Synthesis and evaluation of the antidepressant activity of the enantiomers of bupropion
โ Scribed by Mr. David L. Musso; Nariman B. Mehta; Francis E. Soroko; Robert M. Ferris; Elizabeth B. Hollingsworth; Bernard T. Kenney
- Publisher
- John Wiley and Sons
- Year
- 1993
- Tongue
- English
- Weight
- 529 KB
- Volume
- 5
- Category
- Article
- ISSN
- 0899-0042
No coin nor oath required. For personal study only.
โฆ Synopsis
The synthesis of the enantiomers of bupropion, (ruc)-2-tevt-butylamino-3'chloropropiophenone 1 (Wellbutrin@) is described. The enantiomers were compared with the racemate in both the tetrabenazine-induced sedation model and the inhibition of uptake of biogenic amine assay. No significant differences were found in their potencies to reverse tetrabenazine-induced sedation in mice or in their IC,, values as inhibitors of biogenic amine uptake into nerve endings obtained from mouse brain. o 1993 Wiey-Liss, Inc.
๐ SIMILAR VOLUMES
A series of 2-amino-l-phenyl-l-propanols that are structurally related to known metabolites of bupropion,1 (Wellbutrinยฎ) were synthesized and evaluated as potential anticonvulsants. The (R\*,R\*)-2tert-butylamino-l-(3-trifluoromethylphenyl) propanol 20 had an EDs0 of 16.5 + 2.8 mg/kg ip in mice in t
Sodium borohydride reduction of 3-chloro-1-(2-thienyl)-1-propanone gave the corresponding racemic alcohol which was kinetically resolved with lipase B from Candida antarctica as catalyst to yield the chiral building blocks (S)-3-chloro-1-(2thienyl)-1-propanol and the corresponding (R)-butanoate. The