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

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 Methyl Anthranilate

SMILES

COC(=O)C1=C(N)C=CC=C1

InChI

InChIKey=VAMXMNNIEUEQDV-UHFFFAOYSA-N
InChI=1S/C8H9NO2/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5H,9H2,1H3

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Methyl 2-(4-chloro-benzamido)-benzoate.
2010-11-27
A tritrophic signal that attracts parasitoids to host-damaged plants withstands disruption by non-host herbivores.
2010-11-15
Semantic knowledge influences prewired hedonic responses to odors.
2010-11-08
Herbivore-induced SABATH methyltransferases of maize that methylate anthranilic acid using s-adenosyl-L-methionine.
2010-08
A solid-phase microextraction gas chromatography/ion trap tandem mass spectrometry method for simultaneous determination of 'foxy smelling compounds' and 3-alkyl-2-methoxypyrazines in grape juice.
2010-07-30
Methyl 2-benzene-sulfonamido-benzoate.
2010-07-07
Chemical composition and antibacterial, antifungal and antioxidant activities of the flower oil of Retama raetam (Forssk.) Webb from Tunisia.
2010-05
Enzymatic, expression and structural divergences among carboxyl O-methyltransferases after gene duplication and speciation in Nicotiana.
2010-02
Effects of prenatal exposure to a 50-Hz magnetic field on one-trial passive avoidance learning in 1-day-old chicks.
2010-02
Methyl 2-(p-toluene-sulfonamido)benzoate.
2010-01-13
An investigation of the inclusion complex of cyclomaltoheptaose (beta-cyclodextrin) with N-methylanthranilic acid in the solid state.
2009-12-14
2-Carboxy-anilinium bromide monohydrate.
2009-11-28
Different isolation methods for determination of composition of volatiles from Nigella damascena L. seeds.
2009-11
Synthesis of some novel pyrazolo[3,4-b]pyridine and pyrazolo[3,4-d]pyrimidine derivatives bearing 5,6-diphenyl-1,2,4-triazine moiety as potential antimicrobial agents.
2009-11
Field attractants for Pachnoda interrupta selected by means of GC-EAD and single sensillum screening.
2009-09
2-(Methoxy-carbon-yl)anilinium dihydrogen phosphate.
2009-07-04
Reducing honey bee defensive responses and social wasp colonization with methyl anthranilate.
2009-07
The type 4 phosphodiesterase inhibitors rolipram and YM976 facilitate recall of the weak version of the passive avoidance task in the day-old chick.
2009-04
Room-temperature palladium-catalyzed C-H activation: ortho-carbonylation of aniline derivatives.
2009
A comparison of citrus blossom volatiles.
2008-08-26
A comparison of protocols for passive and discriminative avoidance learning tasks in the domestic chick.
2008-06-15
Microwave-assisted efficient and convenient synthesis of 2,4(1H,3H)-quinazolinediones and 2-thioxoquinazolines.
2008-04-19
Methyl 2-(N-ethyl-methane-sulfonamido)benzoate.
2008-01-09
Cytotoxic metabolites from the wood-decayed fungus Xylaria sp. BCC 9653.
2007-11
Synthesis and antihypertensive activity of novel 3-benzyl-2-substituted-3H-[1,2,4]triazolo[5,1-b]quinazolin-9-ones.
2007-05-15
Antibacterial potential assessment of jasmine essential oil against e. Coli.
2007-03-12
Antimicrobial Study of Newly Synthesized Lanthanide(III) Complexes of 2-[2-hydroxy-3-methoxyphenyl]-3-[2-hydroxy-3-methoxybenzylamino]-1,2-dihydroquinazolin-4(3H)-one.
2007
Passive avoidance training decreases synapse density in the hippocampus of the domestic chick.
2006-02
Production of natural methyl anthranilate by microbial N-demethylation of N-methyl methyl anthranilate by the topsoil-isolated bacterium Bacillus megaterium.
2005-11-30
The biosynthesis and regulation of biosynthesis of Concord grape fruit esters, including 'foxy' methylanthranilate.
2005-11
Antifungal activity of tuberose absolute and some of its constituents.
2005-05
Further field evaluation of synthetic herbivore-induced plant volatiles as attractants for beneficial insects.
2005-03
The effect of solvent interactions on alpha-, beta-, and gamma-cyclodextrin/flavor molecular inclusion complexes.
2005-01-26
Field capture of northern and western corn rootworm beetles relative to attractant structure and volatility.
2004-09
Facilitation of a weak training experience in the 1-day-old chick using diphenylhydantoin: a pharmacological and biochemical study.
2004-04
Calcium responses of chicken trigeminal ganglion neurons to methyl anthranilate and capsaicin.
2004-02
Conjugate additions of o-iodoanilines and methyl anthranilates to acetylenic sulfones. A new route to quinolones including first syntheses of two alkaloids from the medicinal herb Ruta chalepensis.
2003-03-21
Passive avoidance training enhances cell proliferation in 1-day-old chicks.
2002-10
Identification of potent odorants in Chinese jasmine green tea scented with flowers of Jasminum sambac.
2002-08-14
Assessment of strawberry aroma through SPME/GC and ANN methods. Classification and discrimination of varieties.
2002-05-22
Thiourea derivatives and their nickel(II) and platinum(II) complexes: antifungal activity.
2002-04-10
Palatability of bird repellents to Rattus norvegicus.
2001-07
High-performance liquid chromatographic determination of methyl anthranilate, hydroxymethylfurfural and related compounds in honey.
2001-05-11
Influence of packaging on the aroma stability of strawberry syrup during shelf life.
2001-05
Liquid chromatographic determination of methyl anthranilate in artificially flavored nonalcoholic beverages.
2001-04-28
Aversion of the feral pigeon and the house sparrow to pellets and sprouts treated with commercial formulations of methyl anthranilate.
2001-03
Patents
Name Type Language
NSC-3109
Preferred Name English
Methyl Anthranilate
FCC   FHFI   HSDB   INCI   MART.   MI   VANDF   WHO-DD  
INCI  
Official Name English
FEMA NO. 2682
Code English
METHYL ANTHRANILATE [FHFI]
Common Name English
METHYL ANTHRANILATE [MART.]
Common Name English
Methyl anthranilate [WHO-DD]
Common Name English
METHYL 2-AMINOBENZOATE
Systematic Name English
METHYL ANTHRANILATE [HSDB]
Common Name English
METHYL ANTHRANILATE [MI]
Common Name English
2-AMINOBENZOIC ACID METHYL ESTER
Systematic Name English
METHYL ANTHRANILATE [VANDF]
Common Name English
METHYL ANTHRANILATE [FCC]
Common Name English
Classification Tree Code System Code
JECFA EVALUATION METHYL ANTHRANILATE
Created by admin on Mon Mar 31 18:26:37 GMT 2025 , Edited by admin on Mon Mar 31 18:26:37 GMT 2025
EPA PESTICIDE CODE 128725
Created by admin on Mon Mar 31 18:26:37 GMT 2025 , Edited by admin on Mon Mar 31 18:26:37 GMT 2025
Code System Code Type Description
MERCK INDEX
m7364
Created by admin on Mon Mar 31 18:26:37 GMT 2025 , Edited by admin on Mon Mar 31 18:26:37 GMT 2025
PRIMARY Merck Index
EVMPD
SUB89716
Created by admin on Mon Mar 31 18:26:37 GMT 2025 , Edited by admin on Mon Mar 31 18:26:37 GMT 2025
PRIMARY
NSC
3109
Created by admin on Mon Mar 31 18:26:37 GMT 2025 , Edited by admin on Mon Mar 31 18:26:37 GMT 2025
PRIMARY
WIKIPEDIA
METHYL ANTHRANILATE
Created by admin on Mon Mar 31 18:26:37 GMT 2025 , Edited by admin on Mon Mar 31 18:26:37 GMT 2025
PRIMARY
JECFA MONOGRAPH
1525
Created by admin on Mon Mar 31 18:26:37 GMT 2025 , Edited by admin on Mon Mar 31 18:26:37 GMT 2025
PRIMARY
HSDB
1008
Created by admin on Mon Mar 31 18:26:37 GMT 2025 , Edited by admin on Mon Mar 31 18:26:37 GMT 2025
PRIMARY
SMS_ID
100000140271
Created by admin on Mon Mar 31 18:26:37 GMT 2025 , Edited by admin on Mon Mar 31 18:26:37 GMT 2025
PRIMARY
ECHA (EC/EINECS)
205-132-4
Created by admin on Mon Mar 31 18:26:37 GMT 2025 , Edited by admin on Mon Mar 31 18:26:37 GMT 2025
PRIMARY
DAILYMED
981I0C1E5W
Created by admin on Mon Mar 31 18:26:37 GMT 2025 , Edited by admin on Mon Mar 31 18:26:37 GMT 2025
PRIMARY
FDA UNII
981I0C1E5W
Created by admin on Mon Mar 31 18:26:37 GMT 2025 , Edited by admin on Mon Mar 31 18:26:37 GMT 2025
PRIMARY
PUBCHEM
8635
Created by admin on Mon Mar 31 18:26:37 GMT 2025 , Edited by admin on Mon Mar 31 18:26:37 GMT 2025
PRIMARY
RXCUI
29742
Created by admin on Mon Mar 31 18:26:37 GMT 2025 , Edited by admin on Mon Mar 31 18:26:37 GMT 2025
PRIMARY RxNorm
CAS
134-20-3
Created by admin on Mon Mar 31 18:26:37 GMT 2025 , Edited by admin on Mon Mar 31 18:26:37 GMT 2025
PRIMARY
CHEBI
73244
Created by admin on Mon Mar 31 18:26:37 GMT 2025 , Edited by admin on Mon Mar 31 18:26:37 GMT 2025
PRIMARY
EPA CompTox
DTXSID6025567
Created by admin on Mon Mar 31 18:26:37 GMT 2025 , Edited by admin on Mon Mar 31 18:26:37 GMT 2025
PRIMARY