Structure via PubChem · Public domain (PubChem)
radafaxine
Sign in to saveAlso known as (2S,3S)-hydroxybupropion
Radafaxine (developmental code GW-353,162; also known as '(2S,3S)-hydroxybupropion or (S,S)-hydroxybupropion') is a norepinephrine–dopamine reuptake inhibitor (NDRI) which was under development by GlaxoSmithKline in the 2000s for a variety of different indications but was never marketed. These uses included treatment of restless legs syndrome, major depressive disorder, bipolar disorder, neuropathic pain, fibromyalgia, and obesity. Regulatory filing was planned for 2007, but development was discontinued in 2006 due to "poor test results".
Chemical data
- Formula
- C13H18ClNO2
- Molecular weight
- 255.74 g/mol
- IUPAC name
- (2S,3S)-2-(3-chlorophenyl)-3,5,5-trimethylmorpholin-2-ol
- SMILES
- C[C@H]1[C@@](OCC(N1)(C)C)(C2=CC(=CC=C2)Cl)O
- InChIKey
- RCOBKSKAZMVBHT-TVQRCGJNSA-N
- XLogP
- 1.9
- Polar surface area
- 41.5 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- major depressive disorder
via ChEMBL · EBI
Wikidata facts
- Mass
- 255.103
Show 4 more facts
- isomeric SMILES
- C[C@H]1[C@@](OCC(N1)(C)C)(C2=CC(=CC=C2)Cl)O
- chemical formula
- C₁₃H₁₈ClNO₂
- canonical SMILES
- CC1C(OCC(N1)(C)C)(C2=CC(=CC=C2)Cl)O
- Commons category
- Radafaxine
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
6 sectionsContents
- Pharmacology
- Pharmacodynamics
- Chemistry
- See also
- References
- External links
Radafaxine (developmental code GW-353,162; also known as '(2S,3S)-hydroxybupropion or (S,S)-hydroxybupropion') is a norepinephrine–dopamine reuptake inhibitor (NDRI) which was under development by GlaxoSmithKline in the 2000s for a variety of different indications but was never marketed. These uses included treatment of restless legs syndrome, major depressive disorder, bipolar disorder, neuropathic pain, fibromyalgia, and obesity. Regulatory filing was planned for 2007, but development was discontinued in 2006 due to "poor test results".
==Pharmacology==
Excerpted from Wikipedia’s “radafaxine” article, available under the CC BY-SA 4.0 licence.