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RU-58841

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This is an old revision of this page, as edited by Mjlphd (talk | contribs) at 11:51, 14 October 2015 (Added a sentence about the synthesis of the compound and a reference to a journal article to back it up). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

RU-58841
Identifiers
  • 4-[3-(4-Hydroxybutyl)-4,4-dimethyl-2,5-dioxo-1-imidazolidinyl]-2-(trifluoromethyl)benzonitrile
CAS Number
PubChem CID
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC17H18F3N3O3
Molar mass369.3 g/mol g·mol−1
3D model (JSmol)
  • CC1(C(=O)N(C(=O)N1CCCCO)C2=CC(=C(C=C2)C#N)C(F)(F)F)C

RU-58841 is an experimental drug candidate which is intended for use as a topical treatment for acne, androgenetic alopecia, and hirsutism.[1][2] The compound is similar in structure to RU-58642 but contains a different side-chain.[3] These compounds are non-steroidal anti-androgen drugs similar to nilutamide,[4] which is related to flutamide, bicalutamide, and enzalutamide. RU58841 can be synthesized either by building the hydantoin moiety or by aryl coupling to 5,5-dimethylhydantoin [5]

References

  1. ^ Battmann, Bonfils A, Branche C, Humbert J, Goubet F, Teutsch G, Philibert D (January 1994). "RU 58841, a new specific topical antiandrogen: a candidate of choice for the treatment of acne, androgenetic alopecia and hirsutism". Journal of Steroid Biochemistry and Molecular Biology. 48 (1): 55–60. doi:10.1016/0960-0760(94)90250-x. PMID 8136306.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  2. ^ Münster U, Nakamura C, Haberland A, Jores K, Mehnert W, Rummel S, Schaller M, Korting HC, Zouboulis ChC, Blume-Peytavi U, Schäfer-Korting M (January 2005). "RU 58841-myristate--prodrug development for topical treatment of acne and androgenetic alopecia". Pharmazie. 60 (1): 8–12. PMID 15700772.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  3. ^ Van Dort ME, Jung YW (2001). "Synthesis and structure–activity studies of side-chain derivatized arylhydantoins for investigation as androgen receptor radioligands". Bioorg. Med. Chem. Lett. 11 (8): 1045–1047. doi:10.1016/s0960-894x(01)00146-9. PMID 11327585.
  4. ^ "Investigational medications in the treatment of alopecia". Expert Opinion on Investigational Drugs. 14 (2): 177–184. February 2005. doi:10.1517/13543784.14.2.177.
  5. ^ M. J. Leonard, A. R. Lingham, J. O. Niere, N. R. C. Jackson, P. G. McKay and H. M. Hϋgel (06-Mar-2014). "Alternative synthesis of the anti-baldness compound RU58841". RSC Advances. 4: 14143–14148. doi:10.1039/c4ra00332b. {{cite journal}}: Check date values in: |date= (help)CS1 maint: multiple names: authors list (link)