Propranolol

Highest phase reached
Drug type
Small molecule
First approval year

First approval year
Listing at source
Listed
Highest phase reached

Drug type
Small molecule
Drug name
Propranolol
Molecular weight
Structure (SMILES)
CC(C)NCC(O)COc1cccc2ccccc12

  • .beta.-propranolol
  • (±)-Propranolol
  • ay 64043
  • ay 64043 free base
  • AY-64043 free base
  • AY-64043-
  • beta propranolol
  • betalong
  • Betalong
  • dl propranolol
  • Dl-propranolol
  • euprovasin
  • Euprovasin
  • inderide 40 25
  • inderide 80 25
  • Inderide-40/25
  • Inderide-80/25
  • innopran xl
  • INNOPRAN XL
  • propranolol
  • Propranolol
  • Propranolol [INN]
  • Propranolol [MI]
  • Propranolol [VANDF]
  • Propranolol [WHO-DD]

And 10 more, listed on the interactive page.

ATC classification codes
  • C07AA05
Sources for recorded values
CAS registry numbers
  • 525-66-6
ChEMBL ID
InChIKey
AQHHHDLHHXJYJD-UHFFFAOYSA-N
PubChem compound IDs
  • 4946
FDA ingredient codes (UNII)
  • 9Y8NXQ24VQ

  • 8787
  • 82084

Applicant
WYETH PHARMS
Approval date
13 Nov 1967
Application number
NDA016418

Status
Authorised
Status date
23 Apr 2014
Authorisation date
23 Apr 2014
Approved indications
Hemangiol is indicated in the treatment of proliferating infantile haemangioma requiring systemic therapy: Life- or function-threatening haemangioma, Ulcerated haemangioma with pain and/or lack of response to simple wound care measures, Haemangioma with a risk of permanent scars or disfigurement. It is to be initiated in infants aged 5 weeks to 5 months.
Product number
EMEA/H/C/002621
Authorisation holder
Pierre Fabre Medicament
Priority medicines scheme
No
Generic
No
Biosimilar
No
Generic medicines
0
Biosimilar medicines
0
Advanced therapy
No
Conditional approval
No
Additional monitoring
No
Accelerated assessment
No
Exceptional circumstances
No

Therapeutic areas

  • Hemangioma
European medicines record

Patents
0
Designations
2
First in class
No
Fast track
No
Breakthrough designation
No
Orphan designation
No
Priority review
No
Orphan exclusivity
No
Accelerated approval
No
Availability
Prescription only
Boxed warning
Yes

Pharmacology name
propranolol
Type
Synthetic organic
Drug name stem
-olol
Approval recorded by Guide to Pharmacology
Yes

Administration routes

  • Oral
  • Parenteral

  • Action
    Antagonist
    Action type
    Antagonist
    Target
    β2-adrenoceptor
    Gene symbol
    ADRB2
    Protein identifier
    P07550
    Affinity units
    pKi
    Primary target
    Yes
  • Action
    Antagonist
    Action type
    Antagonist
    Target
    β3-adrenoceptor
    Gene symbol
    ADRB3
    Protein identifier
    P13945
    Affinity units
    pKi
    Primary target
    Yes

  • Mechanism
    Beta-1 adrenergic receptor antagonist
    Action type
    Antagonist
    Target
    Beta-1 adrenergic receptor
  • Mechanism
    Beta-2 adrenergic receptor antagonist
    Action type
    Antagonist
    Target
    Beta-2 adrenergic receptor

  • Action type
    Antagonist
    Gene symbol
    ADRB2
    Protein identifier
    P07550
    Organism
    Homo sapiens
    Target development level
    Clinical
  • Action type
    Antagonist
    Gene symbol
    ADRB1
    Protein identifier
    P08588
    Organism
    Homo sapiens
    Target development level
    Clinical
  • Action type
    Antagonist
    Gene symbol
    ADRB3
    Protein identifier
    P13945
    Organism
    Homo sapiens
    Target development level
    Clinical

  • Condition
    Carcinoma, Hepatocellular
    Highest recorded phase
    2
    Condition identifier
    EFO:0000182
    Subject identifier
    D006528
  • Condition
    Cardiovascular Diseases
    Highest recorded phase
    4
    Condition identifier
    EFO:0000319
    Subject identifier
    D002318
  • Condition
    Pulmonary Disease, Chronic Obstructive
    Highest recorded phase
    1
    Condition identifier
    EFO:0000341
    Subject identifier
    D029424
  • Condition
    Hypertension
    Highest recorded phase
    2
    Condition identifier
    EFO:0000537
    Subject identifier
    D006973
  • Condition
    Wounds and Injuries
    Highest recorded phase
    2
    Condition identifier
    EFO:0000546
    Subject identifier
    D014947
  • Condition
    Sarcoma, Kaposi
    Highest recorded phase
    2
    Condition identifier
    EFO:0000558
    Subject identifier
    D012514
  • Condition
    Myocardial Infarction
    Highest recorded phase
    3
    Condition identifier
    EFO:0000612
    Subject identifier
    D009203
  • Condition
    Hypertension, Portal
    Highest recorded phase
    3
    Condition identifier
    EFO:0000666
    Subject identifier
    D006975
  • Condition
    Carcinoma, Renal Cell
    Highest recorded phase
    2
    Condition identifier
    EFO:0000681
    Subject identifier
    D002292
  • Condition
    Stroke
    Highest recorded phase
    2
    Condition identifier
    EFO:0000712
    Subject identifier
    D020521
  • Condition
    Melanoma
    Highest recorded phase
    2
    Condition identifier
    EFO:0000756
    Subject identifier
    D008545
  • Condition
    Stress Disorders, Post-Traumatic
    Highest recorded phase
    3
    Condition identifier
    EFO:0001358
    Subject identifier
    D013313
  • Condition
    Macular Degeneration
    Highest recorded phase
    2
    Condition identifier
    EFO:0001365
    Subject identifier
    D008268
  • Condition
    Multiple Myeloma
    Highest recorded phase
    2
    Condition identifier
    EFO:0001378
    Subject identifier
    D009101
  • Condition
    Liver Cirrhosis
    Highest recorded phase
    3
    Condition identifier
    EFO:0001422
    Subject identifier
    D008103
  • Condition
    Coronary Disease
    Highest recorded phase
    3
    Condition identifier
    EFO:0001645
    Subject identifier
    D003327
  • Condition
    Cocaine-Related Disorders
    Highest recorded phase
    2
    Condition identifier
    EFO:0002610
    Subject identifier
    D019970
  • Condition
    Pancreatic Neoplasms
    Highest recorded phase
    2
    Condition identifier
    EFO:0002618
    Subject identifier
    D010190
  • Condition
    Kidney Diseases
    Highest recorded phase
    1
    Condition identifier
    EFO:0003086
    Subject identifier
    D007674
  • Condition
    Child Development Disorders, Pervasive
    Highest recorded phase
    0.5
    Condition identifier
    EFO:0003756
    Subject identifier
    D002659
  • Condition
    Heart Diseases
    Highest recorded phase
    3
    Condition identifier
    EFO:0003777
    Subject identifier
    D006331
  • Condition
    Pain
    Highest recorded phase
    2
    Condition identifier
    EFO:0003843
    Subject identifier
    D010146
  • Condition
    Pancreatic Neoplasms
    Highest recorded phase
    2
    Condition identifier
    EFO:0003860
    Subject identifier
    D010190
  • Condition
    Osteoporosis
    Highest recorded phase
    0.5
    Condition identifier
    EFO:0003882
    Subject identifier
    D010024
  • Condition
    Sleep Apnea, Obstructive
    Highest recorded phase
    2
    Condition identifier
    EFO:0003918
    Subject identifier
    D020181

And 51 more, listed on the interactive page.

  • Condition identifier
    EFO_0000195
    Highest recorded phase
    1
  • Condition identifier
    EFO_0000319
  • Condition identifier
    EFO_0000537
  • Condition identifier
    EFO_0000546
    Highest recorded phase
    2
  • Condition identifier
    EFO_0000558
    Highest recorded phase
    2
  • Condition identifier
    EFO_0000666
    Highest recorded phase
    3
  • Condition identifier
    EFO_0000681
    Highest recorded phase
    2
  • Condition identifier
    EFO_0000712
  • Condition identifier
    EFO_0000756
  • Condition identifier
    EFO_0001358
    Highest recorded phase
    3
  • Condition identifier
    EFO_0001378
    Highest recorded phase
    2
  • Condition identifier
    EFO_0001422
    Highest recorded phase
    3
  • Condition identifier
    EFO_0001425
  • Condition identifier
    EFO_0002610
    Highest recorded phase
    2
  • Condition identifier
    EFO_0002618
    Highest recorded phase
    2
  • Condition identifier
    EFO_0003015
    Highest recorded phase
    2
  • Condition identifier
    EFO_0003756
  • Condition identifier
    EFO_0003758
  • Condition identifier
    EFO_0003860
    Highest recorded phase
    2
  • Condition identifier
    EFO_0003882
  • Condition identifier
    EFO_0003895
    Highest recorded phase
    3
  • Condition identifier
    EFO_0003913
  • Condition identifier
    EFO_0003918
    Highest recorded phase
    2
  • Condition identifier
    EFO_0003968
    Highest recorded phase
    2
  • Condition identifier
    EFO_0004142
    Highest recorded phase
    3

And 153 more, listed on the interactive page.

Open Targets warnings

  • Warning
    Black Box Warning
    Effect
    cardiotoxicity
    Country
    United States

  • Event
    altered state of consciousness
    Reports
    57
    Reporting signal score
    62.4745
  • Event
    atrioventricular block first degree
    Reports
    36
    Reporting signal score
    71.6364
  • Event
    bradycardia
    Reports
    461
    Reporting signal score
    904.611
  • Event
    bronchial hyperreactivity
    Reports
    25
    Reporting signal score
    78.0191
  • Event
    cardiac arrest
    Reports
    185
    Reporting signal score
    347.761
  • Event
    cardio-respiratory arrest
    Reports
    46
    Reporting signal score
    75.2536
  • Event
    cardiogenic shock
    Reports
    128
    Reporting signal score
    326.158
  • Event
    circulatory collapse
    Reports
    93
    Reporting signal score
    180.65
  • Event
    coma
    Reports
    182
    Reporting signal score
    286.93
  • Event
    coma scale abnormal
    Reports
    31
    Reporting signal score
    63.7103
  • Event
    cyanosis
    Reports
    48
    Reporting signal score
    62.3865
  • Event
    depressed level of consciousness
    Reports
    83
    Reporting signal score
    73.8373
  • Event
    drug interaction
    Reports
    195
    Reporting signal score
    86.7865
  • Event
    drug intolerance
    Reports
    118
    Reporting signal score
    65.198
  • Event
    electrocardiogram qrs complex prolonged
    Reports
    38
    Reporting signal score
    75.2521
  • Event
    electrocardiogram qt prolonged
    Reports
    87
    Reporting signal score
    77.9807
  • Event
    granulomatous rosacea
    Reports
    13
    Reporting signal score
    65.3949
  • Event
    heart rate decreased
    Reports
    82
    Reporting signal score
    108.901
  • Event
    hyperkalaemia
    Reports
    83
    Reporting signal score
    77.2245
  • Event
    hypoglycaemia
    Reports
    193
    Reporting signal score
    290.029
  • Event
    hypoglycaemic seizure
    Reports
    36
    Reporting signal score
    136.278
  • Event
    hypotension
    Reports
    518
    Reporting signal score
    606.068
  • Event
    migraine
    Reports
    100
    Reporting signal score
    85.3246
  • Event
    peripheral coldness
    Reports
    56
    Reporting signal score
    103.41
  • Event
    poisoning deliberate
    Reports
    85
    Reporting signal score
    203.917

And 9 more, listed on the interactive page.

And 96 more, listed on the interactive page.

Dose
40mg
Route
Oral
How often
Twice daily

Hydrogen bond acceptors
3
Hydrogen bond donors
2
Polar surface area
41.49
Calculated partition coefficient (ALogP)
2.58
Calculated partition coefficient (XLogP)
3
Prodrug
No
Chirality
Racemic
Inorganic
No
Rule-of-five violations
0
Rotatable bonds
6
Heavy atoms
19
Molecular formula
C16H21NO2
Monoisotopic mass
259.157228913
Natural product
Yes

Recorded assays
4,028
Active assays
190

  • Confirmatory
  • Other

These details could not be displayed.

Related records

Trials (288)

Approved for (1)

In development for (67)

Other linked conditions (3)

Targets (2)