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SML0087

Sigma-Aldrich

MEGX

≥95% (HPLC)

Synonym(s):

MGEX, Monoethylglycinexylidide, N-(2,6-dimethylphenyl)-2-(ethylamino)acetamide, Norlidocaine

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About This Item

Empirical Formula (Hill Notation):
C12H18N2O
CAS Number:
7728-40-7
Molecular Weight:
206.28
MDL number:
MFCD00098991
UNSPSC Code:
12352200
PubChem Substance ID:
329825147
NACRES:
NA.77

Assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 10 mg/mL, clear

storage temp.

2-8°C

SMILES string

CC1=C(NC(CNCC)=O)C(C)=CC=C1

InChI

1S/C12H18N2O/c1-4-13-8-11(15)14-12-9(2)6-5-7-10(12)3/h5-7,13H,4,8H2,1-3H3,(H,14,15)

InChI key

WRMRXPASUROZGT-UHFFFAOYSA-N

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Application

MEGX has been used in an approach to improve the yield of N-dealkylated lidocaine.

Biochem/physiol Actions

MEGX is generated by hepatic cytochrome P-450 system upon oxidative de-ethylation. Measurement of MEGX by immunoassay contributes to liver function test. MEGX possesses antiarrhythmic action and therefore extends lidocaine effect.
Monoethylglycinexylidide (MEGX) is an active metabolite of lidocaine.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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)

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D Venkatachalam et al.
New Zealand veterinary journal, 67(5), 228-233 (2019-04-30)
To investigate the analgesic efficacy of articaine hydrochloride for antler removal in red deer (Cervus elaphus) following S/C administration as a ring block, and to quantify the residue concentrations of articaine compared to lignocaine in the harvested antlers. Articaine hydrochloride
Hamdah M Al Nebaihi et al.
Journal of pharmaceutical sciences, 109(2), 1199-1210 (2019-11-17)
The effects of a high-fat diet on mRNA and protein of cytochrome P450 (CYP) enzymes in rats and mice and its impact on lidocaine deethylation to its main active metabolite, monoethylglycinexylidide (MEGX), in rats were investigated. The effect of a
Robert Werdehausen et al.
Anesthesiology, 116(1), 147-158 (2011-12-03)
Lidocaine exerts antinociceptive effects when applied systemically. The mechanisms are not fully understood but glycinergic mechanisms might be involved. The synaptic glycine concentration is controlled by glycine transporters. Whereas neurons express two types of glycine transporters, astrocytes specifically express glycine
M Oellerich et al.
Therapeutic drug monitoring, 23(2), 81-92 (2001-04-11)
The dynamic liver function test based on the hepatic conversion of lidocaine to monoethylglycinexylidide (MEGX) can complement established static liver function tests if prognostic information is of particular interest. Because of its ease of use and rapid turnaround, the MEGX
Georgette Oni et al.
Aesthetic surgery journal, 30(6), 853-858 (2010-12-07)
Topical lidocaine is a common form of anesthesia for a wealth of procedures across a large number of disciplines, including laser treatments. Preparations can be purchased over the counter with no prescription necessary. It is considered a safer and more
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