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L5783

Lidocaine N-ethyl bromide

Name: Lidocaine <I>N</I>-ethyl bromide
Brand: SIAL

analytical standard, for drug analysis

Synonym(s):

N-(2,6-Dimethylphenylcarbamoylmethyl)triethylammonium bromide, QX-314

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About This Item

Empirical Formula (Hill Notation):

C₁₆H₂₇BrN₂O

CAS Number:

21306-56-9

Molecular Weight:

343.30

NACRES:

NA.24

PubChem Substance ID:

329817630

UNSPSC Code:

41116107

MDL number:

MFCD00083182

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Properties

grade

analytical standard

Quality Level

200

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

format

neat

SMILES string

[Br-].CC[N+](CC)(CC)CC(=O)Nc1c(C)cccc1C

InChI

1S/C16H26N2O.BrH/c1-6-18(7-2,8-3)12-15(19)17-16-13(4)10-9-11-14(16)5;/h9-11H,6-8,12H2,1-5H3;1H

InChI key

DLHMKHREUTXMCH-UHFFFAOYSA-N

Description

Application

Lidocaine N-ethyl bromide has been used as a standard in studying the demethylation effect of lidocaine N-ethyl bromide on breast cancer cells in vitro using colorimetric assay.

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

A quaternary derivative of lidocaine that is not membrane permeable. Blocks both fast Na⁺-dependent action potentials and voltage-dependent, non-inactivating Na⁺ conductance.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Lidocaine and ropivacaine, but not bupivacaine, demethylate deoxyribonucleic acid in breast cancer cells in vitro

Lirk.P, et al.

British Journal of Anaesthesia, 113 (2014)

Targeting of sodium channel blockers into nociceptors to produce long-duration analgesia: a systematic study and review.

D P Roberson et al.

British journal of pharmacology, 164(1), 48-58 (2011-04-05)

We have developed a strategy to target the permanently charged lidocaine derivative lidocaine N-ethyl bromide (QX-314) selectively into nociceptive sensory neurons through the large-pore transient receptor potential cation channel subfamily V (TRPV1) noxious heat detector channel. This involves co-administration of

Staphylococcus aureus produces pain through pore-forming toxins and neuronal TRPV1 that is silenced by QX-314.

Kimbria J Blake et al.

Nature communications, 9(1), 37-37 (2018-01-04)

The hallmark of many bacterial infections is pain. The underlying mechanisms of pain during live pathogen invasion are not well understood. Here, we elucidate key molecular mechanisms of pain produced during live methicillin-resistant Staphylococcus aureus (MRSA) infection. We show that

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Global Trade Item Number

SKU	GTIN
L5783-50MG	04061833958452
L5783-250MG	04061833958445