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Benzamidenafil

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Benzamidenafil
Names
Preferred IUPAC name N--2--5-nitrobenzamide
Other names Xanthoanthrafil
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
MeSH C442640
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C19H23N3O6/c1-12(11-23)21-16-6-5-14(22(25)26)9-15(16)19(24)20-10-13-4-7-17(27-2)18(8-13)28-3/h4-9,12,21,23H,10-11H2,1-3H3,(H,20,24)Key: ZISFCTXLAXIEMV-UHFFFAOYSA-N
  • InChI=1/C19H23N3O6/c1-12(11-23)21-16-6-5-14(22(25)26)9-15(16)19(24)20-10-13-4-7-17(27-2)18(8-13)28-3/h4-9,12,21,23H,10-11H2,1-3H3,(H,20,24)Key: ZISFCTXLAXIEMV-UHFFFAOYAW
SMILES
  • COC1=C(OC)C=C(CNC(=O)C2=CC(=CC=C2NC(C)CO)()=O)C=C1
Properties
Chemical formula C19H23N3O6
Molar mass 389.408 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound
This article needs to be updated. Please help update this article to reflect recent events or newly available information. (March 2024)

Benzamidenafil or xanthoanthrafil is a synthetic drug that acts as a PDE5 inhibitor. It has the same mechanism of action as pharmaceutical drugs used to treat erectile dysfunction, but it is not approved by any regulatory agency for such use.

The drug has been found as an undeclared adulterant in supposedly "natural" health supplements. In 2009, the supplement manufacturer Hi-Tech Pharmaceuticals recalled its product Stamina-Rx because it was adulterated with benzamidenafil.

See also

References

  1. ^ Zou, Peng; Hou, Peiling; Oh, Sharon Sze-Yin; Ge, Xiaowei; Bloodworth, Bosco Chen; Low, Min-Yong; Koh, Hwee-Ling (2008). "Identification of benzamidenafil, a new class of phosphodiesterase-5 inhibitor, as an adulterant in a dietary supplement". Journal of Pharmaceutical and Biomedical Analysis. 47 (2): 255–259. doi:10.1016/j.jpba.2008.01.004. PMID 18280079.
  2. Miranda Hitti. "Stamina-Rx Supplements Recalled". WebMD. Retrieved 2022-08-17.
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