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PHR1756

Bupivacaine Related Compound B

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
UNSPSC Code:
41116107
NACRES:
NA.24
MDL number:
MFCD01701244
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Quality Level

300

grade

certified reference material, pharmaceutical secondary standard

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

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 and EP 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.
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.

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pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)

Global Trade Item Number

SKUGTIN
PHR1756-20MG04061834802334