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Merck
CN

T0535

托芬那酸

NSAID

别名:

2-(3-氯-2-甲基苯胺)苯甲酸, 2-([3-氯-2-甲苯基]氨基)苯甲酸

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关于此项目

经验公式(希尔记法):
C14H12ClNO2
化学文摘社编号:
分子量:
261.70
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
EC Number:
237-264-3
MDL number:
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产品名称

托芬那酸, 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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Application

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

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. It also plays a role in apoptosis of head and neck cancer cells.

General description

Tolfenamic acid is a fenamate and is made up of a monocarboxylate diphenylamine nucleus.

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

存储类别

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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)
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
R A Tokola et al.
Cephalalgia : an international journal of headache, 4(4), 253-263 (1984-12-01)
Tolfenamic acid is a fenamate which inhibits prostaglandin (PG) biosynthesis and may act as a PG antagonist as well. Caffeine and metoclopramide are used in combination with analgesics and ergotamine in the treatment of migraine attacks, but controlled clinical studies
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.
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)

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