Aildenafil Explained

Drug Name:Aildenafil
Legal Status:In general, unapproved and unscheduled; Rx in China
Cas Number:496835-35-9
Pubchem:135452876
Chemspiderid:8316620
Unii:9T49W8GAX6
Synonyms:Methisosildenafil; Dimethyl sildenafil
Iupac Name:5-[5-[(3S,5R)-3,5-dimethylpiperazin-1-yl]sulfonyl-2-ethoxyphenyl]-1-methyl-3-propyl-6H-pyrazolo[4,3-d]pyrimidin-7-one
C:23
H:32
N:6
O:4
S:1
Smiles:CCCC1=NN(C2=C1N=C(NC2=O)C3=C(C=CC(=C3)S(=O)(=O)N4C[C@H](N[C@H](C4)C)C)OCC)C
Stdinchi:1S/C23H32N6O4S/c1-6-8-18-20-21(28(5)27-18)23(30)26-22(25-20)17-11-16(9-10-19(17)33-7-2)34(31,32)29-12-14(3)24-15(4)13-29/h9-11,14-15,24H,6-8,12-13H2,1-5H3,(H,25,26,30)/t14-,15+
Stdinchikey:NFSWSZIPXJAYLR-GASCZTMLSA-N

Aildenafil (methisosildenafil) is a synthetic drug that is a structural analog of sildenafil (Viagra).[1] It was first reported in 2003.[2] Like sildenafil, aildenafil is a phosphodiesterase type 5 inhibitor.

Aildenafil has been found as an adulterant in a variety of supplements which are sold as "natural" or "herbal" sexual enhancement products.[3] [4] [5] [6] [7] The United States Food and Drug Administration has warned consumers that any sexual enhancement product that claims to work as well as prescription products is likely to contain such a contaminant.[8]

Aildenafil is approved for use in China.[9]

See also

Notes and References

  1. Zhao X, Sun P, Zhou Y, Liu Y, Zhang H, Gu J, Cui Y . Pharmacokinetics and safety of aildenafil tablets in healthy Chinese male subjects after multiple dose administration . Zhongguo Linchuang Yaolixue Zazhi . 2009 . 25 . 2 . 120–123.
  2. WO . 2003016313 . New compounds for treating impotence . 2003-02-27 . Liu B .
  3. Gryniewicz CM, Reepmeyer JC, Kauffman JF, Buhse LF . Detection of undeclared erectile dysfunction drugs and analogues in dietary supplements by ion mobility spectrometry . . 49 . 3 . 601–606 . April 2009 . 19150190 . 10.1016/j.jpba.2008.12.002 .
  4. Choi DM, Park S, Yoon TH, Jeong HK, Pyo JS, Park J, Kim D, Kwon SW . 6 . Determination of analogs of sildenafil and vardenafil in foods by column liquid chromatography with a photodiode array detector, mass spectrometry, and nuclear magnetic resonance spectrometry . Journal of AOAC International . 91 . 3 . 580–588 . 2008 . 18567304 . 10.1093/jaoac/91.3.580 . free .
  5. Reepmeyer JC, Woodruff JT . Use of liquid chromatography-mass spectrometry and a chemical cleavage reaction for the structure elucidation of a new sildenafil analogue detected as an adulterant in an herbal dietary supplement . Journal of Pharmaceutical and Biomedical Analysis . 44 . 4 . 887–893 . August 2007 . 17532168 . 10.1016/j.jpba.2007.04.011 .
  6. Reepmeyer JC, Woodruff JT, d'Avignon DA . Structure elucidation of a novel analogue of sildenafil detected as an adulterant in an herbal dietary supplement . Journal of Pharmaceutical and Biomedical Analysis . 43 . 5 . 1615–1621 . April 2007 . 17207601 . 10.1016/j.jpba.2006.11.037 .
  7. https://www.fda.gov/Safety/Recalls/EnforcementReports/ucm217780.htm Enforcement Report for June 30, 2010
  8. https://www.fda.gov/ForConsumers/ConsumerUpdates/ucm048386.htm Hidden Risks of Erectile Dysfunction "Treatments" Sold Online
  9. News: First China-made drug for erectile dysfunction launched . China Daily . January 19, 2022 .