SML1092

Levobupivacaine hydrochloride

≥98% (HPLC)

• Synonym(s): (S)-1-Butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride, (S)-bupivacaine hydrochloride
• Empirical Formula (Hill Notation): C₁₈H₂₈N₂O · HCl
• CAS Number: 27262-48-2
• Molecular Weight: 324.89
• MDL number: MFCD01704265
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825469
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• form: powder
• optical activity: [α]/D -10 to -14°, c = 1.0 in H₂O
• storage condition: desiccated
• color: white to beige
• solubility: H₂O: 20 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: CC1=C(NC([C@H]2N(CCCC)CCCC2)=O)C(C)=CC=C1.Cl
• 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
• Gene Information: human ... SCN4A(6329)

Description

General description

Levobupivacaine belongs to the N-alkyl substituted pipecoloxylidide family and comprises amino-amide group.

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.

Levobupivacaine mediates its action by blocking the action potential and sodium passage in neuronal membrane.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable