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Pirisudanol (Mentis, Menthen, Mentium, Nadex, Nadexen, Nadexon, Pridana, Stivane), also known as pyrisuccideanol, is the
Cyclic ketal formation between pyridoxime 3605-94-6HCl: 8-56-0(1) and acetone resulted in alpha4,3-O-Isopropylidene Pyridoxine 136-52-3(2). In the other arm of the synthesis succinic anhydride 08-30-5(3) is then esterified with Deanol 08-01-0(4) gives Yakton 0549-59-4(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).
succinic acid
Succinic acid () is a dicarboxylic acid with the chemical formula (CH2)2(CO2H)2. In living organisms, succinic acid takes the form of an anion, succinate, which has multiple biological roles as a metabolic intermediate being converted into fum ...
ester
In chemistry, an ester is a compound derived from an acid (either organic or inorganic) in which the hydrogen atom (H) of at least one acidic hydroxyl group () of that acid is replaced by an organyl group (R). These compounds contain a distin ...
of pyridoxine
Pyridoxine (PN) is a form of vitamin B6 found commonly in food and used as a dietary supplement. As a supplement it is used to treat and prevent pyridoxine deficiency, sideroblastic anaemia, pyridoxine-dependent epilepsy, certain metaboli ...
(a form of vitamin B6) and of deanol
Dimethylethanolamine (DMAE or DMEA) is an organic compound with the formula . It is bifunctional, containing both a tertiary amine and primary alcohol functional groups. It is a colorless viscous liquid. It is used in skin care products for improvi ...
(DMAE). It has been used in Europe
Europe is a continent located entirely in the Northern Hemisphere and mostly in the Eastern Hemisphere. It is bordered by the Arctic Ocean to the north, the Atlantic Ocean to the west, the Mediterranean Sea to the south, and Asia to the east ...
in the treatment of mild cognitive impairment
Cognitive impairment is an inclusive term to describe any characteristic that acts as a barrier to the cognition process or different areas of cognition. Cognition, also known as cognitive function, refers to the mental processes of how a person ...
as well as fatigue
Fatigue is a state of tiredness (which is not sleepiness), exhaustion or loss of energy. It is a signs and symptoms, symptom of any of various diseases; it is not a disease in itself.
Fatigue (in the medical sense) is sometimes associated wit ...
and depression.Synthesis
Pirisudanol is synthesized by the following method:
Cyclic ketal formation between pyridoxime 3605-94-6HCl: 8-56-0(1) and acetone resulted in alpha4,3-O-Isopropylidene Pyridoxine 136-52-3(2). In the other arm of the synthesis succinic anhydride 08-30-5(3) is then esterified with Deanol 08-01-0(4) gives Yakton 0549-59-4(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):Gielsdorf, W.; Klug, E. (1983). "Zur Analytik und renalem Ausscheidungsverhalten von Pirisudanol (Stivane)". Zeitschrift für Rechtsmedizin. 90 (3): 229–238. doi:10.1007/BF02116234. ISSN 0044-3433.See also
* PyritinolReferences
{{Acetylcholine receptor modulators Cholinergics Pyridines Hydroxyarenes Primary alcohols Succinate esters Prodrugs Nootropics Antidepressants