2342. Clazosentan
Nomenclature
CAS number: 180384-56-9
N-[6-(2-Hydroxyethoxy)-5-(2-methoxyphenoxy)-2-[2-(1H-tetrazol-5-yl)-4-pyridinyl]-4-pyrimidinyl]-5-methyl-2-pyridinesulfonamide; 5-methylpyridine-2-sulfonic acid 6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2-(2-1H-tetrazol-5-ylpyridin-4-yl)pyrimidin-4-ylamide. C25H23N9O6S; mol wt 577.57.
C 51.99%, H 4.01%, N 21.83%, O 16.62%, S 5.55%.
Description and references
Nonpeptide selective endothelin ETA receptor antagonist. Prepn: V. Breu et al., WO 9619459; eidem, US 6004965 (1996, 1999 both to Hoffmann-La Roche). Pharmacology and receptor binding study: S. Roux et al., J. Pharmacol. Exp. Ther. 283, 1110 (1997). Clinical pharmacology: T. J. L. Vuurmans et al., Hypertension 41, 1253 (2003). Cerebrovascular characterization: H. Vatter et al., J. Neurosurg. 102, 1101, 1108 (2005). Clinical effect on vasospasm following subarachnoid hemorrhage: P. Vajkoczy et al., ibid. 103, 9 (2005). Review of development and therapeutic potential: D. Uhlmann, Curr. Opin. Investig. Drugs 7, 272-281 (2006).
Properties
White substance from acetonitrile, mp 239-241°.Derivative
Disodium salt.Nomenclature
CAS number: 503271-02-1
AXV-034343; Ro-61-1790; VML-588. C25H21N9Na2O6S; mol wt 621.54.
C 48.31%, H 3.41%, N 20.28%, Na 7.40%, O 15.44%, S 5.16%.
Properties
pKa1 4.5; pKa2 3.3. Soly in water: 25% at physiol pH.Therapeutic Category
In treatment of cerebral vasospasm.
Keywords
Vasoprotectant; Endothelin Receptor Antagonist