Pirisudanol
Chemical compound
From Wikipedia, the free encyclopedia
Pirisudanol (Mentis, Menthen, Mentium, Nadex, Nadexen, Nadexon, Pridana, Stivane), also known as pyrisuccideanol, is the succinic acid ester of pyridoxine (a form of vitamin B6) and of deanol (DMAE).[1] It has been used in Europe in the treatment of mild cognitive impairment as well as fatigue and depression.[1][2][3][4][5]
- In general: ℞ (Prescription only)
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| Routes of administration | Oral |
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| ECHA InfoCard | 100.046.887 |
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| Formula | C16H24N2O6 |
| Molar mass | 340.376 g·mol−1 |
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Synthesis
Pirisudanol is synthesized by the following method:[6][7]
Cyclic ketal formation between pyridoxine [33605-94-6] HCl: [58-56-0] (1) and acetone resulted in alpha4,3-O-Isopropylidene Pyridoxine [1136-52-3] (2). In the other arm of the synthesis succinic anhydride [108-30-5] (3) is then esterified with Deanol [108-01-0] (4) gives Yakton [10549-59-4] (5). Halogenation of the remaining carboxyl group with thionyl chloride gives PC135056269 (6). In a convergent synthesis, esterification between 2 and 6 gives 7. The last step consists of deblocking the protecting group by hydrolysis with 1% formic acid in ethanol to give the product (8).
Analytical data
(uv, ir, pmr, ms):[8]