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Levobupivacaine hydrochloride

SIGMA/SML1092 - ≥98% (HPLC)

Synonym: (S)-1-Butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride; (S)-bupivacaine hydrochloride

CAS Number: 27262-48-2
Empirical Formula (Hill Notation): C18H28N2O · HCl
Molecular Weight: 324.89
MDL Number: MFCD01704265
Linear Formula: C18H28N2O · HCl
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-SML1092-10MG 10 mg
 $92.20
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45-SML1092-50MG 50 mg
 $357.00
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assay ≥98% (HPLC)
color white to beige
form powder
InChI 1S/C18H28N2O.ClH/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3;/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21);1H/t16-;/m0./s1
InChI key SIEYLFHKZGLBNX-NTISSMGPSA-N
optical activity [α]/D -10 to -14°, c = 1.0 in H2O
Quality Level 100 
SMILES string CC1=C(NC([C@H]2N(CCCC)CCCC2)=O)C(C)=CC=C1.Cl
solubility H2O: 20 mg/mL, clear
storage condition desiccated
storage temp. 2-8°C
Application: Levobupivacaine hydrochloride has been used as an analyte in tandem mass spectrometry. It may be used to test its inhibitory effect on phosphorylation of extracellular signal-regulated kinase (ERK) mediated by capsaicin It may also be used as a component of poly(D,L-lactide-co-glycolide) (PLGA) microparticles for testing its sustainable release by electrospraying technique
Biochem/physiol Actions: Levobupivacaine hydrochloride is a sodium channel blocker used as a long-acting local anaesthetic for epidural anesthesia. Levobupivacaine is the (S)-isomer of bupivacaine, with efficacy similar to that of bupivacaine with a reduced risk of cardiotoxicity.
Biochem/physiol Actions: Levobupivacaine mediates its action by blocking the action potential and sodium passage in neuronal membrane.
General description: Levobupivacaine belongs to the N-alkyl substituted pipecoloxylidide family and comprises amino-amide group.
Packaging: 10, 50 mg in glass bottle
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352200

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