(S,S)-Hydroxy Bupropion

Names

[ CAS No. ]:
192374-14-4

[ Name ]:
(S,S)-Hydroxy Bupropion

[Synonym ]:
(S,S)-2-(3'-chlorophenyl)-3,5,5-trimethylmorpholine-2-ol
Radafaxine hydrochloride
(2S,3S)-2-(3-Chlorophenyl)-3,5,5-trimethyl-2-morpholinol hydrochloride (1:1)
(2S,3S)-hydroxybupropion
(RS,RS)-Hydroxybupropion
Radafaxine [INN]
(2S,3S)-2-Hydroxy-2-(3'-chlorophenyl)-3,5,5-trimethylmorpholine
(+)-(2S,3S)-2-(3-chlorophenyl)-3,5,5-trimethyl-2-morpholinol
2-Morpholinol, 2-(3-chlorophenyl)-3,5,5-trimethyl-, (2S,3S)-, hydrochloride (1:1)
Radafaxine
(S,S)-Hydroxybupropion

Biological Activity

[Description]:

Radafaxine ((S,S)-Hydroxybupropion) is an antidepressant. Radafaxine blocks dopamine transporters (DAT). Radafaxine is an active metabolite of Bupropion[1][2].

[Related Catalog]:

Research Areas >> Neurological Disease
Signaling Pathways >> Membrane Transporter/Ion Channel >> Monoamine Transporter

[References]

[1]. Volkow ND, et al. The slow and long-lasting blockade of dopamine transporters in human brain induced by the new antidepressant drug radafaxine predict poor reinforcing effects. Biol Psychiatry. 2005 Mar 15;57(6):640-6.  

[2]. Xu H, et al. Stereoselective analysis of hydroxybupropion and application to drug interaction studies. Chirality. 2007 Mar;19(3):163-70.  

Chemical & Physical Properties

[ Density]:
1.144g/cm3

[ Boiling Point ]:
386.574ºC at 760 mmHg

[ Molecular Formula ]:
C13H18ClNO2

[ Molecular Weight ]:
255.74

[ Flash Point ]:
187.594ºC

[ Exact Mass ]:
291.079285

[ PSA ]:
41.49000

[ LogP ]:
3.40280

[ Vapour Pressure ]:
0mmHg at 25°C

[ Index of Refraction ]:
1.523

Precursor & DownStream

Precursor

DownStream

Related Compounds