QX-314 (bromide)

Cayman Chemical Item Number 10011032

(CAS 24003-58-5)

QX-314 (bromide) (CAS 24003-58-5)

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Description

QX-314 is a membrane-impermeant lidocaine derivative that selectively blocks sodium channels on nociceptive neurons when delivered intracellularly via the TRPV1 channel, but is reportedly ineffective with extracellular application.1 When supplied in combination with 1 µM capsaicin, a TRPV1 receptor agonist, 5 mM QX-314 blocks 98% of sodium current in voltage-clamped nociceptive DRG neurons.1 QX-314 elicits a long-lasting decrease in the response to painful mechanical and thermal stimuli without imparting the motor deficits (e.g., numbness, paralysis) associated with many conventional local anesthetics.1 At concentrations ranging from 10-70 mM, peripheral application of QX-314 dose-dependently produces robust local anesthesia with slow onset in the guinea pig intradermal wheal assay, the murine tail-flick test, and the murine sciatic nerve blockade model.2 However, injection of 0.5-30 mM QX-314 in the lumbar intrathecal space produces neurotoxicity and death in mice.3

1 Binshtok, A.M., Bean, B.P., and Woolf, C.J. Inhibition of nociceptors by TRPV1-mediated entry of impermeant sodium channel blockers. Nature 449 607-610 (2007).

2 Lim, T.K.Y., MacLeod, B.A., Ries, C.R., et al. The quaternary lidocaine derivative, QX-314, produces long-lasting local anesthesia in animal models in vivo. Anesthesiology 107 305-311 (2007).

3 Schwarz, S., Cheung, H., Ries, C., et al. 473931-Lumbar intrathecal administration of the quaternary lidocaine derivative, QX-314, produces neurotoxicity in mice. Anesthesiology 107 305-311 (2008).

Formal Name 2-​[(2,​6-​dimethylphenyl)amino]-​N,​N,​N-​triethyl-​2-​oxo-​ethanaminium bromide
CAS Number 24003-58-5
Molecular Formula C16H27N2O · Br
Formula Weight 343.3
Formulation A crystalline solid
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CC[N]​(CC)​(CC)​CC(=O)​Nc1c(C)​cccc1C
InCHI Code
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​1S/C16H26N2O.BrH/c1-6-18(7-2,8-3)​12-15(19)​17-16-13(4)​10-9-11-14(16)​5;/h9-11H,6-8,12H2,1-5H3;1H
InCHI Key
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DLHMKHREUTXMCH-UHFFFAOYSA-N

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Size Price Quantity Subtotal
25 mg $25.00 $0.00
50 mg $35.00 $0.00
100 mg $65.00 $0.00
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Pricing updated 2014-04-24. Prices are subject to change without notice.

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