Chemistry:AA560

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Short description: Chemical compound
AA560
AA560.svg
Clinical data
Other namesAA-560; N-(2-Chloromethyl-2-hydroxypropionyl)-3,4,5-trichloroaniline
Routes of
administration
By mouth[1]
Drug classNonsteroidal antiandrogen
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC10H10Cl3NO2
Molar mass282.55 g·mol−1
3D model (JSmol)

AA560 is an orally active nonsteroidal antiandrogen (NSAA) that was developed in Japan and was first described in the literature in 1977 but was never marketed.[1][2][3] It is an anilide derivative and analogue of the NSAA flutamide, and shows greater in vivo antiandrogenic potency than does flutamide.[1][2] Similarly to flutamide, AA560 is a selective antagonist of the androgen receptor (AR) and consequently shows progonadotropic effects by increasing levels of gonadotropins and testosterone via disinhibition of the hypothalamic-pituitary-gonadal axis.[1][2][4]

See also

References

  1. 1.0 1.1 1.2 1.3 "Action of a novel nonsteroidal antiandrogen, AA560". Endocrinologia Japonica 27 (1): 69–76. February 1980. doi:10.1507/endocrj1954.27.69. PMID 6156070. 
  2. 2.0 2.1 2.2 "Effect of AA560 (a nonsteroidal antiandrogen) implantation in the hypothalamus on gonadotropin secretion in male rats". Endocrinologia Japonica 28 (6): 819–822. December 1981. doi:10.1507/endocrj1954.28.819. PMID 6809452. 
  3. "Androgen receptor antagonists (antiandrogens): structure-activity relationships". Current Medicinal Chemistry 7 (2): 211–247. February 2000. doi:10.2174/0929867003375371. PMID 10637363. 
  4. "Chemical Control of Androgen Action.". Annual Reports in Medicinal Chemistry. 21. Academic Press. September 1986. pp. 179-188 (181). ISBN 978-0-08-058365-5. https://books.google.com/books?id=qsFCGskRHZQC&pg=PA181.