Tolfenamic Acid

For research use only. Not for therapeutic Use.

  • CAT Number: A000364
  • CAS Number: 13710-19-5
  • Molecular Formula: C14H12ClNO2
  • Molecular Weight: 261.7
  • Purity: ≥95%
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Tolfenamic acid, also known as Clotam, is a non-steroidal anti-inflammatory agent. Tolfenamic acid interferes with synthesis of β-amyloid precursor protein, and thus Aβ peptides, by promoting degradation of an essential transcription factor. Tolfenamic acid has been shown to exhibit anti-cancer activities in several types of cancer.


Catalog Number A000364
CAS Number 13710-19-5
Synonyms

13710-19-5; Clotam; N-(3-Chloro-2-methylphenyl)anthranilic acid; 2-[(3-Chloro-2-methylphenyl)amino]benzoic Acid; Acido tolfenamico

Molecular Formula C14H12ClNO2
Purity ≥95%
Target COX
Solubility Soluble in DMSO > 10 mM
Storage -20°C
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 CC1=C(C=CC=C1Cl)NC2=CC=CC=C2C(=O)O
Reference

1: Pan L, Gardner CL, Pagliai FA, Gonzalez CF, Lorca GL. Identification of the
Tolfenamic Acid Binding Pocket in PrbP from Liberibacter asiaticus. Front
Microbiol. 2017 Aug 23;8:1591. doi: 10.3389/fmicb.2017.01591. eCollection 2017.
PubMed PMID: 28878750; PubMed Central PMCID: PMC5572369.
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2: Feldman D, Leahy E, Lee SH. Chemopreventive properties of tolfenamic acid: a
mechanistic review. Curr Med Chem. 2017 Apr 14. doi:
10.2174/0929867324666170414155107. [Epub ahead of print] PubMed PMID: 28413959.

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3: Parveen R, Sravanthi B, Dastidar P. Rationally Developed Organic Salts of
Tolfenamic Acid and Its β-Alanine Derivatives for Dual Purposes as an
Anti-Inflammatory Topical Gel and Anticancer Agent. Chem Asian J. 2017 Apr
4;12(7):792-803. doi: 10.1002/asia.201700049. Epub 2017 Mar 6. PubMed PMID:
28150904.
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4: Sankpal UT, Goodison S, Jones-Pauley M, Hurtado M, Zhang F, Basha R.
Tolfenamic acid-induced alterations in genes and pathways in pancreatic cancer
cells. Oncotarget. 2017 Feb 28;8(9):14593-14603. doi: 10.18632/oncotarget.14651.
PubMed PMID: 28099934; PubMed Central PMCID: PMC5362428.
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5: Shelake S, Sankpal UT, Paul Bowman W, Wise M, Ray A, Basha R. Targeting
specificity protein 1 transcription factor and survivin using tolfenamic acid for
inhibiting Ewing sarcoma cell growth. Invest New Drugs. 2017 Apr;35(2):158-165.
doi: 10.1007/s10637-016-0417-9. Epub 2016 Dec 26. PubMed PMID: 28025760.

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6: Gardner CL, Pagliai FA, Pan L, Bojilova L, Torino MI, Lorca GL, Gonzalez CF.
Drug Repurposing: Tolfenamic Acid Inactivates PrbP, a Transcriptional Accessory
Protein in Liberibacter asiaticus. Front Microbiol. 2016 Oct 18;7:1630.
eCollection 2016. PubMed PMID: 27803694; PubMed Central PMCID: PMC5067538.
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7: de Melo da Silva L, Pereira Cavalcante R, Fabbro Cunha R, Gozzi F, Falcao
Dantas R, de Oliveira SC, Machulek A Junior. Tolfenamic acid degradation by
direct photolysis and the UV-ABC/H(2)O(2) process: factorial design, kinetics,
identification of intermediates, and toxicity evaluation. Sci Total Environ. 2016
Dec 15;573:518-531. doi: 10.1016/j.scitotenv.2016.08.139. Epub 2016 Aug 27.
PubMed PMID: 27575359.
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8: Basha R, Connelly SF, Sankpal UT, Nagaraju GP, Patel H, Vishwanatha JK,
Shelake S, Tabor-Simecka L, Shoji M, Simecka JW, El-Rayes B. Small molecule
tolfenamic acid and dietary spice curcumin treatment enhances antiproliferative
effect in pancreatic cancer cells via suppressing Sp1, disrupting NF-kB
translocation to nucleus and cell cycle phase distribution. J Nutr Biochem. 2016
May;31:77-87. doi: 10.1016/j.jnutbio.2016.01.003. Epub 2016 Feb 10. PubMed PMID:
27133426; PubMed Central PMCID: PMC4860137.

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9: Ha T, Lou Z, Baek SJ, Lee SH. Tolfenamic acid downregulates β-catenin in colon
cancer. Int Immunopharmacol. 2016 Jun;35:287-293. doi:
10.1016/j.intimp.2016.04.008. Epub 2016 Apr 16. PubMed PMID: 27089389.
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10: Jittreetat T, Shin YS, Hwang HS, Lee BS, Kim YS, Sannikorn P, Kim CH.
Tolfenamic Acid Inhibits the Proliferation, Migration, and Invasion of
Nasopharyngeal Carcinoma: Involvement of p38-Mediated Down-Regulation of Slug.
Yonsei Med J. 2016 May;57(3):588-98. doi: 10.3349/ymj.2016.57.3.588. PubMed PMID:
26996556; PubMed Central PMCID: PMC4800346.

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