U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C8H11N
Molecular Weight 121.1796
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2,6-Xylidine

SMILES

CC1=CC=CC(C)=C1N

InChI

InChIKey=UFFBMTHBGFGIHF-UHFFFAOYSA-N
InChI=1S/C8H11N/c1-6-4-3-5-7(2)8(6)9/h3-5H,9H2,1-2H3

HIDE SMILES / InChI
Molecular Formula C8H11N
Molecular Weight 121.1796
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Unknown
149124
PubMed

PubMed

TitleDatePubMed
HPLC-DAD stability indicating determination of nitrofurazone and lidocaine hydrochloride in their combined topical dosage form.
2010-09
Investigating the mechanisms of aromatic amine-induced protein free radical formation by quantitative structure-activity relationships: implications for drug-induced agranulocytosis.
2010-05-17
Third-order nonlinear optical properties and structures of (E)-N-(4-nitrobenzylidene)-2,6-dimethylaniline and (E)-N-(4-nitrobenzylidene)-2,3-dimethylaniline.
2010-05
N-(2,6-Dimethyl-phen-yl)-4-methyl-benzene-sulfonamide.
2010-04-24
Chemical oxidation of 2,6-dimethylaniline by electrochemically generated Fenton's reagent.
2010-04-15
N-(2,6-Dimethyl-phen-yl)succinimide.
2010-01-09
Monocyclic aromatic amines as potential human carcinogens: old is new again.
2010-01
Kinetics and mechanism of 2,6-dimethyl-aniline degradation by hydroxyl radicals.
2009-12-30
N-(2,6-Dimethyl-phen-yl)-2-(2-thien-yl)acetamide.
2009-11-25
Chemical oxidation of 2,6-dimethylaniline in the fenton process.
2009-11-15
Iron-catalyzed dehydrogenative phosphonation of N,N-dimethylanilines.
2009-10-28
N-(2,6-Dimethyl-phen-yl)maleamic acid.
2009-10-23
Separation and analysis of dimethylaniline isomers by supercritical fluid chromatography--electrospray ionization tandem mass spectrometry.
2009-10-09
Drug impurity profiling by capillary electrophoresis/mass spectrometry using various ionization techniques.
2009-09
N-[3-(2,6-Dimethylanilino)-1-methylbut-2-enylidene]-2,6-dimethylanilinium chloride.
2009-06-24
Ethyl 2-[(2,6-dimethyl-phen-yl)hydrazono]-3-oxobutanoate.
2009-06-10
Mixed carbene-isocyanide Pd(II) complexes: synthesis, structures and reactivity towards nucleophiles.
2009-03-28
N-(2,6-Dimethyl-phen-yl)succinamic acid.
2009-02-06
Kinetics of 2,6-dimethylaniline degradation by electro-Fenton process.
2009-01-30
The importance of CH/pi hydrogen bonds in rational drug design: An ab initio fragment molecular orbital study to leukocyte-specific protein tyrosine (LCK) kinase.
2008-12-15
2,6-Dimethyl-anilinium chloride monohydrate.
2008-11-29
N-(2,6-Dimethyl-phen-yl)benzene-sulfonamide.
2008-08-06
Assessment of the medicines lidocaine, prilocaine, and their metabolites, 2,6-dimethylaniline and 2-methylaniline, for DNA adduct formation in rat tissues.
2008-08
Quantitative mass spectrometric analysis of ropivacaine and bupivacaine in authentic, pharmaceutical and spiked human plasma without chromatographic separation.
2008-05-28
N-(5-Chloro-3-methyl-1-phenyl-1H-pyrazol-4-ylcarbon-yl)-N'-(2,6-dimethyl-phen-yl)thio-urea.
2007-12-06
Temperature investigations of E/Z isomers in ketimines based of p-dibenzoylobenzene with aniline and 2,6-dimethylaniline by infrared spectroscopy.
2007-10
Expedient syntheses of the N-heterocyclic carbene precursor imidazolium salts IPr.HCl, IMes.HCl and IXy.HCl.
2007-08-28
Liquid-phase microextraction-gas chromatography-mass spectrometry for the determination of bromate, iodate, bromide and iodide in high-chloride matrix.
2007-05-04
Similarities and differences between azomethines and ketimines: synthesis, materials characterization and structure of novel imines compounds.
2007-04
In vitro metabolism and interactions of the fungicide metalaxyl in human liver preparations.
2007-01
Pi-Pi complexation of bupivacaine and analogues with aromatic receptors: implications for overdose remediation.
2007
Amine mediated proton transfer reaction and C-Cl bond activation of solvent chloroform by a trinuclear copper(II) complex of a glucopyranosylamine derived ligand.
2006-08-21
DNA adduct formation by 2,6-dimethyl-, 3,5-dimethyl-, and 3-ethylaniline in vivo in mice.
2006-08
Production and characterization of laccase from Cyathus bulleri and its use in decolourization of recalcitrant textile dyes.
2006-08
Synthesis, structure, and characterization of molybdenum(VI) imido complexes with N-salicylidene-2-aminophenol.
2006-07-10
Changes in production of lignin degrading enzymes during interactions between mycelia of the tropical decomposer basidiomycetes Marasmiellus troyanus and Marasmius pallescens.
2006-02
Regioselective copper-catalyzed amination of chlorobenzoic acids: synthesis and solid-state structures of N-aryl anthranilic acid derivatives.
2006-01-06
A kinetically controlled trans bifunctionalized organoimido derivative of the Lindqvist-type hexamolybdate: synthesis, spectroscopic characterization, and crystal structure of (n-Bu4N)2{trans-[Mo6O17(NAr)2]} (Ar = 2,6-dimethylphenyl).
2005-12-26
Primary amido substituted diborane4 compounds and imidodiborate4 anions.
2005-10-07
Determination of local anaesthetics and their impurities in pharmaceutical preparations using HPLC method with amperometric detection.
2005-04-29
Synthesis, structure and pharmacology of acyl-2,6-xylidines.
2004-10-16
Alkylaniline-hemoglobin adducts and risk of non-smoking-related bladder cancer.
2004-10-06
Metabolic activation of 2,6-xylidine in the nasal olfactory mucosa and the mucosa of the upper alimentary and respiratory tracts in rats.
2004-10
Liquid phase overtone spectral investigations of 2,6-dimethylaniline and 2,4-dimethylaniline-evidence for steric nature of the ortho effect and the consequent base weakening.
2004-08
Determination of xylazine and its metabolites by GC-MS in equine urine for doping analysis.
2004-04-01
Update on olfactory mucosal metabolic enzymes: age-related changes and N-acetyltransferase activities.
2004
Identification of DNA adducts using HPLC/MS/MS following in vitro and in vivo experiments with arylamines and nitroarenes.
2003-10
An update of the National Toxicology Program database on nasal carcinogens.
1997-10-31
Transformation of BALB/c-3T3 cells: IV. Rank-ordered potency of 24 chemical responses detected in a sensitive new assay procedure.
1993-07
Hepatic effects of xylidine isomers in rats.
1979-01
Patents

Patents

03966811
2
04034108
3
04046554
2
04147804
3
04188341
2
04203904
2
04243819
7
04275079
2
04291049
3
04411912
7
04740233
5
04751232
2
04855497
2
04960787
2
04981866
2
05051508
6
05064862
2
05374724
2
05382584
18
05461157
2
05464863
5
05639905
3
05889021
4
06103749
2
06355680
13
06579884
3
06646010
2
06924286
2
06958357
2
07186726
2
07449586
2
08252875
2
08481738
2
08653553
2
08710234
2
08754092
4
08785665
6
08796294
2
JP4751836B2
4
JPS60208972A
2
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:41:01 GMT 2025
Edited
by admin
on Mon Mar 31 18:41:01 GMT 2025
Record UNII
4FT62OX08D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2,6-Xylidine
HSDB  
Systematic Name English
LIDOCAINE HYDROCHLORIDE IMPURITY A [EP IMPURITY]
Preferred Name English
2,6-DIMETHYLANILINE [USP IMPURITY]
Common Name English
2,6-DIMETHYLBENZENAMINE
Systematic Name English
BUPIVACAINE HYDROCHLORIDE IMPURITY F [EP IMPURITY]
Common Name English
XYLAZINE HYDROCHLORIDE IMPURITY A [EP IMPURITY]
Common Name English
XYLIDENE, 2,6-
Common Name English
2,6-DIMETHYLANILINE
Systematic Name English
MEPIVACAINE HYDROCHLORIDE IMPURITY A [EP IMPURITY]
Common Name English
XYLIDINE 2,6-DIMETHYLBENZENAMINE
MI  
Systematic Name English
2,6-DIMETHYLANILINE [IARC]
Common Name English
NCI-C56188
Code English
LIDOCAINE IMPURITY A [EP IMPURITY]
Common Name English
NSC-7098
Code English
O-XYLIDINE
Common Name English
ROPIVACAINE HYDROCHLORIDE MONOHYDRATE IMPURITY H [EP IMPURITY]
Common Name English
2,6-XYLIDINE [HSDB]
Common Name English
ROPIVACAINE RELATED COMPOUND A FREE BASE
Common Name English
XYLIDINE 2,6-DIMETHYLBENZENAMINE [MI]
Common Name English
2-AMINO-1,3-XYLENE
Systematic Name English
BENZENAMINE, 2,6-DIMETHYL-
Systematic Name English
LIDOCAINE RELATED COMPOUND 2,6-DIMETHYLANILINE [USP IMPURITY]
Common Name English
1-AMINO-2,6-DIMETHYLBENZENE
Systematic Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 90502
Created by admin on Mon Mar 31 18:41:01 GMT 2025 , Edited by admin on Mon Mar 31 18:41:01 GMT 2025
Code System Code Type Description
WIKIPEDIA
2,6-XYLIDINE
Created by admin on Mon Mar 31 18:41:01 GMT 2025 , Edited by admin on Mon Mar 31 18:41:01 GMT 2025
PRIMARY
EPA CompTox
DTXSID8026307
Created by admin on Mon Mar 31 18:41:01 GMT 2025 , Edited by admin on Mon Mar 31 18:41:01 GMT 2025
PRIMARY
FDA UNII
4FT62OX08D
Created by admin on Mon Mar 31 18:41:01 GMT 2025 , Edited by admin on Mon Mar 31 18:41:01 GMT 2025
PRIMARY
CAS
87-62-7
Created by admin on Mon Mar 31 18:41:01 GMT 2025 , Edited by admin on Mon Mar 31 18:41:01 GMT 2025
PRIMARY
CHEBI
28738
Created by admin on Mon Mar 31 18:41:01 GMT 2025 , Edited by admin on Mon Mar 31 18:41:01 GMT 2025
PRIMARY
MESH
C007766
Created by admin on Mon Mar 31 18:41:01 GMT 2025 , Edited by admin on Mon Mar 31 18:41:01 GMT 2025
PRIMARY
MERCK INDEX
m11552
Created by admin on Mon Mar 31 18:41:01 GMT 2025 , Edited by admin on Mon Mar 31 18:41:01 GMT 2025
PRIMARY Merck Index
NSC
7098
Created by admin on Mon Mar 31 18:41:01 GMT 2025 , Edited by admin on Mon Mar 31 18:41:01 GMT 2025
PRIMARY
PUBCHEM
6896
Created by admin on Mon Mar 31 18:41:01 GMT 2025 , Edited by admin on Mon Mar 31 18:41:01 GMT 2025
PRIMARY
ECHA (EC/EINECS)
201-758-7
Created by admin on Mon Mar 31 18:41:01 GMT 2025 , Edited by admin on Mon Mar 31 18:41:01 GMT 2025
PRIMARY
HSDB
2094
Created by admin on Mon Mar 31 18:41:01 GMT 2025 , Edited by admin on Mon Mar 31 18:41:01 GMT 2025
PRIMARY
Related Record Type Details
Structure of 2,6-XYLIDINE HYDROCHLORIDE
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of D-2624
PARENT -> METABOLITE
IN VITRO
Structure of LIDOCAINE
PARENT -> METABOLITE INACTIVE
Related Record Type Details
Structure of XYLAZINE HYDROCHLORIDE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of MEPIVACAINE HYDROCHLORIDE
PARENT -> IMPURITY
Structure of LIDOCAINE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of LIDOCAINE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of BUPIVACAINE HYDROCHLORIDE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of XYLAZINE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of ROPIVACAINE HYDROCHLORIDE
PARENT -> IMPURITY
Structure of LIDOCAINE HYDROCHLORIDE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
NIH
NCATS
PRIVACY NOTICE
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966