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Details

Stereochemistry ACHIRAL
Molecular Formula C17H18FN3.ClH
Molecular Weight 319.804
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NERISPIRDINE HYDROCHLORIDE

SMILES

Cl.CCCN(N1C=C(C)C2=C1C=CC=C2)C3=CC=NC=C3F

InChI

InChIKey=FYIIKHJFVLTAFI-UHFFFAOYSA-N
InChI=1S/C17H18FN3.ClH/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;1H

HIDE SMILES / InChI

Molecular Formula C17H18FN3
Molecular Weight 283.3433
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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.

Approval Year

PubMed

PubMed

TitleDatePubMed
In Vitro electrophysiological activity of nerispirdine, a novel 4-aminopyridine derivative.
2009 Nov
New approaches in the management of multiple sclerosis.
2010 Nov 24

Sample Use Guides

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
Curator's Comment: Using whole-cell patch-clamp electrophysiology, the effects of nerispirdine on the cloned human K(+) channels K(v)1.1 and K(v)1.2, expressed in Chinese hamster ovary cells, and on voltage-dependent Na(+) channels recorded from human SH-SY5Y cells, were compared.
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.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:52:31 GMT 2023
Edited
by admin
on Fri Dec 15 15:52:31 GMT 2023
Record UNII
NK9ZSB7Q1G
Record Status Validated (UNII)
Record Version
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Name Type Language
NERISPIRDINE HYDROCHLORIDE
Common Name English
HP-184
Code English
HP184
Code English
1H-INDOL-1-AMINE, N-(3-FLUORO-4-PYRIDINYL)-3-METHYL-N-PROPYL-, HYDROCHLORIDE (1:1)
Systematic Name English
Code System Code Type Description
PUBCHEM
9818503
Created by admin on Fri Dec 15 15:52:31 GMT 2023 , Edited by admin on Fri Dec 15 15:52:31 GMT 2023
PRIMARY
FDA UNII
NK9ZSB7Q1G
Created by admin on Fri Dec 15 15:52:31 GMT 2023 , Edited by admin on Fri Dec 15 15:52:31 GMT 2023
PRIMARY
CAS
119229-64-0
Created by admin on Fri Dec 15 15:52:31 GMT 2023 , Edited by admin on Fri Dec 15 15:52:31 GMT 2023
PRIMARY
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