Glycine xylidide
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Basic information
- CAS
18865-38-8- Standard SMILES
Cc1cccc(C)c1NC(=O)CN- InChIKey
IXYVBZOSGGJWCW-UHFFFAOYSA-N- Molecular formula
- C10H14N2O
- Average molar mass
- 178.23 g/mol
- Monoisotopic mass
- 178.11061307
Overview
Glycinexylidide is a amino acid amide with 2,6-dimethylaniline and glycine 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
- Glycine xylidide
- IUPAC
- 2-amino-N-(2,6-dimethylphenyl)acetamide
- English name
- 2-AMINO-N-(2,6-DIMETHYLPHENYL)ACETAMIDE
- Molecular formula
- C10H14N2O
- Molecular weight
- 178.23
Names & synonyms
Glycinexylidide18865-38-8GlycylxylidideN-(2,6-dimethylphenyl)glycinamideglycine xylidide2-Amino-2',6'-acetoxylidideN-(2,6-dimethylphenyl)-2-aminoacetamide2-amino-2',6'-dimethylacetoanilideD2D932W316ASTRA-6204CHEBI:357241W-49167
Show more names
SMOGNAZEN-7SMOHHSPC022p21-Rac2Gx proteinGlycyl Xylidide
RefChem:663879878-649-12-Amino-N-(2,6-dimethylphenyl)acetamideAcetamide, 2-amino-N-(2,6-dimethylphenyl)-GXMFCD05267700Lidocaine Impurity 162-Amino-N-(2,6-dimethyl-phenyl)-acetamide
Database identifiers
- CAS
18865-38-8- PubChem CID
- 87833
- DTXSID
DTXSID40876064- ChEMBL
CHEMBL1302- ChEBI
CHEBI:357241- UNII
- D2D932W316
- EC Number
- 878-649-1
- Nikkaji
- J401.554A
Properties
Computed structural propertiesFilling in
- XLogP
- 0.4
- Topological polar surface area
- 55.1 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 172
Experimental & physicochemical properties
Chemical ClassesOther Uses -> Pharmaceuticals
DrugsPharmaceuticals -> Metabolite of Lidocaine
LogP0.41
Vapor Pressure0.00000637 [mmHg]
Dissociation Constants7.7
Physicochemical properties
- Boiling point
- 323.5 · 323.5±30.0 °C(Predicted)
- Density
- 1.122 · 1.122±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- DMSO (Slightly), Methanol (Slightly), Water (Slightly)
- form
- Solid
- pka
- 7.68 · pKa 7.68(H2O,t = 25.0±0.2,I=0.00) (Uncertain)
- color
- White to Off-White
- biological source
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazards SummaryA metabolite of the local anesthetic, lidocaine; [See Reference #1]
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- risk_code
- 61
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- T
- safety_code
- 53-45
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H315-H319
- Precautionary statements
- P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Chemistry & industry
Pharmacology
Metabolism/MetabolitesGlycinexylidide is a known human metabolite of Monoethylglycinexylidide.
Tissue LocationsKidney
Metabolite PathwaysLidocaine (Antiarrhythmic) Action Pathway
Uses & manufacturing
UsesDealkylated metabolite of lidocaine. [ChemIDplus]
Applications
UsesLidocaine (L397800) metabolite.
Additional notes
DefinitionChEBI: A amino acid amide with 2,6-dimethylaniline and glycine components; an active metabolite of lidocaine, formed by oxidative deethylation. Used as an indicator of hepatic function.
Related reactions
1 records
Compound notes
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