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Details

Stereochemistry ACHIRAL
Molecular Formula C8H9NO2
Molecular Weight 151.1626
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of N-METHYLANTHRANILIC ACID

SMILES

CNC1=CC=CC=C1C(O)=O

InChI

InChIKey=WVMBPWMAQDVZCM-UHFFFAOYSA-N
InChI=1S/C8H9NO2/c1-9-7-5-3-2-4-6(7)8(10)11/h2-5,9H,1H3,(H,10,11)

HIDE SMILES / InChI

Molecular Formula C8H9NO2
Molecular Weight 151.1626
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

N-methylanthranilic acid is a naturally occurring fluorescent compound which can be isolated from the oil of grapefruit peels and tissues of Ruta graveolens. N-methylation of anthranilic acid is the first pathway-specific reaction in acridone alkaloid biosynthesis. N-methylanthranilic acid is quoted as a chromophoric ingredient in a patent for blood coagulation tests.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Chaperone-like N-methyl peptide inhibitors of polyglutamine aggregation.
2010-08-24
The chick as a model for the study of the cellular mechanisms and potential therapies for Alzheimer's disease.
2010-07-18
2-Methyl-amino-5-nitro-benzoic acid.
2010-05-29
Effects of prenatal exposure to a 50-Hz magnetic field on one-trial passive avoidance learning in 1-day-old chicks.
2010-02
An investigation of the inclusion complex of cyclomaltoheptaose (beta-cyclodextrin) with N-methylanthranilic acid in the solid state.
2009-12-14
Bis(isonicotinamide-κN)bis-[4-(methyl-amino)benzoato]zinc(II) monohydrate.
2009-10-17
Tetra-kis[μ-4-(methyl-amino)-benzoato-κO:O']bis-[(N,N-diethyl-nicotinamide-N)zinc(II)] dihydrate.
2009-10-10
2-(Methoxy-carbon-yl)anilinium dihydrogen phosphate.
2009-07-04
Volatile composition of Catharanthus roseus (L.) G. Don using solid-phase microextraction and gas chromatography/mass spectrometry.
2009-04-05
Bis[4-(methyl-amino)benzoato-κO]bis-(nicotinamide-κN)zinc(II).
2008-12-20
Unusually divergent 4-coumarate:CoA-ligases from Ruta graveolens L.
2008-07
Aposematic colouration enhances memory formation in domestic chicks trained in a weak passive avoidance learning paradigm.
2008-06-15
Inhibitors of pathogen intercellular signals as selective anti-infective compounds.
2007-09-14
A role for eukaryotic translation initiation factor 2B (eIF2B) in taste memory consolidation and in thermal control establishment during the critical period for sensory development.
2007-05
Passive avoidance training is correlated with decreased cell proliferation in the chick hippocampus.
2006-11
Enhancement of long-term memory retention by Colostrinin in one-day-old chicks trained on a weak passive avoidance learning paradigm.
2006-07
The biosynthesis and regulation of biosynthesis of Concord grape fruit esters, including 'foxy' methylanthranilate.
2005-11
Prediction of genotoxicity of chemical compounds by statistical learning methods.
2005-06
Fluorescent ligands for the histamine H2 receptor: synthesis and preliminary characterization.
2004-12-15
Targeting malaria with polyamines.
2004-11-18
Synthesis, analgesic, anti-inflammatory and antibacterial activities of some novel 2-methylthio-3-substituted quinazolin-4-(3H)-ones.
2004-05
Inhibiting effect of D1, but not D2 antagonist administered to the striatum on retention of passive avoidance in the chick.
2004-03
Cyclin S: a new member of the cyclin family plays a role in long-term memory.
2004-01
Discriminative taste aversion learning: a learning task for older chickens.
2003-01
Triterpenoid constituents of Raulinoa echinata.
2002-04
Amino acid release from the intermediate medial hyperstriatum ventrale (IMHV) of day-old chicks following a one-trial passive avoidance task.
2002-03
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:38:36 GMT 2025
Edited
by admin
on Mon Mar 31 21:38:36 GMT 2025
Record UNII
VPB2514IUJ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
N-METHYLANTHRANILIC ACID
Systematic Name English
NSC-3782
Preferred Name English
ANTHRANILIC ACID, N-METHYL-
Common Name English
N-METHYL-2-AMINOBENZOIC ACID
Systematic Name English
O-N-METHYLAMINOBENZOIC ACID
Systematic Name English
BENZOIC ACID, 2-(METHYLAMINO)-
Common Name English
N-METHYL-O-AMINOBENZOIC ACID
Systematic Name English
2-(METHYLAMINO)BENZOIC ACID
Systematic Name English
Code System Code Type Description
CHEBI
16394
Created by admin on Mon Mar 31 21:38:36 GMT 2025 , Edited by admin on Mon Mar 31 21:38:36 GMT 2025
PRIMARY
ECHA (EC/EINECS)
204-343-9
Created by admin on Mon Mar 31 21:38:36 GMT 2025 , Edited by admin on Mon Mar 31 21:38:36 GMT 2025
PRIMARY
NSC
3782
Created by admin on Mon Mar 31 21:38:36 GMT 2025 , Edited by admin on Mon Mar 31 21:38:36 GMT 2025
PRIMARY
FDA UNII
VPB2514IUJ
Created by admin on Mon Mar 31 21:38:36 GMT 2025 , Edited by admin on Mon Mar 31 21:38:36 GMT 2025
PRIMARY
PUBCHEM
67069
Created by admin on Mon Mar 31 21:38:36 GMT 2025 , Edited by admin on Mon Mar 31 21:38:36 GMT 2025
PRIMARY
CHEBI
36557
Created by admin on Mon Mar 31 21:38:36 GMT 2025 , Edited by admin on Mon Mar 31 21:38:36 GMT 2025
PRIMARY
CAS
119-68-6
Created by admin on Mon Mar 31 21:38:36 GMT 2025 , Edited by admin on Mon Mar 31 21:38:36 GMT 2025
PRIMARY
EPA CompTox
DTXSID6059491
Created by admin on Mon Mar 31 21:38:36 GMT 2025 , Edited by admin on Mon Mar 31 21:38:36 GMT 2025
PRIMARY