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Details

Stereochemistry RACEMIC
Molecular Formula C16H21NO2
Molecular Weight 259.3434
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PROPRANOLOL

SMILES

CC(C)NCC(O)COC1=C2C=CC=CC2=CC=C1

InChI

InChIKey=AQHHHDLHHXJYJD-UHFFFAOYSA-N
InChI=1S/C16H21NO2/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16/h3-9,12,14,17-18H,10-11H2,1-2H3

HIDE SMILES / InChI
Molecular Formula C16H21NO2
Molecular Weight 259.3434
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:34:05 UTC 2023
Edited
by admin
on Fri Dec 15 16:34:05 UTC 2023
Record UNII
9Y8NXQ24VQ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PROPRANOLOL
INN   MI   VANDF   WHO-DD  
INN  
Official Name English
Propranolol [WHO-DD]
Common Name English
INNOPRAN XL
Common Name English
(±)-PROPRANOLOL
Common Name English
REDUCOR
Common Name English
PROPRANOLOL [VANDF]
Common Name English
AY-64043-
Code English
PROPRANOLOL [MI]
Common Name English
.BETA.-PROPRANOLOL
Common Name English
DL-PROPRANOLOL
Common Name English
2-PROPANOL, 1-((1-METHYLETHYL)AMINO)-3-(1-NAPHTHALENYLOXY)-
Systematic Name English
1-((1-METHYLETHYL)AMINO)-3-(1-NAPHTHALENYLOXY)-2-PROPANOL
Systematic Name English
PROPRASYLYT
Common Name English
EUPROVASIN
Common Name English
BETALONG
Common Name English
propranolol [INN]
Common Name English
Classification Tree Code System Code
WHO-VATC QC07AA05
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
WHO-ATC C07FA05
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
NDF-RT N0000175556
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
LIVERTOX NBK548218
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
FDA ORPHAN DRUG 266708
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
NCI_THESAURUS C29576
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
EU-Orphan Drug EU/3/16/1805
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
WHO-VATC QC07FA05
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
WHO-VATC QC07BA05
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
FDA ORPHAN DRUG 703319
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 7.2
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
NDF-RT N0000000161
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
WHO-ATC C07BA05
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
WHO-ATC C07FX01
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
FDA ORPHAN DRUG 475715
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
WHO-ATC C07AA05
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
FDA ORPHAN DRUG 484315
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
Code System Code Type Description
DRUG BANK
DB00571
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
PRIMARY
IUPHAR
564
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
PRIMARY
CHEBI
8499
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
PRIMARY
DAILYMED
9Y8NXQ24VQ
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
PRIMARY
SMS_ID
100000092019
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
PRIMARY
CAS
525-66-6
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
PRIMARY
ChEMBL
CHEMBL27
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
PRIMARY
MERCK INDEX
m9223
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
PRIMARY Merck Index
FDA UNII
9Y8NXQ24VQ
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
PRIMARY
WIKIPEDIA
PROPRANOLOL
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
PRIMARY
INN
1940
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
PRIMARY
ECHA (EC/EINECS)
235-867-6
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
ALTERNATIVE
CAS
13013-17-7
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
SUPERSEDED
PUBCHEM
4946
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
PRIMARY
LACTMED
Propranolol
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
PRIMARY
MESH
D011433
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
PRIMARY
ECHA (EC/EINECS)
208-378-0
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
PRIMARY
EPA CompTox
DTXSID6023525
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
PRIMARY
NCI_THESAURUS
C62073
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
PRIMARY
DRUG CENTRAL
2303
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
PRIMARY
EVMPD
SUB10119MIG
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
PRIMARY
RXCUI
8787
Created by admin on Fri Dec 15 16:34:05 UTC 2023 , Edited by admin on Fri Dec 15 16:34:05 UTC 2023
PRIMARY RxNorm
Related Record Type Details
OCT-2
TRANSPORTER -> INHIBITOR
Structure of LEVOPROPRANOLOL
ENANTIOMER -> RACEMATE
BETA-2 ADRENERGIC RECEPTOR
TARGET -> INHIBITOR
IC50
Structure of DEXPROPRANOLOL
ENANTIOMER -> RACEMATE
CYTOCHROME P450 2C19
METABOLIC ENZYME -> SUBSTRATE
CYTOCHROME P450 2D15 (CANINE)
METABOLIC ENZYME -> SUBSTRATE
Structure of PROPRANOLOL HYDROCHLORIDE
SALT/SOLVATE -> PARENT
BETA-2 ADRENERGIC RECEPTOR
TARGET -> INHIBITOR
COMPETITIVE INHIBITOR
Ki
BETA-1 ADRENERGIC RECEPTOR
TARGET -> INHIBITOR
Ki
Structure of LEVOPROPRANOLOL
ACTIVE ENANTIOMER->RACEMATE
Related Record Type Details
Structure of 4-HYDROXYPROPRANOLOL
METABOLITE ACTIVE -> PARENT
In vitro studies have indicated that the aromatic hydroxylation of propranolol is catalyzed mainly by polymorphic CYP2D6.
Structure of 1-NAPHTHOXYACETIC ACID
METABOLITE -> PARENT
MAJOR
Structure of 4-HYDROXYPROPRANOLOL GLUCURONIDE
METABOLITE -> PARENT
MAJOR
Structure of PROPRANOLOL GLUCURONIDE
METABOLITE -> PARENT
MAJOR
Structure of 4-HYDROXYPROPRANOLOL-4-O-SULFATE
METABOLITE -> PARENT
MAJOR
URINE
Structure of 1-NAPHTHOXYACETIC ACID
METABOLITE -> PARENT
URINE
Structure of 4-HYDROXY-PROPRANOLOL GLYCOL
METABOLITE -> PARENT
In vitro studies have indicated that the aromatic hydroxylation of propranolol is catalyzed mainly by polymorphic CYP2D6. Side-chain oxidation is mediated mainly by CYP1A2 and to some extent by CYP2D6.
Structure of PROPRANOLOL GLYCOL
METABOLITE -> PARENT
URINE
Structure of 4-HYDROXYPROPRANOLOL
METABOLITE ACTIVE -> PARENT
Metabolite to parent drug ratio in non-uraemic human plasma after chronic administration of parent drug.
METABOLITE TO PARENT DRUG RATIO
PLASMA; URINE
Structure of 4-HYDROXYPROPRANOLOL
METABOLITE ACTIVE -> PARENT
MAJOR
URINE
Structure of 4-HYDROXY-PROPRANOLOL GLYCOL
METABOLITE -> PARENT
URINE
Related Record Type Details
Structure of 2-PROPANOL, 1,1'-OXYBIS(3-(1-NAPHTHALENYLOXY)-
IMPURITY -> PARENT
Related Record Type Details
Structure of PROPRANOLOL
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC
Volume of Distribution PHARMACOKINETIC
NIH
NCATS
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