Darexaban information

Darexaban
Names
	Preferred IUPAC name N-[2-Hydroxy-6-(4-methoxybenzamido)phenyl]-4-(4-methyl-1,4-diazepan-1-yl)benzamide
	Other names YM150
Identifiers
CAS Number	365462-23-3 ; 365462-24-4 (maleate) ;
3D model (JSmol)	Interactive image;
ChemSpider	8088422;
PubChem CID	9912771;
UNII	KF322K101S ; 03RTP2436R (maleate) ;
	InChI InChI=1S/C27H30N4O4/c1-30-15-4-16-31(18-17-30)21-11-7-19(8-12-21)27(34)29-25-23(5-3-6-24(25)32)28-26(33)20-9-13-22(35-2)14-10-20/h3,5-14,32H,4,15-18H2,1-2H3,(H,28,33)(H,29,34) Key: IJNIQYINMSGIPS-UHFFFAOYSA-N; InChI=1/C27H30N4O4/c1-30-15-4-16-31(18-17-30)21-11-7-19(8-12-21)27(34)29-25-23(5-3-6-24(25)32)28-26(33)20-9-13-22(35-2)14-10-20/h3,5-14,32H,4,15-18H2,1-2H3,(H,28,33)(H,29,34) Key: IJNIQYINMSGIPS-UHFFFAOYAJ;
	SMILES O=C(c1ccc(OC)cc1)Nc2cccc(O)c2NC(=O)c4ccc(N3CCCN(C)CC3)cc4;
Properties
Chemical formula	C27H30N4O4
Molar mass	474.561 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Darexaban (YM150) is a direct inhibitor of factor Xa created by Astellas Pharma.^[1] It is an experimental drug that acts as an anticoagulant and antithrombotic to prevent venous thromboembolism after a major orthopaedic surgery, stroke in patients with atrial fibrillation^[2] and possibly ischemic events in acute coronary syndrome.^[3] It is used in form of the maleate. The development of darexaban was discontinued in September 2011.

^ Eriksson, B. I.; Turpie, A. G.; Lassen, M. R.; Prins, M. H.; Agnelli, G.; Kälebo, P.; Gaillard, M. L.; Meems, L.; ONYX study group (2007). "A dose escalation study of YM150, an oral direct factor Xa inhibitor, in the prevention of venous thromboembolism in elective primary hip replacement surgery". Journal of Thrombosis and Haemostasis. 5 (8): 1660–5. doi:10.1111/j.1538-7836.2007.02644.x. PMID 17663737. S2CID 2343858.
^ Iwatsuki, Y.; Sato, T.; Moritani, Y.; Shigenaga, T.; Suzuki, M.; Kawasaki, T.; Funatsu, T.; Kaku, S. (2011). "Biochemical and pharmacological profile of darexaban, an oral direct factor Xa inhibitor". European Journal of Pharmacology. 673 (1–3): 49–55. doi:10.1016/j.ejphar.2011.10.009. PMID 22040919.
^ Shiraga, T.; Yajima, K.; Suzuki, K.; Suzuki, K.; Hashimoto, T.; Iwatsubo, T.; Miyashita, A.; Usui, T. (2012). "Identification of UDP-glucuronosyltransferases responsible for the glucuronidation of darexaban, an oral factor Xa inhibitor, in human liver and intestine". Drug Metabolism and Disposition: The Biological Fate of Chemicals. 40 (2): 276–82. doi:10.1124/dmd.111.042614. PMID 22031623. S2CID 1643706.

[1] Eriksson, B. I.; Turpie, A. G.; Lassen, M. R.; Prins, M. H.; Agnelli, G.; Kälebo, P.; Gaillard, M. L.; Meems, L.; ONYX study group (2007). "A dose escalation study of YM150, an oral direct factor Xa inhibitor, in the prevention of venous thromboembolism in elective primary hip replacement surgery". Journal of Thrombosis and Haemostasis. 5 (8): 1660–5. doi:10.1111/j.1538-7836.2007.02644.x. PMID 17663737. S2CID 2343858.

[Yoshiyuki-2] Iwatsuki, Y.; Sato, T.; Moritani, Y.; Shigenaga, T.; Suzuki, M.; Kawasaki, T.; Funatsu, T.; Kaku, S. (2011). "Biochemical and pharmacological profile of darexaban, an oral direct factor Xa inhibitor". European Journal of Pharmacology. 673 (1–3): 49–55. doi:10.1016/j.ejphar.2011.10.009. PMID 22040919.

[Toshifumi-3] Shiraga, T.; Yajima, K.; Suzuki, K.; Suzuki, K.; Hashimoto, T.; Iwatsubo, T.; Miyashita, A.; Usui, T. (2012). "Identification of UDP-glucuronosyltransferases responsible for the glucuronidation of darexaban, an oral factor Xa inhibitor, in human liver and intestine". Drug Metabolism and Disposition: The Biological Fate of Chemicals. 40 (2): 276–82. doi:10.1124/dmd.111.042614. PMID 22031623. S2CID 1643706.

Darexaban information

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Darexaban

Direct factor Xa inhibitors

Anticoagulant

Factor X