Cymserine

Cymserine

Identifiers
IUPAC name ((3aS,8aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl)-4-isopropylphenylcarbamate
CAS Number	145209-39-8 Y
PubChem (CID)	9907847
ChemSpider	26000641 Y
Chemical and physical data
Formula	C23H29N3O2
Molar mass	379.495 g/mol
3D model (Jmol)	Interactive image
SMILES C[C@@]12[C@@](N(C)CC2)([H])N(C)C3=CC=C(OC(NC4=CC=C(C(C)C)C=C4)=O)C=C31
InChI InChI=1S/C22H27N3O2/c1-14(2)15-5-7-16(8-6-15)23-22(26)27-17-9-10-20-19(13-17)18-11-12-24(3)21(18)25(20)4/h5-10,13-14,18,21H,11-12H2,1-4H3,(H,23,26)/t18-,21+/m0/s1 Y Key:WHFRVERUBMJQSO-GHTZIAJQSA-N Y
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Cymserine is a drug related to physostigmine, which acts as a reversible cholinesterase inhibitor, with moderate selectivity (15×) for the plasma cholinesterase enzyme butyrylcholinesterase, and relatively weaker inhibition of the better-known acetylcholinesterase enzyme. This gives it a much more specific profile of effects that may be useful for treating Alzheimer's disease without producing side effects such as tremors, lacrimation, and salivation that are seen with the older nonselective cholinesterase inhibitors currently used for this application, such as donepezil. A number of cymserine derivatives have been developed with much greater selectivity for butyrylcholinesterase, and both cymserine and several of its analogues have been tested in animals, and found to increase brain acetylcholine levels and produce nootropic effects, as well as reducing levels of amyloid precursor protein and amyloid beta, which are commonly used biomarkers for the development of Alzheimer's disease.^{[1][2][3][4][5][6]}

Derivatives of cymserine

References