Homosildenafil
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| Formula | C23H32N6O4S |
| Molar mass | 488.61g·mol−1 |
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Homosildenafil(also known asmethyl-sildenafil) is a syntheticdrugwhich acts as aphosphodiesterase inhibitor.[1]It is ananalogofsildenafilandvardenafil.Homosildenafil was first identified as an adulterant in sex enhancement products in 2003 and was more recently detected in dietary supplements.[2][3][4][5]
Homosildenafil has 35% the PDE5 inhibition activity of sildenafil itself with similar selectivity.[1]
Sildenafil is mainly metabolized by the microsomalisozymesCYP3A4with secondary metabolism byCYP2C9.The major active metabolite isN-desmethylsildenafil. The plasma level of the equivalent homosildenafil metabolite reaches 40% of sildenafil's bioavailability. TheN-desmethyl metabolite is further metabolized, with a half-life of 4 hours.[6][7][8][9]
See also
[edit]References
[edit]- ^abCorbin JD, Beasley A, Blount MA, Francis SH (November 2004). "Vardenafil: structural basis for higher potency over sildenafil in inhibiting cGMP-specific phosphodiesterase-5 (PDE5)".Neurochemistry International.45(6): 859–63.doi:10.1016/j.neuint.2004.03.016.PMID15312980.S2CID25178860.
- ^Shin MH, Hong MK, Kim WS, Lee YJ, Jeoung YC (September 2003). "Identification of a new analogue of sildenafil added illegally to a functional food marketed for penile erectile dysfunction".Food Additives and Contaminants.20(9): 793–6.doi:10.1080/0265203031000121455.PMID13129773.S2CID30941705.
- ^Gryniewicz CM, Reepmeyer JC, Kauffman JF, Buhse LF (April 2009). "Detection of undeclared erectile dysfunction drugs and analogues in dietary supplements by ion mobility spectrometry".Journal of Pharmaceutical and Biomedical Analysis.49(3): 601–6.doi:10.1016/j.jpba.2008.12.002.PMID19150190.
- ^"Advisory -" Forta for Men "sex enhancement product recalled; contains undeclared drug".PR Newswire. 2014.Retrieved28 April2015.
- ^Zou P, Oh SS, Hou P, Low MY, Koh HL (February 2006). "Simultaneous determination of synthetic phosphodiesterase-5 inhibitors found in a dietary supplement and pre-mixed bulk powders for dietary supplements using high-performance liquid chromatography with diode array detection and liquid chromatography-electrospray ionization tandem mass spectrometry".Journal of Chromatography A.1104(1–2): 113–22.doi:10.1016/j.chroma.2005.11.103.PMID16364350.
- ^WO 2001080860,De Tejada IS, Ferguson KM, Whitaker JS, "Daily treatment for erectile dysfunction using a pde5 inhibitor", published 1 November 2001, assigned to Lilly ICOS LLC.
- ^US 20090074796,Borrello IM, Serafini P, Noonan KA, Bronte V, "Pde5 inhibitor compositions and methods for immunotherapy", published 19 March 2009, assigned to ohns Hopkins University.
- ^US 8497370,Chen IJ, "Processes for preparing amine salts of sildenafil-analogues and use thereof", issued 30 July 2013, assigned to Kaohsiung Medical University.
- ^CN 101555512,Yang X, Guo J, Huang Z, "Preparation method for monoclonal antibody specifically binding vardenafil and analog thereof", issued 30 July 2013, assigned to Kaohsiung Medical University.