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Lacosamide
- SPM 927 - Erlosamide
- Optical Purity: >98% e.e.
- Soluble in water and DMSO
- MF: C13H18N2O3
- MW: 250.29
Description
Lacosamide is an anticonvulsant that selectively enhances the slow inactivation of voltage-gated sodium channels, limiting sustained repetitive neuronal firing.
By stabilizing slowly inactivated channel states, lacosamide reduces pathological hyperexcitability while having less effect on normal fast inactivation. It is a clinically relevant tool for seizure mechanisms, sodium-channel state dependence and neuropathic pain research.
Key Features
- Enhances slow inactivation of voltage-gated sodium channels
- Reduces sustained neuronal hyperexcitability
- State-dependent anticonvulsant mechanism
- Clinically established antiseizure pharmacology
Applications
- Voltage-gated sodium channel electrophysiology
- Seizure and epilepsy models
- State-dependent channel inhibition studies
- Neuropathic pain and neuronal excitability research
More Information
| Parent CAS No. | 175481-36-4 |
|---|---|
| Chemical Name | (R)-2-Acetylamino-N-benzyl-3-methoxy-propionamide |
| SMILES | N(CC1C=CC=CC=1)C(=O)[C@H](NC(C)=O)COC |&1:10,r| |
| MFCD | N.A. |
| InChi | 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 |
| InChiKey | VPPJLAIAVCUEMN-GFCCVEGCSA-N |
| CID | 219078 |
| Short Description | Na+ channel blocker |
References
- AC Errington et al. The investigational anticonvulsant lacosamide selectively enhances slow inactivation of voltage-gated sodium channels. Molecular pharmacology 2008, 73 (1), 157–69.
- AC Errington et al. Seeking a mechanism of action for the novel anticonvulsant lacosamide. Neuropharmacology 2006, 50 (8), 1016–1029.
- E Ben-Menachem et al. Efficacy and safety of oral lacosamide as adjunctive therapy in adults with partial-onset seizures. Epilepsia 2007, 48 (7), 1308–1317.
- RL Rauck et al. Lacosamide in painful diabetic peripheral neuropathy: a phase 2 double-blind placebo-controlled study. Clin J Pain 2007, 23 (2), 150–158.
- PL Sheets 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 Jul;326(1):89-99.
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