Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00162)
Name
Dabigatran etexilate
Synonyms    Click to Show/Hide the Synonyms of This API
BIBR 1048; UNII-2E18WX195X; BIBR 1048 BS RS1; 2E18WX195X; (E)-ethyl 3-(2-(((4-(N'-((hexyloxy)carbonyl)carbamimidoyl)phenyl)amino)methyl)-1-methyl-N-(pyridin-2-yl)-1H-benzo[d]imidazole-5-carboxamido)propanoate; Hexyl 2-(4-(((5-((3-ethoxy-3-oxopropyl)(pyridin-2-yl)carbamoyl)-1-methyl-1H-benzo[d]imidazol-2-yl)methyl)amino)benzylidene)hydrazinecarboxylate; CHEMBL539697; GTPL6379; DTXSID4057681; HMS3744O05; MFCD16038312; AKOS015951090; Dabigatran etexilate [USAN:INN:BAN]; CCG-270280; CS-0530; DB06695; SB19225; AC-22314; AK-68186; HY-10274; DB-066446; FT-0650701; EC 606-722-8; 1019206-66-6; beta-Alanin,N-((2-(((4-((((hexyloxy)carbonyl)amino)iminomethyl)phenyl)amino)methyl)-1-methyl-1H-benzimidazol-5-yl)carbonyl)-N-2-pyridinyl-ethylester; Ethyl 3-(((2-(((4-((((hexyloxy)carbonyl)amino)iminomethyl)phenyl)amino)methyl)-1-methyl-1H-benzimidazol-5-yl)carbonyl)(pyridin-2-yl)amino)propanoate; ethyl 3-(1-{2-[({4-[amino({[(hexyloxy)carbonyl]imino})methyl]phenyl}amino)methyl]-1-methyl-1H-1,3-benzodiazol-5-yl}-N-(pyridin-2-yl)formamido)propanoate; ethyl 3-[[2-[[[4-(N'-hexoxycarbonylcarbamimidoyl)phenyl]amino]methyl]-1-methylbenzimidazole-5-carbonyl]-pyridin-2-ylamino]propanoate; Ethyl 3-[[2-[[4-(N-hexoxycarbonylcarbamimidoyl)anilino]methyl]-1-methylbenzimidazole-5-carbonyl]-pyridin-2-ylamino]propanoate
Clinical Status
Approved
Disease Indication Venous thromboembolism ICD-11: BD72 [1]
PubChem CID
135565674
Formula
C34H41N7O5
Canonical SMILES
CCCCCCOC(=O)NC(=N)C1=CC=C(C=C1)NCC2=NC3=C(N2C)C=CC(=C3)C(=O)N(CCC(=O)OCC)C4=CC=CC=N4
InChI
1S/C34H41N7O5/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/h8-9,11-17,19,22,37H,4-7,10,18,20-21,23H2,1-3H3,(H2,35,39,44)
InChIKey
KSGXQBZTULBEEQ-UHFFFAOYSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=135565674"></iframe>
3D MOL is unavailable 2D MOL
Physicochemical Properties Molecular Weight 627.7 Topological Polar Surface Area 152
XlogP 5.3 Complexity 991
Heavy Atom Count 46 Rotatable Bond Count 18
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 9
Full List of Drug Formulations (DFMs) Containing This API
          Dabigatran etexilate 150 mg capsule Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Butyl alcohol; Fd&c blue no. 2; Fd&c yellow no. 6; Isopropyl alcohol; Potassium chloride; Tartaric acid; Ferrosoferric oxide; Propylene glycol; Talc; Titanium dioxide; Water; Acacia; Alcohol; Carrageenan; Dimethicone; Hydroxypropyl cellulose; Hypromelloses; Methyl alcohol; Shellac
                   Dosage Form Oral Capsule
                   Company Rebel Distributors
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [2]
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [3]
Potassium chloride DIG Info Carbonic anhydrase IV (Ki = 90000 nM) [4]
Isopropyl alcohol DIG Info Lymphoma P388/ADR cells (IC50 = 0.22 uM) [5]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [6]
          Dabigatran Etexilate Mesylate eq 110mg base capsule Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Acacia; Dimethicone; Hypromellose; Hydroxypropyl Cellulose; Talc; Tartaric Acid; Carrageenan; Hypromellose; Potassium Chloride; Titanium Dioxide; Black Edible Ink; Fd&C Blue No. 2
                   Dosage Form Capsule
                   Company Boehringer Ingelheim
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [3]
Potassium chloride DIG Info Carbonic anhydrase IV (Ki = 90000 nM) [4]
Hydroxypropyl cellulose DIG Info Mephenytoin 4-hydroxylase (EC50 = 89.5 uM) [7]
Hypromellose DIG Info Cytochrome P450 3A5 (IC50 = 19.4 uM) [7]
          Dabigatran Etexilate Mesylate eq 150mg base capsule Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Acacia; Dimethicone; Hypromellose; Hydroxypropyl Cellulose; Talc; Tartaric Acid; Carrageenan; Hypromellose; Potassium Chloride; Titanium Dioxide; Black Edible Ink; Fd&C Blue No. 2
                   Dosage Form Capsule
                   Company Boehringer Ingelheim
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [3]
Potassium chloride DIG Info Carbonic anhydrase IV (Ki = 90000 nM) [4]
Hydroxypropyl cellulose DIG Info Mephenytoin 4-hydroxylase (EC50 = 89.5 uM) [7]
Hypromellose DIG Info Cytochrome P450 3A5 (IC50 = 19.4 uM) [7]
          Dabigatran Etexilate Mesylate eq 75mg base capsule Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Acacia; Dimethicone; Hypromellose; Hydroxypropyl Cellulose; Talc; Tartaric Acid; Carrageenan; Hypromellose; Potassium Chloride; Titanium Dioxide; Black Edible Ink
                   Dosage Form Capsule
                   Company Boehringer Ingelheim
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Potassium chloride DIG Info Carbonic anhydrase IV (Ki = 90000 nM) [4]
Hydroxypropyl cellulose DIG Info Mephenytoin 4-hydroxylase (EC50 = 89.5 uM) [7]
Hypromellose DIG Info Cytochrome P450 3A5 (IC50 = 19.4 uM) [7]
References
1 FDA label for approved dabigatran etexilate from the official website of the U.S. Food and Drug Administration.
2 Bacterial metabolism rescues the inhibition of intestinal drug absorption by food and drug additives. Proc Natl Acad Sci U S A. 2020 Jul 7;117(27):16009-16018.
3 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
4 Characterization and anions inhibition studies of an -carbonic anhydrase from the teleost fish Dicentrarchus labrax. Bioorg Med Chem. 2011 Jan 15; 19(2):744-8.
5 Synthesis and evaluation of dihydropyrroloquinolines that selectively antagonize P-glycoprotein. J Med Chem. 2004 Mar 11; 47(6):1413-22.
6 Pharmaceutical excipients inhibit cytochrome P450 activity in cell free systems and after systemic administration. Eur J Pharm Biopharm. 2008 Sep;70(1):279-88.
7 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.

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