meta-anthranilic acid
benzoic acid, 3-amino-
Identification
| Name | meta-anthranilic acid |
| CAS Number | 99-05-8 |
| EINECS | 202-724-4 |
| FDA UNII | G2X3B3O37U |
| Molecular Formula | C7 H7 N O2 |
| Molecular Weight | 137.13819000 |
| MDL Number | MFCD00007795 |
| Nikkaji Number | J43.331D |
| Beilstein | 0471603 |
| XlogP3 | 0.10 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 173.00 °C. @ 760.00 mm Hg |
| Boiling Point | 352.55 °C. @ 760.00 mm Hg (est) |
| Flash Point | 333.00 °F. TCC ( 167.00 °C. ) (est) |
| logP (o/w) | 0.650 |
| Soluble in | water, 5900 mg/L @ 15 °C (exp) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | oral-bird - wild LD50 750 mg/kg |
| 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 | natural substances and extractives |
| Recommendation for meta-anthranilic acid usage levels up to | not for fragrance use. |
| Recommendation for meta-anthranilic acid flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
3-
amino-benzoic acid
3-
aminobenzoic acid
m-
aminobenzoic acid
meta-
aminobenzoic acid
m-
amonibenzoic acid
aniline-3-carboxylic acid
m-
anthranilic acid
benzoic acid, 3-amino-
benzoic acid, m-amino-
3-
carboxyaniline
meta-
carboxyaniline
MABA
PubMed:
Active ion transporters from readily accessible acyclic octapeptides containing 3-aminobenzoic acid and alanine.
PubMed:
Plasma ionization source for atmospheric pressure mass spectrometry imaging using near-field optical laser ablation.
PubMed:
Synthesis and structure-activity relationship study of chemical probes as hypoxia induced factor-1α/malate dehydrogenase 2 inhibitors.
PubMed:
Facile synthesis of PSMA-g-3ABA/MWCNTs nanocomposite as a substrate for hemoglobin immobilization: application to catalysis of H(2)O(2).
PubMed:
3-Aminobenzamide and 3-aminobenzoic acid, tags for capillary electrophoresis of complex carbohydrates with laser-induced fluorescent detection.
PubMed:
Molecular structure of 3-aminobenzoic acid complexes with alkali metals.
PubMed:
Mutasynthesis of fluorinated pactamycin analogues and their antimalarial activity.
PubMed:
Highly sensitive fluorescent sensing for water based on poly(m-aminobenzoic acid).
PubMed:
Phase I study of iniparib concurrent with monthly or continuous temozolomide dosing schedules in patients with newly diagnosed malignant gliomas.
PubMed:
Molecular cloning and mRNA tissue expression of thyroid hormone receptors in yellow catfish Pelteobagrus fulvidraco and Javelin goby Synechogobius hasta.
PubMed:
Influence of porous texture and surface chemistry on the COâ adsorption capacity of porous carbons: acidic and basic site interactions.
PubMed:
Biofuel cells based on direct enzyme-electrode contacts using PQQ-dependent glucose dehydrogenase/bilirubin oxidase and modified carbon nanotube materials.
PubMed:
Anaesthetic tricaine acts preferentially on neural voltage-gated sodium channels and fails to block directly evoked muscle contraction.
PubMed:
Electrospun functionalized polyaniline copolymer-based nanofibers with potential application in tissue engineering.
PubMed:
Preptin analogues: chemical synthesis, secondary structure and biological studies.
PubMed:
Differently substituted sulfonated polyanilines: the role of polymer compositions in electron transfer with pyrroloquinoline quinone-dependent glucose dehydrogenase.
PubMed:
A single PLP-dependent enzyme PctV catalyzes the transformation of 3-dehydroshikimate into 3-aminobenzoate in the biosynthesis of pactamycin.
PubMed:
Organoimido-derivatized hexamolybdates with a remote carboxyl group: syntheses and structural characterizations.
PubMed:
Mechanism of the irreversible inhibition of gamma-aminobutyric acid-alpha-ketoglutaric acid transaminase by the neutrotoxin gabaculine.
PubMed:
Ethanol Extracts of Fresh Davallia formosana (WL1101) Inhibit Osteoclast Differentiation by Suppressing RANKL-Induced Nuclear Factor- κ B Activation.
PubMed:
Simultaneous determination of substituent patterns in partially acid hydrolyzed O-Me/O-Me-d(3)-cellulose and quantification of the obtained oligomers by HPLC-ESI-MS.
PubMed:
Involvement of poly(ADP-ribose) synthetase in acoustic trauma of the cochlea.
PubMed:
meta-Substituted benzamide oligomers that complex mono-, di- and tricarboxylates: folding-induced selectivity and chirality.
PubMed:
Preparative-scale isoelectric trapping by recursive electrophoresis in a compartmentalized system having orthogonal primary and secondary pH gradients. Part 1--construction and standard operation.
PubMed:
Preparative-scale isoelectric trapping by recursive electrophoresis in a compartmentalized system having orthogonal primary and secondary pH gradients. Part 2--operation in cascade mode.
PubMed:
Induction of murine teratocarcinoma cell differentiation by suppression of poly(ADP-ribose) synthesis.
PubMed:
A 3-D microfluidic combinatorial cell array.
PubMed:
Inhibition of poly(adp-ribose) polymerase reduces cardiomyocytic apoptosis after global cardiac arrest under cardiopulmonary bypass.
PubMed:
Inhibitors of poly (ADP-ribose) synthetase protect rat cardiomyocytes against oxidant stress.
PubMed:
Similar sensitivity of human lymphoblast cells proficient or deficient in nucleotide biosynthesis to the cytotoxic and cell cycle effects of 3-aminobenzamide.
PubMed:
Profiling analysis of oligosaccharides in antibody pharmaceuticals by capillary electrophoresis.
PubMed:
Application of stripping voltammetry to trace lead analysis in intermediates and final products of syntheses of pharmaceuticals.
PubMed:
Poly(adenosine diphosphate ribose) polymerase inhibition prevents necrosis induced by H2O2 but not apoptosis.
PubMed:
Characterization of the superinduction of the c-myc proto-oncogene in fibroblasts by benzamide derivatives.
PubMed:
Induction of fibronectin gene expression by transforming growth factor beta-1 is attenuated in bronchial epithelial cells by ADP-ribosyltransferase inhibitors.
PubMed:
Nicotinamide and nicotinamide analogues as antitumor promoters in mouse skin.
PubMed:
Reduction of myocardial reperfusion injury by an inhibitor of poly (ADP-ribose) synthetase in the pig.
PubMed:
Synthesis of platensimycin analogues and their antibiotic potency.
PubMed:
Vaporization-condensation-recrystallization process-mediated synthesis of helical m-aminobenzoic acid nanobelts.
PubMed:
Role of polyfunctional organic molecules in the synthesis and assembly of metal nanoparticles.
PubMed:
Interaction of mushroom tyrosinase with aromatic amines, o-diamines and o-aminophenols.
PubMed:
Enantioselective recognition of a chiral quaternary ammonium ion by C3 symmetric cyclic hexapeptides.
PubMed:
Beneficial effects of poly (ADP-ribose) polymerase inhibition against the reperfusion injury in heart transplantation.
PubMed:
Substrate specificity of the streptococcal cysteine protease.
PubMed:
Capillary electrophoresis of sialic acid-containing glycoprotein. Effect of the heterogeneity of carbohydrate chains on glycoform separation using an alpha1-acid glycoprotein as a model.
PubMed:
Effect of poly(ADP-ribose) polymerase inhibitors on the ischemia-reperfusion-induced oxidative cell damage and mitochondrial metabolism in Langendorff heart perfusion system.
PubMed:
Artificial peptides with unnatural components designed for materializing protein function.
PubMed:
Structure-function study on a de novo synthetic hydrophobic ion channel.
PubMed:
Specific and irreversible cyclopeptide inhibitors of dipeptidyl peptidase IV activity of the T-cell activation antigen CD26.
PubMed:
Inhibitors of poly(ADP-ribose) polymerase suppress nuclear fragmentation and apoptotic-body formation during apoptosis in HL-60 cells.
PubMed:
Directed biosynthesis of 5"-fluoropactamycin in Streptomyces pactum.
PubMed:
Suppression of G1 arrest and enhancement of G2 arrest by inhibitors of poly(ADP-ribose) polymerase: possible involvement of poly(ADP-ribosyl)ation in cell cycle arrest following gamma-irradiation.
PubMed:
Evidence that enzymes of a novel aerobic 2-amino-benzoate metabolism in denitrifying Pseudomonas are coded on a small plasmid.
PubMed:
Effect of poly(adenosinediphosphoribose) synthesis inhibitors and structurally related compounds on radiation-induced G2 arrest.
PubMed:
Enhancement of N-methyl-N'-nitro-N-nitrosoguanidine-induced DNA amplification in a Simian virus 40-transformed Chinese hamster cell line by 3-aminobenzamide.
PubMed:
Novel GABA analogues as hypotensive agents.
PubMed:
ADP-ribosyl transferase activity in Trypanosoma brucei.
PubMed:
Metabolic effects of poly (ADP-ribose) inhibitors.
PubMed:
Analysis of biliary and urinary metabolites of 3'-methyl-4-(dimethylamino)azobenzene in rats.
PubMed:
Affinity labels for auxin binding sites in corn coleoptile membranes.
PubMed:
The Biflow: an instrument for transfer-loop mediated, continuous, preparative-scale isoelectric trapping separations.
PubMed:
Analysis of glycoprotein-derived oligosaccharides in glycoproteins detected on two-dimensional gel by capillary electrophoresis using on-line concentration method.
PubMed:
4-aminometyl-3-nitrobenzoic acid--a photocleavable linker for oligonucleotides containing combinatorial libraries.
PubMed:
Stability of retrieved memory: inverse correlation with trace dominance.
PubMed:
Peptides to peptidomimetics: towards the design and synthesis of bioavailable inhibitors of oligosaccharyl transferase.
PubMed:
Rational combinatorial chemistry-based selection, synthesis and evaluation of an affinity adsorbent for recombinant human clotting factor VII.
PubMed:
Cyclic hexapeptides with free carboxylate groups as new receptors for monosaccharides.
PubMed:
Activation of poly(ADP-ribose) polymerase in severe hemorrhagic shock and resuscitation.
PubMed:
Molecular design and synthesis of artificial ion channels based on cyclic peptides containing unnatural amino acids.
PubMed:
N-acetylation and N-formylation of m-aminobenzoic acid by cell suspension cultures of Solanum laciniatum.
PubMed:
Inhibition of poly(ADP-ribose) synthetase improves vascular contractile responses following trauma-hemorrhage and resuscitation.
PubMed:
Inhibitors of poly (ADP-ribose) synthetase protect rat proximal tubular cells against oxidant stress.
PubMed:
Synthesis, cancericidal and antimicrotubule activities of 3-(haloacetamido)-benzoylureas.
PubMed:
Inhibitors of the activity of poly (ADP-ribose) synthetase reduce the cell death caused by hydrogen peroxide in human cardiac myoblasts.
PubMed:
3,4-Diaminopyridine-induced impairment in frog motor nerve terminal response to high frequency stimulation.
PubMed:
Structures of aromatic inhibitors of influenza virus neuraminidase.
PubMed:
Muscle weakness during tricaine anesthesia.
PubMed:
Aerobic biodegradation of 3-aminobenzoate by gram-negative bacteria involves intermediate formation of 5-aminosalicylate as ring-cleavage substrate.
PubMed:
New mechanism-based inactivators of trypsin-like proteinases. Selective inactivation of urokinase by functionalized cyclopeptides incorporating a sulfoniomethyl-substituted m-aminobenzoic acid residue.
PubMed:
Analogs of Ac-CCK-7 incorporating dipeptide mimics in place of Met28-Gly29.
PubMed:
Absorption and metabolic characteristics of p-aminobenzoic acid and its isomer, m-aminobenzoic acid, from the rat small intestine.
PubMed:
Loss of amplified genes by poly(ADP-ribose) polymerase inhibitors.
PubMed:
Effect of inhibitors of poly(ADP-ribose) polymerase on the heat response of HeLa S3 cells.
PubMed:
Elevation of polycyclic aromatic hydrocarbon-inducible aryl hydrocarbon hydroxylase activity in rat hepatocytes in primary culture by inhibitors of poly(ADP-ribose) polymerase.
PubMed:
cAMP-stimulated cation cotransport in avian erythrocytes: inhibition by "loop" diuretics.
PubMed:
[Studies on sulfhemoglobin formation by various drugs (2) (author's transl)].