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Merck
CN

L5783

Lidocaine N-ethyl bromide

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

Key Documents

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Product Name

Lidocaine N-ethyl bromide, analytical standard, for drug analysis

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

SMILES string

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

InChI key

DLHMKHREUTXMCH-UHFFFAOYSA-N

grade

analytical standard

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

format

neat

Quality Level

200

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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.
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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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Certificates of Analysis (COA)

Lot/Batch Number
0000445540
0000445540
0000378367
0000360732
0000351135

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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
Richard I Kuo et al.
Neuron, 73(5), 1016-1027 (2012-03-13)
Both human speech and animal vocal signals contain frequency-modulated (FM) sounds. Although central auditory neurons that selectively respond to the direction of frequency modulation are known, the synaptic mechanisms underlying the generation of direction selectivity (DS) remain elusive. Here we
W G Regehr et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 12(11), 4202-4223 (1992-11-01)
The spatial and temporal dynamics of many electrophysiological and biochemical processes in nerve cells are in turn dependent on the concentration dynamics of the second messenger calcium. We have used microfluorimetry of the calcium indicator fura-2 (Grynkiewicz et al., 1985)
Arthur Beyder et al.
Circulation, 125(22), 2698-2706 (2012-05-09)
Na(V)1.5 is a mechanosensitive voltage-gated sodium-selective ion channel responsible for the depolarizing current and maintenance of the action potential plateau in the heart. Ranolazine is a Na(V)1.5 antagonist with antianginal and antiarrhythmic properties. Mechanosensitivity of Na(V)1.5 was tested in voltage-clamped
Ricardo E Rivera-Acevedo et al.
Anesthesiology, 114(6), 1425-1434 (2011-04-20)
Transient receptor potential vanilloid subfamily member 1 (TRPV1) channels are important integrators of noxious stimuli with pronounced expression in nociceptive neurons. The experimental local anesthetic, QX-314, a quaternary (i.e., permanently charged) lidocaine derivative, recently has been shown to interact with
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