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SML2370

Sigma-Aldrich

Dabigatran

≥95% (HPLC)

Synonym(s):

BIBR-953, N-[[2-[[[4-(Aminoiminomethyl)phenyl]amino]methyl]-1-methyl-1H-benzimidazol-5-yl]carbonyl]-N-2-pyridinyl-β-alanine

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About This Item

Empirical Formula (Hill Notation):
C25H25N7O3
CAS Number:
211914-51-1
Molecular Weight:
471.51
MDL number:
MFCD09837830
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥95% (HPLC)

form

powder

color

white to beige

solubility

0.1 M HCl: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

N=C(N)C(C=C1)=CC=C1NCC(N2C)=NC3=C2C=CC(C(N(CCC(O)=O)C4=NC=CC=C4)=O)=C3

InChI

1S/C25H25N7O3/c1-31-20-10-7-17(25(35)32(13-11-23(33)34)21-4-2-3-12-28-21)14-19(20)30-22(31)15-29-18-8-5-16(6-9-18)24(26)27/h2-10,12,14,29H,11,13,15H2,1H3,(H3,26,27)(H,33,34)

InChI key

YBSJFWOBGCMAKL-UHFFFAOYSA-N

Biochem/physiol Actions

Dabigatran is a nonpeptide direct thrombin inhibitor. It is an anticoagulant that functions by directly inhibiting both free and fibrin-bound thrombin. Dabigatron has been shown to prevent strokes in those with atrial fibrillation not caused by heart valve issues.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Damon Klebe et al.
Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism, 37(9), 3135-3149 (2017-02-06)
We aim to determine if direct thrombin inhibition by dabigatran will improve long-term brain morphological and neurofunctional outcomes and if potential therapeutic effects are dependent upon reduced PAR-1 stimulation and consequent mTOR activation. Germinal matrix haemorrhage was induced by stereotaxically
Wolfgang G Eisert et al.
Arteriosclerosis, thrombosis, and vascular biology, 30(10), 1885-1889 (2010-07-31)
Dabigatran is a highly selective, reversible, and potent thrombin inhibitor and is orally available as the prodrug, dabigatran etexilate. It has shown antithrombotic efficacy in animal models of thrombosis, with a rapid onset of action and predictable pharmacodynamic response. Peak
Giuseppe Femia et al.
Heart, lung & circulation, 27(7), 798-803 (2017-08-15)
For some patients with atrial fibrillation, direct current cardioversion (DCCV) is one strategy that can be used to establish sinus rhythm but appropriate anticoagulation is mandatory to prevent thromboembolic events. Historically, patients were anticoagulated with warfarin with bridging with unfractionated
Hao Zhang et al.
Frontiers in cellular and infection microbiology, 11, 677902-677902 (2021-08-03)
Patients with sepsis may progress to acute respiratory distress syndrome (ARDS). Evidence of neutrophil extracellular traps (NETs) in sepsis-induced lung injury has been reported. However, the role of circulating NETs in the progression and thrombotic tendency of sepsis-induced lung injury
Gut microbial I?-glucuronidases regulate host luminal proteases and are depleted in irritable bowel syndrome.
Edwinson, et al.
Nature microbiology, 7, 680-694 (2022)

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