Levobupivacaine

Levobupivacaine ((S) - (-) -Bupivacaine) is a long-acting amide local agent that can suppress or relieve pain. Levobupivacaine exerts agent that can suppress or relieve pain. and analgesic effects through reversible blockade of neuronal sodium channel. Levobupivacaine can inhibit impulse transmission and conduction in cardiovascular and other tissues, possessing certain cardiac and CNS toxicity. Levobupivacaine is metabolized by hepatic cytochrome P450 (CYP450) enzymes in vivo. Levobupivacaine can also induce ferroptosis by miR-489-3p/SLC7A11 signaling in gastric cancer[1][2][3].

Product Specifications

CAS Number

[27262-47-1]

Product Name Alternative

(S) - (-) -Bupivacaine

UNSPSC

12352005

Hazard Statement

H302-H315-H319-H335

Target

Ferroptosis; Sodium Channel

Type

Reference compound

Related Pathways

Apoptosis; Membrane Transporter/Ion Channel

Applications

Cancer-programmed cell death

Field of Research

Cancer; Neurological Disease

Assay Protocol

https://www.medchemexpress.com/levobupivacaine.html

Solubility

10 mM in DMSO

Smiles

O=C([C@H]1N(CCCC)CCCC1)NC2=C(C)C=CC=C2C

Molecular Formula

C18H28N2O

Molecular Weight

288.43

Precautions

P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

References & Citations

[1]Sanford M, et al. Levobupivacaine: a review of its use in regional anaesthesia and pain management. Drugs. 2010 Apr 16;70 (6) :761-91.|[2]Mao SH, et al. Levobupivacaine Induces Ferroptosis by miR-489-3p/SLC7A11 Signaling in Gastric Cancer. Front Pharmacol. 2021 Jun 9;12:681338.|[3]Marganella C, et al. Comparative effects of levobupivacaine and racemic bupivacaine on excitotoxic neuronal death in culture and N-methyl-D-aspartate-induced seizures in mice. Eur J Pharmacol. 2005 Aug 22;518 (2-3) :111-5.