757962-01-9

Upstream product

• 757961-96-9 (4-methoxy-3-nitro-phenyl)-(3,4-dimethoxy-phenyl)-methanone 
• 757962-00-8 (4-methoxy-3-nitro-phenyl)-(3,4,5-trimethoxy-phenyl)-methanol 
• 123-11-5 4-methoxy-benzaldehyde 
• 31680-08-7 4-methoxy-3-nitrobenzaldehyde 
• 133095-91-7 3,4,5-trimethoxyphenylmagnesium bromide 

Downstream Products

• 701910-49-8 (3-amino-4-methoxyphenyl)(3,4,5-trimethoxyphenyl)methanone 
• 1609084-21-0 (E)-N-(2-methoxy-5-(3,4,5-trimethoxybenzoyl)phenyl)-3-(3,4,5-trimethoxyphenyl)acrylamide 
• 1609084-22-1 (E)-3-(3,4-dimethoxyphenyl)-N-(2-methoxy-5-(3,4,5-trimethoxybenzoyl)phenyl)acrylamide 
• 1609084-23-2 (E)-N-(2-methoxy-5-(3,4,5-trimethoxybenzoyl)phenyl)-3-(4-methoxyphenyl)acrylamide 
• 1609084-24-3 (E)-N-(2-methoxy-5-(3,4,5-trimethoxybenzoyl)phenyl)-3-(3-methoxyphenyl)acrylamide 
• 1609084-25-4 (E)-N-(2-methoxy-5-(3,4,5-trimethoxybenzoyl)phenyl)-3-(3-(prop-2-ynyloxy)phenyl)acrylamide 
• 1609084-26-5 (E)-3-(4-fluorophenyl)-N-(2-methoxy-5-(3,4,5-trimethoxybenzoyl)phenyl)acrylamide 
• 1609084-27-6 (E)-N-(2-methoxy-5-(3,4,5-trimethoxybenzoyl)phenyl)-3-(4(trifluoromethyl)phenyl)acrylamide 
• 1609084-28-7 (E)-3-(4-fluoro-3-methoxyphenyl)-N-(2-methoxy-5-(3,4,5-trimethoxybenzoyl)phenyl)acrylamide 
• 1609084-29-8 (E)-N-(2-methoxy-5-(3,4,5-trimethoxybenzoyl)phenyl)-3-(3-(trifluoromethoxy)phenyl)acrylamide 
• 1609084-30-1 (E)-3-(3,4-difluorophenyl)-N-(2-methoxy-5-(3,4,5-trimethoxybenzoyl)phenyl)acrylamide 
• 1609084-31-2 (E)-3-(4-aminophenyl)-N-(2-methoxy-5-(3,4,5-trimethoxybenzoyl)phenyl)acrylamide 
• 1070195-65-1 1-(4'-methoxy-3'-nitrophenyl)-1-(3'',4'',5''-trimethoxyphenyl)ethylene 

Relevant academic research and scientific papers

A fluorine scan of a tubulin polymerization inhibitor isocombretastatin A-4: Design, synthesis, molecular modelling, and biological evaluation

A novel series of tubulin polymerization inhibitors, based on fluorinated derivatives of isocombretastatin A-4 was synthesized with the goal of evaluating the effect of these compounds on the proliferative activity. The introduction of fluorine atom was performed on the phenyl ring or at the linker between the two aromatic rings. The modification of isoCA-4 by introduction of difluoromethoxy group at the para-position (3i) and substitution of the two protons of the linker by two fluorine atoms (3m), produced the most active compounds in the series, with IC50 values of 0.15–2.2 nM (3i) and 0.1–2 nM (3m) respectively, against a panel of six cancer cell lines. Compounds 3i and 3m had greater antiproliferative activity in comparison with references CA-4 or isoCA-4, the presence of fluorine group leads to a significant enhancement of the antiproliferative activity. Molecular docking studies indicated that compounds 3i and 3m occupy the colchicine binding site of tubulin. Evaluation of cytotoxicity in Human noncancer cells indicated that the compounds 3i and 3m were practically ineffective in quiescent peripheral blood lymphocytes, and may have a selective antiproliferative activity against cancer cells. Analyses of cell cycle distribution, and morphological microtubules organization showed that compound 3m induced G2/M phase arrest and, dramatically disrupted the microtubule network.

Synthesis and biological evaluation of cinnamido linked benzophenone hybrids as tubulin polymerization inhibitors and apoptosis inducing agents

A new class of hybrid molecules containing cinnamide subunit linked to benzophenone as inhibitors of tubulin polymerization were synthesized and evaluated for their anticancer potential. These hybrids exhibit anticancer activity with IC50 values ranging from 0.06 to 16.3 μM. Compounds 4f and 4g possessing fluoro and trifluoromethyl on the cinnamido subunit showed significant cytotoxic activity with IC50 values 0.06 and 0.09 μM against HeLa cell line, respectively. These compounds showed cell cycle arrest at G2/M phase of the cell cycle and inhibited tubulin polymerization followed by activation of caspase-3 activity and apoptotic cell death. Further in vitro tubulin polymerization assay showed that the level of tubulin inhibition was comparable to that of 2a for the compounds 4f and 4g. Moreover, Hoechst 33258 staining and DNA fragmentation assay suggested that these compounds induce cell death by apoptosis. Overall, the current study demonstrates that the synthesis of benzophenone linked cinnamide subunit conjugates as promising anticancer agents with G2/M arrest and apoptotic-inducing ability via targeting tubulin.

Isocombretastatins A: 1,1-Diarylethenes as potent inhibitors of tubulin polymerization and cytotoxic compounds

Isocombretastatins A are 1,1-diarylethene isomers of combretastatins A. We have synthesized the isomers of combretastatin A-4, deoxycombretastatin A-4, 3-amino-deoxycombretastatin A-4 (AVE-8063), naphthylcombretastatin and the N-methyl- and N-ethyl-5-indo

Diphenylethylene compounds and uses thereof

The present invention relates to Diphenylethylene Compounds and compositions comprising a Diphenylethylene Compound. The present invention also relates to methods for preventing or treating various diseases and disorders by administering to a subject in need thereof one or more Diphenylethylene Compounds. In particular, the invention relates to methods for preventing or treating cancer or an inflammatory disorder by administering to a subject in need thereof one or more Diphenylethylene Compounds. The present invention further relates to articles of manufacture and kits comprising one or more Diphenylethylene Compounds.

Synthesis and structure-activity relationships of 3-aminobenzophenones as antimitotic agents

A new series of 3-aminobenzophenone compounds as potent inhibitors of tubulin polymerization was discovered based on the mimic of the aminocombretastatin molecular skeleton. Lead compounds 5 and 11, with alkoxy groups at the C-4 position of B-ring, were p