N-METHYLANTHRANILIC ACID

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 Search

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

Description
Sources: http://foodb.ca/compounds/FDB010550 | https://www.ncbi.nlm.nih.gov/pubmed/17404992 | http://www.sciencedirect.com/science/article/pii/S1010603009001476 | https://www.google.com/patents/US5059525

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.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Discriminative taste aversion learning: a learning task for older chickens.	2003 Jan	12482676
Fluorescent ligands for the histamine H2 receptor: synthesis and preliminary characterization.	2004 Dec 15	15556766
Cyclin S: a new member of the cyclin family plays a role in long-term memory.	2004 Jan	14725631
Inhibiting effect of D1, but not D2 antagonist administered to the striatum on retention of passive avoidance in the chick.	2004 Mar	14990236
Synthesis, analgesic, anti-inflammatory and antibacterial activities of some novel 2-methylthio-3-substituted quinazolin-4-(3H)-ones.	2004 May	15133239
Targeting malaria with polyamines.	2004 Nov-Dec	15546180
Prediction of genotoxicity of chemical compounds by statistical learning methods.	2005 Jun	15962942
The biosynthesis and regulation of biosynthesis of Concord grape fruit esters, including 'foxy' methylanthranilate.	2005 Nov	16262710
Enhancement of long-term memory retention by Colostrinin in one-day-old chicks trained on a weak passive avoidance learning paradigm.	2006 Jul	16473531
Passive avoidance training is correlated with decreased cell proliferation in the chick hippocampus.	2006 Nov	17100851
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 May	17443820
Bis[4-(methyl-amino)benzoato-κO]bis-(nicotinamide-κN)zinc(II).	2008 Dec 20	21581475
Unusually divergent 4-coumarate:CoA-ligases from Ruta graveolens L.	2008 Jul	18379886
Aposematic colouration enhances memory formation in domestic chicks trained in a weak passive avoidance learning paradigm.	2008 Jun 15	18498948
Volatile composition of Catharanthus roseus (L.) G. Don using solid-phase microextraction and gas chromatography/mass spectrometry.	2009 Apr 5	19186019
2-(Methoxy-carbon-yl)anilinium dihydrogen phosphate.	2009 Jul 4	21583492
Tetra-kis[μ-4-(methyl-amino)-benzoato-κO:O']bis-[(N,N-diethyl-nicotinamide-N)zinc(II)] dihydrate.	2009 Oct 10	21578088
Bis(isonicotinamide-κN)bis-[4-(methyl-amino)benzoato]zinc(II) monohydrate.	2009 Oct 17	21578119
2-Methyl-amino-5-nitro-benzoic acid.	2010 May 29	21579548

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 `Sat Dec 16 06:50:19 GMT 2023` Edited by `admin` on `Sat Dec 16 06:50:19 GMT 2023`
Record UNII	VPB2514IUJ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

N-METHYLANTHRANILIC ACID

Systematic 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

NSC-3782

Code

English

N-METHYL-O-AMINOBENZOIC ACID

Systematic Name

English

2-(METHYLAMINO)BENZOIC ACID

Systematic Name

English

Code System Code Type Description

CHEBI

16394