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Merck
CN

SML0335

Sigma-Aldrich

Remacemide hydrochloride

≥98% (HPLC)

Synonym(s):

2-Amino-N-(1-methyl-1,2-diphenylethyl)-acetamide hydrochloride, FPL 12924AA, PR 934-423A

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About This Item

Empirical Formula (Hill Notation):
C17H20N2O · HCl
CAS Number:
111686-79-4
Molecular Weight:
304.81
MDL number:
MFCD00882179
UNSPSC Code:
12352200
PubChem Substance ID:
329825340
NACRES:
NA.77

Key Documents

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Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: >10 mg/mL

storage temp.

room temp

SMILES string

Cl.CC(Cc1ccccc1)(NC(=O)CN)c2ccccc2

InChI

1S/C17H20N2O.ClH/c1-17(19-16(20)13-18,15-10-6-3-7-11-15)12-14-8-4-2-5-9-14;/h2-11H,12-13,18H2,1H3,(H,19,20);1H

InChI key

HYQMIUSWZXGTCC-UHFFFAOYSA-N

Biochem/physiol Actions

Remacemide HCl is a low affinity NMDA antagonist with anticonvulsant properties.
Remacemide HCl is a low affinity NMDA antagonist with anticonvulsant properties. Remacemide also been shown to block voltage-dependent sodium channels.
Remacemide possesses neuroprotective and anti-epileptic actions. It supports reducing the frequency of seizures. Remacemide is also known to be a potential therapeutic for Huntington′s disease.

Features and Benefits

This compound is featured on the Glutamate Receptors (Ion Channel Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Signal Word

Danger

Hazard Statements

H302,H318,H400

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000022645
052M4703V

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K A Wesnes et al.
Epilepsy & behavior : E&B, 14(3), 522-528 (2008-12-30)
An international trial comparing remacemide hydrochloride with carbamazepine was undertaken in individuals with newly diagnosed epilepsy using a novel double-blind, parallel-group, double triangular sequential design. Patients with two or more partial or generalized tonic-clonic seizures in the previous year were
L K M Wright et al.
Neurotoxicology and teratology, 29(3), 348-359 (2007-02-13)
The effects of chronic exposure to ketamine or remacemide on the acquisition and performance of food-reinforced operant behaviors was assessed in female Sprague-Dawley rats. Ketamine is an anesthetic N-methyl-D-aspartate (NMDA) receptor antagonist, whereas remacemide is an active central nervous system
Kathleen A Haberny et al.
Toxicological sciences : an official journal of the Society of Toxicology, 68(1), 9-17 (2002-06-21)
The NMDA receptor has been widely investigated in recent years as a target for the pharmacological management of seizures, pain and a variety of neurological disorders. Its role in normal central nervous system (CNS) activity and development, as well as
P Calabresi et al.
Experimental neurology, 182(2), 461-469 (2003-08-05)
In the present study, we investigated the cellular and synaptic mechanisms underlying the neuroprotective action of lamotrigine and remacemide. Both drugs, in fact, have been reported to exert a neuroprotective action in in vivo animal models of ischemia. To address
Graeme J Sills et al.
Epilepsy research, 49(3), 247-254 (2002-06-22)
Remacemide hydrochloride (RMD) is a putative anticonvulsant agent with an active metabolite, desglycinyl-remacemide (DGR) and a broad spectrum of activity in experimental seizure models. In clinical trials, however, the efficacy of RMD is questionable. In the case of add-on studies
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