97025-16-6

Usage

Uses

Used in Pharmaceutical Research:
3-(3,5-DIMETHOXY-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER is utilized as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of drugs with anti-inflammatory and analgesic effects.
Used in Organic Synthesis:
In the realm of organic synthesis, 3-(3,5-DIMETHOXY-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER is employed as a versatile building block, enabling the creation of a diverse range of bioactive molecules for various applications.
Used in Drug Development:
The enhanced solubility and stability of 3-(3,5-DIMETHOXY-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER make it an ideal candidate for drug development, where it serves as a component in the formulation of new medications.
Used in Biochemical Pathway Studies:
3-(3,5-DIMETHOXY-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER is applied as a valuable tool in the study of biochemical pathways due to its unique structure and properties, aiding researchers in understanding and manipulating these pathways for therapeutic benefits.
Used in Drug Interaction Analysis:
3-(3,5-DIMETHOXY-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER is also leveraged in the analysis of drug interactions, providing insights into how different drugs may interact at a molecular level, which is crucial for the development of safe and effective medications.

Upstream product

• 92582-46-2 2-(3,5-dimethoxy-benzoyl)-3-oxo-butyric acid ethyl ester 
• 2150-37-0 methyl 3,5-dimethoxybenzoate 
• 141-78-6 ethyl acetate 
• 17213-57-9 3,5-dimethoxybenzoyl chloride 
• 1132-21-4 3,5-dimethoxybenzoic acid 
• 138307-12-7 (-)-ethyl 3-(3,5-dimethoxyphenyl)-3-hydroxypropionate 
• 6148-64-7 ethyl potassium malonate 
• 141-97-9 ethyl acetoacetate 
• 39151-19-4 1-(3,5-dimethoxyphenyl)ethan-1-one 
• 105-58-8 Diethyl carbonate 
• 15226-74-1 dicobalt octacarbonyl 
• 20469-65-2 1-bromo-3,5-dimethoxybenzene 
• 67333-75-9 1-(3,5-dimethoxy-benzoyl)-1H-imidazole 

Downstream Products

• 124210-60-2 1-(3,5-dimethoxy-phenyl)-pentadecan-1-one 
• 17103-70-7 4-(3,5-dimethoxy-phenyl)-4-oxo-butyric acid 
• 39151-19-4 1-(3,5-dimethoxyphenyl)ethan-1-one 
• 5333-29-9 1-(3,5-dimethoxy-phenyl)-pentan-1-one 
• 1056894-86-0 2-(3,5-dimethoxybenzoyl)-5-phenylpenta-2,4-dienoic acid ethyl ester 
• 1450736-69-2 6,7-methylenedioxy-4-(3,5-dimethoxyphenyl)quinolin-2(1H)-one 
• 1450736-82-9 N-(benzo[d][1,3]dioxol-5-yl)-3-(3,5-dimethoxyphenyl)-3-oxopropanamide 
• 1456613-49-2 2,5-bis(3,5-dimethoxyphenyl)-3,4-bis(ethoxycarbonyl)pyrrole 
• 1456613-46-9 C₁₃H₁₇NO₄ 
• 1404447-20-6 5-(3,5-dimethoxyphenyl)-3-(pyridin-2-yl)pyrazolo[1,5-a]pyrimidin-7(4H)-one 
• 91555-31-6 4-(3,5-dimethoxyphenyl)butanoic acid 
• 60640-98-4 2,4-Dimethoxy-6-hydroxy-phenanthren 
• 76519-41-0 2-Amino-6-(3,5-dimethoxy-phenyl)-5-iodo-3H-pyrimidin-4-one 
• 76519-40-9 2-Amino-5-bromo-6-(3,5-dimethoxy-phenyl)-3H-pyrimidin-4-one 

Relevant academic research and scientific papers

Synthesis of Dithiolethiones and Identification of Potential Neuroprotective Agents via Activation of Nrf2-Driven Antioxidant Enzymes

Oxidative stress is implicated in the pathogenesis of a wide variety of neurodegenerative disorders, and accordingly, dietary supplement of exogenous antioxidants or/and upregulation of the endogenous antioxidant defense system are promising for therapeutic intervention or chemoprevention of neurodegenerative diseases. Nrf2, a master regulator of the cellular antioxidant machinery, cardinally participates in the transcription of cytoprotective genes against oxidative/electrophilic stresses. Herein, we report the synthesis of 59 structurally diverse dithiolethiones and evaluation of their neuroprotection against 6-hydroxydopamine-or H2O2-induced oxidative damages in PC12 cells, a neuron-like rat pheochromocytoma cell line. Initial screening identified compounds 10 and 11 having low cytotoxicity but conferring remarkable protection on PC12 cells from oxidative-mediated damages. Further studies demonstrated that both compounds upregulated a battery of antioxidant genes as well as corresponding genes' products. Significantly, silence of Nrf2 expression abolishes cytoprotection of 10 and 11, indicating targeting Nrf2 activation is pivotal for their cellular functions. Taken together, the two lead compounds discovered here with potent neuroprotective functions against oxidative stress via Nrf2 activation merit further development as therapeutic or chemopreventive candidates for neurodegenerative disorders.

Catalytic, Cascade Ring-Opening Benzannulations of 2,3-Dihydrofuran O,O- and N,O-Acetals

An Al(OTf)3-catalyzed intramolecular cascade ring-opening benzannulation of 2,3-dihydrofuran O,O- and N,O-acetals is described. The cascade sequence involves the dihydrofuran ring-opening by acetal hydrolysis, an intramolecular Prins-type cyclization, and aromatization to generate an array of benzo-fused (hetero)aromatic systems in up to 95 % yield. This method represents the first example of dihydrofuran acetal usage in benzannulation reactions. The approach provides excellent regiocontrol based on the choice of alkenes used to form the requisite dihydrofuran acetals.

One pot direct synthesis of β-ketoesters via carbonylation of aryl halides using cobalt carbonyl

A direct method for the synthesis of β-ketoesters from aryl halides (iodide, bromide) has been described by using cobalt carbonyl as carbon monoxide source in microwave irradiation. Using this protocol, a wide variety of substituted aryl halides has been successfully converted to corresponding β-ketoesters.

Design and synthesis of 6,7-methylenedioxy-4-substituted phenylquinolin-2(1H)-one derivatives as novel anticancer agents that induce apoptosis with cell cycle arrest at G2/M phase

Novel 6,7-methylenedioxy-4-substituted phenylquinolin-2(1H)-one derivatives 12a-n were designed and prepared through an intramolecular cyclization reaction and evaluated for in vitro anticancer activity. Among the synthesized compounds, 6,7-methylenedioxy-4-(2,4-dimethoxyphenyl)quinolin-2(1H)-one (12e) displayed potent cytotoxicity against several different tumor cell lines at a sub-micromolar level. Furthermore, results of fluorescence-activated cell sorting (FACS) analysis suggested that 12e induced cell cycle arrest in the G2/M phase accompanied by apoptosis in HL-60 and H460 cells. This action was confirmed by Hoechst staining and caspase-3 activation. Due to their easy synthesis and remarkable biological activities, 4-phenylquinolin-2(1H)-one analogs (4-PQs) are promising new anticancer leads based on the quinoline scaffold. Accordingly, compound 12e was identified as a new lead compound that merits further optimization and development as an anticancer candidate.

Novel photosensitized cyclization reactions of ethyl 3-amino-3-phenyl-2- propenoate derivatives to highly substituted pyrroles

Irradiation of nitrogen-saturated acetonitrile solutions containing ethyl 3-amino-3-phenyl-2-propenoate derivatives with the (Z)-configuration [(Z)- 1] and 10-methylacridinium perchlorate (MAP) at wavelengths longer than 340 nm afforded the corresponding pyrrole derivatives in good to high yields without exhibiting a profound effect related to the substituents. An analysis of the Stern-Volmer plots for the fluorescence quenching of MAP by (Z)-1 showed that this sensitizer fluorescence is efficiently quenched, and hence electron transfer is confirmed to be involved in the primary process of the MAPsensitized cyclization reactions of 1.

HETEROCYCLIC COMPOUNDS FOR THE INHIBITION OF PASK

Disclosed herein are new heterocyclic compounds and compositions and their application as pharmaceuticals for the treatment of disease. Methods of inhibiting PAS Kinase (PASK) activity in a human or animal subject are also provided for the treatment of diseases such as diabetes mellitus.

Pronounced steric effects of substituents in the Nazarov cyclization of aryl dienyl ketones

(Chemical Presented) 1,3-'s a crowd: The facility of the AlCl 3-catalyzed Nazarov cyclization of electron-rich aryl dienones was found to be dependent upon the substitution of the diene portion (see scheme). For α,γ-substituted systems, pronoun

CuSO4-catalyzed diazo decomposition in water: a practical synthesis of β-keto esters

CuSO4 was found to be an efficient catalyst for the diazo decomposition of β-hydroxy α-diazoesters in water. 1,2-H shift occurred efficiently to give β-keto esters in high yields. No O-H bond insertion products were identified.