 | |
| Clinical data | |
|---|---|
| ATC code |
|
| Identifiers | |
| |
| CAS Number |
|
| PubChemCID | |
| ChemSpider | |
| UNII | |
| CompTox Dashboard(EPA) | |
| Chemical and physical data | |
| Formula | C18H17ClO2 |
| Molar mass | 300.78 g·mol−1 |
| 3D model (JSmol) | |
| |
Lomevactone (INN; developmental code nameDR-250) is adrug described as apsychostimulant andantidepressant which wassynthesized and assayed in the 1980s, but was never marketed.[1][2]
There are eight possiblestereoisomers of lomevactone. It is the (3R,4R,6R)-form that has the psychotherapeutic properties.[3][4]
The conjugate 1,4-alkylation reaction between 4-chlorobenzylideneacetone (1) andphenylacetonitrile (2) gives 3-(4-chlorophenyl)-5-oxo-2-phenylhexanenitrile (3). The selective reduction of the keto group to the alcohol withsodium borohydride gives 3-(4-chlorophenyl)-5-hydroxy-2-phenylhexanenitrile (4). Hydrolysis of the nitrile to an acid gives 3-(4-chlorophenyl)-5-hydroxy-2-phenylhexanoic acid. This is followed by lactone formation completing the synthesis of lomevactone (5).
 | Thisdrug article relating to thenervous system is astub. You can help Wikipedia byexpanding it. |
