benzoyl anthranilic acid
N-benzoylanthranilic acid
 
Notes:
Used as a food additive [EAFUS]
  • BOC Sciences
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      Product(s):
      579-93-1 N-Benzoylanthranilic Acid
       
  • CSA
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CAS Number: 579-93-1Picture of molecule3D/inchi
FDA UNII: 6085493379
Nikkaji Web: J95.762C
MDL: MFCD00444173
XlogP3: 3.50 (est)
Molecular Weight: 241.24627000
Formula: C14 H11 N O3
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: flavoring agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
JECFA Food Flavoring: 1552  N-benzoylanthranilic acid
DG SANTE Food Flavourings: 16.087  dianthramid B
FEMA Number: 4078 N-benzoylanthranilic acid
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):579-93-1 ; N-BENZOYLANTHRANILIC ACID
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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
 water, slightly
 water, 22.61 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
Odor Description:
at 100.00 %. 
fruity
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
N-Benzoylanthranilic Acid
Carbosynth
For experimental / research use only.
2-(Benzoylamino)benzoic acid
Matrix Scientific
For experimental / research use only.
2-(Benzoylamino)benzoic acid
Parchem
benzoyl anthranilic acid
Santa Cruz Biotechnology
For experimental / research use only.
2-(benzoylamino)benzoic acid
Chemical Sources Association
Need This Item for Flavor/Food?: You can contact the CSA
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
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)
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 22
Click here to view publication 22
 average usual ppmaverage maximum ppm
baked goods: 50.00000100.00000
beverages(nonalcoholic): 20.0000040.00000
beverages(alcoholic): 30.0000050.00000
breakfast cereal: --
cheese: --
chewing gum: 500.000001000.00000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: 50.000001000.00000
imitation dairy: --
instant coffee / tea: 10.0000020.00000
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: 50.00000100.00000
soups: --
sugar substitutes: --
sweet sauces: --
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Safety References:
European Food Safety Athority(EFSA): Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...
European Food Safety Authority (EFSA) reference(s):
Flavouring Group Evaluation 84, (FGE.84)[1] - Consideration of Anthranilate derivatives evaluated by JECFA (65th meeting) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 68482
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 2
 2-benzamidobenzoic acid
Chemidplus: 0000579931
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References:
 2-benzamidobenzoic acid
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 68482
Pubchem (sid): 135026465
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS): View
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C03141
HMDB (The Human Metabolome Database): HMDB32175
FooDB: FDB009016
ChemSpider: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
 fruitFR
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Occurrence (nature, food, other): note
 not found in nature
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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
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Articles:
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.
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