10070. Xemilofiban
Nomenclature
CAS number: 149820-74-6
(3S)-3-[[4-[[4-(Aminoiminomethyl)phenyl]amino]-1,4-dioxobutyl]amino]-4-pentynoic
acid ethyl ester; ethyl (3S)-3-[3-[(p-amidinophenyl)carbamoyl]propionamido]-4-pentynoate. C18H22N4O4; mol wt 358.39.
C 60.32%, H 6.19%, N 15.63%, O 17.86%.
Description and references
Platelet fibrinogen receptor (GPIIb/IIIa) antagonist. Prodrug converted in vivo to the active acid form. Prepn: P. R. Bovy et al., WO 9307867; eidem, US 5344957 (1993, 1994 both to Monsanto; Searle); J. Cossy et al., Bioorg. Med. Chem. Lett. 7, 1699 (1997). Structure-activity study: J. A. Zablocki et al., J. Med. Chem. 38, 2378 (1995). Pharmacology: N. S. Nicholson et al., Circulation 91, 403 (1995). Clinical pharmacokinetics: D. J. Kereiakes et al., ibid. 94, 906 (1996). Clinical evaluation in unstable angina: C. Simpfendorfer et al., ibid. 96, 76 (1997).
Derivative
Hydrochloride.Nomenclature
CAS number: 156586-91-3
SC-54684A. C18H22N4O4.HCl; mol wt 394.85.
C 54.75%, H 5.87%, N 14.19%, O 16.21%, Cl 8.98%.
Derivative
Acid.Nomenclature
CAS number: 149193-61-3
SC-54701A. C16H18N4O4; mol wt 330.34.
C 58.17%, H 5.49%, N 16.96%, O 19.37%.
Properties
[α]D 33.7° (c = 1.45 in methanol).Therapeutic Category
Antithrombotic.
Keywords
Antithrombotic; Fibrinogen Receptor Antagonist