General
Preferred name
PROPRANOLOL
Synonyms
PROPRANOLOL HYDROCHLORIDE (+/-) ()
(±)-Propranolol hydrochloride ()
PROPRANOLOL HYDROCHLORIDE ()
S-(-)-PROPRANOLOL ()
R-(+)-PROPRANOLOL ()
Propranolol HCl ()
AY-64043 ()
ICI-45520 ()
NCS-91523 ()
PROPRANOLOL, d ()
Propanolol,(+/-) ()
PROPANOLOL(-) ()
PROPRANOLOL, l- ()
PROPRANOLOL,(+) ()
PROPRANOLOL,(-) ()
Propranolol (hydrochloride) ()
AY-64043, ICI-45520, NCS-91523 ()
RAPRANOL SR ()
PROPANIX-160 SR ()
BEDRANOL S.R. ()
BETA-PROGRANE MR ()
BEDRANOL ()
PROPATARD LA ()
SYPROL ()
PROBETA LA ()
AY 64043 ()
PROPANIX-10 ()
HALF PROPANIX LA ()
LOPRANOL LA ()
BETADUR CR ()
HEMANGEOL ()
HALF-BEPRANE CR ()
ICI 45520 ()
PROPANIX LA ()
INDERAL LA ()
DUPROMEX ()
SLOPROLOL ()
SLO-PRO ()
HALF BETA-PROGRANE MR ()
PROPANIX-40 ()
CARDINOL ()
Tesnol ()
BERKOLOL ()
LEDERPRONOL ()
ANGILOL ()
INDERAL ()
HALF-BETADUR CR ()
PROPANIX-160 ()
HALF-INDERAL LA ()
Sagittol ()
NSC-91523 ()
HALF PROPATARD LA ()
INNOPRAN XL ()
Hemangiol ()
APSOLOL ()
PROPRANOLOL HYDROCHLORIDE INTENSOL ()
SLO-BLOK ()
AVLOCARDYL ()
PROPANIX-80 ()
Dl-propranolol ()
Euprovasin ()
Reducor ()
AY-64043- ()
.beta.-propranolol ()
Betalong ()
Inderide-80/25 ()
Proprasylyt ()
Inderide-40/25 ()
(?)-Propranolol (hydrochloride) ()
(?)-Propranolol-d7 ()
P&D ID
PD009912
CAS
13013-17-7
525-66-6
146874-86-4
98897-23-5
318-98-9
344298-99-3
Tags
available
biased GPCR ligand
drug
Approved by
FDA
First approval
1967
Drug indication
Anti-Adrenergic (beta-receptor)
Migraine
Cardiac Depressant (anti-arrhythmic)
Drug Status
approved
investigational
Max Phase
4.0
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
MOA Propranolol competes with sympathomimetic neurotransmitters such as catecholamines for binding at beta(1)-adrenergic receptors in the heart, inhibiting sympathetic stimulation. This results in a reduction in resting heart rate, cardiac output, systolic and diastolic blood pressure, and reflex orthostatic hypotension.; ; Propranolol is a nonselective β-adrenergic receptor antagonist.[A179902] Blocking of these receptors leads to vasoconstriction, inhibition of angiogenic factors like vascular endothelial growth factor (VEGF) and basic growth factor of fibroblasts (bFGF), induction of apoptosis of endothelial cells, as well as downregulation of the renin-angiotensin-aldosterone system.[A179902]
INDICATION Propranolol is indicated to treat hypertension.[L6907,L6904] Propranolol is also indicated to treat angina pectoris due to coronary atherosclerosis, atrial fibrillation, myocardial infarction, migraine, essential tremor, hypertrophic subaortic stenosis, pheochromocytoma, and proliferating infantile hemangioma.[L6904,L6907]
METABOLISM Propranolol undergoes side chain oxidation to α-naphthoxylactic acid, ring oxidation to 4’-hydroxypropranolol, or glucuronidation to propranolol glucuronide.[A36551] It can also be N-desisopropylated to become N-desisopropyl propranolol.[A179878]
DESCRIPTION The approved drug propranolol is a racemic mixtue of and . We show the non-stereo molecule to represent the mixture. (GtoPdb)
DESCRIPTION Potent alpha2C antagonist (Tocris Bioactive Compound Library)
DESCRIPTION beta Adrenoceptor antagonist; cardiac depressant (anti-arrhythmic) (LOPAC library)
DESCRIPTION β antagonist (Tocriscreen Total)
Cell lines
7
Organisms
3
Compound Sets
37
BiasDB
Propranolol
Cayman Chemical Bioactives
23349
25282
ChEMBL Approved Drugs
CHEMBL1671
CHEMBL27
ChEMBL Drugs
CHEMBL1671
CHEMBL27
Concise Guide to Pharmacology 2017/18
564
Concise Guide to Pharmacology 2019/20
564
Concise Guide to Pharmacology 2021/22
564
Concise Guide to Pharmacology 2023/24
564
CZ-OPENSCREEN Bioactive Library
Drug Repurposing Hub
DrugBank
DB00571
DrugBank Approved Drugs
DB00571
DrugCentral
2303
DrugCentral Approved Drugs
2303
DrugMAP
DM79NTF
DrugMAP Approved Drugs
DM79NTF
DrugMatrix
Enamine BioReference Compounds
EU-OPENSCREEN Bioactive Compound Library
EOS101139
EUbOPEN Chemogenomics Library
EUB0000418
Guide to Pharmacology
564
Ki Database
Propanolol,(+/-)
PROPANOLOL(-)
PROPRANOLOL
PROPRANOLOL,(+)
PROPRANOLOL,(-)
PROPRANOLOL, d
PROPRANOLOL, l-
LOPAC library
LSP-MoA library (Laboratory of Systems Pharmacology)
CHEMBL1671
CHEMBL27
Mcule NIBR MoA Box Subset
MCULE-7804628650
MedChem Express Bioactive Compound Library
HY-B0573
HY-B0573B
NCATS Inxight Approved Drugs
9Y8NXQ24VQ
NIH Clinical Collections (NCC)
Novartis Chemogenetic Library (NIBR MoA Box)
NPC Screening Collection
ReFrame library
Selleckchem Bioactive Compound Library
propranolol-hcl
TargetMol Bioactive Compound Library
T0812
The Spectrum Collection
Tocris Bioactive Compound Library
0624
Tocriscreen Total
VGSC-DB
NA0057
External IDs
92
Properties
(calculated by RDKit )
Molecular Weight
259.16
Hydrogen Bond Acceptors
3
Hydrogen Bond Donors
2
Rotatable Bonds
6
Ring Count
2
Aromatic Ring Count
2
cLogP
2.58
TPSA
41.49
Fraction CSP3
0.38
Chiral centers
1.0
Largest ring
6.0
QED
0.84
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Selectivity
beta
Pathway
GPCR/G protein
Neuroscience
Anti-infection
Neuronal Signaling
Target
??-adrenergic receptor
ADRB1, ADRB2
Adrenergic Receptor
Bacterial
Primary Target
Non-selective Adrenergic ? Receptors
MOA
Antagonist
beta-Adrenoceptor Antagonists
Adrenergic Receptor antagonist
Member status
member
Indication
hypertension, angina pectoris, migraine headache
Disease Area
cardiology, neurology/psychiatry
Therapeutic Class
Antianxiety Agents
VGSC Target
Nav1.5
Recommended Cell Concentration
None
Source data