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Details

Stereochemistry ACHIRAL
Molecular Formula C17H18FN3
Molecular Weight 283.3433
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NERISPIRDINE

SMILES

CCCN(N1C=C(C)C2=C1C=CC=C2)C3=C(F)C=NC=C3

InChI

InChIKey=BTDHTARYCBHHPJ-UHFFFAOYSA-N
InChI=1S/C17H18FN3/c1-3-10-20(17-8-9-19-11-15(17)18)21-12-13(2)14-6-4-5-7-16(14)21/h4-9,11-12H,3,10H2,1-2H3

HIDE SMILES / InChI

Description

Nerispirdine, an acetylcholine release enhancer and a K+/Na+ use-dependent channel blocker, was in clinical development with sanofi-aventis for the treatment of multiple sclerosis. Nerispirdine is not proconvulsant. It can inhibit axonal K(+) channels and this mechanism may underlie the ability of the drug to enhance neuronal conduction. Nerispirdine can also inhibit neuronal Na(+) channels, a mechanism that may explain why nerispirdine lacks proconvulsant activity.

CNS Activity

Originator

Approval Year

PubMed

Sample Use Guides

In Vivo Use Guide
Visual function in patients with multiple sclerosis: single oral doses of 50 mg and 400 mg Nerispirdine
Route of Administration: Oral
In Vitro Use Guide
Nerispirdine inhibited K(v)1.1 and K(v)1.2 with IC(50) values of 3.6 and 3.7 umol/L, respectively. Nerispirdine also inhibited voltage-dependent Na(+) channel currents recorded from human SH-SY5Y cells with an IC(50) of 11.9 umol/L when measured from a -70 mV holding potential.