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SML1092

Sigma-Aldrich

Levobupivacaine hydrochloride

≥98% (HPLC)

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C18H28N2O · HCl
Número CAS:
27262-48-2
Peso molecular:
324.89
Número MDL:
MFCD01704265
Código UNSPSC:
12352200
ID de substância PubChem:
329825469
NACRES:
NA.77

Ensaio

≥98% (HPLC)

forma

powder

atividade óptica

[α]/D -10 to -14°, c = 1.0 in H2O

condição de armazenamento

desiccated

cor

white to beige

solubilidade

H2O: 20 mg/mL, clear

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

chave InChI

SIEYLFHKZGLBNX-NTISSMGPSA-N

Informações sobre genes

human ... SCN4A(6329)

Descrição geral

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

Aplicação

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

Ações bioquímicas/fisiológicas

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.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Salima Qudsi-Sinclair et al.
Pain practice : the official journal of World Institute of Pain, 17(5), 578-588 (2016-09-20)
Knee osteoarthritis is a disease that affects a third of the population over 65 years of age, and it is increasingly becoming a motive for consultation and a source of pain and disability. The gold standard surgical treatment is a total
Different effects of local anesthetics on extracellular signal-regulated kinase phosphorylation in rat dorsal horn neurons
Zhang L, et al.
European Journal of Pharmacology, 734(6), 132-136 (2014)
Tianci Li et al.
Journal of anesthesia, 33(1), 17-25 (2018-11-15)
Retrospective studies indicate that the use of regional anaesthesia causes a reduction in cancer recurrence after oncological surgery, which could be due to anaesthetic's negating effect on immunosuppression related to the surgical stress response. Local anaesthetics may also exert direct
Joanne Guay et al.
The Cochrane database of systematic reviews, 3, CD006715-CD006715 (2019-03-02)
General anaesthesia combined with epidural analgesia may have a beneficial effect on clinical outcomes. However, use of epidural analgesia for cardiac surgery is controversial due to a theoretical increased risk of epidural haematoma associated with systemic heparinization. This review was
Jian-Ming Chen et al.
International journal of molecular sciences, 21(3) (2020-02-12)
In this study, we explored the release characteristics of analgesics, namely levobupivacaine, lidocaine, and acemetacin, from electrosprayed poly(D,L-lactide-co-glycolide) (PLGA) microparticles. The drug-loaded particles were prepared using electrospraying techniques and evaluated for their morphology, drug release kinetics, and pain relief activity.
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