9935. Vardenafil

Nomenclature

CAS number: 224785-90-4
1-[[3-(1,4-Dihydro-5-methyl-4-oxo-7-propylimidazo[5,1-f][1,2,4]triazin-2-yl)-4-ethoxyphenyl]sulfonyl]-4-ethyl-piperazine.
C23H32N6O4S; mol wt 488.60.
C 56.54%, H 6.60%, N 17.20%, O 13.10%, S 6.56%.

Description and references

Orally active, selective phosphodiesterase type 5 (PDE5) inhibitor. Prepn: U. Niewhner et al., WO 9924433; eidem, US 6362178 (1999, 2002 both to Bayer AG). Effect on cGMP in human corpus cavernosum muscle cells: N. N. Kim et al., Life Sci. 69, 2249 (2001). Pharmacology: E. Bischoff et al., J. Urol. 165, 1316 (2001). Clinical trial in impotence: H. Porst et al., Int. J. Impot. Res. 13, 192 (2001); in erectile dysfunction: C. Stief et al., Int. J. Clin. Pract. 58, 230 (2004); F. Giuliano et al., BJU Int. 95, 110 (2005). Review of clinical experience in erectile dysfunction: S. Markou et al., Int. J. Impot. Res. 16, 470-478 (2004); M. Kendirci et al., Expert Opin. Pharmacother. 5, 923-932 (2004).

Chemical structure

Derivative

Hydrochloride trihydrate.

Nomenclature

CAS number: 330808-88-3; 224785-91-5 (anhydrous)
Bay-38-9456; Levitra (Bayer); Nuviva (Bayer).
C23H32N6O4S.HCl.3H2O; mol wt 579.11.
C 47.70%, H 6.79%, N 14.51%, O 19.34%, S 5.54%, Cl 6.12%.

Properties

Nearly colorless solid, mp 218°. Soly in water: 0.11 mg/ml.

Therapeutic Category

In treatment of male erectile dysfunction.

Keywords

Phosphodiesterase Inhibitor; Impotence Therapy