Piperazinone, 3-(2-thienyl)- (9CI) Chemical Properties

Density 

1.225

InChI

InChI=1S/C8H10N2OS/c11-8-7(9-3-4-10-8)6-2-1-5-12-6/h1-2,5,7,9H,3-4H2,(H,10,11)

InChIKey

BBACKDMGYMXYLE-UHFFFAOYSA-N

SMILES

N1CCNC(C2SC=CC=2)C1=O

Piperazinone, 3-(2-thienyl)- (9CI) Usage And Synthesis

Description

Tenilsetam ((+/-)-3-(2-thienyl)-2-piperazinone; Piperazinone, 3-(2-thienyl)- (9CI)), a cognition-enhancing drug successfully used for the treatment of patients suffering from Alzheimer's disease, when included in the Maillard reaction inhibits protein crosslinking by AGEs in vitro. According to the mechanism proposed, Tenilsetam acts via covalent attachment to glycated proteins, thus blocking the reactive sites for further polymerisation reactions. A beneficial effect of Tenilsetam in Alzheimer's disease could come from the interference with AGE-derived crosslinking of amyloid plaques and a decreased inflammatory response by diminished activation of phagocytosing microglia[1].

References

[1] G Münch. “The cognition-enhancing drug tenilsetam is an inhibitor of protein crosslinking by advanced glycosylation.” Journal of Neural Transmission - Parkinson’s Disease and Dementia Section 8 3 (1994): 193–208.

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