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Merck

PHR1128

Bupivacaine hydrochloride

Pharmaceutical Secondary Standard; Certified Reference Material

Synonyme(s) :

Bupivacaine hydrochloride monohydrate, 1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide

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A propos de cet article

Formule empirique (notation de Hill) :
C18H28N2O · HCl · H2O
Numéro CAS:
73360-54-0
Poids moléculaire :
342.90
NACRES:
NA.24
PubChem Substance ID:
329823149
UNSPSC Code:
41116107
MDL number:
MFCD00941462

Principaux documents

Voir toute la documentation
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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

SMILES string

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

InChI key

HUCIWBPMHXGLFM-UHFFFAOYSA-N

grade

certified reference material, pharmaceutical secondary standard

agency

USP 1078507, traceable to Ph. Eur. B1160000

API family

bupivacaine

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-30°C

Quality Level

300

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Catégories apparentées

General description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Application

Bupivacaine hydrochloride may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations by spectrophotometry and high performance liquid chromatography methods.
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Biochem/physiol Actions

Sodium channel blocker, local anesthetic.

Analysis Note

These secondary standards offer multi-traceability to the USP and EP primary standards, where they are available.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.
To see an example of a Certificate of Analysis for this material enter LRAA6762 in the slot below. This is an example certificate only and may not be the lot that you receive.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

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

Classe de stockage

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Development and validation of an HPLC method to determine the stability of fentanyl citrate and bupivacaine hydrochloride mixtures in infusion solutions.
Piekarski M, et al.
European Journal of Hospital Pharmacy-Science and Practice, 19(5), 447-451 (2012)
Spectrophotometric method for determination of bupivacaine hydrochloride in pharmaceutical preparations
Corciova A
European Chemical Bulletin, 2(8), 554-557 (2013)
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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