Chemistry:Rolziracetam
From HandWiki
Rolziracetam is a nootropic drug of the racetam family.
Rolziracetam was found to improve performance on a delayed-response task in aged rhesus monkeys. It has a wide margin of safety in animals and has been evaluated for use in cognitively impaired human subjects.[1]
Synthesis
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The nitro group of dimethyl 4-nitropimelate (1) is reduced by palladium-catalysed hydrogenation to an amino group, which cyclises to give a mixture of the lactam ester (2) and its corresponding acid (3). The mixture is hydrolysed using sodium hydroxide to convert all of the ester to the acid, and this material is cyclised to give rolziracetam using acetic anhydride.[2][3]
See also
References
- ↑ "Amnesia-reversal activity of a series of cyclic imides". Journal of Medicinal Chemistry 30 (3): 498–503. March 1987. doi:10.1021/jm00386a010. PMID 3820221.
- ↑ "The synthesis of pyrrolizidines". Journal of the American Chemical Society 69 (3): 690–692. March 1947. doi:10.1021/ja01195a067. PMID 20289459.
- ↑ Hoekstra MS, "Process for the preparation of dihydro-1H-pyrrolizine-3,5-(2H,6H)-dione", US patent 4663464, issued 1987-05-05, assigned to Warner Lambert Co LLC
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