benzoyl anthranilic acid
N-benzoylanthranilic acid
Identification
| Name | benzoyl anthranilic acid |
| IUPAC | 2-benzamidobenzoic acid |
| CAS Number | 579-93-1 |
| FDA UNII | 6085493379 |
| Molecular Formula | C14 H11 N O3 |
| Molecular Weight | 241.24627000 |
| MDL Number | MFCD00444173 |
| Nikkaji Number | J95.762C |
| XlogP3 | 3.50 (est) |
Regulatory
| JECFA Food Flavoring | 1552 N-benzoylanthranilic acid |
| DG SANTE Food Flavourings | 16.087 dianthramid B |
| FEMA Number | 4078 |
| FDA | No 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 Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | flavoring agents |
| Recommendation for benzoyl anthranilic acid usage levels up to | not 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 Concern | 1800 (μg/person/day) |
| baked goods | 50.00000 |
| beverages(nonalcoholic) | 20.00000 |
| beverages(alcoholic) | 30.00000 |
| breakfast cereal | - |
| cheese | - |
| chewing gum | 500.00000 |
| condiments / relishes | - |
| confectionery froastings | - |
| egg products | - |
| fats / oils | - |
| fish products | - |
| frozen dairy | - |
| fruit ices | - |
| gelatins / puddings | - |
| granulated sugar | - |
| gravies | - |
| hard candy | 50.00000 |
| imitation dairy | - |
| instant coffee / tea | 10.00000 |
| jams / jellies | - |
| meat products | - |
| milk products | - |
| nut products | - |
| other grains | - |
| poultry | - |
| processed fruits | - |
| processed vegetables | - |
| reconstituted vegetables | - |
| seasonings / flavors | - |
| snack foods | - |
| soft candy | 50.00000 |
| soups | - |
| sugar substitutes | - |
| sweet sauces | - |
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Potential Uses
Natural Occurrence
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.
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Synthesis and anti-platelet evaluation of 2-benzoylaminobenzoate analogs.
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Chromophenazines from the terrestrial Streptomyces sp. Ank 315.
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Substituent effects on the reaction of beta-benzoylalanines with Pseudomonas fluorescens kynureninase.
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DSM-RX78, a new phosphodiesterase inhibitor, suppresses superoxide anion production in activated human neutrophils and attenuates hemorrhagic shock-induced lung injury in rats.
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Synthesis and pharmacological evaluation of a new class of peroxisome proliferator-activated receptor modulators.
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A new class of peroxisome proliferator-activated receptor agonists with a novel binding epitope shows antidiabetic effects.
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Synthesis and evaluation of novel 2-substituted-quinazolin-4(3H)-ones as potent analgesic and anti-inflammatory agents.
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Synthesis and biological activity of certain derivatives of 2,4-dioxo-1,2,3,4-tetrahydroquinazoline. Part 2.
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Disubstituted 4(3H) quinazolones: a novel class of antitumor agents.
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Synthesis, Structure Activity Relationship Studies and Pharmacological Evaluation of 2-Phenyl-3-(Substituted Phenyl)-3H-Quinazolin-4-ones as Serotonin 5-HT(2) Antagonists.
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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.
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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.
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N-(2-Benzoylphenyl)-L-tyrosine PPARgamma agonists. 3. Structure-activity relationship and optimization of the N-aryl substituent.