Monoethylglycinexylidide

HCID 24415
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Basic information

CAS
7728-40-7
Standard SMILES
CCNCC(=O)Nc1c(C)cccc1C
InChIKey
WRMRXPASUROZGT-UHFFFAOYSA-N
Molecular formula
C12H18N2O
Average molar mass
206.28 g/mol
Monoisotopic mass
206.1419132

Overview

Monoethylglycinexylidide is amino acid amide formed from 2,6-dimethylaniline and N-ethylglycine components; an active metabolite of lidocaine, formed by oxidative deethylation. Used as an indicator of hepatic function. It has a role as a drug metabolite.

Names & identifiers

Preferred name
Monoethylglycinexylidide
IUPAC
N-(2,6-dimethylphenyl)-2-(ethylamino)acetamide
English name
Monoethylglycinexylidide
Molecular formula
C12H18N2O
Molecular weight
206.28

Names & synonyms

Monoethylglycinexylidide7728-40-7NorlidocaineEthylglycylxylidideN-EthylglycinexylidideMEGX2-Ethylamino-2,6-acetoxylidine2-Ethylamino-2',6'-acetoxylidideAcetamide, N-(2,6-dimethylphenyl)-2-(ethylamino)-DTXSID60228006D8Q99HC770N-(2,6-dimethylphenyl)-N(2)-ethylglycinamide
Show more names
MGEXLidocaine-006Lidocaine Impurity 9Norlidocaine solution
CHEBI:222828RefChem:159573DTXCID40150497N-(2,6-Dimethylphenyl)-2-(ethylamino)acetamideLidocaine EP Impurity DL 86L-86L 86;Norlidocaine

Database identifiers

CAS
7728-40-7
PubChem CID
24415
DTXSID
DTXSID60228006
ChEMBL
CHEMBL1028
ChEBI
CHEBI:222828
UNII
D8Q99HC770
EC Number
694-788-9
Nikkaji
J55.345J

Properties

Computed structural properties

XLogP
1.3
Topological polar surface area
41.1 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
2
Rotatable bonds
4
Heavy atoms
15

Experimental & physicochemical properties

DrugsPharmaceuticals -> Metabolite of Lidocaine
Solubility25.2 [ug/mL] (The mean of the results at pH 7.4)

Physicochemical properties

Melting point
242 · 242-245°C
Boiling point
335.6 · 335.6±30.0℃ (760 Torr)
Density
1.047 · 1.047±0.06 g/cm3 (20 ºC 760 Torr)
Flash point
127.8 · 127.8±24.7℃
storage temp.
2 · 2-8°C
solubility
2 O: · H2O: soluble10mg/mL, clear

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 3 (100%)

Safety data

wgk
3
rtecs
AN7740000
ridadr
UN 2811 6.1 / PGIII
risk_code
22
Signal word
Danger
Symbol(GHS)
GHS06

Chemistry & industry

Pharmacology

Metabolism/MetabolitesMonoethylglycinexylidide has known human metabolites that include 3-Hydroxymonoethyl glycinexylidide and Glycinexylidide.
Tissue LocationsKidney
Cellular LocationsCytoplasm
Metabolite PathwaysLidocaine (Antiarrhythmic) Action Pathway

Uses & manufacturing

Use ClassificationPharmaceuticals -> Transformation products

Applications

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

UsesA metabolite of Lidocaine (L397800).

Suppliers85 total

上海策嵘生物科技有限公司[email protected]
怀化元研达生物技术有限责任公司18711085600 · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]
南京望知星医药科技有限公司18569809817 · [email protected]
南京世洲生物科技有限公司025-025-85560043 17301488900 · [email protected]

Additional notes

DefinitionChEBI: Amino acid amide formed from 2,6-dimethylaniline and N-ethylglycine components; an active metabolite of lidocaine, formed by oxidative deethylation. Used as an indicator of hepatic function.

Related reactions

1 records
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Compound notes

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