angina pectoris].
1984 Dec
[The beta-blocker levomoprolol in the treatment of glaucoma].
1985
[Long-term treatment of wide-angle glaucoma with the beta blocker levomoprolol: therapeutic effectiveness without side effects].
1986
[The hemodynamic effects on the portal system of levomoprolol and propranolol in rats with an enhanced adrenergic tonus].
1989 Aug
Determination by coupled high-performance liquid chromatography-gas chromatography of the beta-blocker levomoprolol in plasma following ophthalmic administration.
1989 Jul 7
Electrophysiological evaluation of the beta-blocking properties and direct membrane effects of l-moprolol and its enantiomer d-moprolol.
1989 May-Jun
Identification and determination of the enantiomers of moprolol and their metabolites in human urine by high-performance liquid chromatography and gas chromatography-mass spectrometry.
1993 Dec 22
The efficacy of the combination of l-moprolol and dipivefrin in reducing the intraocular pressure in primary open-angle glaucoma or in ocular hypertension.
1994 Nov
A new catalyst for the asymmetric Henry reaction: synthesis of β-nitroethanols in high enantiomeric excess.
2012 Dec 21
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:56:17 GMT 2023
Edited
by admin
on Sat Dec 16 17:56:17 GMT 2023
Record UNII
K4NON6FSON
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LEVOMOPROLOL
INN  
INN  
Official Name English
MOPROLOL, (S)-
Common Name English
(-)-(S)-1-(ISOPROPYLAMINO)-3-(O-METHOXYPHENOXY)-2-PROPANOL
Common Name English
levomoprolol [INN]
Common Name English
MOPROLOL L-FORM
MI  
Common Name English
MOPROLOL, (-)-
Common Name English
MOPROLOL L-FORM [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29576
Created by admin on Sat Dec 16 17:56:17 GMT 2023 , Edited by admin on Sat Dec 16 17:56:17 GMT 2023
Code System Code Type Description
FDA UNII
K4NON6FSON
Created by admin on Sat Dec 16 17:56:17 GMT 2023 , Edited by admin on Sat Dec 16 17:56:17 GMT 2023
PRIMARY
SMS_ID
100000082279
Created by admin on Sat Dec 16 17:56:17 GMT 2023 , Edited by admin on Sat Dec 16 17:56:17 GMT 2023
PRIMARY
ChEMBL
CHEMBL2106030
Created by admin on Sat Dec 16 17:56:17 GMT 2023 , Edited by admin on Sat Dec 16 17:56:17 GMT 2023
PRIMARY
EVMPD
SUB08480MIG
Created by admin on Sat Dec 16 17:56:17 GMT 2023 , Edited by admin on Sat Dec 16 17:56:17 GMT 2023
PRIMARY
CAS
77164-20-6
Created by admin on Sat Dec 16 17:56:17 GMT 2023 , Edited by admin on Sat Dec 16 17:56:17 GMT 2023
PRIMARY
DRUG CENTRAL
3981
Created by admin on Sat Dec 16 17:56:17 GMT 2023 , Edited by admin on Sat Dec 16 17:56:17 GMT 2023
PRIMARY
MERCK INDEX
m1207
Created by admin on Sat Dec 16 17:56:17 GMT 2023 , Edited by admin on Sat Dec 16 17:56:17 GMT 2023
PRIMARY Merck Index
INN
6150
Created by admin on Sat Dec 16 17:56:17 GMT 2023 , Edited by admin on Sat Dec 16 17:56:17 GMT 2023
PRIMARY
EPA CompTox
DTXSID301016500
Created by admin on Sat Dec 16 17:56:17 GMT 2023 , Edited by admin on Sat Dec 16 17:56:17 GMT 2023
PRIMARY
PUBCHEM
3034006
Created by admin on Sat Dec 16 17:56:17 GMT 2023 , Edited by admin on Sat Dec 16 17:56:17 GMT 2023
PRIMARY
WIKIPEDIA
Levomoprolol
Created by admin on Sat Dec 16 17:56:17 GMT 2023 , Edited by admin on Sat Dec 16 17:56:17 GMT 2023
PRIMARY
NCI_THESAURUS
C83877
Created by admin on Sat Dec 16 17:56:17 GMT 2023 , Edited by admin on Sat Dec 16 17:56:17 GMT 2023
PRIMARY
MESH
C009976
Created by admin on Sat Dec 16 17:56:17 GMT 2023 , Edited by admin on Sat Dec 16 17:56:17 GMT 2023
PRIMARY
Related Record Type Details
RACEMATE -> ENANTIOMER
Related Record Type Details
ACTIVE MOIETY