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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)

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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Optimization of reaction parameters for the electrochemical oxidation of lidocaine with a Design of Experiments approach
Gul T, et al.
Electrochimica Acta, 171, 23-28 (2015)
K Rolsted et al.
Skin pharmacology and physiology, 22(3), 124-127 (2009-01-13)
Little is known about the metabolising capacity of the human skin in relation to topically applied drugs and formulations. We chose lidocaine as a model compound since the metabolic pathways are well known from studies concerning hepatic metabolism following systemic
Ying Wang et al.
Drug design, development and therapy, 14, 1739-1747 (2020-05-23)
Lidocaine has cardiovascular and neurologic toxicity, which is dose-dependent. Due to CYP3A4-involved metabolism, lidocaine may be prone to drug-drug interactions. Given statins have the possibility of combination with lidocaine in the clinic, we established in vitro models to assess the
Georgette Oni et al.
Aesthetic surgery journal, 32(4), 495-503 (2012-03-29)
Topical anesthetics are commonly applied for a variety of indications. Several lidocaine-containing topical anesthetics are available for purchase over the counter (OTC). Recently, the authors' group has shown that there is great interindividual discrepancy in the manner in which lidocaine
Pharmacokinetics of lidocaine and its active metabolite, monoethylglycinexylidide, after intravenous administration of lidocaine to awake and isoflurane-anesthetized cats
Thomasy SM, et al.
American Journal of Veterinary Research, 66(7), 1162-1166 (2005)
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