> Trialight public data. Index of pages: https://trialight.com/llms.txt
> Web page: https://trialight.com/data/asset/propranolol-2a170ee3-78ff-4851-bf86-5da33d9a1807
> Record changed: 2026-10-13

# Propranolol

Highest phase reached

Approved

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL27)

Drug type

Small molecule

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL27)

First approval year

1967

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL27)

## Development status

**First approval year**

1967

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL27)

**Listing at source**

Listed

**Highest phase reached**

Approved

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL27)

## Names and chemistry

**Drug type**

Small molecule

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL27)

**Drug name**

Propranolol

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL27)

**Molecular weight**

259.35

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL27)

**Structure (SMILES)**

CC(C)NCC(O)COc1cccc2ccccc12

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL27)

### Other names (35)

- .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.

## Identifiers

**ATC classification codes**

- C07AA05

Sources for recorded values

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL27)

**CAS registry numbers**

- 525-66-6

**ChEMBL ID**

CHEMBL27

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL27)

**InChIKey**

AQHHHDLHHXJYJD-UHFFFAOYSA-N

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL27)

**PubChem compound IDs**

- 4946

**FDA ingredient codes (UNII)**

- 9Y8NXQ24VQ

### RxNorm IDs (RxCUI) (2)

- 8787
- 82084

## Regulatory information

### United States

**Applicant**

WYETH PHARMS

**Approval date**

13 Nov 1967

**Application number**

NDA016418

### European Union

**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

Source: [www.ema.europa.eu](https://www.ema.europa.eu/en/medicines/human/EPAR/hemangiol)

### Other regulatory facts

**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

### Drug classification

**Pharmacology name**

propranolol

**Type**

Synthetic organic

**Drug name stem**

\-olol

**Approval recorded by Guide to Pharmacology**

Yes

#### Administration routes

- Oral
- Parenteral

### Mechanisms of action (2)

- **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

### Open Targets mechanisms (2)

- **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

### DrugCentral mechanisms (3)

- **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

### Investigated indications (76)

- **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.

### Open Targets indications (178)

- **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

### Reported adverse events (34)

- **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.

### Trial references (121)

- NCT00000197  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00000197)
- NCT00158132  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00158132)
- NCT00688805  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00688805)
- NCT00830362  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00830362)
- NCT01822587  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01822587)
- NCT01978457  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01978457)
- NCT00000492  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00000492)
- NCT00000493  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00000493)
- NCT00069355  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00069355)
- NCT00356187  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00356187)
- NCT01007084  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01007084)
- NCT00093860  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00093860)
- NCT00236561  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00236561)
- NCT00772031  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00772031)
- NCT01080677  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01080677)
- NCT05851781  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT05851781)
- NCT06361446  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT06361446)
- NCT00315913  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00315913)
- NCT04741698  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT04741698)
- NCT00390546  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00390546)
- NCT00465608  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00465608)
- NCT00611871  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00611871)
- NCT01127568  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01127568)
- NCT01239173  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01239173)
- NCT01349439  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01349439)

And 96 more, listed on the interactive page.

## Dosing

**Dose**

40mg

**Route**

Oral

**How often**

Twice daily

## Chemical properties

**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

## Evidence counts

**Recorded assays**

4,028

**Active assays**

190

### Active assay types (2)

- Confirmatory
- Other

## Pharmacologic actions

- Adrenergic beta-Antagonists  
Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D000319.html)
- Anti-Arrhythmia Agents  
Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D000889.html)
- Antihypertensive Agents  
Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D000959.html)
- Vasodilator Agents  
Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D014665.html)

## Biological measurements

These details could not be displayed.

## Related records

### Trials (288)

- ''Efficacy of Propranolol in the Treatment of Infantile Hemangioma"
- ¹³C-Methacetin Breath Test (MBT) Methodology Study
- 8mm-TIPS Versus Endoscopic Variceal Ligation (EVL) Plus Propranolol for Prevention of Variceal Rebleeding
- 8mm-TIPS Versus Endoscopic Variceal Ligation (EVL) Plus Propranolol for Prevention of Variceal Rebleeding in Patients With Child A Cirrhosis
- A Comparison Between the Effect of Oxytocin Only and Oxytocin Plus Propranolol on Induction of Labor in Term Pregnancy
- A Digital Treatment Platform for the Delivery of Home-Based Sequential Therapy in Patients With Glioma, GHoST Trial
- A Novel Treatment For Chronic Posttraumatic Stress Disorder (PTSD) Using Post-Reactivation Propranolol
- a Prospective Cohort Study for Propranolol Treatment in Retinopathy of Prematurity
- A Psychophysiologic Study of Weakening Traumatic Combat Memories With Post-Reactivation Propranolol
- A Randomized Trial of GVS Alone vs. Propranolol
- A Study Comparing Perioperative Stress Reduction vs. Standard of Care in Ovarian Cancer (PRESERVE)
- A Study Comparing Propranolol and Amantadine for Reducing Tremors in People With Parkinson's Disease
- A Study in Healthy Young Men to Look at What Drives the Cardiovascular Effects After Dosing With Mirabegron.
- A Study of Continuous Blood Pressure Monitoring in Healthy Participants
- A Study of Continuous Heart Rate Monitoring in Healthy Participants
- A Study of Lasmiditan and Propranolol in Healthy Participants
- A Study of LY2216684 in Healthy Participants Receiving Albuterol or Propanolol
- A Study of Ponesimod in Healthy Adult Participants Receiving Propranolol at Steady State
- A Study of Propranolol to Treat Kaposi Sarcoma
- A Study of the Efficacy and Safety of Two Doses of Topiramate Compared to Placebo and Propranolol in the Prevention of Migraine

### Approved for (1)

- [Cardiovascular disorder](https://trialight.com/data/condition/cardiovascular-disorder-362e433e-88a4-575f-90af-50fe7239dec0.md)

### In development for (67)

- Acute stress disorder Phase 2
- [Age-related macular degeneration](https://trialight.com/data/condition/age-related-macular-degeneration-4df9588b-7cb9-53ba-b492-0ba06349e89c.md) Phase 2
- Angiosarcoma Phase 2
- Anxiety Phase 2
- [Anxiety disorder](https://trialight.com/data/condition/anxiety-disorder-d84a28fc-7045-53b8-a1b6-52babcd37d08.md) Phase 2
- Aphasia Early phase 1
- [Asthma](https://trialight.com/data/condition/asthma-247437fb-0e60-5885-8a3a-ce40099cea88.md) Phase 2
- Autism spectrum disorder Early phase 1
- Brain injury Phase 3
- [Breast cancer](https://trialight.com/data/condition/breast-cancer-8ac10da3-93bd-54c5-a93b-265bc6699689.md) Phase 2
- Burn Phase 2
- [Cancer](https://trialight.com/data/condition/cancer-703b1dfc-4812-50eb-83f4-d7a205d16bdb.md) Phase 1
- Cardiac rhythm disease Phase 3
- Cerebral cavernous malformation Phase 2
- [Chronic obstructive pulmonary disease](https://trialight.com/data/condition/chronic-obstructive-pulmonary-disease-8e23f74b-95b9-5920-a241-c0278555234f.md) Phase 1
- [Cirrhosis of liver](https://trialight.com/data/condition/cirrhosis-of-liver-d90e4a84-9e82-54fc-a553-1e42086e8382.md) Phase 3
- Cocaine dependence Phase 2
- [Colorectal neoplasm](https://trialight.com/data/condition/colorectal-neoplasm-31f0a633-3abe-5df4-9d3a-9292c6541f1d.md) Phase 3
- [Coronary artery disorder](https://trialight.com/data/condition/coronary-artery-disorder-6f736849-d477-587a-b3fa-b0621d573407.md) Phase 3
- [Digestive system neoplasm](https://trialight.com/data/condition/digestive-system-neoplasm-2ebb9146-1d78-515a-92a3-749515a27d44.md) Phase 2

### Other linked conditions (3)

- Autism
- Capillary hemangioma
- [Cervical cancer](https://trialight.com/data/condition/cervical-cancer-10fb8f6c-5aac-5281-8f06-7238adeec443.md)

### Targets (2)

- [ADRB1](https://trialight.com/data/target/adrb1-6e315eb7-4a1a-5347-bacb-acfe97cbc2b5.md) Beta-1 adrenergic receptor antagonist
- [ADRB2](https://trialight.com/data/target/adrb2-dd50b672-19f0-5015-be62-c6f5861dc510.md) Beta-2 adrenergic receptor antagonist

---

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