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KI0989Lacosamide1 g$2880

Chemical Characteristic

Product NameLacosamide
SynonymsVimpat, erlosamide
CAS No.175481-36-4
Molecular Weight 250.29
FormulaC13H18N2O3
Chemical Name(R)-2-Acetamido-N-benzyl-3-methoxypropanamide
SmilesC(=O)([C@@H](COC)NC(=O)C)NCc1ccccc1
Chemical Structure

Biological activities

Lacosamide is a newer antiepileptic drug with a dual mode of action. Lacosamide selectively enhances slow inactivation of voltage-gated sodium channels without affecting fast inactivation, and modulates collapsing response mediator protein 2 (CRMP-2). Lacosamide has shown potent and broad neuroprotective effects in vitro.[1] Lacosamide reduces tonic duration and maximal firing frequency with EC50s of 41 and 71 µM, respectively. Lacosamide appears to inhibit epileptogenesis (seizure spread) by interacting with a stereoselective target site in rodent neocortex in the mid-micromolar range. [2]

References

[1] Sheets PL, et al. Differential block of sensory neuronal voltage-gated sodium channels by lacosamide [(2R)-2-(acetylamino)-N-benzyl-3-methoxypropanamide], lidocaine, and carbamazepine.J Pharmacol Exp Ther. 2008, 326(1), 89-99.
[2] Hao JX, et al. Lacosamide, a new anti-epileptic, alleviates neuropathic pain-like behaviors in rat models of spinal cord or trigeminal nerve injury. Eur J Pharmacol. 2006, 553(1-3): 135-140.
[3] Beyreuther B, et al. Antinociceptive efficacy of lacosamide in a rat model for painful diabetic neuropathy. Eur J Pharmacol. 2006, 539(1-2): 64-70.

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