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Merck
CN

SML3059

Lacosamide

≥98% (HPLC), sodium channel modulator, powder

Synonym(s):

(2R)-2-(Acetylamino)-N-benzyl-3-methoxypropanamide, ADD 243037, ADD-243037, ADD243037, Erlosamide, LCM, SPM-927, SPM927

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About This Item

Empirical Formula (Hill Notation):
C13H18N2O3
CAS Number:
175481-36-4
Molecular Weight:
250.29
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Product Name

Lacosamide, ≥98% (HPLC)

Quality Level

100

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D 13 to 18° (C=0.5g/100mL, MeOH)

drug control

USDEA Schedule V

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

N([C@H](COC)C(=O)NCc1ccccc1)C(=O)C

InChI

1S/C13H18N2O3/c1-10(16)15-12(9-18-2)13(17)14-8-11-6-4-3-5-7-11/h3-7,12H,8-9H2,1-2H3,(H,14,17)(H,15,16)/t12-/m1/s1

InChI key

VPPJLAIAVCUEMN-GFCCVEGCSA-N

Related Categories

Biochem/physiol Actions

Lacosamide is an orally active anticonvulsant that blocks voltage-gated sodium channels (VGSCs) selectively in their inactivated state (IC50 = 16 μM/Nav1.8, 182 μM/Nav1.7, 415 μM/Nav1.3) over resting state by enhancing slow inactivation. In addition to in vivo anticonvulsant activity (ED50 = 4.5 mg/kg in mice via i.p., 3.9 mg/kg in rats via p.o. by maximal electroshock seizure test), lacosamide also shows therapeutic efficacy in various pain models (10-30 mg/kg in rats via i.p.).
Orally active anticonvulsant that blocks voltage-gated sodium channels (VGSCs) selectively in inactivated over resting state by enhancing slow inactivation.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000473454
0000473452
0000473452
0000473454
0000445986

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