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Merck

T0535

Tolfenamic acid

NSAID

Synonym(s):

2 (3-Chloro-2-methylanilino)benzoic acid, 2-([3-Chloro-2-methylphenyl]amino)benzoic acid

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5 G

PLN 404.00

PLN 404.00


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About This Item

Empirical Formula (Hill Notation):
C14H12ClNO2
CAS Number:
Molecular Weight:
261.70
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
EC Number:
237-264-3
MDL number:

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Product Name

Tolfenamic acid, NSAID

InChI key

YEZNLOUZAIOMLT-UHFFFAOYSA-N

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)

SMILES string

Cc1c(Cl)cccc1Nc2ccccc2C(O)=O

assay

≥98% (TLC)

form

powder

solubility

ethanol: 50 mg/mL, clear, greenish-yellow

Quality Level

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1 of 4

This Item
34073Y0000154SML3472
assay

≥98% (TLC)

assay

-

assay

-

assay

≥98% (HPLC)

Quality Level

200

Quality Level

100

Quality Level

-

Quality Level

100

form

powder

form

-

form

-

form

powder

solubility

ethanol: 50 mg/mL, clear, greenish-yellow

solubility

-

solubility

-

solubility

DMSO: 2 mg/mL, clear

Application

Tolfenamic acid has been used in Arabidopsis bud assay for activity comparison with quinazolinedione derivatives (QADD) based compounds.[1]

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.
Tolfenamic acid is involved in the inhibition of prostaglandin synthesis.[2] It also plays a role in apoptosis of head and neck cancer cells.[3]

General description

Tolfenamic acid is a fenamate and is made up of a monocarboxylate diphenylamine nucleus.[4][2]

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Tolfenamic acid, metoclopramide, caffeine and their combinations in the treatment of migraine attacks
Tokola R A, et al.
Cephalalgia, 4(4), 253-263 (1984)
Polymer-induced heteronucleation of tolfenamic acid: structural investigation of a pentamorph
Lopez M V, et al.
Journal of the American Chemical Society, 131(13), 4554-4555 (2009)
Cyril Hamiaux et al.
The Biochemical journal, 476(12), 1843-1856 (2019-06-13)
Strigolactones (SLs) are multifunctional plant hormones regulating essential physiological processes affecting growth and development. In vascular plants, SLs are recognized by α/β hydrolase-fold proteins from the D14/DAD2 (Dwarf14/Decreased Apical Dominance 2) family in the initial step of the signaling pathway.
Vilmalí López-Mejías et al.
Journal of the American Chemical Society, 131(13), 4554-4555 (2009-04-02)
The nonsteroidal anti-inflammatory drug (NSAID) tolfenamic acid (TA), previously thought to be dimorphic, is demonstrated to have at least five polymorphs. The new forms were uncovered through the emerging screening technique of polymer-induced heteronucleation (PIHn). The presence of conformational changes
Chemical synthesis and characterization of a new quinazolinedione competitive antagonist for strigolactone receptors with an unexpected binding mode
Hamiaux C, et al.
The Biochemical Journal, 476(12), 1843-1856 (2019)

Questions

  1. I am a research pharmacist looking for a source of pharmaceutical-grade tolfenamic acid. Is this powder pharmaceutical grade, and acceptable for use in humans after compounding into tablets/capsules?

    1 answer
    1. This product is not a pharmaceutical grade item, it is intended for research use only. Currently, a pharmaceutical grade Tolfernamic acid is not offered.

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