WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 326826
CAS#: 330808-88-3
Description: Vardenafil, also known as BAY 38-9456, is a PDE5 inhibitor used for treating erectile dysfunction. Vardenafil (VAR) is synthetic, highly selective, and potent inhibitor of phosphodiesterase-5 which competitively inhibits cyclic guanosine monophosphate (cGMP) hydrolysis and thus increases cGMP levels. It is clinically approved for treatment of erectile dysfunction in men, including diabetic and postprostatectomy patients.
MedKoo Cat#: 326826
Name: Vardenafil hydrochloride trihydrate
CAS#: 330808-88-3
Chemical Formula: C23H40Cl2N6O7S
Exact Mass:
Molecular Weight: 615.568
Elemental Analysis: C, 44.88; H, 6.55; Cl, 11.52; N, 13.65; O, 18.19; S, 5.21
Related CAS #: 330808-88-3 (HCl trihydrate) 224789-15-5 (2HCl) 224785-90-4 (free)
Synonym: BAY 38-9456; BAY-38-9456; BAY38-9456; Vardenafil hydrochloride trihydrate; Vardenafil HCl; Levitra; Staxyn; Vivanza
IUPAC/Chemical Name: 2-(2-ethoxy-5-((4-ethylpiperazin-1-yl)sulfonyl)phenyl)-5-methyl-7-propylimidazo[5,1-f][1,2,4]triazin-4(1H)-one dihydrochloride trihydrate
InChi Key: NEAUGLIJDBPHAY-UHFFFAOYSA-N
InChi Code: InChI=1S/C23H32N6O4S.2ClH.3H2O/c1-5-8-20-24-16(4)21-23(30)25-22(26-29(20)21)18-15-17(9-10-19(18)33-7-3)34(31,32)28-13-11-27(6-2)12-14-28;;;;;/h9-10,15H,5-8,11-14H2,1-4H3,(H,25,26,30);2*1H;3*1H2
SMILES Code: O=C1N=C(C2=CC(S(=O)(N3CCN(CC)CC3)=O)=CC=C2OCC)NN4C1=C(C)N=C4CCC.[H]Cl.[H]Cl.[H]O[H].[H]O[H].[H]O[H]
Related CAS#
CAS#224789-15-5 (Vardenafil dihydrochloride);
CAS#224785-90-4 (Vardenafil free base).
CAS#330808-88-3 (Vardenafil hydrochloride trihydrate)
1: Ashour AE, Rahman AF, Kassem MG. Vardenafil dihydrochloride. Profiles Drug Subst Excip Relat Methodol. 2014;39:515-44. doi: 10.1016/B978-0-12-800173-8.00009-X. Review. PubMed PMID: 24794912.
2: Gamidov SI, Iremashvili VV, Popova AIu. [Modernity in the treatment of erectile dysfunction: Levitra (vardenafil) in the form of oral dispersible tablet]. Urologiia. 2013 May-Jun;(3):102-4, 106. Review. Russian. PubMed PMID: 23987060.
3: Venhuis BJ, de Kaste D. Towards a decade of detecting new analogues of sildenafil, tadalafil and vardenafil in food supplements: a history, analytical aspects and health risks. J Pharm Biomed Anal. 2012 Oct;69:196-208. doi: 10.1016/j.jpba.2012.02.014. Epub 2012 Mar 8. Review. PubMed PMID: 22464558.
4: Sanford M. Vardenafil orodispersible tablet. Drugs. 2012 Jan 1;72(1):87-98. doi: 10.2165/11208270-000000000-00000. Review. PubMed PMID: 22191797.
5: Chung E, Broc GB. A state of art review on vardenafil in men with erectile dysfunction and associated underlying diseases. Expert Opin Pharmacother. 2011 Jun;12(8):1341-1348. doi: 10.1517/14656566.2011.584064. Review. PubMed PMID: 21548725.
6: Wang HY, Huang YF. [Vardenafil for refractory erectile dysfunction: the latest advances]. Zhonghua Nan Ke Xue. 2009 Nov;15(11):1035-8. Review. Chinese. PubMed PMID: 20218319.
7: Morales AM, Mirone V, Dean J, Costa P. Vardenafil for the treatment of erectile dysfunction: an overview of the clinical evidence. Clin Interv Aging. 2009;4:463-72. Epub 2009 Dec 29. Review. PubMed PMID: 20054411; PubMed Central PMCID: PMC2801586.
8: Rice KR, Dean RC. Vardenafil: efficacy, tolerability and future directions. Expert Opin Drug Metab Toxicol. 2009 May;5(5):553-62. doi: 10.1517/17425250902884108 . Review. PubMed PMID: 19416089.
9: Mirone V, Fusco F, Rossi A, Sicuteri R, Montorsi F. Tadalafil and vardenafil vs sildenafil: a review of patient-preference studies. BJU Int. 2009 May;103(9):1212-7. doi: 10.1111/j.1464-410X.2008.08267.x. Epub 2008 Dec 8. Review. Erratum in: BJU Int. 2011 Apr;107(7):1166. PubMed PMID: 19154480.
10: Eardley I, Lee JC, Guay AT. Global experiences with vardenafil in men with erectile dysfunction and underlying conditions. Int J Clin Pract. 2008 Oct;62(10):1594-603. doi: 10.1111/j.1742-1241.2008.01852.x. Review. PubMed PMID: 18822030.
11: Reffelmann T, Kloner RA. Vardenafil: a selective inhibitor of phosphodiesterase-5 for the treatment of erectile dysfunction. Expert Opin Pharmacother. 2007 May;8(7):965-74. Review. PubMed PMID: 17472542.
12: Doggrell S. Do vardenafil and tadalafil have advantages over sildenafil in the treatment of erectile dysfunction? Int J Impot Res. 2007 May-Jun;19(3):281-95. Epub 2006 Dec 21. Review. PubMed PMID: 17183346.
13: Hong K, Jiang H. [Safety and tolerability of Vardenafil]. Zhonghua Nan Ke Xue. 2006 Sep;12(9):857-60. Review. Chinese. PubMed PMID: 17009542.
14: Sommer F. Potency and selectivity of vardenafil: a phosphodiesterase Type 5 inhibitor. Expert Opin Drug Metab Toxicol. 2005 Aug;1(2):295-301. Review. PubMed PMID: 16922644.
15: Montorsi F, Salonia A, Briganti A, Barbieri L, Zanni G, Suardi N, Cestari A, Montorsi P, Rigatti P. Vardenafil for the treatment of erectile dysfunction: a critical review of the literature based on personal clinical experience. Eur Urol. 2005 May;47(5):612-21. Epub 2005 Jan 26. Review. PubMed PMID: 15826752.
16: Doggrell SA. Comparison of clinical trials with sildenafil, vardenafil and tadalafil in erectile dysfunction. Expert Opin Pharmacother. 2005 Jan;6(1):75-84. Review. PubMed PMID: 15709885.
17: Huang YR. [Vardenafil for the treatment of men with erectile dysfunction after radical retropubic prostatectomy]. Zhonghua Nan Ke Xue. 2005 Jan;11(1):76-9. Review. Chinese. PubMed PMID: 15704689.
18: Eardley I. Vardenafil: a new oral treatment for erectile dysfunction. Int J Clin Pract. 2004 Aug;58(8):801-6. Review. PubMed PMID: 15372854.
19: Markou S, Perimenis P, Gyftopoulos K, Athanasopoulos A, Barbalias G. Vardenafil (Levitra) for erectile dysfunction: a systematic review and meta-analysis of clinical trial reports. Int J Impot Res. 2004 Dec;16(6):470-8. Review. PubMed PMID: 15229625.
20: Bischoff E. Vardenafil preclinical trial data: potency, pharmacodynamics, pharmacokinetics, and adverse events. Int J Impot Res. 2004 Jun;16 Suppl 1:S34-7. Review. PubMed PMID: 15224134.
