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Levobupivacaine hydrochloride

Catalog No. T6566 CAS 27262-48-2

Synonyms: Levobupivacaine HCl, (S)-(-)-Bupivacaine HCl, (S)-(-)-Bupivacaine monohydrochloride

Levobupivacaine hydrochloride ((S)-(-)-Bupivacaine monohydrochloride) is a reversible neuronal sodium channel inhibitor, which is the pure S(-)-enantiomer of bupivacaine. It was utilized as a long-acting local anesthetic.

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Levobupivacaine hydrochloride Chemical Structure

Levobupivacaine hydrochloride, CAS 27262-48-2

Pack Size	Availability	Price/USD
10 mg	In stock	$ 40.00
50 mg	In stock	$ 67.00
100 mg	In stock	$ 87.00
200 mg	In stock	$ 117.00
500 mg	In stock	$ 187.00
1 mL * 10 mM (in DMSO)	In stock	$ 39.00

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Purity: 99.93%

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Description	Levobupivacaine hydrochloride ((S)-(-)-Bupivacaine monohydrochloride) is a reversible neuronal sodium channel inhibitor, which is the pure S(-)-enantiomer of bupivacaine. It was utilized as a long-acting local anesthetic.
In vitro	Levobupivacaine is an amide-type local anaesthetic. Levobupivacaine acts via blockade of voltage-sensitive ion channels in neuronal membranes, preventing transmission of nerve impulses. Localised and reversible anaesthesia is produced by interference with the opening of the sodium channel, which inhibits conduction of the action potential in nerves involved in sensory and motor activity and sympathetic activity. [1] Levobupivacaine displaces 3H-BTX from sodium channels of rat brain synaptosomes with IC50 of 2.9 μM and Hill coefficients of 1.2. When cell membrane is held at -80 mV, -70 mV, -60 mV or -100 mV, Levobupivacaine shows tonic inhibition of sodium channel in GH3 cells with IC50s of 132.1, 37.6, 21.6 and 264 μM, respectively. [2] Levobupivacaine depresses action potential of isolated axon in vitro. Levobupivacaine (1 mM) depresses action potential amplitude and maximal rate of rise of action potential (dV/dtmax) in the crayfish giant axons with value of 88 and 81 respectively, after perfusion for 15 min. [3] Levobupivacaine also displays activity on cardiac ion channels. In isolated ventricular myocytes, the apparent affinity for inactivated state of the sodium channel is 4.8 μM for Levobupivacaine, with a calculated KD of 39 μM. On inhibition of cardiac delayed rectifier potassium channels (hKv1.5), the steady-state block for Levobupivacaine (20 μM) is 31%, with a calculated KD of 27.3 μM. Levobupivacaine may also inhibit cardiac calcium channels. 10 μM Levobupivacaine produces a 50% decrease in contractile force of guinea-pig papillary muscles. [4]
In vivo	Levobupivacaine has similar nerve blocking potency with bupivacaine. Levobupivacaine at a dose of 0.125%, inhibits motor and nocifensive pinch responses with maximum %MPE of 99 and 68 respectively, and inhibits the duration of deficits of motor and nocifensive pinch responses (60 and 30 , respectively) after sciatic nerve block. [4]
Kinase Assay	Hsp90 Binding Assay: Human Hsp90α solution (0.5 μg/mL) is fixed on 96-well plates, followed by blocking with TBS containing 1% bovine serum albumin. KW-2478 solutions is added to the wells, and bRD is added to a concentration of 0.1 μmol/L. After removal of solution, poly-HRP streptavidin solution dilutes with poly-HRP dilution buffer is added to the wells. After removal of solution, equal volumes of TMB peroxidase substrate and peroxidase solution B are added to the wells. To stop the HRP reaction, 2 mol/L H2SO4 are added, followed by measurement of absorbance at 450 nm using a microplate spectrophotometer.

Synonyms	Levobupivacaine HCl, (S)-(-)-Bupivacaine HCl, (S)-(-)-Bupivacaine monohydrochloride
Molecular Weight	324.89
Formula	C18H28N2O·HCl
CAS No.	27262-48-2

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

Ethanol: 53 mg/mL (163.1 mM)

H2O: 59 mg/mL (181.6 mM)

DMSO: 60 mg/mL (184.7 mM)

References and Literature

1. Foster RH, et al. Drugs, 2000, 59(3), 551-579. 2. Vladimirov M, et al. Anesthesiology, 2000, 93(3), 744-755. 3. Kanai Y, et al. Anesth Analg, 2000, 90(2), 415-420. 4. Gristwood RW, et al. Expert Opin Investig Drugs, 1999, 8(6), 861-876.

Related compound libraries

This product is contained In the following compound libraries：

Inhibitor Library Anti-Cancer Drug Library Anti-Cancer Approved Drug Library Anti-Cancer Clinical Compound Library Drug Repurposing Compound Library Bioactive Compounds Library Max Autophagy Compound Library Pediatric Drug Library Anti-Cardiovascular Disease Compound Library Approved Drug Library

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Keywords

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