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[[File:RU58841 synthesis.svg|thumb|left|700px|RU-58841 synthesis #1.<ref name=Battmann/>]]
[[File:RU58841 synthesis.svg|thumb|left|700px|RU-58841 synthesis #1.<ref name=Battmann/>]]
[[File:RU58841 synthesis alternative.svg|thumb|left|center|700px|RU-58841 synthesis #2.<ref name=Leonard/>]]
[[File:RU58841 synthesis alternative.svg|thumb|left|center|700px|RU-58841 synthesis #2.<ref name=Leonard/>]]

{{Clear}}
== RU-58841 as a possible treatment for hair loss ==
RU58841 is considered to be one of the most promising drugs regarding hair loss prevention. To study the effect of the RU58841 on human hair growth, researchers (Brouwer et al., 1997) used twenty productive scalp grafts from balding men. The grafts that were treated with a solution of RU58841 had a total of 29 active follicles while the control grafts had two follicles.<ref>{{Cite news|url=http://www.nicehair.org/ru58841-hair-loss-increasing-hair-growth-worth-trying/|title=RU58841 for Hair Loss / Increasing Hair growth|last=|first=|date=2016-10-03|access-date=2017-04-30|archive-url=|archive-date=|dead-url=|language=en-US}}</ref>


==See also==
==See also==

Revision as of 14:32, 30 April 2017

RU-58841
Identifiers
  • 4-[3-(4-Hydroxybutyl)-4,4-dimethyl-2,5-dioxo-1-imidazolidinyl]-2-(trifluoromethyl)benzonitrile
CAS Number
PubChem CID
ChemSpider
ChEMBL
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
  • InChI=1S/C17H18F3N3O3/c1-16(2)14(25)23(15(26)22(16)7-3-4-8-24)12-6-5-11(10-21)13(9-12)17(18,19)20/h5-6,9,24H,3-4,7-8H2,1-2H3
  • Key:ARBYGDBJECGMGA-UHFFFAOYSA-N

RU-58841 (also known as PSK-3841 or HMR-3841) is a non-steroidal antiandrogen which was previously investigated 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 similar in chemical structure to nilutamide,[4] which is related to flutamide, bicalutamide, and enzalutamide. RU-58841 can be synthesized either by building the hydantoin moiety or by aryl coupling to 5,5-dimethylhydantoin [5]

Synthesis

RU-58841 synthesis #1.[1]
RU-58841 synthesis #2.[5]

RU-58841 as a possible treatment for hair loss

RU58841 is considered to be one of the most promising drugs regarding hair loss prevention. To study the effect of the RU58841 on human hair growth, researchers (Brouwer et al., 1997) used twenty productive scalp grafts from balding men. The grafts that were treated with a solution of RU58841 had a total of 29 active follicles while the control grafts had two follicles.[6]

See also

References

  1. ^ a b 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.
  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. ^ a b M. J. Leonard, A. R. Lingham, J. O. Niere, N. R. C. Jackson, P. G. McKay and H. M. Hϋgel (6 Mar 2014). "Alternative synthesis of the anti-baldness compound RU58841". RSC Advances. 4: 14143–14148. doi:10.1039/c4ra00332b.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  6. ^ "RU58841 for Hair Loss / Increasing Hair growth". 2016-10-03. Retrieved 2017-04-30. {{cite news}}: Cite has empty unknown parameter: |dead-url= (help)