• Skip to primary navigation
  • Skip to main content
  • Skip to footer

LKT Labs

Biochemicals for Life Science Research

  • Products
    • New Products
    • Cancer Biology
    • Cardiovascular
    • Endocrine Signaling and Immunology
    • Metabolic and GI Pathology
    • Microbiology
    • Natural Products
    • Neuroscience
    • Peptides
    • Pharmaceutical Impurities and Derivatives
    • Stem Cell Modulators
  • Services
    • Custom Synthesis
    • Natural Product Isolation
    • Analytical Services
  • Int’l Distributors
  • Support
    • About LKT Labs
    • General Inquiry
    • Bulk Quote Request
    • Document Request
    • Technical Support
    • Catalog Request
    • Product Flyers
  • Contact Us
  • Cart
  • Login / Register
Bupivacaine

Bupivacaine

Product ID B8261
Cas No. 38396-39-3
Purity ≥99%
Product Unit SizeCostQuantityStock
1 g $75.00 In stock
5 g $187.40 In stock
25 g $385.90 In stock
Bulk Quote

Quicklinks

  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Bupivacaine is an amino amide anesthetic that decreases current amplitude and inhibits whole cell K+ currents in Ca2+-activated (BK/SK) K+ channels and N-type voltage-gated (Kv1/shaker and Kv3 KCNA/KCNC) K+ channels. Bupivacaine also inhibits voltage-gated Na+ channels and tandem pore domain (TASK-2/KCNK-5) K+ channels. Bupivacaine may be neurotoxic at high doses, activating p38 MAPK, increasing levels of ROS and WDR53, and inducing apoptosis in neuroblastoma cells. In other cellular models, bupivacaine induces depolarization of the mitochondrial membrane potential, resulting in apoptosis.

Product Info

Cas No.

38396-39-3

Purity

≥99%

Formula

C18H28N2O

Formula Wt.

288.43

Chemical Name

1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide

IUPAC Name

1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide

Melting Point

107-108°C

Solubility

DMF (30 mg/mL), DMSO (50 mg/mL) Ethanol (50mg/mL) Water: Insoluble

Appearance

White to off white powder

Shipping and Storage

Store Temp

Ambient

Ship Temp

Ambient

Downloads

MSDS

B8261 MSDS PDF

Info Sheet

B8261 Info Sheet PDF

References

Harato M, Huang L, Kondo F, et al. Bupivacaine-induced apoptosis independently of WDR35 expression in mouse neuroblastoma Neuro2a cells. BMC Neurosci. 2012 Dec 10;13:149. PMID: 23227925.

Martín P, Enrique N, Palomo AR, et al. Bupivacaine inhibits large conductance, voltage- and Ca2+- activated K+ channels in human umbilical artery smooth muscle cells. Channels (Austin). 2012 May-Jun;6(3):174-80. PMID: 22688134.

Lu J, Xu SY, Zhang QG, et al. Bupivacaine induces apoptosis via mitochondria and p38 MAPK dependent pathways. Eur J Pharmacol. 2011 Apr 25;657(1-3):51-8. PMID: 21315711.

Cela O, Piccoli C, Scrima R, et al. Bupivacaine uncouples the mitochondrial oxidative phosphorylation, inhibits respiratory chain complexes I and III and enhances ROS production: results of a study on cell cultures. Mitochondrion. 2010 Aug;10(5):487-96. PMID: 20546950.

Nilsson J, Madeja M, Elinder F, et al. Bupivacaine blocks N-type inactivating Kv channels in the open state: no allosteric effect on inactivation kinetics. Biophys J. 2008 Dec;95(11):5138-52. PMID: 18790854.

Kindler CH, Paul M, Zou H, et al. Amide local anesthetics potently inhibit the human tandem pore domain background K+ channel TASK-2 (KCNK5). J Pharmacol Exp Ther. 2003 Jul;306(1):84-92. PMID: 12660311.

Custom Order

  • Size of single unit expressed as number (e.g. '500' in the case of 500 mg)
  • Total quantity of unit size desired (e.g. '10' in the case of 10 x 500 mg). If only one unit is desired, you may leave this blank.
  • This field is for validation purposes and should be left unchanged.

Related Products

  • L8262

    Lupinine

    Alkaloid found in species of Loranthus, Calia, ...

    ≥98%
  • O7053

    L-Ornithine Hydrochloride

    Non-proteinogenic amino acid, L-arginine metabo...

    ≥98%
  • E6257

    Epothilone B

    Microtubule depolymerization inhibitor.

    ≥98%
  • L3453

    Linezolid

    Oxazolidinone; protein synthesis inhibitor.

    ≥99%
  • S0168

    Saracatinib

    Src and Abl inhibitor.

    ≥98%
  • A4441

    Allicin, aqueous solution

    Organosulfur found in garlic; Kir K+ channel ac...

    ≥98%
  • Z5744

    Zoledronic Acid Hydrate

    Bisphosphonate; FPPS inhibitor.

    ≥98%
  • F1655

    Fenoprofen Calcium Dihydrate

    NSAID; COX-1/2 inhibitor.

    ≥97%
  • R0348

    Ramelteon

    Melatonin analog; MT1/2 agonist.

    ≥99%
  • V3455

    Vinpocetine

    Targets nuclear factor kappa B activation.

    ≥98%
  • G1658

    Gentamycin Sulfate

    Aminoglycoside; protein translation inhibitor.<...

  • P8118

    Puerarin

    Isoflavone daidzein derivative found in Puerari...

    ≥96%
  • S822687

    Surfactin

    Amphiphilic properties

    ≥90% mixed isomers
  • U451349

    Ulixertinib

    May induce apoptosis in lymphoma cell lines.

    ≥98%
  • S8147

    Sulindac Sulfide

    NSAID; COX-1/2 and PDE inhibitor.

    ≥98%
  • E7209

    Escitalopram Oxalate

    S-enantiomer of citalopram; SERT inhibitor.

    ≥99%
  • C0246

    Calcimycin

    Polyether pyrrole, divalent cation ionophore.

    ≥98%
  • B1655

    S-(N-Benzylthiocarbamoyl)-L-cysteine

    Cysteine conjugate of benzyl isothiocyanate (BI...

    ≥98%
  • P465822

    Pluripotin

    Dual kinase and GTPase inhibitor.

    ≥98%
  • T6817

    D(+)-Trehalose Dihydrate

    α-Linked disaccharide composed of α-glucose u...

    ≥98%

Footer

  • Contact Us
  • About Us
  • Site Map
  • Terms and Conditions
LKT Laboratories, Inc.
545 Phalen Blvd.
St. Paul MN, 55130

Ph: (888)-558-5227
Fax: (888)-558-7329

©2025 LKT Laboratories, All Rights Reserved - Products for research use only