Radafaxine

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Radafaxine
Systematic (IUPAC) name
(+)-(2S,3S)-2-(3-chlorophenyl)-3,5,5-trimethylmorpholin-2-ol
Identifiers
CAS number 106083-71-0
ATC code  ?
PubChem 446
Chemical data
Formula C13H18ClNO2 
Mol. mass 255.74 g/mol
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.

?
Legal status
Routes  ?

Radafaxine is a drug currently in development by GlaxoSmithKline. GlaxoSmithKline is targeting Radafaxine for regulatory filing in 2007.[1]

It is a potent metabolite of bupropion, the compound in GlaxoSmithKline's Wellbutrin. More specifically, "hydroxybupropion" is a hydroxy derivative of bupropion, and radafaxine is an isolated isomer of hydroxybupropion.[2]

Therefore, radafaxine builds on at least some of the properties of bupropion in humans.[3]

Presently in various clinical trials, radafaxine is being studied as a treatment for clinical depression, obesity, and neuropathic pain. Radafaxine is described as a norepinephrine-dopamine reuptake inhibitor (NDRI).

Unlike bupropion (which has a slightly higher effect on dopamine reuptake), radafaxine seems to have a higher potency on norepinephrine. This, according to GlaxoSmithKline, may account for the increased effect of radafaxine on pain and fatigue.[4]

At least one study suggests that radafaxine has a low abuse potential similar to bupropion.[5]

  1. ^ http://www.biospace.com/news_story.aspx?StoryID=18222420&full=1
  2. ^ MeSH radafaxine
  3. ^ http://www.prnewswire.com/cgi-bin/stories.pl?ACCT=105&STORY=/www/story/11-23-2004/0002499330
  4. ^ http://213.219.8.102/pdfs/gsk/cns_seminar/353162.pdf
  5. ^ http://www.biopsychiatry.com/radafaxine.htm
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