benzoyl anthranilic acid

N-benzoylanthranilic acid

CAS: 579-93-1 C14 H11 N O3 MW: 241.24627000

Identification

Namebenzoyl anthranilic acid
IUPAC2-benzamidobenzoic acid
CAS Number579-93-1
FDA UNII6085493379
Molecular FormulaC14 H11 N O3
Molecular Weight241.24627000
MDL NumberMFCD00444173
Nikkaji NumberJ95.762C
XlogP33.50 (est)

Regulatory

JECFA Food Flavoring1552 N-benzoylanthranilic acid
DG SANTE Food Flavourings16.087 dianthramid B
FEMA Number4078
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)579-93-1 ; N-BENZOYLANTHRANILIC ACID

Physical Properties

Appearance white solid (est)
Assay 99.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 183.00 °C. @ 760.00 mm Hg
Boiling Point 341.00 to 342.00 °C. @ 760.00 mm Hg
Acid Value 2.00 max. KOH/g
Flash Point 321.00 °F. TCC ( 160.56 °C. )
logP (o/w) 2.793 (est)
Soluble in alcohol
Insoluble in water

Organoleptic Properties

Odor Description at 100.00 %.

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavoring agents
Recommendation for benzoyl anthranilic acid usage levels up tonot for fragrance use.
Maximised Survey-derived Daily Intakes (MSDI-EU)1.20 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA)2.00 (μg/capita/day)
Threshold of Concern1800 (μg/person/day)
baked goods50.00000
beverages(nonalcoholic)20.00000
beverages(alcoholic)30.00000
breakfast cereal-
cheese-
chewing gum500.00000
condiments / relishes-
confectionery froastings-
egg products-
fats / oils-
fish products-
frozen dairy-
fruit ices-
gelatins / puddings-
granulated sugar-
gravies-
hard candy50.00000
imitation dairy-
instant coffee / tea10.00000
jams / jellies-
meat products-
milk products-
nut products-
other grains-
poultry-
processed fruits-
processed vegetables-
reconstituted vegetables-
seasonings / flavors-
snack foods-
soft candy50.00000
soups-
sugar substitutes-
sweet sauces-

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Potential Uses

FR fruit

Natural Occurrence

not found in nature

Synonyms

2- benzamidobenzoic acid o- benzamidobenzoic acid benzoic acid, 2-(benzoylamino)- 2-( benzoyl amino) benzoic acid 2- benzoyl aminobenzoic acid N- benzoyl-2-carboxybenzanilide 2- benzoylamino-benzoic acid 2-( benzoylamino)benzoic acid 2- benzoylaminobenzoic acid N- benzoylanthranilic acid 2'- carboxybenzanilide N-(2- carboxyphenyl) benzamide N-(2- carboxyphenyl)benzamide dianthramid B 2-[( phenylcarbonyl)amino]benzoic acid 2-( phenylcarbonylamino)benzoic acid Info: anthranilate derivatives PubMed: N-Benzoyl anthranilic acid derivatives as selective inhibitors of aldo-keto reductase AKR1C3. PubMed: Anaerobic degradation of 2-aminobenzoic acid (anthranilic acid) via benzoyl-coenzyme A (CoA) and cyclohex-1-enecarboxyl-CoA in a denitrifying bacterium. PubMed: The evaluation and structure-activity relationships of 2-benzoylaminobenzoic esters and their analogues as anti-inflammatory and anti-platelet aggregation agents. PubMed: Production of tranilast [N-(3',4'-dimethoxycinnamoyl)-anthranilic acid] and its analogs in yeast Saccharomyces cerevisiae. PubMed: NMR-driven discovery of benzoylanthranilic acid inhibitors of far upstream element binding protein binding to the human oncogene c-myc promoter. PubMed: Substituent effects on energetics of peptide-carboxylate hydrogen bonds as studied by 1H NMR spectroscopy: implications for enzyme catalysis. PubMed: Production of hydroxycinnamoyl anthranilates from glucose in Escherichia coli. PubMed: Synthesis and anti-platelet evaluation of 2-benzoylaminobenzoate analogs. PubMed: Chromophenazines from the terrestrial Streptomyces sp. Ank 315. PubMed: Substituent effects on the reaction of beta-benzoylalanines with Pseudomonas fluorescens kynureninase. PubMed: DSM-RX78, a new phosphodiesterase inhibitor, suppresses superoxide anion production in activated human neutrophils and attenuates hemorrhagic shock-induced lung injury in rats. PubMed: Synthesis and pharmacological evaluation of a new class of peroxisome proliferator-activated receptor modulators. PubMed: A new class of peroxisome proliferator-activated receptor agonists with a novel binding epitope shows antidiabetic effects. PubMed: Synthesis and evaluation of novel 2-substituted-quinazolin-4(3H)-ones as potent analgesic and anti-inflammatory agents. PubMed: Synthesis and biological activity of certain derivatives of 2,4-dioxo-1,2,3,4-tetrahydroquinazoline. Part 2. PubMed: Disubstituted 4(3H) quinazolones: a novel class of antitumor agents. PubMed: Synthesis, Structure Activity Relationship Studies and Pharmacological Evaluation of 2-Phenyl-3-(Substituted Phenyl)-3H-Quinazolin-4-ones as Serotonin 5-HT(2) Antagonists. PubMed: The biosynthesis and regulation of biosynthesis of Concord grape fruit esters, including 'foxy' methylanthranilate. PubMed: [Studies of sulfhemoglobin formation by various drugs (3) (author's transl)]. PubMed: The biosynthesis of phytoalexins in Dianthus caryophyllus L. cell cultures: induction of benzoyl-CoA:anthranilate N-benzoyltransferase activity. PubMed: Synthesis and biological studies of some benzopyran. PubMed: The mechanism of kynurenine hydrolysis catalyzed by kynureninase. PubMed: New aminophenoxazinones from a marine Halomonas sp.: fermentation, structure elucidation, and biological activity. PubMed: Synthesis and inhibitory effect of novel glycyrrhetinic acid derivatives on IL-1 beta-induced prostaglandin E(2) production in normal human dermal fibroblasts. PubMed: N-(2-Benzoylphenyl)-L-tyrosine PPARgamma agonists. 3. Structure-activity relationship and optimization of the N-aryl substituent.