15149-10-7

Usage

Uses

Used in Coatings Industry:
Ethylene Glycol Mono-p-Tolyl Ether is used as a solvent in the coatings industry to help dissolve and mix the components of paint and varnish formulations. Its solubility properties contribute to the even distribution of pigments and resins, resulting in a smooth and uniform finish.
Used in Inks Industry:
In the inks industry, Ethylene Glycol Mono-p-Tolyl Ether is used as a solvent to facilitate the dispersion of pigments and dyes in ink formulations. This helps in achieving the desired color intensity and print quality.
Used in Adhesives Industry:
Ethylene Glycol Mono-p-Tolyl Ether is used as a solvent in adhesive formulations to improve the flow and application properties of the adhesive. It helps in achieving a better bond between the surfaces being adhered.
Used in Cleaning Products:
Ethylene Glycol Mono-p-Tolyl Ether can be found in some cleaning products as a solvent. It helps in dissolving and removing dirt, grease, and other residues from surfaces.
Used as a Chemical Intermediate:
Ethylene Glycol Mono-p-Tolyl Ether is also used as a chemical intermediate in the production of other chemicals, where its unique properties are utilized to synthesize a variety of compounds.

InChI:InChI=1/C9H12O2/c1-8-2-4-9(5-3-8)11-7-6-10/h2-5,10H,6-7H2,1H3

Upstream product

• 75-21-8 oxirane 
• 106-44-5 p-cresol 
• 1121-70-6 sodium 4-methylphenoxide 
• 96-49-1 [1,3]-dioxolan-2-one 
• 108-39-4 3-methyl-phenol 
• 107-07-3 2-chloro-ethanol 
• 624-31-7 4-tolyl iodide 
• 107-21-1 ethylene glycol 
• 106-38-7 para-bromotoluene 
• 445283-27-2 2-(2-p-tolyloxy-ethoxy)-tetrahydro-pyran 
• 540-51-2 2-bromoethanol 
• 940-64-7 2-(4-methylphenoxy)acetic acid 

Downstream Products

• 87271-22-5 2-(p-tolyloxy)ethyl methanesulfonate 
• 18800-34-5 1-bromo-2-(4'-methylphenoxy)ethane 
• 90875-89-1 2-(4-methylphenoxy)ethoxymethyl chloride 
• 106-44-5 p-cresol 
• 22042-73-5 4-(2-hydroxy-ethoxy)-benzaldehyde 
• 3204-73-7 4-(2-hydroxyethoxy)benzoic acid methyl ester 
• 31432-80-1 carbamic acid-(2-p-tolyloxy-ethyl ester) 
• 6807-11-0 2-(p-tolyloxy)ethyl acetate 

Relevant academic research and scientific papers

PYRIDIN-3-YL ACETIC ACID DERIVATIVES AS INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION

Disclosed are compounds of Formula I, including pharmaceutically acceptable salts, pharmaceutical compositions comprising the compounds, methods for making the compounds and their use in inhibiting HIV integrase and treating those infected with HIV or AIDS.

Thiocyanate radical mediated dehydration of aldoximes with visible light and air

We developed a new means of activating aldoximes by an in situ generated thiocyanate radical from ammonium thiocyanate and molecular oxygen at room temperature. With a catalytic amount of organic dye aizenuranine as the photocatalyst, the dehydration of aldoximes proceeds smoothly under visible light irradiation, providing a simple to handle, excellent functional group tolerance, and metal-free protocol for a wide range of nitriles.

Synthesis and antibacterial activity of 3-benzylamide derivatives as FtsZ inhibitors

The emergence and spread of multidrug-resistant strains of the human pathological bacteria are generating a threat to public health worldwide. In the current study, a series of PC190723 derivatives was synthesized and investigated for their antimicrobial activity. The compounds exhibited good activity against several Gram-positive bacteria as determined by comparison of diameters of the zone of inhibition of test compounds and standard antibiotics. Compound 9 with a fluorine substitution on the phenyl ring showed the best antibacterial activity in the series against M. smegmatis with the zone ratio of 0.62, and against S. aureus with the zone ratio of 0.44. The results from this study indicate that based on the unique 3-methoxybenzamide pharmacophore, compound 9 may represent a promising lead candidate against Gram-positive bacteria that are worthy of further investigation

Reaction of 1,2-difunctionalized ethanes with aryl iodides in copper-catalyzed cross-coupling: Application to synthesis of phenols

A series of 1,2-difunctionalized ethanes, such as ethylene glycol, 2-aminoethanol, 1,2-diaminoethane, 2-dimethylaminoethanol N',N'-dimethylethane-1,2-diamine, were investigated to test the reactivity with aryl iodides in the presence of copper catalysts. Under the reaction conditions, they produce the various Cheteroatom cross-coupled products. Interestingly, ethylene glycol and 2-dimethylaminoethanol afforded mainly the phenolic compounds while the others produced different cross-coupled products. Although ethylene glycol and 2-dimethylaminoethanol resulted in the same product, their behaviors in the reaction were quite different: ethylene glycol appears to mostly act as the ligand and 2-dimethylaminoethanol appears to serve as both the ligand and reactant. This finding led to a copper-catalyzed synthesis of phenols using either ethylene glycol or 2-dimethylaminoethanol, which can be applied to a variety of aryl iodides, providing an alternative synthetic route to phenols.

Synthesis and evaluation of a novel class Hsp90 inhibitors containing 1-phenylpiperazine scaffold

Previously, we identified 1-(2-(4-bromophenoxy)ethoxy)-3-(4-(2- methoxyphenyl)piperazin-1-yl)propan-2-ol (1) as a novel Hsp90 inhibitor with moderate activity through virtual screening. In this study, we report the optimization process of 1. A series of analogues containing the 1-phenylpiperazine core scaffold were synthesized and evaluated. The structure-activity relationships (SAR) for these compounds was also discussed for further molecular design. This effort afforded the most active inhibitor 13f with improved activity in not only target-based level, but also cell-based level compared with the original hit 1.

Copper(ii)-catalyzed C-O coupling of aryl bromides with aliphatic diols: Synthesis of ethers, phenols, and benzo-fused cyclic ethers

A highly efficient copper-catalyzed C-O cross-coupling reaction between aryl bromides and aliphatic diols has been developed employing a cheaper, more efficient, and easily removable copper(ii) catalyst. A broad range of aryl bromides were coupled with aliphatic diols of different lengths using 5 mol% CuCl2 and 3 equivalents of K2CO3 in the absence of any other ligands or solvents to afford the corresponding hydroxyalkyl aryl ethers in good to excellent yields. In this newly developed protocol, aliphatic diols have multilateral functions as coupling reactants, ligands, and solvents. The resulting hydroxyalkyl aryl ethers were further readily converted into the corresponding phenols, presenting a valuable alternative way to phenols from aryl bromides. Furthermore, it was demonstrated that they are useful intermediates for more advanced molecules such as benzofurans and benzo-fused cyclic ethers. This journal is

The inhibition of monoamine oxidase by 8-(2-phenoxyethoxy)caffeine analogues

Previous studies have documented that substituted 8-oxycaffeines act as inhibitors of human monoamine oxidase (MAO) B. A particularly potent inhibitor among the reported compounds was 8-(2-phenoxyethoxy)caffeine with an IC 50 value of 0.383M towards MAO-B. In an attempt to improve on the inhibition potency of this compound and to discover highly potent reversible MAO-B inhibitors, in the present study, a series of 8-(2-phenoxyethoxy)caffeine analogues containing various substituents on C4 of the phenoxy ring, were synthesized and evaluated as inhibitors of human MAO-A and -B. The results show that the 8-(2-phenoxyethoxy)caffeine analogues are selective and reversible MAO-B inhibitors with the most potent homologue, 8-{2-[4-(trifluoromethyl) phenoxy]ethoxy}caffeine, exhibiting an IC50 value of 0.061μM. These highly potent inhibitors are useful leads in the design of therapies for neurodegenerative disorders such as Parkinsons disease. Georg Thieme Verlag KG Stuttgart New York.

Method for preparing arylpoly(oxyalkyl) amines

The invention pertains to a process for preparing an arylpoly(oxyalkyl)compound, wherein the process involves reacting a phenol with a halohydrin, and reacting the reaction product with an amino alkyl halide. The invention seeks to provide a less hazardous alternative to conventional preparation processes where arylpoly(oxyalkyl)compounds are made starting from an extremely toxic and hazardous dihalogeno-polyalkylene ether. The preferred arylpoly(oxyalkyl)compound is benzethonium chloride.

Dis-azo dyestuffs and use thereof in ink-jet printing

A compound of Formula (1) and salts thereof: In the formula, m is 1, 2 or 3; X is H or SO3H; R1and R2are each independently selected from optionally substituted alkyl and optionally substituted alkoxy; and R4and R5are each independently H, optionally substituted alkyl or optionally substituted aryl. When (i) at least one of R1and R2carries an —OH group; and (ii) when X is H at least one of R1and R2is optionally substituted alkyl. The compounds are useful as dyes for ink jet printing inks.

Design, synthesis, and biological evaluation of aryloxyethyl thiocyanate derivatives against Trypanosoma cruzi

As a continuation of our project aimed at the search for new and safe chemotherapeutic and chemoprophylactic agents against American trypanosomiasis (Chagas' disease), several drugs structurally related to 4-phenoxyphenoxyethyl thiocyanate (4) were designed, synthesized, and evaluated as antiproliferative agents against the parasite responsible for this disease, the hemoflagellated protozoan Trypanosoma cruzi. This thiocyanate derivative was previously shown to be an effective and potent agent against T. cruzi proliferation. Several drugs possessing thiocyanate groups proved to be effective growth inhibitors of T. cruzi growth. Among the designed compounds, it is important to point out the extremely potent activity shown by 11, 23, 38, 53, 90, 99, and 117 against the epimastigote forms of the parasite. All of them exhibited IC50 values in the low micromolar range, and these values were comparable with those presented by our lead drug 4 and ketokonazole, a well-known antiparasitic agent. The activity displayed by the nitrogen-containing derivative 90 was very promising with IC50 values of 3.3 μM. Several other thiocyanate derivatives also proved to be very potent inhibitors of the multiplication of T. cruzi epimastigotes, such as compounds 28, 33, 43, 48, 56, 61, 66, 71, 76, and 124. Compound 43 resulted in being a promising drug because it was also very effective against amastigotes, the clinically more relevant form of the parasite. This compound was 3-fold more potent than 4, while 11 showed nearly the same activity as our lead drug against intracellular T. cruzi. It was very surprising that the experimental juvenoid 124, although fairly devoid of activity against epimastigotes, was very effective against intracellular amastigotes growing in myoblasts. The rest of the designed compounds showed a broad degree of inhibitory action, from moderately active drugs to drugs almost devoid of antiparasitic activity. Compound 43 is an interesting example of an effective antichagasic agent that presents excellent prospectives not only as a lead drug but also to be used for further in vivo studies.