Levobupivacaine-d9 ((S)-(–)-Bupivacaie-d9) hydrochloride is a deuterated version of Levobupivacaine (hydrochloride). Levobupivacaine hydrochloride ((S)-(-)-Bupivacaine monohydrochloride) is a long-acting amide-type topical active agent that can inhibit or relieve pain. Levobupivacaine hydrochloride exerts anesthetic and analgesic effects by reversibly blocking neuronal sodium channels. Levobupivacaine hydrochloride can inhibit the transmission and conduction of impulses in cardiovascular and other tissues, and has certain cardiac and central nervous system toxicity. Levobupivacaine hydrochloride is metabolized by cytochrome P450 (CYP450) in vivo. Levobupivacaine hydrochloride can also induce ferroptosis in gastric cancer through the miR-489-3p/SLC7A11 signaling pathway.

Physicochemical Properties

Molecular Formula	C18H20D9CLN2O
Molecular Weight	333.94
Related CAS #	Levobupivacaine hydrochloride;27262-48-2
Synonyms	Levobupivacaine-d9; (S)-(–)-Bupivacaie-d9(hydrochloride)
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

References

[1]. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019 Feb;53(2):211-216. [2]. Levobupivacaine: a review of its use in regional anaesthesia and pain management. Drugs. 2010 Apr 16;70(6):761-91. [3]. Levobupivacaine Induces Ferroptosis by miR-489-3p/SLC7A11 Signaling in Gastric Cancer. Front Pharmacol. 2021 Jun 9;12:681338. [4]. 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.

Solubility Data

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.9945 mL	14.9727 mL	29.9455 mL
	5 mM	0.5989 mL	2.9945 mL	5.9891 mL
	10 mM	0.2995 mL	1.4973 mL	2.9945 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.