Quilostigmine

Acetylcholinesterase inhibitor From Wikipedia, the free encyclopedia

Quilostigmine, also known as NXX-066, is an acetylcholinesterase inhibitor. Its structure is related to that of physostigmine,[1] another acetylcholinesterase (AChE) inhibitor.

Quick facts Names, Identifiers ...
Quilostigmine
Names
IUPAC name
[(3aR,8bS)-3,4,8b-Trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] 3,4-dihydro-1H-isoquinoline-2-carboxylate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
UNII
  • InChI=1S/C23H27N3O2/c1-23-11-13-24(2)21(23)25(3)20-9-8-18(14-19(20)23)28-22(27)26-12-10-16-6-4-5-7-17(16)15-26/h4-9,14,21H,10-13,15H2,1-3H3/t21-,23+/m1/s1
  • C[C@@]12CCN([C@@H]1N(C3=C2C=C(C=C3)OC(=O)N4CCC5=CC=CC=C5C4)C)C
Properties
C23H27N3O2
Molar mass 377.488 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Biological activity

Quilostigmine displays inhibition of the AChE enzyme with an IC50 value of 0.148 μM.[2]

History

Quilostigmine was initially studied by AstraZeneca for the treatment of Alzheimer's disease;[3][4] however, the drug appears to have been discontinued,[5] reaching a maximum trial phase of two.[6]

References

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