384. Ambrisentan
Nomenclature
CAS number: 177036-94-1
(αS)-α-[(4,6-Dimethyl-2-pyrimidinyl)oxy]-β-methoxy-β-phenylbenzenepropanoic
acid; (+)-(2S)-2-[(4,6-dimethylpyrimidin-2-yl)oxy]-3-methoxy-3,3-diphenylpropanoic
acid; BSF-208075; LU-208075; Letairis (Gilead). C22H22N2O4; mol wt 378.42.
C 69.83%, H 5.86%, N 7.40%, O 16.91%.
Description and references
Nonpeptide endothelin ETA receptor antagonist. Prepn: H. Riechers et al., WO 9611914; eidem, US 5932730 (1996, 1998 both to BASF); H. Riechers et al., J. Med. Chem. 39, 2123 (1996). Pharmacology: H. Vatter et al., Clin. Neuropharmacol. 26, 73 (2003). Review of pharmacology and therapeutic potential: H. Vatter, V. Seifert, Cardiovasc. Drug Rev. 24, 63-76 (2006); of role in treatment of pulmonary arterial hypertension: R. J. Barst, Vasc. Health Risk Manag. 3, 11-22 (2007).
Properties
White to off-white crystalline solid. pKa 4.0. Practically insol in water and in aq solns at low pH. Soly increases at higher pH.Derivative
(±)-Form.Nomenclature
CAS number: 713516-99-5
Properties
Crystals from diethylether, mp 190-191°.Therapeutic Category
Antihypertensive; in treatment of pulmonary arterial hypertension.
Keywords
Antihypertensive; Endothelin Receptor Antagonist