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Merck
CN

1078507

USP

Bupivacaine hydrochloride

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C18H28N2O · HCl · H2O
CAS Number:
73360-54-0
Molecular Weight:
342.90
MDL number:
MFCD00941462
UNSPSC Code:
41116107
NACRES:
NA.24

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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

InChI key

HUCIWBPMHXGLFM-UHFFFAOYSA-N

SMILES string

[Cl-].[N+H]1(C(CCCC1)C(=O)Nc2c(cccc2C)C)CCCC.O

grade

pharmaceutical primary standard

API family

bupivacaine

manufacturer/tradename

USP

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

pharmaceutical (small molecule)

format

neat

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Bupivacaine hydrochloride USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:
  • Bupivacaine Hydrochloride Injection
  • Bupivacaine Hydrochloride in Dextrose Injection
  • Bupivacaine Hydrochloride and Epinephrine Injection
  • Fentanyl Citrate and Bupivacaine Hydrochloride Compounded Injection
  • Ropivacaine Hydrochloride

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

pictograms

Skull and crossbones
GHS06

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

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Fentanyl Citrate and Bupivacaine Hydrochloride Compounded Injection
United States Pharmacopeia and National Formulary
United States Pharmacopeia, 44(1), 1850-1850 (2020)
Bupivacaine Hydrochloride and Epinephrine Injection
United States Pharmacopeia and National Formulary
United States Pharmacopeia, 612-612 (2018)
Bupivacaine Hydrochloride Injection
United States Pharmacopeia and National Formulary
United States Pharmacopeia, 41(3), 611-611 (2023)
Bupivacaine Hydrochloride
United States Pharmacopeia and National Formulary
United States Pharmacopeia, 41(3), 610-610 (2020)
I Demirel et al.
European review for medical and pharmacological sciences, 18(7), 1067-1072 (2014-04-26)
Just as hip prosthesis, most of the patients undergoing orthopedic lower extremity surgery (OLES) belong to the advanced age group. Sciatic nerve block combined with psoas compartment block is used as a technique alternative to central neuraxial block and GA.
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