84716-73-4

Usage

Uses

Used in Organic Synthesis:
(4-methoxyphenyl)(5,6,7-trimethoxyisoquinolin-1-yl)methanone is used as a building block in organic synthesis for the creation of more complex organic compounds. Its unique structure, which includes both methoxyphenyl and trimethoxyisoquinolin-1-yl groups, allows it to be a versatile component in the synthesis of various organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (4-methoxyphenyl)(5,6,7-trimethoxyisoquinolin-1-yl)methanone is used as a precursor in the development of new drugs. Its distinct chemical properties may contribute to the discovery of novel therapeutic agents, particularly in the areas of medicinal chemistry where it could be utilized to create compounds with specific biological activities.
Used in Medicinal Chemistry:
(4-methoxyphenyl)(5,6,7-trimethoxyisoquinolin-1-yl)methanone is employed as a research tool in medicinal chemistry to explore its potential as a lead compound for drug discovery. Its structural features may offer insights into the design of new pharmaceuticals with improved efficacy and selectivity for targeted biological pathways.

Upstream product

• 5489-20-3 (4-methoxyphenyl)(5,6,7-trimethoxy-3,4-dihydroisoquinolin-1-yl)methanone 
• 3937-16-4 2-(2,3,4-trimethoxyphenyl)ethylamine 
• 13664-92-1 2,2-dibromo-1-(4-methoxyphenyl)ethanone 
• 36982-71-5 5,6,7-trimethoxyisoquinoline 
• 123-11-5 4-methoxy-benzaldehyde 
• 47439-73-6 5,6,7-trimethoxy-1-(4-methoxy-benzyl)-3,4-dihydro-isoquinoline 

Relevant academic research and scientific papers

Novel total syntheses of oxoaporphine alkaloids enabled by mild Cu-catalyzed tandem oxidation/aromatization of 1-Bn-DHIQs

Novel total syntheses of oxoaporphine alkaloids such as liriodenine, dicentrinone, cassameridine, lysicamine, oxoglaucine and O-methylmoschatoline were developed. The key step of these total syntheses is Cu-catalyzed conversion of 1-benzyl-3,4-dihydro-isoquinolines (1-Bn-DHIQs) to 1-benzoyl-isoquinolines (1-Bz-IQs) via tandem oxidation/aromatization. This novel Cu-catalyzed conversion has been studied in detail, and was successfully used for constructing the 1-Bz-IQ core.

Transition metal-free Minisci reaction promoted by NCS, and TBHP: Acylation of heteroarenes

A method for acylation for heteroarenes under metal-free conditions has been described using NCS as an additive and TBHP as an oxidant. This method has been successfully employed in acylation of a variety of aldehyde with heteroarenes. The application of the method has been illustrated in synthesizing isoquinoline derived natural products. This strategy provides an efficient, mild and inexpensive method for acylation of heteroarenes.

A divergent approach to benzylisoquinoline-type and oxoaporphine alkaloids via regioselective direct ring metalation of alkoxy isoquinolines

Methoxy- and benzyloxy-substituted isoquinolines are regioselectively metalated at C-1 with the Knochel-Hauser base, subsequent trapping with aromatic aldehydes gives aryl(isoquinolin-1-yl)carbinols as building blocks for divergent syntheses of different types of benzylisoquinoline alkaloids. Photochemical cyclization of ortho-bromo analogues under reductive conditions gives oxoaporphine alkaloids. Nine benzylisoquinoline alkaloids and two oxoaporphine alkaloids were obtained in two or three steps from appropriate isoquinolines.

A transition metal-free Minisci reaction: Acylation of isoquinolines, quinolines, and quinoxaline

Transition metal-free acylation of isoquinoline, quinoline, and quinoxaline derivatives has been developed employing a cross dehydrogenative coupling (CDC) reaction with aldehydes using substoichiometric amount of TBAB (tetrabutylammonium bromide, 30 mol %) and K2S2O 8 as an oxidant. This intermolecular acylation of electron-deficient heteroarenes provides an easy access and a novel acylation method of heterocyclic compounds. The application of this CDC strategy for acylation strategy has been illustrated in synthesizing isoquinoline-derived natural products.

Synthesis of isoquinoline alkaloids via oxidative amidation-bischler- napieralski reaction

A straightforward synthesis of -keto amides by coupling primary amines with aryl dibromoethanones under oxidative amidation conditions has been developed. The -keto amides were then subjected to heterocyclodehydration reaction under Bischler-Napieralski conditions followed by aromatization with DBU provided 1-benzoyl isoquinolines in a two-stage process. Utilizing this methodology, isoquinoline alkaloids such as thalmicrinone, papavaraldine, and pulcheotine A were synthesized in excellent yields. Georg Thieme Verlag Stuttgart · New York.

Stilbene derivatives as anticancer agents

The present invention relates to stilbene derivatives which possess utility as anti-cancer agents. The compounds can be used to treat cancers which are susceptible to treatment therewith, and can be utilized in a method of treating such cancers. Pharmaceu

Synthesis and Evaluation of Analogues of (Z)-1-(4-Methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)ethene as Potential Cytotoxic and Antimitotic Agents

A series of stilbenes has been prepared and tested for cytotoxicity in the five human cancer cell lines A-549 non-small cell lung, MCF-7 breast, HT-29 colon, SKMEL-5 melanoma, and MLM melanoma.The cis stilbenes 6a-f proved to be cytotoxic in all five cell