901118-27-2

Basic information

• Product Name: (2-amino-thiophen-3-yl)-(3,4,5-trimethoxy-phenyl)-methanone
• Synonyms: (2-amino-thiophen-3-yl)-(3,4,5-trimethoxy-phenyl)-methanone
• CAS NO: 901118-27-2
• Molecular Weight: 293.343
• Mol File: 901118-27-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2-amino-thiophen-3-yl)-(3,4,5-trimethoxy-phenyl)-methanone(CAS DataBase Reference)
• NIST Chemistry Reference: (2-amino-thiophen-3-yl)-(3,4,5-trimethoxy-phenyl)-methanone(901118-27-2)
• EPA Substance Registry System: (2-amino-thiophen-3-yl)-(3,4,5-trimethoxy-phenyl)-methanone(901118-27-2)

Safety Data

• Hazardous Substances Data: 901118-27-2(Hazardous Substances Data)

Upstream product

• 40018-26-6 1,4-dithiane-2,5-diol 
• 50606-35-4 3-(3',4',5'-trimethoxyphenyl)-3-oxopropanenitrile 

Downstream Products

• 901118-52-3 2-[5-bromo-3-(3,4,5-trimethoxybenzoyl)thiophen-2-yl]isoindole-1,3-dione 
• 901118-55-6 2-[5-iodo-3-(3,4,5-trimethoxybenzoyl)thiophen-2-yl]isoindole-1,3-dione 
• 901118-59-0 2-[5-(4-methylphenyl)-3-(3,4,5-trimethoxybenzoyl)thiophen-2-yl]isoindole-1,3-dione 
• 901118-63-6 2-[5-(2-methoxyphenyl)-3-(3,4,5-trimethoxybenzoyl)thiophen-2-yl]isoindole-1,3-dione 
• 901118-56-7 2-[5-(4-chlorophenyl)-3-(3,4,5-trimethoxybenzoyl)thiophen-2-yl]isoindole-1,3-dione 
• 901118-62-5 2-[5-(3-methoxyphenyl)-3-(3,4,5-trimethoxybenzoyl)thiophen-2-yl]isoindole-1,3-dione 
• 901118-61-4 2-[5-(4-methoxyphenyl)-3-(3,4,5-trimethoxybenzoyl)thiophen-2-yl]isoindole-1,3-dione 
• 901118-58-9 2-[5-(4-fluorophenyl)-3-(3,4,5-trimethoxybenzoyl)thiophen-2-yl]isoindole-1,3-dione 
• 901118-57-8 2-[5-(3,4-dichlorophenyl)-3-(3,4,5-trimethoxybenzoyl)thiophen-2-yl]isoindole-1,3-dione 
• 901118-60-3 2-[5-(4-trifluoromethylphenyl)-3-(3,4,5-trimethoxybenzoyl)thiophen-2-yl]isoindole-1,3-dione 
• 1309872-46-5 2-[5-(2-phenylethynyl)-3-(3,4,5-trimethoxybenzoyl)-thiophen-2-yl]-isoindole-1,3-dione 
• 1309872-68-1 C₂₀H₂₁NO₄S₂ 

Relevant articles and documents

Synthesis of novel antimitotic agents based on 2-amino-3-aroyl-5-(hetero) arylethynyl thiophene derivatives

Microtubules are dynamic structures that play a crucial role in cellular division and are recognized as an important target for cancer therapy. In search of new compounds with strong antiproliferative activity and simple molecular structure, a new series of 2-amino-3-(3′,4′,5′- trimethoxybenzoyl)-5-(hetero)aryl ethynyl thiophene derivatives was prepared by the Sonogashira coupling reaction of the corresponding 5-bromothiophenes with several (hetero)aryl acetylenes. When these compounds were analyzed in vitro for their inhibition of cell proliferation, the 2- and 3-thiophenyl acetylene derivatives were the most powerful compounds, both of which exerted cytostatic effects at submicromolar concentrations. In contrast, the presence of a more flexible ethyl chain between the (hetero)aryl and the 5-position of the thiophene ring resulted in significant reduction in activity relative to the 5-(hetero)aryl acetylene substituted derivatives. The effects of a selected series of compounds on cell cycle progression correlated well with their strong antiproliferative activity and inhibition of tubulin polymerization. We found that the antiproliferative effects of the most active compounds were associated with increase of the proportion of cells in the G2/M and sub-G 1 phases of the cell cycle.