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Merck

B5274

Supelco

Bupivacaine hydrochloride monohydrate

analytical standard, for drug analysis

Sinónimos:

1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide

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About This Item

Fórmula empírica (notación de Hill):
C18H28N2O · HCl · H2O
Número de CAS:
Peso molecular:
342.90
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard, for drug analysis

Quality Level

assay

≥99%

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

format

neat

SMILES string

O.Cl.CCCCN1CCCCC1C(=O)Nc2c(C)cccc2C

InChI

1S/C18H28N2O.ClH.H2O/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;1H2

InChI key

HUCIWBPMHXGLFM-UHFFFAOYSA-N

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Application

Bupivacaine hydrochloride monohydrate may be used as an analytical standard for the determination of the bupivacaine in pharmaceutical preparations and plasma samples using chromatography techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Sodium channel blocker, local anesthetic.

pictograms

Skull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Certificados de análisis (COA)

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Determination of free concentration of ropivacaine and bupivacaine in blood plasma by ultrafiltration and coupled-column liquid chromatography
Arvidsson T and Eklund E
Journal of Chromatography. B, Biomedical Sciences and Applications, 668(1), 91-98 (1995)
Anna M Wiersma et al.
Bio-protocol, 8(10), e2862-e2862 (2018-05-20)
When injected into the motor cortex of rats, anterograde tracers label fibers of the associated descending corticospinal tract (CST) that originate from pyramidal neurons in the tracer-injected cortex. These fibers can be assessed at the level of the spinal cord
Kejian Shi et al.
Anesthesia and analgesia, 116(4), 804-809 (2013-03-06)
While lipid emulsion may reverse the systemic toxicity of bupivacaine, the pharmacokinetics and tissue distribution of bupivacaine after lipid emulsion infusion are not clear. In this study, we assessed the influence of lipid emulsion administration on the pharmacokinetics and tissue
Brian M Ilfeld et al.
Anesthesia and analgesia, 117(5), 1248-1256 (2013-10-11)
Currently available local anesthetics approved for single-injection peripheral nerve blocks have a maximum duration of <24 hours. A liposomal bupivacaine formulation (EXPAREL, Pacira Pharmaceuticals, Inc., San Diego, CA), releasing bupivacaine over 96 hours, recently gained Food and Drug Administration approval
Ilin Kuo et al.
Anesthesiology, 118(6), 1350-1361 (2013-03-06)
In vitro observations support the lipid sink theory of therapeutic action by confirming the capacity of lipid emulsions to successfully uptake bupivacaine from aqueous media. However, competing hypotheses and some in/ex vivo small animal studies suggest that a metabolic or

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