Fertilysin

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Fertilysin
File:Fertilysin.svg
Clinical data
Other namesWIN 18446
Identifiers
  • 2,2-Dichloro-N-[8-[(2,2-dichloroacetyl)amino]octyl]acetamide
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
ChEMBL
E number{{#property:P628}}
CompTox Dashboard (EPA)
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Chemical and physical data
FormulaC12H20Cl4N2O2
Molar mass366.10 g·mol−1
3D model (JSmol)
  • ClC(C(NCCCCCCCCNC(C(Cl)Cl)=O)=O)Cl
  • InChI=1S/C12H20Cl4N2O2/c13-9(14)11(19)17-7-5-3-1-2-4-6-8-18-12(20)10(15)16/h9-10H,1-8H2,(H,17,19)(H,18,20)
  • Key:FAOMZVDZARKPFJ-UHFFFAOYSA-N

Fertilysin (WIN 18446) is an experimental drug that was studied as a male contraceptive, but was never marketed. It interferes with testicular production of retinoic acid,[1] which is necessary for spermatogenesis. In studies in male animals including rodents, wolves, cats, and shrews, fertilysin was found to be a safe, effective, and reversible oral contraceptive.[2][3] However, the side effects observed in human clinical trials preclude its use in men.[4]

Fertilysin was originally studied in the 1950s for its potential amebicidal effects.[4][5][6] When the anti-spermatogenesis effects were observed in animal studies, the focus of the research turned towards its potential use as a contraceptive. Fertilysin is an inhibitor of aldehyde dehydrogenase 1a2, a member of the aldehyde dehydrogenase family of enzymes. Inhibition of this enzyme blocks the production of retinoic acid which prevents the production of sperm. Because aldehyde dehydrogenases are also involved in the metabolism of ethanol, fertilysin has side effects similar to the action of disulfiram (Antabuse).[3] Fertilysin may also have teratogenic effects.[7]

References

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