1356003-65-0

Upstream product

• 385797-51-3 (5Z)-2-(benzylsulfanyl)-5-(4-methoxybenzylidene)-4,5-dihydro-1H-imidazol-4-one 
• 5720-07-0 4-methoxyphenylboronic acid 
• 1356003-61-6 (5Z)-2-(benzylsulfanyl)-3-tert-butoxycarbonyl-5-(4-methoxybenzylidene)-4,5-dihydro-1H-imidazol-4-one 
• 123-11-5 4-methoxy-benzaldehyde 
• 51718-85-5 ethyl 3-(4-methoxyphenyl)propynoate 
• 22265-37-8 4-methoxybenzamidine 
• 874-90-8 4-methoxybenzonitrile 
• 5680-79-5 glycine ethyl ester hydrochloride 
• 54998-29-7 ethyl 4-methoxybenzimidate hydrochloride 
• 100-07-2 4-methoxy-benzoyl chloride 
• 13214-64-7 N-(4-methoxybenzoyl)glycine 

Relevant academic research and scientific papers

Synthesis and biological testing of (5Z)-2-aryl-5-arylmethylidene-3,5-dihydro-4H-imidazol-4-ones as antimitotic agents

Compounds interacting with cell protein tubulin and microtubules represent an important type of antimitotic agents. A series of tubulin-targeted 2-aryl-4-benzoyl-imidazoles were reported to possess high cytotoxicity, and so, we prepared a series of structural isomers of these to be evaluated as antimitotic agents. The synthesis of the novel (Z)-2-aryl-5-arylmethylidene-3,5-dihydro-4H-imidazol-4-ones involved coupling of substituted hippuric acids with aromatic aldehydes. Subsequent conversion of the resulting oxazolones to the corresponding imidazolones was carried out under microwave irradiation in the presence of urea and ammonium acetate. The cytotoxicity of the majority of the compounds to human epithelial carcinoma cancer cell line A549 was in the sub-micromolar range and was found to be more sensitive to the substituents on the 5-arylmethylidene fragment than on the 2-aryl ring in general. The cytotoxicities of the synthesized compounds were lower than those of the previously reported isomeric 2-aryl-4-benzoyl-imidazoles, and the basic structure–activity relationships in the isomeric pairs were different. Synthesized (5Z)-5-[(4-bromophenyl)methylidene]-2-(4-methylphenyl)-3,5-dihydro-4H-imidazol-4-one, which had the highest cytotoxicity (IC50?~?440?nM) in the series of novel compounds, had a definite cytostatic effect on the A549 cells, but its antiproliferative properties were not linked to action on the microtubules. This would be an interesting lead compound for additional investigation into the mechanism of cytostatic action, and further structural optimization.

Microwave-assisted synthesis of new 2-aryl and 2-alkylimidazolones and evaluation of their in vitro anticancer activity and their in vivo toxicity on zebrafish embryos

Herein we describe the synthesis of five new 2-aryl and 2-alkylimidazolone derivatives via an effective one-pot synthetic strategy assisted by microwave irradiations which allowed us to access the desired product in a reduced time reaction compared to the

A phosphine-catalyzed preparation of 4-Arylidene-5-imidazolones

A simple and efficient method for constructing 4-arylidene-5-imidazolones was developed using a phosphinecatalyzed tandem umpolung addition and intramolecular cyclization of amidine pronucleophiles on arylpropiolates. The reaction offers a robust route to heterocycle analogues of the fluorescent protein chromophores. (Chemical Equation Presented).

Thiohydantoins: Selective N- and S-functionalization for Liebeskind-Srogl reaction study

Thiohydantoins formed by the Schlack-Kumpf protocol were selectively functionalized at the nitrogen, sulfur, or carbon atom to test the Liebeskind-Srogl reaction possibilities. Georg Thieme Verlag Stuttgart. New York.