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13710-19-5

13710-19-5 Structure

13710-19-5 Structure
IdentificationMore
[Name]

N-(3-Chloro-ortho-tolyl) anthranilic acid
[CAS]

13710-19-5
[Synonyms]

2 (3-CHLORO-2-METHYLANILINO)BENZOIC ACID
2-[(3-CHLORO-2-METHYLPHENYL)AMINO]BENZOIC ACID
2-(3-CHLORO-O-TOLUIDINO)BENZOIC ACID
CLOTAM
LABOTEST-BB LT00772313
N-(3-CHLORO-2-METHYLPHENYL)ANTHRANILIC ACID
n-(3-chloro-ortho-tolyl) anthranilic acid
TOLFENAMIC ACID
2-((3-chloro-2-methylphenyl)amino)-benzoicaci
gea6414
n-(2-methyl-3-chlorophenyl)anthranilicacid
n-(3-chloro-o-tolyl)-anthranilicaci
n-(3-chloro-o-tolyl)-anthranilicacid
Tolfenamic
Benzoic acid, 2-(3-chloro-2-methylphenyl)amino-
2 (3-Chloro-2-methylanilino)benzoic acid, 2-([3-Chloro-2-methylphenyl]amino)benzoic acid
2-[(4-Chloro-3-methylphenyl)amino]benzoic acid
Tolfedine
2-[(3-Chloro-o-tolyl)amino]benzoic acid
[EINECS(EC#)]

237-264-3
[Molecular Formula]

C14H12ClNO2
[MDL Number]

MFCD00133865
[Molecular Weight]

261.7
[MOL File]

13710-19-5.mol
Chemical PropertiesBack Directory
[Melting point ]

210-214°C
[Boiling point ]

405.4±40.0 °C(Predicted)
[density ]

1.2037 (rough estimate)
[refractive index ]

1.5270 (estimate)
[storage temp. ]

2-8°C
[solubility ]

Practically insoluble in water, soluble in dimethylformamide, sparingly soluble in ethanol and in methylene chloride. It dissolves in dilute solutions of alkali hydroxides.
[form ]

neat
[pka]

3.66±0.36(Predicted)
[color ]

White to Off-White
[Water Solubility ]

Soluble in water (slightly), acetone (~10 mg/ml), DMSO (52 mg/ml at 25°C), methanol (~10 mg/ml) and ethanol (50 mg/ml).
[Merck ]

9513
[Major Application]

forensics and toxicology
pharmaceutical (small molecule)
[InChI]

InChI=1S/C14H12ClNO2/c1-9-11(15)6-4-8-12(9)16-13-7-3-2-5-10(13)14(17)18/h2-8,16H,1H3,(H,17,18)
[InChIKey]

YEZNLOUZAIOMLT-UHFFFAOYSA-N
[SMILES]

C(O)(=O)C1=CC=CC=C1NC1=CC=CC(Cl)=C1C
[CAS DataBase Reference]

13710-19-5(CAS DataBase Reference)
[EPA Substance Registry System]

Benzoic acid, 2-[(3-chloro-2-methylphenyl)amino]- (13710-19-5)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
[RIDADR ]

UN 2811 6.1/PG 3
[WGK Germany ]

3
[RTECS ]

CB2687500
[HazardClass ]

6.1
[PackingGroup ]

III
[HS Code ]

29224919
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Oral
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

N-(3-Chloro-ortho-tolyl) anthranilic acid(13710-19-5).msds
Hazard InformationBack Directory
[Chemical Properties]

White Solid
[Uses]

A non steroidal anti-inflammatory agent found to inhibit COX-2 isoenzymes
[Uses]

Amidated GRF fragment equipotent to GRF in release of somatotropin from anterior pituitary
[Uses]

antiinflammatory, analgesia
[Uses]

Non-steroidal anti-inflammatory drugs (NSAIDs).
[Definition]

ChEBI: An aminobenzoic acid that is anthranilic acid in which one of the hydrogens attached to the nitrogen is replaced by a 3-chloro-2-methylphenyl group. Tolfenamic acid is used specifically for relieving the pain of migraine. It also shows anticancer activity.
[General Description]

Tolfenamic Acid is an anthranilic acid derivative and a non-steroidal anti-inflammatory drug (NSAID). Its applications in treating pancreatic, esophageal, colorectal and lung cancer is being investigated.
[Biochem/physiol Actions]

Non-steroidal anti-inflammatory agent. Interferes with synthesis of β-amyloid precursor protein, and thus Aβ peptides, by promoting degradation of an essential transcription factor.
[Clinical Use]

NSAID:
Treatment of migraine
[Synthesis]

Tolfenamic acid is obtained by condensation of 2-chlorobenzoic acid with 3- chloro-2-methyl-phenylamine using CuBr2 in diethylenglycol dimethyl ether .
Synthesis_13710-19-5
[Veterinary Drugs and Treatments]

Tolfenamic acid may be useful for the treatment of acute or chronic pain and/or inflammation in dogs and acute pain/inflammation in cats. In Europe, it is also approved for use in cattle.
[Drug interactions]

Potentially hazardous interactions with other drugs
ACE inhibitors and angiotensin-II antagonists: antagonism of hypotensive effect; increased risk of nephrotoxicity and hyperkalaemia.
Analgesics: avoid concomitant use of 2 or more NSAIDs, including aspirin (increased side effects); avoid with ketorolac (increased risk of side effects and haemorrhage).
Antibacterials: possibly increased risk of convulsions with quinolones.
Anticoagulants: effects of coumarins and phenindione enhanced; possibly increased risk of bleeding with heparins, dabigatran and edoxaban.
Antidepressants: increased risk of bleeding with SSRIs and venlafaxine.
Antidiabetic agents: effects of sulphonylureas enhanced.
Antiepileptics: possibly increased phenytoin concentration.
Antivirals: increased risk of haematological toxicity with zidovudine; concentration possibly increased by ritonavir.
Ciclosporin: may potentiate nephrotoxicity.
Cytotoxics: reduced excretion of methotrexate; increased risk of bleeding with erlotinib.
Diuretics: increased risk of nephrotoxicity; antagonism of diuretic effect; hyperkalaemia with potassium-sparing diuretics.
Lithium: excretion decreased.
Pentoxifylline: increased risk of bleeding.
Tacrolimus: increased risk of nephrotoxicity
[Metabolism]

Tolfenamic acid is metabolised in the liver; the metabolites and unchanged drug are conjugated with glucuronic acid. About 90
% of an ingested dose is excreted in the urine and the remainder in the faeces.
[References]

[1] Patent: CN104557584, 2016, B. Location in patent: Paragraph 0016; 0017; 0018
Spectrum DetailBack Directory
[Spectrum Detail]

Tolfenamic acid(13710-19-5)MS
Tolfenamic acid(13710-19-5)1HNMR
Tolfenamic acid(13710-19-5)13CNMR
Tolfenamic acid(13710-19-5)IR1
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

13710-19-5(sigmaaldrich)
[TCI AMERICA]

N-(3-Chloro-2-methylphenyl)anthranilic Acid,>97.0%(T)(13710-19-5)
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