ANTHRANILIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C7H7NO2
Molecular Weight	137.136
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC1=C(C=CC=C1)C(O)=O

InChI

InChIKey=RWZYAGGXGHYGMB-UHFFFAOYSA-N

InChI=1S/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10)

HIDE SMILES / InChI

Description
Sources: http://www.dailyhealthmagazine.com/vitamin-l1/https://www.drugs.com/inactive/aminobenzoate-sodium-185.html
Curator's Comment: description was created based on several sources, including: DOI: 10.2174/157017906777934926 | https://www.ncbi.nlm.nih.gov/pubmed/12844171

Sodium anthranilate is an excipient (pharmacologically inactive substance). Sodium anthranilate (Aminobenzoate sodium ,C7H6NNaO2), also known as sodium 2-aminobenzoate, is an organic amine. Aminobenzoate sodium exists as a yellow powder for use in pharmaceutical processing.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Anthranilate hydroxylase 4 Target ID: Anthranilate hydroxylase Sources: http://www.genome.jp/dbget-bin/www_bget?ec:1.14.16.3	Substrate 661

Conditions

Condition	Modality	Highest Phase	Product
Obesity 203 Sources: https://www.drugs.com/imprints/ov-12-6970.html	Inactive ingredient	Approved 8429	Desoxyn Approved Use Desoxyn is used in the treatment of adhd; obesity and belongs to the drug classes anorexiants, CNS stimulants. Launch Date 1943
Intractable epilepsy 4 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25022821	Diagnostic	Natural Metabolite	Unknown Approved Use Unknown
Schizophrenia 298 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27042691	Diagnostic	Natural Metabolite	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Accumulation of toxic products degradation of kynurenine in hemodialyzed patients.	2001	12092667
Electrophoretic sequencing of heparin/heparan sulfate oligosaccharides using a highly sensitive fluorescent end label.	2001 Feb	11680877
Enhanced biodegradation of petrochemical wastewater using ozonation and BAC advanced treatment system.	2001 Mar	11228967
Effects of the butylated hydroxyanisole and butylated hydroxytoluene on the DNA adduct formation and arylamines N-acetyltransferase activity in human colon tumor cells.	2001 Mar-Apr	11396144
Selective neurotensin-derived internally quenched fluorogenic substrates for neurolysin (EC 3.4.24.16): comparison with thimet oligopeptidase (EC 3.4.24.15) and neprilysin (EC 3.4.24.11).	2001 May 15	11355859
[Oxidation of indole and its derivatives by heme-independent chloroperoxidases].	2001 May-Jun	11443895
Report of 19 cases of photoallergic contact dermatitis to sunscreens seen at the Skin and Cancer Foundation.	2001 Nov	11903157
Functionalized oligoanthranilamides: modular and conformationally controlled scaffolds.	2001 Sep	11553476
Phenazine biosynthesis in Pseudomonas fluorescens: branchpoint from the primary shikimate biosynthetic pathway and role of phenazine-1,6-dicarboxylic acid.	2001 Sep 26	11562236
Monitoring glycosylation of therapeutic glycoproteins for consistency using highly fluorescent anthranilic acid.	2002	12029831
Photocyclization of N,N-phthaloylanthranilic amides coupled to omega-amino acids with increasing chain lengths.	2002 Apr	12661962
Location of abasic sites in oligodeoxynucleotides by tandem mass spectrometry and by a chemical cleavage initiated by an unusual reaction of the ODN with MALDI matrix.	2002 Dec	12484461
Induction of anthranilate synthase activity by elicitors in oats.	2002 Jan-Feb	11926523
Role of rhizobial biosynthetic pathways of amino acids, nucleotide bases and vitamins in symbiosis.	2002 Jul	12597544
Modification of carbon nanofibres for the immobilization of metal complexes: a case study with rhodium and anthranilic acid.	2002 Jul 2	12489215
[Structural variation of o-amino-benzoic acid induced by free electron laser].	2002 Jun	12938310
The catalytic mechanism of indole-3-glycerol phosphate synthase: crystal structures of complexes of the enzyme from Sulfolobus solfataricus with substrate analogue, substrate, and product.	2002 Jun 7	12054868
Tryptophan metabolism via the kynurenine pathway in experimental chronic renal failure.	2002 Mar	11867954
Cathepsin B carboxydipeptidase specificity analysis using internally quenched fluorescent peptides.	2002 Nov 15	12201820
Yeast D-amino acid oxidase: structural basis of its catalytic properties.	2002 Nov 29	12445787
Allergic contact dermatitis from etofenamate without cross-sensitization to other anthranilic acid derivatives.	2003	12771478
Subsite specificity (S3, S2, S1', S2' and S3') of oligopeptidase B from Trypanosoma cruzi and Trypanosoma brucei using fluorescent quenched peptides: comparative study and identification of specific carboxypeptidase activity.	2003 Aug 1	12737623
S3 to S3' subsite specificity of recombinant human cathepsin K and development of selective internally quenched fluorescent substrates.	2003 Aug 1	12733990
Structure-activity relationships of substituted benzothiophene-anthranilamide factor Xa inhibitors.	2003 Feb 10	12565961
High-performance liquid chromatography assay for 1-deoxy-D-xylulose 5-phosphate synthase activity using fluorescence detection.	2003 Feb 7	12597635
Kynurenines and the respiratory parameters on rat heart mitochondria.	2003 Jan 24	12505541
Peptides to peptidomimetics: towards the design and synthesis of bioavailable inhibitors of oligosaccharyl transferase.	2003 Jan 7	12929394
Human recombinant endopeptidase PHEX has a strict S1' specificity for acidic residues and cleaves peptides derived from fibroblast growth factor-23 and matrix extracellular phosphoglycoprotein.	2003 Jul 1	12678920
Gene cluster of Arthrobacter ilicis Ru61a involved in the degradation of quinaldine to anthranilate: characterization and functional expression of the quinaldine 4-oxidase qoxLMS genes.	2003 Jul 25	12730200
A quasi-tetrahedral Cu4 cluster and a helical-chain copper (II) complex with single syn-anti carboxylate bridges: crystal structure and magnetic properties.	2003 Jun 30	12817958
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	12636385
Complexity of coordinative bonding in thallium(I) anthranilates and salicylates.	2003 Mar 26	12643725
Specificity of S'1 and S'2 subsites of human tissue kallikrein using the reactive-centre loop of kallistatin: the importance of P'1 and P'2 positions in design of inhibitors.	2003 May 1	12578561
A novel vascular endothelial growth factor-directed therapy that selectively activates cytotoxic prodrugs.	2003 May 19	12771932
Probing cathepsin K activity with a selective substrate spanning its active site.	2003 Oct 15	12837132
A concise total synthesis of (+/-)-alantrypinone by a novel hetero-Diels-Alder reaction.	2003 Sep 4	12943388
Waste-free and facile solid-state protection of diamines, anthranilic acid, diols, and polyols with phenylboronic acid.	2003 Sep 5	12953200
Production and analysis of organic acids in hairy-root cultures of Isatis indigotica Fort. (indigo woad).	2004 Feb	12962543

Patents

Sample Use Guides

In Vivo Use Guide

15,000 or 30,000 ppm for the rats, and either 25,000 or 50,000 ppm for the mice, 5 days per week for 78 weeks

Route of Administration: Oral

In Vitro Use Guide

The DNA damage effects of tryptophan metabolites were analyzed using plasmid relaxation assay performed with anthranilic acid at various concentrations between 50 uM and 400 uM in the presence of plasmid DNA pSP-72. Anthranilic acid did not show any plasmid relaxation activity.

Name

Type

Language

ANTHRANILIC ACID

Systematic Name

English

NSC-40929

Code

English

Anthranilic acid [WHO-DD]

Common Name

English

NSC-144

Code

English

VITAMIN L1

Common Name

English

O-AMINOBENZOIC ACID

Systematic Name

English

NCI-C01730

Code

English

ANTHRANILIC ACID [HSDB]

Common Name

English

BENZOIC ACID, 2-AMINO-

Common Name

English

2-AMINOBENZOIC ACID

Systematic Name

English

O-CARBOXYANILINE

Common Name

English

BENZOIC ACID, O-AMINO-

Common Name

English

ANTHRANILIC ACID [IARC]

Common Name

English

O-ANTHRANILIC ACID

Common Name

English

O-AMINOBENZOIC ACID [MI]

Common Name

English

1-AMINO-2-CARBOXYBENZENE

Systematic Name

English

2-CARBOXYANILINE

Systematic Name

English

Classification Tree Code System Code

DEA NO.

8530