Dabigatran etexilate
Highest phase reached
Approved
Drug type
Small molecule
First approval year
2008
- First approval year
- 2008
- Listing at source
- Listed
- Highest phase reached
- Approved
- Drug type
- Small molecule
- Drug name
- Dabigatran etexilate
- Molecular weight
- 627.75
- Structure (SMILES)
- CCCCCCOC(=O)NC(=N)c1ccc(NCc2nc3cc(C(=O)N(CCC(=O)OCC)c4ccccn4)ccc3n2C)cc1
- pradaxa
- Pradaxa
- prazaxa
- Prazaxa
- .BETA.-ALANINE, N-((2-(((4-((((HEXYLOXY)CARBONYL)AMINO)IMINOMETHYL)PHENYL)AMINO)METHYL)-1-METHYL-1H-BENZIMIDAZOL-5-YL)CARBONYL)-N-2-PYRIDINYL-, ETHYL ESTER
- beta alanine n 2 4 hexyloxy carbonyl amino iminomethyl phenyl amino methyl 1 methyl 1h benzimidazol 5 yl carbonyl n 2 pyridinyl ethyl ester
- bibr 1048
- BIBR 1048
- bibr 1048 bs rs1
- BIBR 1048 BS RS1
- bibr 1048 capsule
- BIBR 1048 capsule
- bibr 1048 low1
- BIBR 1048 low1
- bibr 1048 low2
- BIBR 1048 low2
- bibr 1048 oral solution
- BIBR 1048 Oral Solution
- BIBR-1048
- BIBR-1048-BS-RS1
- bibr1048
- BIBR1048
- dabigatran etexilate
- Dabigatran etexilate
- dabigatran etexilate [INN]
- DABIGATRAN ETEXILATE [MART.]
- DABIGATRAN ETEXILATE [MI]
- DABIGATRAN ETEXILATE [USAN]
- DABIGATRAN ETEXILATE [VANDF]
And 19 more, listed on the interactive page.
- ATC classification codes
- B01AE07
Sources for recorded values
- CAS registry numbers
- 211915-06-9
- ChEMBL ID
- CHEMBL539697
- InChIKey
- KSGXQBZTULBEEQ-UHFFFAOYSA-N
- FDA ingredient codes (UNII)
- 2E18WX195X
- 213023
- 6445226
- 9578572
- 135565674
- 1037041
- 1037042
- Applicant
- BOEHRINGER INGELHEIM
- Approval date
- 19 Oct 2010
- Application number
- NDA022512
- Status
- Authorised
- Status date
- 17 Mar 2008
- Authorisation date
- 17 Mar 2008
- Approved indications
- Pradaxa 75 mg Primary prevention of venous thromboembolic events in adult patients who have undergone elective total hip replacement surgery or total knee replacement surgery. Pradaxa 110 mg Primary prevention of venous thromboembolic events in adult patients who have undergone elective total hip replacement surgery or total knee replacement surgery. Prevention of stroke and systemic embolism in adult patients with non-valvular atrial fibrillation (NVAF), with one or more risk factors, such as prior stroke or transient ischemic attack (TIA); age ≥ 75 years; heart failure (NYHA Class ≥ II); diabetes mellitus; hypertension. Treatment of deep vein thrombosis (DVT) and pulmonary embolism (PE), and prevention of recurrent DVT and PE in adults. Pradaxa 150 mg Prevention of stroke and systemic embolism in adult patients with non-valvular atrial fibrillation (NVAF), with one or more risk factors, such as prior stroke or transient ischemic attack (TIA); age ≥ 75 years; heart failure (NYHA Class ≥ II); diabetes mellitus; hypertension. Treatment of deep vein thrombosis (DVT) and pulmonary embolism (PE), and prevention of recurrent DVT and PE in adults.
- Product number
- EMEA/H/C/000829
- Authorisation holder
- Boehringer Ingelheim International GmbH
- Priority medicines scheme
- No
- Generic
- No
- Biosimilar
- No
- Generic medicines
- 2
- Biosimilar medicines
- 0
- Advanced therapy
- No
- Conditional approval
- No
- Additional monitoring
- No
- Accelerated assessment
- No
- Exceptional circumstances
- No
Therapeutic areas
- Arthroplasty, Replacement
- Venous Thromboembolism
European medicines record
- First in class
- No
- Orphan designation
- No
- Availability
- Prescription only
- Boxed warning
- Yes
- United States (FDA)
- Approved
- European Union (EMA)
- Authorised
- Pharmacology name
- dabigatran etexilate
- Type
- Synthetic organic
- Drug name stem
- -gatran
- Approval recorded by Guide to Pharmacology
- Yes
Administration routes
- Oral
Open Targets mechanisms
- Mechanism
- Thrombin inhibitor
- Action type
- Inhibitor
- Target
- Prothrombin
DrugCentral mechanisms
- Action type
- Inhibitor
- Gene symbol
- F2
- Protein identifier
- P00734
- Organism
- Homo sapiens
- Target development level
- Clinical
- Condition
- Atrial Fibrillation
- Highest recorded phase
- 3
- Condition identifier
- EFO:0000275
- Subject identifier
- D001281
- Condition
- Prostatic Neoplasms
- Highest recorded phase
- 1
- Condition identifier
- EFO:0000673
- Subject identifier
- D011471
- Condition
- Stroke
- Highest recorded phase
- 3
- Condition identifier
- EFO:0000712
- Subject identifier
- D020521
- Condition
- Coronary Disease
- Highest recorded phase
- 2
- Condition identifier
- EFO:0001645
- Subject identifier
- D003327
- Condition
- Carcinoma, Non-Small-Cell Lung
- Highest recorded phase
- 1
- Condition identifier
- EFO:0003060
- Subject identifier
- D002289
- Condition
- Non-alcoholic Fatty Liver Disease
- Highest recorded phase
- 1
- Condition identifier
- EFO:0003095
- Subject identifier
- D065626
- Condition
- Renal Insufficiency, Chronic
- Highest recorded phase
- 1
- Condition identifier
- EFO:0003884
- Subject identifier
- D051436
- Condition
- Venous Thromboembolism
- Highest recorded phase
- 3
- Condition identifier
- EFO:0004286
- Subject identifier
- D054556
- Condition
- Renal Insufficiency
- Highest recorded phase
- 1
- Condition identifier
- HP:0000083
- Subject identifier
- D051437
- Condition
- Hematologic Diseases
- Highest recorded phase
- 1
- Condition identifier
- HP:0001871
- Subject identifier
- D006402
- Condition
- Thromboembolism
- Highest recorded phase
- 3
- Condition identifier
- HP:0001907
- Subject identifier
- D013923
- Condition
- Thrombosis
- Highest recorded phase
- 4
- Condition identifier
- HP:0004419
- Subject identifier
- D013927
- Condition
- Venous Thrombosis
- Highest recorded phase
- 3
- Condition identifier
- HP:0004936
- Subject identifier
- D020246
- Condition
- Thrombosis
- Highest recorded phase
- 4
- Condition identifier
- MONDO:0000831
- Subject identifier
- D013927
- Condition identifier
- EFO_0000275
- Condition identifier
- EFO_0000551
- Condition identifier
- EFO_0000673
- Highest recorded phase
- 1
- Condition identifier
- EFO_0000712
- Highest recorded phase
- 3
- Condition identifier
- EFO_0001645
- Highest recorded phase
- 2
- Condition identifier
- EFO_0003884
- Highest recorded phase
- 1
- Condition identifier
- EFO_0004286
- Condition identifier
- HP_0000083
- Highest recorded phase
- 1
- Condition identifier
- HP_0001297
- Highest recorded phase
- 3
- Condition identifier
- HP_0001399
- Highest recorded phase
- 1
- Condition identifier
- HP_0001871
- Highest recorded phase
- 1
- Condition identifier
- HP_0001907
- Highest recorded phase
- 3
- Condition identifier
- HP_0002140
- Condition identifier
- HP_0004419
- Condition identifier
- HP_0004419
- Highest recorded phase
- 4
- Condition identifier
- HP_0004936
- Highest recorded phase
- 3
- Condition identifier
- MONDO_0000831
- Highest recorded phase
- 2
- Condition identifier
- MONDO_0002771
- Highest recorded phase
- 1
- Condition identifier
- MONDO_0004981
- Highest recorded phase
- 4
- Condition identifier
- MONDO_0005010
- Highest recorded phase
- 2
- Condition identifier
- MONDO_0005098
- Highest recorded phase
- 3
- Condition identifier
- MONDO_0005300
- Highest recorded phase
- 1
- Condition identifier
- MONDO_0005399
- Highest recorded phase
- 4
- Condition identifier
- MONDO_0015925
- Highest recorded phase
- 1
- Condition identifier
- MONDO_0019340
- Highest recorded phase
- 1
And 1 more, listed on the interactive page.
- Warning
- Black Box Warning
- Effect
- neurotoxicity
- Country
- United States
- Warning
- Black Box Warning
- Effect
- vascular toxicity
- Country
- United States
- Event
- activated partial thromboplastin time prolonged
- Reports
- 430
- Reporting signal score
- 998.423
- Event
- atrial thrombosis
- Reports
- 315
- Reporting signal score
- 818.811
- Event
- cardiac tamponade
- Reports
- 469
- Reporting signal score
- 1,243.58
- Event
- cerebral haemorrhage
- Reports
- 492
- Reporting signal score
- 668.149
- Event
- cerebral infarction
- Reports
- 919
- Reporting signal score
- 1,592.45
- Event
- cerebrovascular accident
- Reports
- 2,461
- Reporting signal score
- 3,215.25
- Event
- coagulopathy
- Reports
- 337
- Reporting signal score
- 481.855
- Event
- deep vein thrombosis
- Reports
- 797
- Reporting signal score
- 581.08
- Event
- drug hypersensitivity
- Reports
- 33
- Reporting signal score
- 427.269
- Event
- embolic stroke
- Reports
- 399
- Reporting signal score
- 1,041.04
- Event
- fatigue
- Reports
- 333
- Reporting signal score
- 472.885
- Event
- gastrointestinal haemorrhage
- Reports
- 3,300
- Reporting signal score
- 6,459.87
- Event
- haematuria
- Reports
- 660
- Reporting signal score
- 736.811
- Event
- haemorrhage
- Reports
- 1,291
- Reporting signal score
- 1,488.81
- Event
- haemorrhage intracranial
- Reports
- 544
- Reporting signal score
- 1,019.88
- Event
- haemorrhagic anaemia
- Reports
- 205
- Reporting signal score
- 386.934
- Event
- hemiparesis
- Reports
- 331
- Reporting signal score
- 380.23
- Event
- injection site pain
- Reports
- 2
- Reporting signal score
- 422.776
- Event
- international normalised ratio increased
- Reports
- 615
- Reporting signal score
- 634.52
- Event
- ischaemic stroke
- Reports
- 1,813
- Reporting signal score
- 4,631.23
- Event
- lower gastrointestinal haemorrhage
- Reports
- 401
- Reporting signal score
- 879.873
- Event
- melaena
- Reports
- 913
- Reporting signal score
- 1,588.12
- Event
- nausea
- Reports
- 476
- Reporting signal score
- 421.267
- Event
- pain
- Reports
- 123
- Reporting signal score
- 464.24
- Event
- pericardial haemorrhage
- Reports
- 185
- Reporting signal score
- 454.564
And 7 more, listed on the interactive page.
- NCT00168805
- NCT00168818
- NCT00291330
- NCT00680186
- NCT01505881
- NCT02913326
- NCT00246025
- NCT02256683
- NCT03217448
- NCT00558259
- NCT00657150
- NCT00844415
- NCT01083732
- NCT01225822
- NCT01773174
- NCT01895777
- NCT02170701
- NCT02170935
- NCT02197416
- NCT00621855
- NCT01136408
- NCT02164864
- NCT01379300
- NCT01590823
- NCT01711853
And 5 more, listed on the interactive page.
- Dose
- 150 mg
- Route
- Oral
- How often
- Twice daily
- Hydrogen bond acceptors
- 10
- Hydrogen bond donors
- 3
- Polar surface area
- 151.53
- Calculated partition coefficient (ALogP)
- 5.81
- Calculated partition coefficient (XLogP)
- 5.7
- Prodrug
- Yes
- Chirality
- Achiral
- Inorganic
- No
- Rule-of-five violations
- 2
- Rotatable bonds
- 15
- Heavy atoms
- 46
- Molecular formula
- C34H41N7O5
- Monoisotopic mass
- 627.31691743
- Natural product
- Yes
- Recorded assays
- 146
- Active assays
- 34
Active assay types
- Confirmatory
These details could not be displayed.
Related records
Trials (129)
- A Clinical Study to Evaluate the Pharmacokinetics of Microdose Midazolam, Dabigatran, Pitavastatin, Atorvastatin and Rosuvastatin in Healthy Volunteers and Renal Impairment Patients
- A Clinical Trial Comparing Efficacy and Safety of Dabigatran Etexilate With Warfarin in Patients With Cerebral Venous and Dural Sinus Thrombosis (RE-SPECT CVT)
- A Dose Response Study of Dabigatran Etexilate(BIBR 1048) in Pharmacodynamics and Safety in Patients With Non-valvular Atrial Fibrillation in Comparison to Warfarin
- A Drug-drug Interaction Study of Lanabecestat (LY3314814) in Healthy Participants
- A Drug-Drug Interaction Study to Estimate the Effect of PF-07081532 on the Pharmacokinetics of Dabigatran and Rosuvastatin in Overweight or Obese Adult Participants
- A Nationwide Observational Study Looking at Effectiveness and Bleeding Complications of NOACs vs. VKA in Non-valvular Atrial Fibrillation Patients.
- A Prospective, Open Label Study Evaluating Two Management Strategies on Gastrointestinal Symptoms in Patients Newly on Treatment With Pradaxa for the Prevention of Stroke and Systemic Embolism With Non-valvular Atrial Fibrillation
- A Study in Europe Based on Medical Records That Looks at the Safety of Dabigatran in Children Below 2 Years of Age Who Have Had a Blood Clot and Are at Risk of Developing Another Blood Clot
- A Study in Healthy Male Participants to Compare How CHF10196 Affects How the Body Absorbs and Processes Two Commonly Used Medicines: Dabigatran, a Blood Thinner, and Rosuvastatin, a Medicine Used to Lower Cholesterol
- A Study in Healthy Men to Test the Influence of BI 1323495 on the Amount of the Medicines Rosuvastatin and Dabigatran in the Blood
- A Study in Healthy Men to Test Whether Zongertinib Influences the Amount of 4 Other Medicines (Dabigatran, Rosuvastatin, Metformin, and Furosemide) in the Blood
- A Study in Healthy People to Test Whether BI 1291583 Influences the Amount of Dabigatran in the Body
- A Study of BIBR 1048 in Prevention of Venous Thromboembolism in Patients With TKR Surgery.
- A Study of Dabigatran Etexilate as Primary Treatment of Malignancy Associated Venous Thromboembolism
- A Study of Darunavir in Combination With Cobicistat or Ritonavir, and Dabigatran Etexilate in Healthy Participants
- A Study of Lasmiditan in Healthy Volunteers
- A Study to Examine the Effect of Daridorexant on the Way the Body Absorbs, Distributes, and Gets Rid of Dabigatran and Rosuvastatin in Healthy Male Subjects
- A Study to Investigate Biomarkers After Single Doses of Anticoagulants in Healthy Young Male and Healthy Elderly Participants (MK-0000-216 AM1)
- A Study to Learn About How BAY2927088 Affects the Level of Dabigatran or Rosuvastatin in the Blood When These Drugs Are Taken Together in Healthy Participants
- A Study to Learn How the Study Drug Elinzanetant (BAY 3427080) Affects the Way the Drug Dabigatran Moves Into, Through and Out of the Body in Healthy Male and Female Participants
Approved for (2)
In development for (13)
- Atrial fibrillation Phase 3
- Chronic kidney disease Phase 1
- Coronary artery disorder Phase 2
- Hematologic disorder Phase 1
- Interstitial lung disease Phase 1
- Kidney failure Phase 1
- Metabolic dysfunction-associated steatotic liver disease Phase 1
- Non-small cell lung carcinoma Phase 1
- Prostate adenocarcinoma Phase 1
- Pulmonary fibrosis Phase 1
- Scleroderma Phase 1
- Stroke disorder Phase 3
- Venous thromboembolism Phase 3
Targets (1)
- F2 Thrombin inhibitor