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Names | |
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Preferred IUPAC name
2-[(Adamantan-1-yl)amino]ethyl (4-chlorophenoxy)acetate | |
Identifiers | |
3D model (JSmol) |
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ChEMBL | |
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PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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Properties | |
C20H26ClNO3 | |
Molar mass | 363.88 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Adafenoxate is a compound related to centrophenoxine, that has been found to act as a nootropic in rats.[1]
Adafenoxate can be prepared starting with 4-chlorophenoxyacetic acid (pCPA) by converting it to its acid chloride to give 4-chlorophenoxyacetyl chloride (1).[2] Esterification with 2-(1-adamantylamino)ethanol (2) gives adafenoxate (3).
Alternatives, the final step can be accomplished via Fischer–Speier esterification using a Dean-Stark trap.
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