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Chemistry

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Also known as: Dabigatran etexilate mesylate, 872728-81-9, Pradaxa, Ethyl 3-[[2-[[4-[(z)-n'-hexoxycarbonylcarbamimidoyl]anilino]methyl]-1-methylbenzimidazole-5-carbonyl]-pyridin-2-ylamino]propanoate;methanesulfonic acid, Dtxsid20236248, Ex-a1966
Molecular Formula
C35H45N7O8S
Molecular Weight
723.8  g/mol
InChI Key
XETBXHPXHHOLOE-UHFFFAOYSA-N

Dabigatran Etexilate Mesylate
A THROMBIN inhibitor which acts by binding and blocking thrombogenic activity and the prevention of thrombus formation. It is used to reduce the risk of stroke and systemic EMBOLISM in patients with nonvalvular atrial fibrillation.
1 2D Structure

Dabigatran Etexilate Mesylate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
ethyl 3-[[2-[[4-[(Z)-N'-hexoxycarbonylcarbamimidoyl]anilino]methyl]-1-methylbenzimidazole-5-carbonyl]-pyridin-2-ylamino]propanoate;methanesulfonic acid
2.1.2 InChI
InChI=1S/C34H41N7O5.CH4O3S/c1-4-6-7-10-21-46-34(44)39-32(35)24-12-15-26(16-13-24)37-23-30-38-27-22-25(14-17-28(27)40(30)3)33(43)41(20-18-31(42)45-5-2)29-11-8-9-19-36-29;1-5(2,3)4/h8-9,11-17,19,22,37H,4-7,10,18,20-21,23H2,1-3H3,(H2,35,39,44);1H3,(H,2,3,4)
2.1.3 InChI Key
XETBXHPXHHOLOE-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCCCCCOC(=O)N=C(C1=CC=C(C=C1)NCC2=NC3=C(N2C)C=CC(=C3)C(=O)N(CCC(=O)OCC)C4=CC=CC=N4)N.CS(=O)(=O)O
2.1.5 Isomeric SMILES
CCCCCCOC(=O)/N=C(/C1=CC=C(C=C1)NCC2=NC3=C(N2C)C=CC(=C3)C(=O)N(CCC(=O)OCC)C4=CC=CC=N4)\N.CS(=O)(=O)O
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Bibr 1048

2. Dabigatran

3. Dabigatran Etexilate

4. Dabigatran Etexilate Mesylate

5. Etexilate Mesylate, Dabigatran

6. Etexilate, Dabigatran

7. Mesylate, Dabigatran Etexilate

8. N-((2-(((4-(aminoiminomethyl)phenyl)amino)methyl)-1-methyl-1h-benzimidazol-5-yl)carbonyl)-n-2-pyridinyl-beta-alanine

9. Pradaxa

2.2.2 Depositor-Supplied Synonyms

1. Dabigatran Etexilate Mesylate

2. 872728-81-9

3. Pradaxa

4. Ethyl 3-[[2-[[4-[(z)-n'-hexoxycarbonylcarbamimidoyl]anilino]methyl]-1-methylbenzimidazole-5-carbonyl]-pyridin-2-ylamino]propanoate;methanesulfonic Acid

5. Dtxsid20236248

6. Ex-a1966

7. Mfcd25424070

8. S5960

9. Ccg-213236

10. Cs-w004358

11. (z)-ethyl 3-(2-(((4-(n'-((hexyloxy)carbonyl)carbamimidoyl)phenyl)amino)methyl)-1-methyl-n-(pyridin-2-yl)-1h-benzo[d]imidazole-5-carboxamido)propanoate Methanesulfonate

12. 728p819

2.3 Create Date
2006-10-26
3 Chemical and Physical Properties
Molecular Weight 723.8 g/mol
Molecular Formula C35H45N7O8S
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count11
Rotatable Bond Count17
Exact Mass723.30503259 g/mol
Monoisotopic Mass723.30503259 g/mol
Topological Polar Surface Area217 Ų
Heavy Atom Count51
Formal Charge0
Complexity1100
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NamePradaxa
PubMed HealthDabigatran (By mouth)
Drug ClassesAnticoagulant
Drug LabelThe chemical name for dabigatran etexilate mesylate, a direct thrombin inhibitor, is -Alanine, N-[[2-[[[4-[[[(hexyloxy)carbonyl]amino]iminomethyl] phenyl]amino]methyl]-1-methyl-1H-benzimidazol-5-yl]carbonyl]-N-2-pyridinyl-,ethyl ester, methanesulfo...
Active IngredientDabigatran etexilate mesylate
Dosage FormCapsule
RouteOral
Strengtheq 150mg base; eq 75mg base
Market StatusPrescription
CompanyBoehringer Ingelheim

2 of 2  
Drug NamePradaxa
PubMed HealthDabigatran (By mouth)
Drug ClassesAnticoagulant
Drug LabelThe chemical name for dabigatran etexilate mesylate, a direct thrombin inhibitor, is -Alanine, N-[[2-[[[4-[[[(hexyloxy)carbonyl]amino]iminomethyl] phenyl]amino]methyl]-1-methyl-1H-benzimidazol-5-yl]carbonyl]-N-2-pyridinyl-,ethyl ester, methanesulfo...
Active IngredientDabigatran etexilate mesylate
Dosage FormCapsule
RouteOral
Strengtheq 150mg base; eq 75mg base
Market StatusPrescription
CompanyBoehringer Ingelheim

4.2 Drug Indication

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.


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Antithrombins

Endogenous factors and drugs that directly inhibit the action of THROMBIN, usually by blocking its enzymatic activity. They are distinguished from INDIRECT THROMBIN INHIBITORS, such as HEPARIN, which act by enhancing the inhibitory effects of antithrombins. (See all compounds classified as Antithrombins.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Thrombin Inhibitors [MoA]; Direct Thrombin Inhibitor [EPC]
5.3 ATC Code

B01AE07


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C-24,INDUSTRIAL HYDERABAD","city":"HYDERABAD","supplier":"OMAN PHARM PRODUCTS","supplierCountry":"INDIA","foreign_port":"NA","customer":"MSN LABORATORIES","customerCountry":"INDIA","quantity":"149.42","actualQuantity":"149.42303","unit":"KGS","unitRateFc":"600","totalValueFC":"93780.3","currency":"USD","unitRateINR":"51435.5","date":"13-Apr-2023","totalValueINR":"7685651.78","totalValueInUsd":"93780.3","indian_port":"HYDERABAD AIR","hs_no":"29333919","bill_no":"5501463","productDescription":"Re-Import","marketType":"REGULATED MARKET","country":"INDIA","selfForZScoreResived":"Pharma Grade","supplierPort":"NA","supplierAddress":"","customerAddress":"MSN HOUSE, PLOT NO. C-24,INDUSTRIAL HYDERABAD"},{"dataSource":"API Import","activeIngredients":"","year":"2023","qtr":"Q3","strtotime":1694457000,"product":"DABIGATRAN ETEXILATE MESYLATE (RE-IMP VIDE SB.NO:5135663 DT07.10.2021)","address":"MSN HOUSE, PLOT NO. C-24,","city":"HYDERABAD. AP","supplier":"CHEMO","supplierCountry":"INDIA","foreign_port":"MADRID","customer":"MSN LABORATORIES","customerCountry":"INDIA","quantity":"100.00","actualQuantity":"100","unit":"KGS","unitRateFc":"1000","totalValueFC":"103054","currency":"USD","unitRateINR":"85543.3","date":"12-Sep-2023","totalValueINR":"8554332.27","totalValueInUsd":"103054","indian_port":"Hyderabad Air","hs_no":"29333990","bill_no":"7787428","productDescription":"Re-Import","marketType":"REGULATED MARKET","country":"INDIA","selfForZScoreResived":"Pharma Grade","supplierPort":"MADRID","supplierAddress":"MANUEL POMBO ANGULO,3RD FLOORMADRID-28050 SPAINSDNF ES","customerAddress":"MSN HOUSE, PLOT NO. C-24,"},{"dataSource":"API Import","activeIngredients":"","year":"2023","qtr":"Q3","strtotime":1694457000,"product":"DABIGATRAN ETEXILATE MESYLATE (RE-IMP VIDE SB.NO:5941445 DT12.11.2021)","address":"MSN HOUSE, PLOT NO. C-24,","city":"HYDERABAD. AP","supplier":"CHEMO","supplierCountry":"INDIA","foreign_port":"MADRID","customer":"MSN LABORATORIES","customerCountry":"INDIA","quantity":"100.00","actualQuantity":"100","unit":"KGS","unitRateFc":"1000","totalValueFC":"103054","currency":"USD","unitRateINR":"85543.3","date":"12-Sep-2023","totalValueINR":"8554332.27","totalValueInUsd":"103054","indian_port":"Hyderabad Air","hs_no":"29333990","bill_no":"7787428","productDescription":"Re-Import","marketType":"REGULATED MARKET","country":"INDIA","selfForZScoreResived":"Pharma Grade","supplierPort":"MADRID","supplierAddress":"MANUEL POMBO ANGULO,3RD FLOORMADRID-28050 SPAINSDNF ES","customerAddress":"MSN HOUSE, PLOT NO. C-24,"}]
12-Jan-2021
30-Sep-2024
KGS
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Average Price (USD/KGS)

Number of Transactions

Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

Importing Country Total Quantity
(KGS)
Average Price
(USD/KGS)
Number of Transactions

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INTERMEDIATES SUPPLIERS

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01

  • fda
  • EDQM
  • WHO-GMP

Virtual BoothAptra Synthesis produces APIs, Pellets (Semi-finished Formulations), and Intermediates.

CAS Number : 42288-26-6

End Use API : Dabigatran Etexilate Mesylate

About The Company : Aptra Synthesis Private Limited, is a reliable and vertically integrated manufacturer of APIs and intermediates, boasting state-of-the-art manufacturing facilit...

Aptra Synthesis

02

  • fda
  • EDQM
  • WHO-GMP

Virtual BoothAptra Synthesis produces APIs, Pellets (Semi-finished Formulations), and Intermediates.

CAS Number : 41263-74-5

End Use API : Dabigatran Etexilate Mesylate

About The Company : Aptra Synthesis Private Limited, is a reliable and vertically integrated manufacturer of APIs and intermediates, boasting state-of-the-art manufacturing facilit...

Aptra Synthesis

03

  • fda
  • EDQM
  • WHO-GMP

Virtual BoothAptra Synthesis produces APIs, Pellets (Semi-finished Formulations), and Intermediates.

CAS Number : 873-74-5

End Use API : Dabigatran Etexilate Mesylate

About The Company : Aptra Synthesis Private Limited, is a reliable and vertically integrated manufacturer of APIs and intermediates, boasting state-of-the-art manufacturing facilit...

Aptra Synthesis

04

  • fda
  • EDQM
  • WHO-GMP

Virtual BoothAptra Synthesis produces APIs, Pellets (Semi-finished Formulations), and Intermediates.

CAS Number : 103041-38-9

End Use API : Dabigatran Etexilate Mesylate

About The Company : Aptra Synthesis Private Limited, is a reliable and vertically integrated manufacturer of APIs and intermediates, boasting state-of-the-art manufacturing facilit...

Aptra Synthesis

05

  • fda
  • EDQM
  • WHO-GMP

Virtual BoothAptra Synthesis produces APIs, Pellets (Semi-finished Formulations), and Intermediates.

CAS Number : 212322-56-0

End Use API : Dabigatran Etexilate Mesylate

About The Company : Aptra Synthesis Private Limited, is a reliable and vertically integrated manufacturer of APIs and intermediates, boasting state-of-the-art manufacturing facilit...

Aptra Synthesis

06

  • fda
  • EDQM
  • WHO-GMP

Virtual BoothAptra Synthesis produces APIs, Pellets (Semi-finished Formulations), and Intermediates.

CAS Number : 211915-84-3

End Use API : Dabigatran Etexilate Mesylate

About The Company : Aptra Synthesis Private Limited, is a reliable and vertically integrated manufacturer of APIs and intermediates, boasting state-of-the-art manufacturing facilit...

Aptra Synthesis

07

  • fda
  • EDQM
  • WHO-GMP

Virtual BoothAptra Synthesis produces APIs, Pellets (Semi-finished Formulations), and Intermediates.

CAS Number : 429659-01-8

End Use API : Dabigatran Etexilate Mesylate

About The Company : Aptra Synthesis Private Limited, is a reliable and vertically integrated manufacturer of APIs and intermediates, boasting state-of-the-art manufacturing facilit...

Aptra Synthesis

08

AusBiotech 2024
Not Confirmed
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  • fda
  • EDQM
  • WHO-GMP

Virtual BoothShanghai Minbiotech is the leading producer of biopharmaceuticals and a variety of high-end generic & innovative drugs.

CAS Number : 42288-26-6

End Use API : Dabigatran Etexilate Mesylate

About The Company : ​Headquartered in Fengxian District, Shanghai Minbiotch Co., Ltd. is a company specializing in the R&D and production of advanced pharmaceutical intermediates...

Shanghai Minbiotech CB

09

AusBiotech 2024
Not Confirmed
arrow
  • fda
  • EDQM
  • WHO-GMP

Virtual BoothShanghai Minbiotech is the leading producer of biopharmaceuticals and a variety of high-end generic & innovative drugs.

CAS Number : 41263-74-5

End Use API : Dabigatran Etexilate Mesylate

About The Company : ​Headquartered in Fengxian District, Shanghai Minbiotch Co., Ltd. is a company specializing in the R&D and production of advanced pharmaceutical intermediates...

Shanghai Minbiotech CB

10

AusBiotech 2024
Not Confirmed
arrow
  • fda
  • EDQM
  • WHO-GMP

Virtual BoothShanghai Minbiotech is the leading producer of biopharmaceuticals and a variety of high-end generic & innovative drugs.

CAS Number : 103041-38-9

End Use API : Dabigatran Etexilate Mesylate

About The Company : ​Headquartered in Fengxian District, Shanghai Minbiotch Co., Ltd. is a company specializing in the R&D and production of advanced pharmaceutical intermediates...

Shanghai Minbiotech CB
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DRUG PRODUCT COMPOSITIONS

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DOSAGE - CAPSULE;ORAL - EQ 110MG BASE

USFDA APPLICATION NUMBER - 22512

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DOSAGE - CAPSULE;ORAL - EQ 150MG BASE

USFDA APPLICATION NUMBER - 22512

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DOSAGE - CAPSULE;ORAL - EQ 75MG BASE

USFDA APPLICATION NUMBER - 22512

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APIs

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Patents & EXCLUSIVITIES

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US Patents

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01

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SupplySide West 2024
Not Confirmed
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SupplySide West 2024
Not Confirmed

DABIGATRAN ETEXILATE MESYLATE

US Patent Number : 9034822

Drug Substance Claim :

Drug Product Claim :

Application Number : 22512

Patent Use Code : U-1759

Delist Requested :

Patent Use Description : METHOD OF REVERSING TH...

Patent Expiration Date : 2031-01-20

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02

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SupplySide West 2024
Not Confirmed
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SupplySide West 2024
Not Confirmed

DABIGATRAN ETEXILATE MESYLATE

US Patent Number : 7932273*PED

Drug Substance Claim :

Drug Product Claim :

Application Number : 22512

Patent Use Code :

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2026-03-07

blank

03

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SupplySide West 2024
Not Confirmed
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SupplySide West 2024
Not Confirmed

DABIGATRAN ETEXILATE MESYLATE

US Patent Number : 7932273*PED

Drug Substance Claim :

Drug Product Claim :

Application Number : 214358

Patent Use Code :

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2026-03-07

blank

04

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SupplySide West 2024
Not Confirmed
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SupplySide West 2024
Not Confirmed

DABIGATRAN ETEXILATE MESYLATE

US Patent Number : 9034822

Drug Substance Claim :

Drug Product Claim :

Application Number : 22512

Patent Use Code : U-1759

Delist Requested :

Patent Use Description : METHOD OF REVERSING TH...

Patent Expiration Date : 2031-01-20

blank

05

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SupplySide West 2024
Not Confirmed
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SupplySide West 2024
Not Confirmed

DABIGATRAN ETEXILATE MESYLATE

US Patent Number : 7932273*PED

Drug Substance Claim :

Drug Product Claim :

Application Number : 214358

Patent Use Code :

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2026-03-07

blank

06

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SupplySide West 2024
Not Confirmed
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SupplySide West 2024
Not Confirmed

DABIGATRAN ETEXILATE MESYLATE

US Patent Number : 7932273*PED

Drug Substance Claim :

Drug Product Claim :

Application Number : 22512

Patent Use Code :

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2026-03-07

blank

07

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SupplySide West 2024
Not Confirmed
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SupplySide West 2024
Not Confirmed

DABIGATRAN ETEXILATE MESYLATE

US Patent Number : 9034822

Drug Substance Claim :

Drug Product Claim :

Application Number : 22512

Patent Use Code : U-1759

Delist Requested :

Patent Use Description : METHOD OF REVERSING TH...

Patent Expiration Date : 2031-01-20

blank

08

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SupplySide West 2024
Not Confirmed
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SupplySide West 2024
Not Confirmed

DABIGATRAN ETEXILATE MESYLATE

US Patent Number : 7932273*PED

Drug Substance Claim :

Drug Product Claim :

Application Number : 214358

Patent Use Code :

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2026-03-07

blank

09

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SupplySide West 2024
Not Confirmed
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SupplySide West 2024
Not Confirmed

DABIGATRAN ETEXILATE MESYLATE

US Patent Number : 9034822*PED

Drug Substance Claim :

Drug Product Claim :

Application Number : 22512

Patent Use Code :

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2031-07-20

blank

10

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SupplySide West 2024
Not Confirmed
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SupplySide West 2024
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DABIGATRAN ETEXILATE MESYLATE

US Patent Number : 7932273

Drug Substance Claim : Y

Drug Product Claim : Y

Application Number : 214358

Patent Use Code :

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2025-09-07

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