ortho-anthranilic acid

benzoic acid, 2-amino-

CAS: 118-92-3 C7 H7 N O2 MW: 137.13819000

Identification

Nameortho-anthranilic acid
IUPAC2-aminobenzoic acid
CAS Number118-92-3
EINECS204-287-5
FDA UNII0YS975XI6W
Molecular FormulaC7 H7 N O2
Molecular Weight137.13819000
MDL NumberMFCD00007712
Nikkaji NumberJ2.912B
Beilstein0471803
XlogP31.20 (est)

Regulatory

Physical Properties

Appearance white to pale yellow crystalline powder (est)
Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 145.00 °C. @ 760.00 mm Hg
Boiling Point 311.89 °C. @ 760.00 mm Hg (est)
Flash Point 288.00 °F. TCC ( 142.40 °C. ) (est)
logP (o/w) 1.210
Soluble in water, 3500 mg/L @ 20 °C (exp)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityoral-bird - wild LD50 750 mg/kg
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

Categorynatural substances and extractives
Recommendation for ortho-anthranilic acid usage levels up tonot for fragrance use.
Recommendation for ortho-anthranilic acid flavor usage levels up tonot for flavor use.

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Potential Uses

FR wallflower

Natural Occurrence

corn leaf jasmin PMC mandarin neroli PMC petitgrain

Synonyms

ortho- amidobenzoic acid 2- amino benzoic acid 1- amino-2-carboxybenzene 2- amino-benzoic acid o- amino-benzoic acid 2- aminobenzoic acid o- aminobenzoic acid ortho- aminobenzoic acid anthranic acid anthranilic acid o- anthranilic acid benzoic acid, 2-amino- benzoic acid, o-amino- carboxyaniline 2- carboxyaniline vitamin L Google Patents: Manufacture of anthranilic acid PubMed: Effects of sodium benzoate, a widely used food preservative, on glucose homeostasis and metabolic profiles in humans. PubMed: A fluorescence-based method for cyanate analysis in ethanol/water media: correlation between cyanate presence and ethyl carbamate formation in sugar cane spirit. PubMed: Inhibition of proliferative responses of lymphocytes to food antigens by an anti-allergic drug, N(3',4'-dimethoxycinnamoyl) anthranilic acid (Tranilast) in children with atopic dermatitis. PubMed: Characterisation of odorant compounds and their biochemical formation in green tea with a low temperature storage process. PubMed: Accumulation of anthranilic acid and N-glucosylanthranilic acid by a Corynebacterium glutamicum mutant resistant to DL-serine hydroxamate. PubMed: Large amounts of picolinic acid are lethal but small amounts increase the conversion of tryptophan-nicotinamide in rats. PubMed: Improved determination of milk oligosaccharides using a single derivatization with anthranilic acid and separation by reversed-phase high-performance liquid chromatography. PubMed: Supplementing healthy women with up to 5.0 g/d of L-tryptophan has no adverse effects. PubMed: Tryptophan catabolism and vitamin B-6 status are affected by gender and lifestyle factors in healthy young adults. PubMed: Associations between intake of fish and n-3 long-chain polyunsaturated fatty acids and plasma metabolites related to the kynurenine pathway in patients with coronary artery disease. PubMed: A mathematical model of tryptophan metabolism via the kynurenine pathway provides insights into the effects of vitamin B-6 deficiency, tryptophan loading, and induction of tryptophan 2,3-dioxygenase on tryptophan metabolites. PubMed: 2-Pyridylfuran: a new fluorescent tag for the analysis of carbohydrates. PubMed: Urinary excretory ratio of anthranilic acid/kynurenic acid as an index of the tolerable amount of tryptophan. PubMed: Pyridoxine supplementation does not alter in vivo kinetics of one-carbon metabolism but modifies patterns of one-carbon and tryptophan metabolites in vitamin B-6-insufficient oral contraceptive users. PubMed: The metabolites in the tryptophan degradation pathway might be useful to determine the tolerable upper intake level of tryptophan intake in rats. PubMed: Pantothenic acid deficiency may increase the urinary excretion of 2-oxo acids and nicotinamide catabolites in rats. PubMed: Fate of dietary tryptophan in young Japanese women. PubMed: Quantification and characterization of enzymatically produced hyaluronan with fluorophore-assisted carbohydrate electrophoresis. PubMed: Inhibition of interferon-gamma and interleukin-2 production from lymphocytes stimulated with food antigens by an anti-allergic drug, Tranilast, in patients with food-sensitive atopic dermatitis. PubMed: Determination of methyl anthranilate in food samples by coupling stopped-flow mixing technique and time-resolved luminescence detection. PubMed: Microwave assisted synthesis of 2,2'-arylene-substituted bis(4H-3,1-benzoxazin-4-one) derivatives using the complex cyanuric chloride/N,N-dimethylformamide. PubMed: Evidence for significantly enhancing reduction of Azo dyes in Escherichia coli by expressed cytoplasmic Azoreductase (AzoA) of Enterococcus faecalis. PubMed: Synthesis and insecticidal activities of novel anthranilic diamides containing acylthiourea and acylurea. PubMed: Metabolism of azo dyes by human skin microbiota. PubMed: Determination of sialyl and neutral oligosaccharide levels in transition and mature milks of Samoan women, using anthranilic derivatization followed by reverse phase high performance liquid chromatography. PubMed: Effects of commercial processing on levels of antioxidants in oats (Avena sativa L.). PubMed: Tryptophan catabolism in Brevibacterium linens as a potential cheese flavor adjunct. PubMed: Structural characterization of N-linked oligosaccharides of laminin from rat kidney: changes during diabetes and modulation by dietary fiber and butyric acid. PubMed: [Etiology of bladder cancer]. PubMed: Non-steroidal anti-inflammatory analgesics other than salicylates. PubMed: In vitro antioxidant activity and antigenotoxic effects of avenanthramides and related compounds. PubMed: Effect of nicotinamide administration on the tryptophan-nicotinamide pathway in humans. PubMed: Influence of dose and sex on the disposition and hepatic effects of cinnamyl anthranilate in the B6C3F1 mouse. PubMed: New potent DPPH radical scavengers from a marine-derived actinomycete strain USF-TC31. PubMed: The historical aspects of sunscreens. PubMed: Cinnamyl anthranilate causes coinduction of hepatic microsomal and peroxisomal enzymes in mouse but not rat. PubMed: Cell action mechanism of tranilast--effect on the expression of HLA-class II antigen. PubMed: Structural determination of hypnosin, a spore germination inhibitor of phytopathogenic Streptomyces sp. causing root tumor in melon (Cucumis sp.). PubMed: FaGT2: a multifunctional enzyme from strawberry (Fragaria x ananassa) fruits involved in the metabolism of natural and xenobiotic compounds. PubMed: The effects of phthalate esters on the tryptophan-niacin metabolism. PubMed: Increase in conversion of tryptophan to niacin in pregnant rats. PubMed: Avenanthramides in oats (Avena sativa L.) and structure-antioxidant activity relationships. PubMed: Tryptanthrins and other tryptophan-derived agonists of the dioxin receptor.