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
Palatability of bird repellents to Rattus norvegicus.
2001 Jul
Aversion of the feral pigeon and the house sparrow to pellets and sprouts treated with commercial formulations of methyl anthranilate.
2001 Mar
Liquid chromatographic determination of methyl anthranilate in artificially flavored nonalcoholic beverages.
2001 Mar-Apr
Influence of packaging on the aroma stability of strawberry syrup during shelf life.
2001 May
High-performance liquid chromatographic determination of methyl anthranilate, hydroxymethylfurfural and related compounds in honey.
2001 May 11
Thiourea derivatives and their nickel(II) and platinum(II) complexes: antifungal activity.
2002 Apr 10
Identification of potent odorants in Chinese jasmine green tea scented with flowers of Jasminum sambac.
2002 Aug 14
Assessment of strawberry aroma through SPME/GC and ANN methods. Classification and discrimination of varieties.
2002 May 22
Passive avoidance training enhances cell proliferation in 1-day-old chicks.
2002 Oct
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 Mar 21
Facilitation of a weak training experience in the 1-day-old chick using diphenylhydantoin: a pharmacological and biochemical study.
2004 Apr
Calcium responses of chicken trigeminal ganglion neurons to methyl anthranilate and capsaicin.
2004 Feb
Field capture of northern and western corn rootworm beetles relative to attractant structure and volatility.
2004 Sep
The effect of solvent interactions on alpha-, beta-, and gamma-cyclodextrin/flavor molecular inclusion complexes.
2005 Jan 26
Further field evaluation of synthetic herbivore-induced plant volatiles as attractants for beneficial insects.
2005 Mar
Antifungal activity of tuberose absolute and some of its constituents.
2005 May
The biosynthesis and regulation of biosynthesis of Concord grape fruit esters, including 'foxy' methylanthranilate.
2005 Nov
Production of natural methyl anthranilate by microbial N-demethylation of N-methyl methyl anthranilate by the topsoil-isolated bacterium Bacillus megaterium.
2005 Nov 30
Passive avoidance training decreases synapse density in the hippocampus of the domestic chick.
2006 Feb
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
Synthesis and antihypertensive activity of novel 3-benzyl-2-substituted-3H-[1,2,4]triazolo[5,1-b]quinazolin-9-ones.
2007 May 15
Cytotoxic metabolites from the wood-decayed fungus Xylaria sp. BCC 9653.
2007 Nov
Methyl 2-(N-ethyl-methane-sulfonamido)benzoate.
2008 Jan 9
A comparison of protocols for passive and discriminative avoidance learning tasks in the domestic chick.
2008 Jun 15
Antibacterial potential assessment of jasmine essential oil against e. Coli.
2008 Mar-Apr
Microwave-assisted efficient and convenient synthesis of 2,4(1H,3H)-quinazolinediones and 2-thioxoquinazolines.
2008 May-Jun
Room-temperature palladium-catalyzed C-H activation: ortho-carbonylation of aniline derivatives.
2009
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 Apr
An investigation of the inclusion complex of cyclomaltoheptaose (beta-cyclodextrin) with N-methylanthranilic acid in the solid state.
2009 Dec 14
Reducing honey bee defensive responses and social wasp colonization with methyl anthranilate.
2009 Jul
2-(Methoxy-carbon-yl)anilinium dihydrogen phosphate.
2009 Jul 4
A comparison of citrus blossom volatiles.
2009 Jul-Aug
Different isolation methods for determination of composition of volatiles from Nigella damascena L. seeds.
2009 Nov
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 Nov
2-Carboxy-anilinium bromide monohydrate.
2009 Nov 28
Field attractants for Pachnoda interrupta selected by means of GC-EAD and single sensillum screening.
2009 Sep
Herbivore-induced SABATH methyltransferases of maize that methylate anthranilic acid using s-adenosyl-L-methionine.
2010 Aug
Enzymatic, expression and structural divergences among carboxyl O-methyltransferases after gene duplication and speciation in Nicotiana.
2010 Feb
Effects of prenatal exposure to a 50-Hz magnetic field on one-trial passive avoidance learning in 1-day-old chicks.
2010 Feb
Methyl 2-(p-toluene-sulfonamido)benzoate.
2010 Jan 13
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 Jul 30
Methyl 2-benzene-sulfonamido-benzoate.
2010 Jul 7
Chemical composition and antibacterial, antifungal and antioxidant activities of the flower oil of Retama raetam (Forssk.) Webb from Tunisia.
2010 May
A tritrophic signal that attracts parasitoids to host-damaged plants withstands disruption by non-host herbivores.
2010 Nov 15
Methyl 2-(4-chloro-benzamido)-benzoate.
2010 Nov 27
Semantic knowledge influences prewired hedonic responses to odors.
2010 Nov 8
Patents
Name Type Language
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 ANTHRANILATE [INCI]
Common Name English
METHYL 2-AMINOBENZOATE
Systematic Name English
NSC-3109
Code 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 Fri Dec 15 16:23:34 GMT 2023 , Edited by admin on Fri Dec 15 16:23:34 GMT 2023
EPA PESTICIDE CODE 128725
Created by admin on Fri Dec 15 16:23:34 GMT 2023 , Edited by admin on Fri Dec 15 16:23:34 GMT 2023
Code System Code Type Description
MERCK INDEX
m7364
Created by admin on Fri Dec 15 16:23:34 GMT 2023 , Edited by admin on Fri Dec 15 16:23:34 GMT 2023
PRIMARY Merck Index
EVMPD
SUB89716
Created by admin on Fri Dec 15 16:23:34 GMT 2023 , Edited by admin on Fri Dec 15 16:23:34 GMT 2023
PRIMARY
NSC
3109
Created by admin on Fri Dec 15 16:23:34 GMT 2023 , Edited by admin on Fri Dec 15 16:23:34 GMT 2023
PRIMARY
WIKIPEDIA
METHYL ANTHRANILATE
Created by admin on Fri Dec 15 16:23:34 GMT 2023 , Edited by admin on Fri Dec 15 16:23:34 GMT 2023
PRIMARY
JECFA MONOGRAPH
1525
Created by admin on Fri Dec 15 16:23:34 GMT 2023 , Edited by admin on Fri Dec 15 16:23:34 GMT 2023
PRIMARY
HSDB
1008
Created by admin on Fri Dec 15 16:23:34 GMT 2023 , Edited by admin on Fri Dec 15 16:23:34 GMT 2023
PRIMARY
SMS_ID
100000140271
Created by admin on Fri Dec 15 16:23:34 GMT 2023 , Edited by admin on Fri Dec 15 16:23:34 GMT 2023
PRIMARY
ECHA (EC/EINECS)
205-132-4
Created by admin on Fri Dec 15 16:23:34 GMT 2023 , Edited by admin on Fri Dec 15 16:23:34 GMT 2023
PRIMARY
DAILYMED
981I0C1E5W
Created by admin on Fri Dec 15 16:23:34 GMT 2023 , Edited by admin on Fri Dec 15 16:23:34 GMT 2023
PRIMARY
FDA UNII
981I0C1E5W
Created by admin on Fri Dec 15 16:23:34 GMT 2023 , Edited by admin on Fri Dec 15 16:23:34 GMT 2023
PRIMARY
PUBCHEM
8635
Created by admin on Fri Dec 15 16:23:34 GMT 2023 , Edited by admin on Fri Dec 15 16:23:34 GMT 2023
PRIMARY
RXCUI
29742
Created by admin on Fri Dec 15 16:23:34 GMT 2023 , Edited by admin on Fri Dec 15 16:23:34 GMT 2023
PRIMARY RxNorm
CAS
134-20-3
Created by admin on Fri Dec 15 16:23:34 GMT 2023 , Edited by admin on Fri Dec 15 16:23:34 GMT 2023
PRIMARY
CHEBI
73244
Created by admin on Fri Dec 15 16:23:34 GMT 2023 , Edited by admin on Fri Dec 15 16:23:34 GMT 2023
PRIMARY
EPA CompTox
DTXSID6025567
Created by admin on Fri Dec 15 16:23:34 GMT 2023 , Edited by admin on Fri Dec 15 16:23:34 GMT 2023
PRIMARY