Levobupivacaine HCl
Catalog No.S4061 Synonyms: (S)-(-)-Bupivacaine HCl
Molecular Weight(MW): 324.89
Levobupivacaine HCl, the pure S(-)-enantiomer of bupivacaine, is a reversible neuronal sodium channel inhibitor, used as a long-acting local anesthetic.
Purity & Quality Control
Choose Selective Sodium Channel Inhibitors
Biological Activity
| Description | Levobupivacaine HCl, the pure S(-)-enantiomer of bupivacaine, is a reversible neuronal sodium channel inhibitor, used as a long-acting local anesthetic. | |
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| 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 (1mM) 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 39μM. 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] |
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| 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] |
Protocol
Solubility (25°C)
| In vitro | DMSO | 64 mg/mL (196.98 mM) |
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| Water | 64 mg/mL (196.98 mM) | |
| Ethanol | 57 mg/mL (175.44 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 |
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| Formula | C18H28N2O.HCl |
| CAS No. | 27262-48-2 |
| Storage | powder |
| Synonyms | (S)-(-)-Bupivacaine HCl |
Bio Calculators
Molarity Calculator
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Molarity Calculator
Clinical Trial Information
| NCT Number | Recruitment | Conditions | Sponsor/Collaborators | Start Date | Phases |
|---|---|---|---|---|---|
| NCT02796547 | Not yet recruiting | Episiotomy | Brugmann University Hospital | March 2017 | Phase 2 |
| NCT02726620 | Recruiting | Hypotension | Vanderbilt University Medical Center|UMC Utrecht | January 2017 | -- |
| NCT02966249 | Recruiting | Neuromuscular Block | KAT General Hospital | October 2016 | Phase 4 |
| NCT02893228 | Not yet recruiting | Phrenic Nerve Palsy | The Adelaide and Meath Hospital, incorporating The National Childrens Hospital | October 2016 | Phase 4 |
| NCT02852720 | Not yet recruiting | Pain, Postoperative | Pontificia Universidad Catolica de Chile | August 2016 | Phase 4 |
| NCT02848599 | Recruiting | Postoperative Cognitive Dysfunction | Osijek University Hospital | July 2016 | Phase 2 |
Tech Support
Answers to questions you may have can be found in the inhibitor handling instructions. Topics include how to prepare stock solutions, how to store inhibitors, and issues that need special attention for cell-based assays and animal experiments.
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