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ChemicalBook--->CAS DataBase List--->1191386-55-6

1191386-55-6

1191386-55-6 Structure

1191386-55-6 Structure
IdentificationBack Directory
[Name]

Bivalirudin
[CAS]

1191386-55-6
[Synonyms]

[Molecular Formula]

C98H138N24O33.C2HF3O2
[MDL Number]

MFCD08692016
[MOL File]

1191386-55-6.mol
[Molecular Weight]

2294.31
Chemical PropertiesBack Directory
[storage temp. ]

-20°C, protect from light
[solubility ]

Water: 100 mg/mL (43.57 mM); DMSO: ≥ 31 mg/mL (13.51 mM)
[form ]

Solid
[color ]

White to off-white
[Sequence]

{d-Phe}-Pro-Arg-Pro-Gly-Gly-Gly-Gly-Asn-Gly-Asp-Phe-Glu-Glu-Ile-Pro-Glu-Glu-Tyr-Leu
Hazard InformationBack Directory
[Uses]

Bivalirudin TFA is a synthetic 20 residue peptide which reversibly inhibits thrombin. IC50 Value: Target: thrombin in vitro: Eptifibatide (8 mg/mL) added together with a low (70 ng/mL) concentration of bivalirudin (a direct thrombin inhibitor) effectively (approximately 90%) reduced platelet aggregation induced by thrombin (0.2 U/mL) [1]. In thrombin generation assay (TGA), bivalirudin had no effect on these parameters up to 10 μmol/l [2]. Bivalirudin-facilitated binding of MPO to BAEC resulted also in functional changes in terms of increased NO consumption as well as enhanced MPO-mediated redox modifications [3]. in vivo: The use of bivalirudinprevented further increase in antiheparin/PF4 antibody IgG levels in rats [4]. Three animals in the 500-mg/kg/24 h group, and 7 animals in the 2000-mg/kg/24 h group in the toxicokinetic assessment phase of the study were found dead or euthanized in extremis (following blood sampling). Plasma concentrations of bivalirudin appeared to be linear and dose independent [5]. Clinical trial: Antithrombotic Effects of Ticagrelor Versus Clopidogrel . Phase 4
[References]

[1] Ciborowski M, Tomasiak M. The in vitro effect of eptifibatide, a glycoprotein IIb/IIIa antagonist, on various responses of porcine blood platelets. Acta Pol Pharm. 2009 May-Jun;66(3):235-42. PMID:19645323
[2] Xu Y, Wu W, Wang L, Differential profiles of thrombin inhibitors (heparin, hirudin, bivalirudin, and dabigatran) in the thrombin generation assay and thromboelastography in vitro. Blood Coagul Fibrinolysis. 2013 Apr;24(3):332-8. DOI:10.1097/MBC.0b013e32835e4219
[3] Rudolph V, Rudolph TK, Schopfer FJ, Bivalirudin decreases NO bioavailability by vascular immobilization of myeloperoxidase. J Pharmacol Exp Ther. 2008 Nov;327(2):324-31. DOI:10.1124/jpet.108.142414
[4] Zhang R, Huang Y, Zhang M, Bivalirudin Utilization in Rats Undergoing Cardiopulmonary Bypass: Preventing the Increase of Antiheparin/Platelet Factor 4 Antibody in Perioperative Period. Clin Appl Thromb Hemost. 2012 Aug 21. [Epub ahead of print] DOI:10.1177/1076029612456735
[5] Gleason TG, Chengelis CP, Jackson CB, A 24-hour continuous infusion study of bivalirudin in the rat. Int J Toxicol. 2003 May-Jun;22(3):195-206. DOI:10.1080/10915810305102
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