Bupivacaine hydrochloride

Marcain®, Marcaine®, Sensorcaine®, Vivacaine®
A Blocker of Neuronal NaV, KCa, and TREK-1 K2P Channels 
    Cat #: B-125
    Alternative Name Marcain®, Marcaine®, Sensorcaine®, Vivacaine®
  • Lyophilized Powder
  • Bioassay Tested
  • Source Synthetic
    MW: 324.9
    Purity: >99%
    Effective concentration 1-500 μM.
      • Bupivacaine hydrochloride
    Chemical name 1-Butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride.
    Molecular formula C18H29ClN2O.
    CAS No.: 18010-40-7.
    Activity Bupivacaine blocks both TTX-sensitive and TTX-resistant NaV channels in DRG neurons with IC50 of 13 and 32 µM, respectively1. It also inhibits K2P TREK-1 potassium channels with IC50 of 95 µM2.
      • Scholz, A. et al. (1998) J. Neurophysiol. 79, 1746.
      • Shin, H.W. et al. (2014) J. Anesth. 28, 81.
    Shipping and storage Shipped at room temperature. Product as supplied can be stored intact at room temperature for several weeks. For longer periods, it should be stored at -20°C.
    Solubility Water. Centrifuge all product preparations before use (10000 x g 5 min).
    Storage of solutions Up to four weeks at 4°C or three months at -20°C.
      • Bupivacaine hydrochloride
        Alomone Labs Bupivacaine hydrochloride blocks NaV1.2 channels expressed in Xenopus oocytes.
        A. Time course of NaV1.2 current amplitude, showing inhibition by 10 µM and 50 µM Bupivacaine hydrochloride (#B-125). Currents were elicited by a 100 ms voltage step from holding potential of -70 mV to 0 mV, applied every 10 seconds. B. Superimposed current traces from A at application of control, 10 µM and 50 µM Bupivacaine hydrochloride (as indicated).
    References - Scientific background
      • Voltage-gated Na+ channels (NaV) are plasma membrane protein complexes which allow the passage of Na+ ions into cells following a change in the transmembrane voltage1,2.

        NaV channels are primarily expressed in the central nervous system1,2.

        Bupivacaine hydrochloride is a local anesthetic of the amino amide group. Drugs of this category induce their effect by binding to the intracellular area of the Na+ channel, which blocks the channel's ability to allow Na+ to enter the nerve cell, and thus preventing the cell's depolarization3,4.

        Bupivacaine blocks both TTX-sensitive (NaV1.1, NaV1.2, NaV1.3, NaV1.4, NaV1.6 and NaV1.7) and TTX-resistant (NaV1.5, NaV1.8 and NaV1.9) NaV channels in DRG neurons with IC50 of 13 and 32 µM, respectively5.

        It should also be noted that bupivacaine has an inhibitory effect on potassium channels6.

    Target NaV, KCa, K2P channels
    Last update: 22/08/2019

    Bupivacaine hydrochloride (#B-125) is a highly pure, synthetic, and biologically active compound.

    For research purposes only, not for human use
    Citations
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