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

Details

Stereochemistry RACEMIC
Molecular Formula C15H25NO3
Molecular Weight 267.3639
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METOPROLOL

SMILES

COCCC1=CC=C(OCC(O)CNC(C)C)C=C1

InChI

InChIKey=IUBSYMUCCVWXPE-UHFFFAOYSA-N
InChI=1S/C15H25NO3/c1-12(2)16-10-14(17)11-19-15-6-4-13(5-7-15)8-9-18-3/h4-7,12,14,16-17H,8-11H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C15H25NO3
Molecular Weight 267.3639
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 16:30:20 UTC 2023
Edited
by admin
on Sat Dec 16 16:30:20 UTC 2023
Record UNII
GEB06NHM23
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
METOPROLOL
HSDB   INN   MART.   MI   USAN   VANDF   WHO-DD  
USAN   INN  
Official Name English
metoprolol [INN]
Common Name English
(RS)-METOPROLOL
Common Name English
METOPROLOL [HSDB]
Common Name English
METOPROLOL SLOW RELEASE
Common Name English
BEATROLOL
Brand Name English
CGP-2175
Code English
METOPROLOL [VANDF]
Common Name English
2-PROPANOL, 1-(4-(2-METHOXYETHYL)PHENOXY)-3-((1-METHYLETHYL)AMINO)-
Systematic Name English
SEROKEN
Brand Name English
METOPROLOL [MART.]
Common Name English
1-(4-(2-METHOXYETHYL)PHENOXY)-3-((1-METHYLETHYL)AMINO)-2-PROPANOL
Systematic Name English
1-(ISOPROPYLAMINO)-3-(4-(2-METHOXYETHYL)PHENOXY)PROPAN-2-OL
Systematic Name English
DL-METOPROLOL
Common Name English
METOPROLOL [USAN]
Common Name English
H-93/26
Code English
METOPROLOL, (±)-
Common Name English
Metoprolol [WHO-DD]
Common Name English
METOPROLOL [MI]
Common Name English
(±)-METOPROLOL
Common Name English
Classification Tree Code System Code
WHO-ATC C07FX03
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
WHO-ATC C07BB52
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
LIVERTOX NBK547984
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
WHO-ATC C07BB02
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
FDA ORPHAN DRUG 804220
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
WHO-ATC C07AB02
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
WHO-VATC QC07BB02
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
WHO-ATC C07FB02
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
WHO-ATC C07CB02
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
WHO-VATC QC07AB02
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
WHO-ATC C07FX05
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
WHO-VATC QC07AB52
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
NDF-RT N0000175556
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
WHO-VATC QC07CB02
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
WHO-VATC QC07FB02
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
NDF-RT N0000000161
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
WHO-ATC C07AB52
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
NCI_THESAURUS C29576
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
FDA ORPHAN DRUG 804320
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
WHO-VATC QC07BB52
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
WHO-ATC C07FB13
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
Code System Code Type Description
ECHA (EC/EINECS)
253-483-7
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
ALTERNATIVE
CAS
51384-51-1
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
PRIMARY
WIKIPEDIA
METOPROLOL
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
PRIMARY
DAILYMED
GEB06NHM23
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
PRIMARY
ECHA (EC/EINECS)
257-166-4
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
PRIMARY
EPA CompTox
DTXSID2023309
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
PRIMARY
CAS
37350-58-6
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
SUPERSEDED
SMS_ID
100000076066
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
PRIMARY
MESH
D008790
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
PRIMARY
LACTMED
Metoprolol
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
PRIMARY
ChEMBL
CHEMBL13
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
PRIMARY
FDA UNII
GEB06NHM23
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
PRIMARY
RXCUI
6918
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
PRIMARY RxNorm
DRUG BANK
DB00264
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
PRIMARY
CHEBI
6904
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
PRIMARY
HSDB
6531
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
PRIMARY
IUPHAR
553
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
PRIMARY
EVMPD
SUB14568MIG
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
PRIMARY
MERCK INDEX
m7498
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
PRIMARY Merck Index
DRUG CENTRAL
1786
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
PRIMARY
NCI_THESAURUS
C61845
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
PRIMARY
INN
3471
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
PRIMARY
CAS
54163-88-1
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
SUPERSEDED
PUBCHEM
4171
Created by admin on Sat Dec 16 16:30:23 UTC 2023 , Edited by admin on Sat Dec 16 16:30:23 UTC 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
TARGET -> AGONIST
SHORT-ACTING
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
METABOLIC ENZYME -> SUBSTRATE
Related Record Type Details
METABOLITE ACTIVE -> PARENT
O-demethylmetoprolol is a pharmacologically active urinary metoprolol metabolite that has 5 to 10X less potent than metoprolol.
METABOLITE INACTIVE -> PARENT
URINE
METABOLITE ACTIVE -> PARENT
Alpha-hydroxymetoprololhas 5 to 10X less potent than metoprolol.
URINE
Related Record Type Details
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC Elimination
PHARMACOKINETIC
Elimination
PHARMACOKINETIC