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SML1092

Levobupivacaine hydrochloride

≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C18H28N2O · HCl
CAS Number:
27262-48-2
Molecular Weight:
324.89
NACRES:
NA.77
PubChem Substance ID:
329825469
UNSPSC Code:
12352200
MDL number:
MFCD01704265
Assay:
≥98% (HPLC)
Form:
powder
Storage condition:
desiccated
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Quality Segment

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)

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 mediates its action by blocking the action potential and sodium passage in neuronal membrane.
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 hydrochloride is a sodium channel blocker.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Codes

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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