79317-30-9

Usage

Uses

Used in Pharmaceutical Industry:
Methyl (4-formyl-2-methoxyphenoxy)acetate is utilized as an intermediate in the synthesis of various pharmaceuticals. It serves as a chemical building block for the development of active pharmaceutical ingredients, contributing to the creation of diverse medicinal compounds.
Used in Agrochemical Industry:
methyl (4-formyl-2-methoxyphenoxy)acetate also finds application as an intermediate in the production of agrochemicals, playing a role in the synthesis of various substances used in agricultural chemicals.
Used in Fragrance and Flavor Industry:
Methyl (4-formyl-2-methoxyphenoxy)acetate is employed in the fragrance and flavor industry, capitalizing on its distinctive fruity and floral scent to enhance the aroma of various products.

InChI:InChI=1/C11H12O5/c1-14-10-5-8(6-12)3-4-9(10)16-7-11(13)15-2/h3-6H,7H2,1-2H3

Upstream product

• 121-33-5 vanillin 
• 105-39-5 chloroacetic acid ethyl ester 
• 96-32-2 bromoacetic acid methyl ester 
• 96-34-4 methyl chloroacetate 
• 17759-76-1 ethyl 1-bromoformate 
• 67-56-1 methanol 
• 1660-19-1 (4-formyl-2-methoxyphenoxy)acetic acid 

Downstream Products

• 81836-89-7 2-methoxy-4-(3-methyl-5-oxo-1-phenyl-4-pyrazolylidenemethyl)phenoxyaceticacid ethyl ester 
• 182345-41-1 methyl 2-(4-(1,3-dioxolan-2-yl)-2-methoxyphenoxy)acetate 
• 1123756-81-9 (E,Z)-methyl 2-{4-[(2,4-dioxodihydrofuran-3(2H)-ylidene)methyl]-2-methoxyphenoxy}acetate 
• 761409-39-6 (4-Hydroxymethyl-2-methoxy-phenoxy)-acetic acid methyl ester 
• 163136-19-4 cannabisin F 

Relevant academic research and scientific papers

Recognition and Sensing of Guanidine-containing Biomolecules in Aqueous Medium

A dicarboxylate-based fluorescent receptor has been synthesized for the recognition of the guanidinium ion and guanidine-containing biomolecules in aqueous medium to address the issue of biomolecular interaction. The acyclic receptor binds to guests in a

Calix[4]resorcinarene-Chitosan Hybrid via Amide Bond Formation

Hybrid of calix[4]resorcinarene and chitosan has been prepared via amide bond formation as the key step between ester groups attached on calix[4]resorcinarene and amine group of chitosan. The synthesis was commenced by functionalizing hydroxyl group of vanillin with methyl-2-chloroacetate via Williamson synthesis. The acid catalyzed-tandem condensation-cyclization of vanillin derivative and resorcinol gave C-4-methoxycarbonylmethoxy-3-methoxyphenylcalix[4]resorcinarene. The calix[4]resorcinarene installed with the ester group was then coupled with amine group of chitosan to form hybrid of calix[4]resorcinarene and chitosan. The IR, XRD and SEM analyses of the hybrid revealed that physical properties of the hybrid were similar to chitosan.

Development of curcumin-based amyloid β aggregation inhibitors for Alzheimer's disease using the SAR matrix approach

Amyloid β (Aβ) aggregation inhibitor activity cliff involving a curcumin structure was predicted using the SAR Matrix method on the basis of 697 known Aβ inhibitors from ChEMBL (data set 2487). Among the compounds predicted, compound B was found to posses

Synthesis and biological activity of fibrate-based acyl- and alkyl-phenoxyacetic methyl esters and 1,2-dihydroquinolines

A series of highly potent antihyperlipidemic agents constituted by a fibrate-based structure was recently reported by our group, whose synthesis started from isovanillin derivatives. In the interest of evaluating the bioisosteric effect of the vanillin-based isomers on their antihyperlipidemic activity, the present study focuses on the synthesis of 5-acyl-1-phenoxyacetic methyl esters 5a–c and their saturated side-chain 5-alkyl-1-phenoxyacetates 6a–c. Their strong in vivo effect was associated with the inhibition of HMG-CoA reductase. Since 1,2-dihydroquinolines inhibit this enzyme, a series of such heterocycles (9a–d) was prepared by our efficient regioselective, one-step, solvent-free method. Apart from showing hypolipidemic activity in vivo, some of the compounds displayed antifungal, antioxidant and cytotoxic activity in vitro. The binding mode of four compounds at the active site of HMGRh was examined with docking simulations, observing an interaction with most of the amino acids targeted by simvastatin.

Targeting receptor tyrosine kinase VEGFR-2 in hepatocellular cancer: Rational design, synthesis and biological evaluation of 1,2-disubstituted benzimidazoles

In this study, a novel series of 1,2-disubstituted benzo[d]imidazoles was rationally designed as VEGFR-2 inhibitors targeting hepatocellular carcinoma. Our design strategy is twofold; it aimed first at studying the effect of replacing the 5-methylfuryl moiety of the well-known antiangiogenic 2-furylbenzimidazoles with an isopropyl moiety on the VEGFR-2 inhibitory activity and the cytotoxic activity. Our second objective was to further optimize the structures of the benzimidazole derivatives through elongation of the side chains at their one-position for the design of more potent type II-like VEGFR-2 inhibitors. The designed 1,2-disubstituted benzimidazoles demonstrated potent cytotoxic activity against the HepG2 cell line, reaching IC50 = 1.98 μM in comparison to sorafenib (IC50 = 10.99 μM). In addition, the synthesized compounds revealed promising VEGFR-2 inhibitory activity in the HepG2 cell line, e.g., compounds 17a and 6 showed 82% and 80% inhibition, respectively, in comparison to sorafenib (% inhibition = 92%). Studying the effect of 17a on the HepG2 cell cycle demonstrated that 17a arrested the cell cycle at the G2/M phase and induced a dose-dependent apoptotic effect. Molecular docking studies of the synthesized 1,2-disubstituted benzimidazoles in the VEGFR-2 active site displayed their ability to accomplish the essential hydrogen bonding and hydrophobic interactions for optimum inhibitory activity.

Applications of compound with frostbite preventing and treating effect, and its derivatives

The invention relates to a compound with a frostbite preventing and treating effect, and its derivatives, and also relates to an application of the compound in the preparation of drugs for increasingheat production of bodies and preventing cold injuries, and an application of the compound in the preparation of drugs for treating metabolic diseases. The compound and its derivatives provide a potential cold injury-resisting drug for improving the cold resistance of the bodies for cold area operation and combat personnel, and can be developed into effective cold injury-resistant drugs.

Synthesis and pharmacological characterization of novel xanthine carboxylate amides as A2A adenosine receptor ligands exhibiting bronchospasmolytic activity

The carboxylate amides of 8-phenyl-1,3-dimethylxanthine described herein represent a new series of selective ligands of the adenosine A2A receptors exhibiting bronchospasmolytic activity. The effects of location of 8-phenyl substitutions on the

Novel curcumin analogs to overcome EGFR-TKI lung adenocarcinoma drug resistance and reduce EGFR-TKI-induced GI adverse effects

Curcumin (1) down-regulates the expression as well as phosphorylation of epidermal growth factor receptor (EGFR) in lung adenocarcinoma cells expressing gefitinib-resistant EGFR. Thirty-seven newly synthesized curcumin analogues including dimethoxycurcumi

Total synthesis of cannabisin F

A practical eight-step synthesis of lignanamide cannabisin F starting from vanillin is reported for the first time. This synthetic strategy applies the aldol reaction followed by the Wittig reaction to afford the key 8-O-4′-neolignan intermediate diacid. The diacid was condensed with N,O-protected tyramine giving, after deprotection, cannabisin F.

FUNCTIONALIZED PHENOLIC COMPOUNDS AND POLYMERS THEREFROM

The present invention relates to compounds of formula I, which are functionalized phenolic compounds, and polymers formed from the same. Ar—[O—(X)p—R′]q??I Polymers formed from the functionalized phenolics are expected to have controllable degradation profiles, enabling them to release an active component over a desired time range. The polymers are also expected to be useful in a variety of medical applications.