15267-49-9

Usage

Uses

Used in Organic Synthesis:
[4-(methylthio)phenoxy]acetic acid is used as a building block in organic synthesis for the production of various bioactive molecules, leveraging its unique chemical structure to contribute to the development of new compounds with potential applications in different fields.
Used in Pharmaceutical Research:
In pharmaceutical research, [4-(methylthio)phenoxy]acetic acid is utilized as a key component in the synthesis of drugs, given its ability to be incorporated into molecules with therapeutic properties, thus aiding in the discovery and development of new medications.
Used in Agrochemicals:
[4-(methylthio)phenoxy]acetic acid is used as an active ingredient in the development of herbicides and fungicides, capitalizing on its capacity to inhibit plant growth and development, thereby serving as a means to control unwanted vegetation in agricultural settings.
Used in Medical Treatments:
Although further research is necessary to fully elucidate its therapeutic properties, [4-(methylthio)phenoxy]acetic acid has potential applications in the treatment of certain medical conditions, suggesting its use as a starting material for the development of pharmaceuticals targeting specific health issues.

InChI:InChI=1/C9H10O3S/c1-13-8-4-2-7(3-5-8)12-6-9(10)11/h2-5H,6H2,1H3,(H,10,11)

Upstream product

• 56077-76-0 [4-(methylthio)phenoxy]-acetic acid, methyl ester 
• 1073-72-9 4-hydroxythioanisole 
• 15267-46-6 ethyl 2-(4-methylsulfanylphenoxy)acetate 
• 79-08-3 bromoacetic acid 

Downstream Products

• 1073-72-9 4-hydroxythioanisole 

Relevant academic research and scientific papers

Catalyst-free photoredox addition-cyclisations: Exploitation of natural synergy between aryl acetic acids and maleimide

Suitably functionalised carboxylic acids undergo a previously unknown photoredox reaction when irradiated with UVA in the presence of maleimide. Maleimide was found to synergistically act as a radical generating photoxidant and as a radical acceptor, negating the need for an extrinsic photoredox catalyst. Modest to excellent yields of the product chromenopyrroledione, thiochromenopyrroledione and pyrroloquinolinedione derivatives were obtained in thirteen preparative photolyses. In situ NMR spectroscopy was used to study each reaction. Reactant decay and product build-up were monitored, enabling reaction profiles to be plotted. A plausible mechanism, whereby photo-excited maleimide acts as an oxidant to generate a radical ion pair, has been postulated and is supported by UV/Vis. spectroscopy and DFT computations. The radical-cation reactive intermediates were also characterised in solution by EPR spectroscopy. UVA photolyses of aryloxy-, arylthio- and arylamino-acetic acids with maleimide yield oxa-, thia- and aza-tricyclo pyrroledione derivatives in the absence of a photoredox catalyst (see scheme). An intriguing mechanism has been proposed and has been supported and supplemented by NMR monitoring experiments, DFT computations and UV/Vis and EPR spectroscopy.

Design, Synthesis, and Testing of Potential Antisickling Agents. 4. Structure-Activity Relationships of Benzyloxy and Phenoxy Acids

In this paper we further establish the activity of two classes of small molecules, benzyloxy and phenoxy acids, as potent inhibitors of hemoglobin S (HbS) gelation.Structural modifications with a large number of each class confirm our earlier work that the highest activity is observed with compounds that contain dihalogenated aromatic rings with attached polar side chains.We have also found a halogenated aromatic malonic acid derivative to be quite active.Compounds reported in this paper are compared with other antigelling agents studied in our laboratory.Comments are made concerning the antigelling activity and binding sites of four derivatives and their effect on the allosteric mechanism of hemoglobin (Hb) function.