An inhibitor of voltage-gated sodium channels
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Ralfinamide (mesylate)

Item No. 45954

Technical Information
Formal Name
2S-[[[4-[(2-fluorophenyl)methoxy]phenyl]methyl]amino]-propanamide, methanesulfonate
CAS Number
202825-45-4
Synonyms
  • NW-1029
Molecular Formula
C17H19FN2O2 • CH3SO3H
Formula Weight
Purity
≥98%
A solid
DMSO: Sparingly soluble: 1-10 mg/mlEthanol: Sparingly soluble: 1-10 mg/ml
SMILES
CS(=O)(O)=O.C[C@H](NCC1=CC=C(OCC2=C(F)C=CC=C2)C=C1)C(N)=O
InChi Code
InChI=1S/C17H19FN2O2.CH4O3S/c1-12(17(19)21)20-10-13-6-8-15(9-7-13)22-11-14-4-2-3-5-16(14)18;1-5(2,3)4/h2-9,12,20H,10-11H2,1H3,(H2,19,21);1H3,(H,2,3,4)/t12-;/m0./s1
InChi Key
CHQVNINIGBRKGZ-YDALLXLXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Ralfinamide is an inhibitor of voltage-gated sodium channels (NaV).1 It induces tonic blocks of tetrodotoxin-resistant and -sensitive sodium currents in isolated rat dorsal root ganglion (DRG) neurons (IC50s = 55 and 22 µM, respectively). Ralfinamide reduces mechanical allodynia in a rat model of arthritis induced by complete Freund’s adjuvant (CFA) and in a rat model of neuropathic pain induced by chronic constriction injury (CCI).2 It has anticonvulsant activity in models of seizures induced by bicuculline (Item No. 11727) or maximal electroshock (MES) in mice (ED50s = 25.8 and 7 mg/kg, respectively).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Stummann, T.C., Salvati, P., Fariello, R.G., et alThe anti-nociceptive agent ralfinamide inhibits tetrodotoxin-resistant and tetrodotoxin-sensitive Na+ currents in dorsal root ganglion neurons. Eur. J. Pharmacol. 510(3), 197-208 (2005).

    2. Veneroni, O., Maj, R., Calabresi, M., et alAnti-allodynic effect of NW-1029, a novel Na(+) channel blocker, in experimental animal models of inflammatory and neuropathic pain. Pain 102(1-2), 17-25 (2003).

    3. Pevarello, P., Bonsignori, A., Dostert, P., et alSynthesis and anticonvulsant activity of a new class of 2-[(arylalky)amino]alkanamide derivatives. J. Med. Chem. 41(4), 579-590 (1998).