Draft:McN-4187
Submission declined on 27 November 2024 by Chaotic Enby (talk).
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| Identifiers | |
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| CAS Number | |
| PubChem CID | |
| ChemSpider | |
| Chemical and physical data | |
| Formula | C18H23NO2 |
| Molar mass | 285.387 g·mol−1 |
| 3D model (JSmol) | |
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This is an example of a dialkanolamine derivative functioning as a nontoxic antidepressant. It was discovered by Bruce E. Maryanoff of McNeil in the 1980’s.[1][2]
For the purposes of classification, McN-4187 is a benzhydryl containing compound.
Synthesis
[edit]A reduction of diphenylacetonitrile [86-29-3] will provide 2,2-Diphenylethylamine [3963-62-0]. This is alkylated with 2 equivalents of ethylene oxide [75-21-8].
It is of mention that the starting diphenylacetonitrile has a common use in the synthesis of methadone and related narcotic analgesic opioids.
References
[edit]- ^ Maryanoff BE, Nortey SO, Gardocki JF (August 1984). "Structure-activity studies on antidepressant 2,2-diarylethylamines". Journal of Medicinal Chemistry. 27 (8): 1067–71. doi:10.1021/jm00374a022. PMID 6747990.
- ^ US 4649204, Maryanoff BE, "Dialkanolamine derivatives", issued 1987, assigned to McNeilab Inc.
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