meta-anthranilic acid
benzoic acid, 3-amino-
 
Notes:
m-Aminobenzoic acid is an inactive analog of 3-aminobenzamide, a known modulator of PARP activity, inhibitor of poly ADP-ribose and of the PARP-specific protease (interleukin-1 beta converting enzyme (ICE)-like protease). (PMID 8657188) 3-Aminobenzoic acid is used as an intermediate for dyes, pesticides and other organic synthesis. [HMDB]
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      99-05-8 3-Aminobenzoic acid 98%
       
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      A0268 3-Aminobenzoic Acid >99.0%(T)
       
Synonyms   Articles   Notes   Search
CAS Number: 99-05-8Picture of molecule3D/inchi
Other(deleted CASRN): 915120-54-6
ECHA EINECS - REACH Pre-Reg: 202-724-4
FDA UNII: G2X3B3O37U
Nikkaji Web: J43.331D
Beilstein Number: 0471603
MDL: MFCD00007795
XlogP3: 0.10 (est)
Molecular Weight: 137.13819000
Formula: C7 H7 N O2
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
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
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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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)
 water, 2.397e+004 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
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.
3-Aminobenzoic acid 98%
EMD Millipore
For experimental / research use only.
3-Aminobenzoic acid
Matrix Scientific
For experimental / research use only.
3-Aminobenzoic acid, 95+%
Santa Cruz Biotechnology
For experimental / research use only.
3-Aminobenzoic acid
Sigma-Aldrich: Aldrich
For experimental / research use only.
3-Aminobenzoic acid 98%
TCI AMERICA
For experimental / research use only.
3-Aminobenzoic Acid >99.0%(T)
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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:
oral-bird - wild LD50  750 mg/kg
Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.

oral-mouse LD50  6300 mg/kg
Quarterly Journal of Pharmacy & Pharmacology. Vol. 19, Pg. 483, 1946.

intraperitoneal-mouse LDLo  500 mg/kg
"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 6, Pg. 53, 1954.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
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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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA Substance Registry Services (TSCA): 99-05-8
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 7419
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 2
 3-aminobenzoic acid
Chemidplus: 0000099058
RTECS: DG1225000 for cas# 99-05-8
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References:
 3-aminobenzoic acid
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 99-05-8
Pubchem (cid): 7419
Pubchem (sid): 134971600
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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
CHEBI: View
CHEMBL: View
HMDB (The Human Metabolome Database): HMDB01891
FooDB: FDB022725
Export Tariff Code: 2922.49.1000
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 found in nature
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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
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Articles:
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 CO₂ 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)].
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