A neuroprotective agent
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Sipatrigine

Item No. 32963

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(4-methyl-1-piperazinyl)-5-(2,3,5-trichlorophenyl)-4-pyrimidinamine
CAS Number
130800-90-7
Synonyms
  • BW 619C89
Molecular Formula
C15H16Cl3N5
Formula Weight
372.7
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 10 mM
SMILES
ClC1=CC(Cl)=C(C(C2=C(N)N=C(N3CCN(CC3)C)N=C2)=C1)Cl
InChi Code
InChI=1S/C15H16Cl3N5/c1-22-2-4-23(5-3-22)15-20-8-11(14(19)21-15)10-6-9(16)7-12(17)13(10)18/h6-8H,2-5H2,1H3,(H2,19,20,21)
InChi Key
PDOCBJADCWMDGL-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $134

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    10 mg

    $240

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    25 mg

    $530

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    Product Description

    Sipatrigine is a neuroprotective agent and derivative of lamotrigine (Item No. 15428).1 It inhibits neuronal voltage-gated sodium and calcium channels in a voltage-dependent manner. Sipatrigine reduces the neuronal firing frequency and decreases the amplitude of excitatory post-synaptic potentials (EPSPs) in electrically stimulated rat corticostriatal slices (EC50s = 4.5 and 2 µM, respectively).2 It inhibits veratrine-induced glutamate and aspartate release in rat cerebral cortex slices (IC50s = ~5 µM for both).3 Sipatrigine (30 mg/kg, i.v.) reduces infarct volume in a rat model of focal ischemia induced by middle cerebral artery occlusion (MCAO).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hainsworth, A.H., Stefani, A., Calabresi, P., et al. Sipatrigine (BW 619C89) is a neuroprotective agent and a sodium channel and calcium channel inhibitor. CNS Drug Rev. 6(2), 111-134 (2000).

    2. Calabresi, P., Stefani, A., Marfia, G.A., et al. Electrophysiology of sipatrigine: A lamotrigine derivative exhibiting neuroprotective effects. Exp. Neurol. 162(1), 171-179 (2000).

    3. Leach, M.J., Swan, J.H., Eisenthal, D., et al. BW619C89, a glutamate release inhibitor, protects against focal cerebral ischemic damage. Stroke 24(7), 1063-1067 (1993).

    4. Graham, S.H., Chen, J., Lan, J., et al. Neuroprotective effects of a use-dependent blocker of voltage-dependent sodium channels, BW619C89, in rat middle cerebral artery occlusion. J. Pharmacol. Exp. Ther. 269(2), 854-859 (1994).