6641-59-4

Basic information

• Product Name: 3-(3-TRIFLUOROMETHYL-PHENOXY)-BENZOIC ACID
• Synonyms: RARECHEM AL BE 0537;3-(3-TRIFLUOROMETHYL-PHENOXY)-BENZOIC ACID;Benzoic acid,2-[3-(trifluoroMethyl)phenoxy]-;2-(3-Trifluoromethyl-phenoxy)benzoic acid
• CAS NO: 6641-59-4
• Molecular Formula: C₁₄H₉F₃O₃
• Molecular Weight: 282.21
• Mol File: 6641-59-4.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 344.8 °C at 760 mmHg
• Flash Point: 162.3 °C
• Appearance: /
• Density: 1.369 g/cm³
• Vapor Pressure: 2.45E-05mmHg at 25°C
• Refractive Index: 1.539
• CAS DataBase Reference: 3-(3-TRIFLUOROMETHYL-PHENOXY)-BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-TRIFLUOROMETHYL-PHENOXY)-BENZOIC ACID(6641-59-4)
• EPA Substance Registry System: 3-(3-TRIFLUOROMETHYL-PHENOXY)-BENZOIC ACID(6641-59-4)

Safety Data

• Hazardous Substances Data: 6641-59-4(Hazardous Substances Data)

Usage

General Description

3-(3-trifluoromethyl-phenoxy)-benzoic acid is a chemical compound with the molecular formula C14H9F3O3. It is a white, crystalline solid that is commonly used as an insecticide and herbicide. The compound works by inhibiting the production of an enzyme necessary for the synthesis of certain amino acids, leading to the disruption of protein and amino acid metabolism in targeted organisms. This makes it an effective tool for controlling agricultural pests and unwanted plant growth. It is an important component of many commercially available herbicide products and is widely used in agriculture and landscaping. Additionally, 3-(3-trifluoromethyl-phenoxy)-benzoic acid is considered to have low toxicity to mammals and other non-target organisms when used as directed.

InChI:InChI=1/C14H9F3O3/c15-14(16,17)9-4-3-5-10(8-9)20-12-7-2-1-6-11(12)13(18)19/h1-8H,(H,18,19)

Upstream product

• 610-94-6 2-bromobenzoic acid methyl ester 
• 98-17-9 3-Trifluoromethylphenol 
• 394-47-8 2-fluorobenzonitrile 
• 7758-19-2 sodium chlorite 
• 513-35-9 2-methyl-but-2-ene 
• 408369-24-4 2-(3-trifluoromethylphenoxy)benzaldehyde 
• 118-91-2 ortho-chlorobenzoic acid 

Downstream Products

• 86308-35-2 <2-<3-(trifluoromethyl)phenoxy>phenyl>acetic acid 
• 86308-94-3 2-<2-<3-(trifluoromethyl)phenoxy>phenyl>acetamide 
• 86309-08-2 2-<3-(trifluoromethyl)phenoxy>benzoyl chloride 

Relevant articles and documents

Development of LM98, a Small-Molecule TEAD Inhibitor Derived from Flufenamic Acid

The YAP-TEAD transcriptional complex is responsible for the expression of genes that regulate cancer cell growth and proliferation. Dysregulation of the Hippo pathway due to overexpression of TEAD has been reported in a wide range of cancers. Inhibition of TEAD represses the expression of associated genes, demonstrating the value of this transcription factor for the development of novel anti-cancer therapies. We report herein the design, synthesis and biological evaluation of LM98, a flufenamic acid analogue. LM98 shows strong affinity to TEAD, inhibits its autopalmitoylation and reduces the YAP-TEAD transcriptional activity. Binding of LM98 to TEAD was supported by 19F-NMR studies while co-crystallization experiments confirmed that LM98 is anchored within the palmitic acid pocket of TEAD. LM98 reduces the expression of CTGF and Cyr61, inhibits MDA-MB-231 breast cancer cell migration and arrests cell cycling in the S phase during cell division.

TEAD INHIBITORS AND USES THEREOF

The present invention provides compounds, compositions thereof, and methods of using the same.

Formal Aniline Synthesis from Phenols through Deoxygenative N-Centered Radical Substitution

Phenolic, lignin-derived substrates have emerged as desirable biorenewable chemical feedstocks for coupling reactions. A radical-mediated conversion of phenol derivatives to anilines is reported, using unfunctionalized hydroxamic acids as the N-centered radical source. The applicability of this triethyl phosphite mediated O-atom transfer approach, which tolerates a range of steric and electronic demands to naturally occurring phenols and lignin models, has been demonstrated in this work to access the corresponding aniline derivatives.