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PHR1756

Bupivacaine Related Compound B

Name: Bupivacaine Related Compound B
Brand: SIAL

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

Desbutylbupivacaine, (2RS)-N-(2,6-dimethylphenyl)piperidine-2-carboxamide, (RS)-N-(2,6-Dimethylphenyl)piperidine-2-carboxamide

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About This Item

Empirical Formula (Hill Notation):

C₁₄H₂₀N₂O

CAS Number:

15883-20-2

Molecular Weight:

232.32

MDL number:

MFCD01701244

UNSPSC Code:

41116107

NACRES:

NA.24

grade

certified reference material
pharmaceutical secondary standard

Quality Level

300

Agency

traceable to Ph. Eur. Y0000088
traceable to USP 1078529

API family

bupivacaine

CofA

current certificate can be downloaded

packaging

pkg of 20 mg

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

SMILES string

O=C(NC1=C(C)C=CC=C1C)C2NCCCC2

InChI

1S/C14H20N2O/c1-10-6-5-7-11(2)13(10)16-14(17)12-8-3-4-9-15-12/h5-7,12,15H,3-4,8-9H2,1-2H3,(H,16,17)

InChI key

SILRCGDPZGQJOQ-UHFFFAOYSA-N

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Related Categories

Analytical Reference Standards

Certified Reference Materials

Pharmacopeia & Metrological Institute Standards

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.
Bupivacaine Related Compound B is formed in the liver during oxidative dealkylation of bupivacaine hydrochloride and is the main metabolite of bupivacaine. It is a local anesthetic agent that can cross biological membranes due to its lipid-soluble nature.

Application

Bupivacaine may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations by chromatographic and spectrophotometric techniques.

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.

Analysis Note

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

Other Notes

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.

Footnote

To see an example of a Certificate of Analysis for this material enter LRAA7918 in the Documents slot below. This is an example certificate only and may not be the lot that you receive.

related product

Product No.

Description

Pricing

1078529

1078518

PHR1738

BP479

Bupivacaine hydrochloride, British Pharmacopoeia (BP) Reference Standard

PHR9084

(S)-Bupivacaine, certified reference material, TraceCERT^®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

PHR9147

N-(2,6-Dimethylphenyl)pyridine-2-carboxamide, certified reference material, TraceCERT^®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

Pictograms

GHS06

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P330 + P331 + P310

Hazard Classifications

Acute Tox. 3 Oral

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Determination of tramadol, metamizole, ropivacaine, and bupivacaine in analgesic mixture samples by HPLC with DAD detection

Salmeron-Garcia A, et al.

Journal of Chromatographic Science, 47(3), 231-237 (2009)

Simultaneous determination of bupivacaine and its two metabolites, desbutyl-and 4′-hydroxybupivacaine, in human serum and urine

Lindberg RLP, et al

Journal of Chromatography. B, Biomedical Sciences and Applications, 383, 357-364 (1986)

Quantitative mass spectrometric analysis of ropivacaine and bupivacaine in authentic, pharmaceutical and spiked human plasma without chromatographic separation

Salama NN and Wang S

Analytical Chemistry Insights, 4(3), ACI-S2564 (2009)

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