10348. Rivaroxaban

Nomenclature

CAS number: 366789-02-8
5-Chloro-N-[[(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]-2-thiophenecarboxamide; BAY-59-7939; Xarelto (Bayer).
C19H18ClN3O5S; mol wt 435.88.
C 52.35%, H 4.16%, Cl 8.13%, N 9.64%, O 18.35%, S 7.36%.

Description and references

Direct factor Xa inhibitor. Prepn: A. Straub et al., WO 0147919; eidem, US 7157456 (2001, 2007 both to Bayer). HPLC-MS/MS determn in plasma: G. Rohde, J. Chromatogr. B 872, 43 (2008) DOI PubMed. Clinical pharmacokinetics and pharmacodynamics: W. Mueck et al., Thromb. Haemostasis 100, 453 (2008) DOI PubMed. Clinical evaluation in deep-vein thrombosis: G. Agnelli et al., Circulation 116, 180 (2007) DOI PubMed; for thromboprophylaxis after arthroplasty: B. I. Eriksson et al., N. Engl. J. Med. 358, 2765 (2008) DOI PubMed; M. R. Lassen et al., ibid. 2776 DOI PubMed. Review of pharmacology: V. Laux et al., Semin. Thromb. Hemostasis 33, 515-523 (2007) DOI PubMed; of development and clinical experience: J. P. Piccini et al., Expert Opin. Invest. Drugs 17, 925-937 (2008) DOI PubMed.

Chemical structure

Properties

mp 232-233°. [α]D21 38° (c = 0.2985 in DMSO).

Therapeutic Category

Antithrombotic.

Keywords

Antithrombotic