1084-74-8

Usage

Uses

Used in Pharmaceutical Industry:
3-(2' 5'-DIMETHOXYBENZOYL)PROPIONIC ACI& is used as an active pharmaceutical ingredient for its potential therapeutic applications. Its chemical structure, including the benzene ring, methoxy groups, carboxyl, and propionyl group, may contribute to its interaction with biological targets, making it a candidate for drug development.
Used in Chemical Research:
3-(2' 5'-DIMETHOXYBENZOYL)PROPIONIC ACI& is used as a research compound in the field of organic chemistry. Its unique structure allows chemists to study its reactivity, solubility, and acidity, which can lead to the discovery of new chemical reactions or the development of novel compounds with specific properties.
Used in Material Science:
3-(2' 5'-DIMETHOXYBENZOYL)PROPIONIC ACI& is used as a building block in the synthesis of new materials. Its chemical properties, such as reactivity and solubility, can be exploited to create new polymers, coatings, or other materials with desired characteristics for various applications.

Upstream product

• 108-30-5 succinic acid anhydride 
• 150-78-7 1,4-dimethoxybezene 
• 60-29-7 diethyl ether 
• 71-43-2 benzene 
• 7446-70-0 aluminium trichloride 
• 927-74-2 3-Butyn-1-ol 
• 59701-65-4 4-(2,5-dihydroxyphenyl)-4-oxobutanoic acid 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 103401-99-6 2,2,5,5-Tetrakis-(2,5-dimethoxy-phenyl)-tetrahydro-furan 
• 79238-13-4 5-(2',5'-dimethoxyphenyl)-2(3H)-furanone 
• 59701-65-4 4-(2,5-dihydroxyphenyl)-4-oxobutanoic acid 
• 1083-11-0 4-(2,5-dimethoxyphenyl)butyric acid 
• 1086-77-7 4-(2,5-dimethoxy-phenyl)-4-oxo-butyric acid methyl ester 
• 14563-35-0 γ-(2,5-dimethoxyphenyl)-γ-butyrolactone 
• 898758-26-4 4-(2,5-diethoxy-phenyl)-4-oxo-butyric acid ethyl ester 
• 75501-54-1 4-(2-Hydroxy-5-methoxyphenyl)-4-oxobutanoic Acid 
• 103266-62-2 1-(2,5-dimethoxy-phenyl)-1,4,4-tris-(2-methoxy-phenyl)-butane-1,4-diol 
• 475-38-7 5,8-Dihydroxy-1,4-naphthoquinone 
• 58649-87-9 4-(2,5-cyclohexadiene-1,4-dione)butanoic acid 
• 64981-70-0 cycloshikonin 
• 77267-97-1 4-(2'-5'-dihydroxyphenyl)butanoic acid 
• 83575-15-9 4-(3,4-dicyano-2',5'-dihydroxyphenyl)butanoic acid 

Relevant academic research and scientific papers

One-Pot Synthesis of 2,5-Disubstituted Furans through In Situ Formation of Allenes and Enolization Cascade

A one-pot synthesis of 2,5-disubstituted furans from γ-ketoacids is reported. In situ formation of allenoates by action of chloroformate on carboxylic acid following by enolization of ketone affords furan derivatives by cyclization. The reaction was extended to a wide scope of ketoacids and phosphonium salts. This methodology was applied on levulinic acid and derivatives, one of the biosourced platform chemicals.

A Radical-Based Synthesis of Lingzhiol

The polycyclic natural product lingzhiol [(±)-1] was synthesized from dimethoxytetralone 8 via cyclization of an intermediate benzylic radical, generated from spiroepoxide 14, onto an alkynyl substituent generating tetracyclic compound 13 with an exocyclic double bond. After oxidative cleavage of the double bond of 13 and reduction of the keto function of 23, the correct diastereomer, 12-syn, was converted to lingzhiol (1) via known steps. In a similar manner, lingzhiol analogue 39 was synthesized from 5-methoxy-1-tetralone (27).

Rapid probing of the reactivity of P450 monooxygenases from the CYP116B subfamily using a substrate-based method

Developing a detailed understanding of the reactivity of self-sufficient Type IV P450 monooxygenases, four types of O-methylated substrates were designed as probes, including monoterpenes, cycloalkanes, aromatic compounds and steroids, and the efficiency of their oxyfunction was determined using a colorimetric assay which was based on the reaction between the enzymatic demethylation product, formaldehyde, and Purpald dye. The activity-based fingerprints of new P450RpMO, P450ArMO and P450CtMO (CYP116B members) indicated that CYP116B P450s preferentially oxidize substrates with aromatic components. Moreover, the hydroxylated products were detected based on the preference results. This rapid and efficient strategy, when coupled with GCMS, enables the exploration of the reactivity of other CYP116B members.

Enzymatic synthesis of chiral γ-amino acids using ω-transaminase

In this study, we successfully synthesized enantiomerically pure (R)- and (S)-γ-amino acids (>99% ee) using ω-transaminase (ω-TA) through kinetic resolution and asymmetric synthesis respectively. The present study demonstrates the high potentiality of ω-TA reaction for the production of chiral γ-amino acids.

Design and synthesis of 4-aryl-4-oxobutanoic acid amides as calpain inhibitors

The involvement of μ-calpain in neurological disorders, such as stroke and Alzheimer's disease has attracted considerable interest in the use of calpain inhibitors as therapeutic agents. 4-Aryl-4-oxobutanoic acid amide derivatives 4 were designed as acyclic variants of μ-calpain inhibitory chromone and quinolinone derivatives. Of the compounds synthesized, 4c-2, which possesses a 2-methoxymethoxy group at the phenyl ring and a primary amide at the warhead region most potently inhibited μ-calpain (IC50 = 0.34 μM). Our findings suggest that the 4-aryl-4-oxobutanoic acid amide derivatives should be considered as a new family of μ-calpain inhibitors.

Synthesis of Methoxy-2-hydroxy-1,4-naphthoquinones and Reaction of One Isomer with Aldehydes under Basic Conditions

Two protocols for the synthesis of methoxy-2-hydroxy-1,4-naphthoquinones were investigated in order to evaluate their behavior towards aldehydes under amine-basic conditions. Both the nature of the quinone and aliphatic aldehyde contribute to the viability of this condensation as well as further transformations.

Direct synthesis of γ-butyrolactones via γ-phenyl substituted butyric acids mediated benzyl radical cyclization

Synthesis of several γ-butyrolactones with aromatic substitution at carbon 5 from comparative γ-aryl acids with 25-85% yield are covered. The straight oxidation in the presence of peroxydisulphate-copper(II)chloride system in aqueous medium was applied. The reaction is highly regioselective and leads exclusively to γ-butyrolactone, through stable benzylic radical intermediate.

Formal total synthesis of (+)-diepoxin σ

The highly oxygenated antifungal anticancer natural product (±)-diepoxin σ was prepared in 10 steps and in 15% overall yield from O-methylnaphthazarin. Highlights of the synthetic work include an Ullmann coupling and a possibly biomimetic oxidative spirocyclization for the introduction of the naphthalene ketal as well as the use of a retro-Diels-Alder reaction to unmask the reactive enone moiety in the naphthoquinone bisepoxide ring system. A novel highly bulky chiral binaphthol ligand was developed for a boron-mediated Diels-Alder reaction that constitutes a formal asymmetric total synthesis of (+)-diepoxin σ.

Asymmetric synthesis and antitumor activity of cycloalkanin

Cycloalkanin was accessible by a practical and efficient asymmetric synthesis. The chiral center of the target is introduced via an asymmetric C-arylation of chiral aldehyde in high de. The synthesized cycloalkanin was shown to be significantly active against P388 cell line as assayed by in vitro MTT method.

A Direct Route for the Regioselective Synthesis of Hydroxylated Aromatic Cycloalkanediones

A "one-pot" regioselective synthesis of hydroxylated aromatic cycloalkanediones 1 from phenols or their methyl ethers and aliphatic dicarboxylic acid chlorides is reported.