Bupivacaine HCl

For research use only.

Catalog No.S2454

3 publications

Bupivacaine HCl  Chemical Structure

CAS No. 18010-40-7

Bupivacaine HCl binds to the intracellular portion of voltage-gated sodium channels and blocks sodium influx into nerve cells, used for treating cardiac arrhythmias.

Selleck's Bupivacaine HCl has been cited by 3 publications

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Biological Activity

Description Bupivacaine HCl binds to the intracellular portion of voltage-gated sodium channels and blocks sodium influx into nerve cells, used for treating cardiac arrhythmias.
Sodium channel [4]
In vitro

Bupivacaine solution is cytotoxic to bovine articular chondrocytes and articular cartilage in vitro after only 15 to 30 minutes exposure. [1] Bupivacaine acts in isolated mitochondria, as uncouplers between oxygen consumption and phosphorylation of adenosine diphosphate. [2] Bupivacaine causes a concentration-dependent mitochondrial depolarization and pyridine nucleotide oxidation in isolated mitochondria, which are matched by an increased oxygen consumption at bupivacaine concentrations of 1.5 mm or less at pH 7.4, whereas respiration is inhibited at higher concentrations. Bupivacaine causes the opening of the permeability transition pore (PTP), a cyclosporin A-sensitive inner membrane channel that plays a key role in many forms of cell death. Bupivacaine causes mitochondrial depolarization and pyridine nucleotides oxidation that are matched by increased concentrations of cytosolic free Ca(2+), release of cytochrome c, and eventually, hypercontracture in intact flexor digitorum brevis fibers. [3] Bupivacaine inhibits GIRK channels within seconds of application, regardless of whether channels are activated through the muscarinic receptor or directly via coexpressed G protein G(beta)gamma subunits. Bupivacaine also inhibits alcohol-induced GIRK currents in the absence of functional pertussis toxin-sensitive G proteins. [4] Bupivacaine HCl also potently inhibits cAMP production with an IC50 of 2.3 μM.[6]

In vivo Bupivacaine does not only induce Ca2+ release from the sarcoplasmic reticulum (SR) in rats, but also inhibits Ca2+ uptake by the SR, which is mainly regulated by SR Ca2+ adenosine triphosphatase activity. [5]


Solubility (25°C)

In vitro DMSO 65 mg/mL (200.06 mM)
Ethanol 65 mg/mL (200.06 mM)
Water 23 mg/mL (70.79 mM)

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 324.89


CAS No. 18010-40-7
Storage powder
in solvent
Synonyms N/A

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Clinical Trial Information

NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT05017584 Not yet recruiting Drug: Hyperbaric bupivacaine Pain Duke University September 1 2021 Phase 4
NCT04685421 Not yet recruiting Drug: Bupivacaine liposome Cardiac Conditions Nicklaus Children''s Hospital f/k/a Miami Children''s Hospital June 15 2021 Phase 1
NCT04239053 Recruiting Drug: Bupivacaine Anesthesia|Bupivacaine Adverse Reaction Maltepe University March 12 2021 --
NCT04157075 Recruiting Drug: Bupivacaine Pain Postoperative|Opioid Use Johns Hopkins University March 15 2021 Early Phase 1
NCT04916392 Recruiting Drug: Liposomal bupivacaine|Drug: Bupivacaine Toxicity Drug The University of Hong Kong September 1 2020 --

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID