1133205-22-7

Upstream product

• 877603-48-0 trimethyl{[4-(propan-2-yloxy)phenyl]ethynyl}silane 
• 91142-24-4 1-ethynyl-4-isopropoxybenzene 
• 43192-31-0 2-bromo-4-methoxybenzaldehyde 
• 98447-30-4 2-bromo-4-methoxy-1-nitrobenzene 
• 1133205-23-8 C₁₈H₁₇NO₄ 

Downstream Products

• 1606147-89-0 2-(4-isopropoxyphenyl)-5-methoxyindol-3-one 

Relevant academic research and scientific papers

2-Aryl-3H-indol-3-ones: Synthesis, electrochemical behaviour and antiplasmodial activities

The synthesis of indolone derivatives and their antiplasmodial activity in vitro against Plasmodium falciparum at the blood stage are described. The 2-aryl-3H-indol-3-ones were synthesized via deoxygenation of indolone-N-oxides. Electrochemical behaviour, antiplasmodial activity and cytotoxicity on human tumor cell lines were compared to those of indolone-N-oxides. The antiplasmodial IC50 (concentrations at 50% inhibition) of these compounds ranged between 49 and 1327 nM. Among them, the 2-(4-dimethylaminophenyl)-5-methoxy- indol-3-one, 7, had the best antiplasmodial activity in vitro (IC50 = 49 nM; FcB1 strain) and selectivity index (SI (CC50 MCF7/IC 50 FcB1) = 423.4). Thus, the hits identified in this deoxygenated series correspond to their structural homologs in the N-oxide series with comparable electrochemical behaviour at the nitrogen-carbon double bond.

Synthesis and antiplasmodial activity of new indolone N-Oxide derivatives

A series of 66 new indolone-N-oxide derivatives was synthesized with three different methods. Compounds were evaluated for in vitro activity against CQ-sensitive (3D7), CQ-resistant (FcB1), and CQ and pyrimethamine cross-resistant (K1) strains of Plasmodium falciparum (P.f.), aswell as for cytotoxic concentration (CC50) on MCF7 and KB human tumor cell lines. Compound 26 (5-methoxy-indolone-N-oxide analogue) had the most potent antiplasmodial activity in vitro (50 MCF7/IC50 FcB1: 14623; CC50 KB/IC50 3D7: 198823). In in vivo experiments, compound 1 (dioxymethylene derivatives of the indolone-N-oxide) showed the best antiplasmodial activity against Plasmodium berghei, 62% inhibition of the parasitaemia at 30 mg/kg/day. 2009 American Chemical Society.