Radafaxine

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Radafaxine
Clinical data
Other names(S,S)-Hydroxybupropion; (2S,3S)-Hydroxybupropion; GW-353,162
Routes of
administration		Oral
ATC code
  • none
Identifiers
  • (+)-(2S,3S)-2-(3-chlorophenyl)-3,5,5-trimethylmorpholin-2-ol
JSmol)
  • Clc1cccc(c1)[C@]2(O)OCC(N[C@H]2C)(C)C
  • InChI=1S/C13H18ClNO2/c1-9-13(16,17-8-12(2,3)15-9)10-5-4-6-11(14)7-10/h4-7,9,15-16H,8H2,1-3H3/t9-,13+/m0/s1 checkY
  • Key:RCOBKSKAZMVBHT-TVQRCGJNSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Radafaxine (developmental code GW-353,162; also known as (2S,3S)-hydroxybupropion or (S,S)-hydroxybupropion

GlaxoSmithKline in the 2000s for a variety of different indications but was never marketed.[2] These uses included treatment of restless legs syndrome, major depressive disorder, bipolar disorder, neuropathic pain, fibromyalgia, and obesity.[2] Regulatory filing was planned for 2007,[3] but development was discontinued in 2006 due to "poor test results".[4]

Pharmacology

Pharmacodynamics

Radafaxine is described as a

abuse potential similar to bupropion.[8]

Chemistry

Radafaxine is a potent

Wellbutrin. More specifically, "hydroxybupropion" is an analogue of bupropion, and radafaxine is an isolated isomer ((2S,3S)-) of hydroxybupropion.[9] Therefore, radafaxine builds on at least some of the properties of bupropion in humans.[3] Another analogue of bupropion, manifaxine (GW-320,659), was derived from radafaxine and was also studied.[10]

See also

References

  1. PMID 24484978
    .
  2. ^ a b "Radafaxine - AdisInsight".
  3. ^ a b "Reviews Novel Therapeutics For CNS Disorders And Confirms Strong Pipeline Momentum". BioSpace. 23 November 2004. Archived from the original on 2007-09-28.
  4. ^ Kollewe J (27 July 2006). "GSK breakthrough on bird flu vaccine". Independent.co.uk. Archived from the original on 2007-10-01.
  5. PMID 17167747
    .
  6. PMID 12909199
    .
  7. ^ Burch D. "Neurosciences Development Portfolio" (PDF). Archived from the original (PDF) on 2007-09-28.
  8. S2CID 13313064
    .
  9. ^ Radafaxine at the U.S. National Library of Medicine Medical Subject Headings (MeSH)
  10. ^ "Manifaxine - AdisInsight".

External links


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