29551-52-8

Basic information

• Product Name: (E)-3-(4-chlorobenzylidene)indolin-2-one
• Synonyms: (E)-3-(4-chlorobenzylidene)indolin-2-one
• CAS NO: 29551-52-8
• Molecular Formula: C₁₅H₁₀ClNO
• Molecular Weight: 256
• Mol File: 29551-52-8.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (E)-3-(4-chlorobenzylidene)indolin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-(4-chlorobenzylidene)indolin-2-one(29551-52-8)
• EPA Substance Registry System: (E)-3-(4-chlorobenzylidene)indolin-2-one(29551-52-8)

Safety Data

• Hazardous Substances Data: 29551-52-8(Hazardous Substances Data)

Upstream product

• 1243657-66-0 1,3-diethyl 2-(2-bromophenylamino)-2-oxoethylphosphonate 
• 104-88-1 4-chlorobenzaldehyde 
• 152302-94-8 N-(2-Iodophenyl)-α-(diethoxyphosphinyl)acetamide 
• 59-48-3 2-oxoindole 
• 104-86-9 4-chlorobenzylamine 
• 91-56-5 indole-2,3-dione 
• 104-87-0 4-methyl-benzaldehyde 

Downstream Products

• 29551-51-7 3-(4-chlorobenzylidene)-1,3-dihydroindol-2-one 
• 131609-35-3 3-(4-chlorobenzyl)-1,3-dihydroindol-2-one 
• 1416008-68-8 tert-butyl 4'-(4-chlorophenyl)-2-oxo-2',5'-diphenyl-2',4'-dihydrospiro[indoline-3,3'-pyrazole]-1-carboxylate 
• 1279108-50-7 (E)-tert-butyl 3-(4-chlorobenzylidene)-2-oxoindoline-1-carboxylate 

Relevant articles and documents

New cell cycle checkpoint pathways regulators with 2-Oxo-indoline scaffold as potential anticancer agents: Design, synthesis, biological activities and in silico studies

3-Arylidene-2-oxo-indoline derivatives are at the heart of a wide range of clinically, medicinally and biologically important compounds among the 2-oxo-indolines. A number of 3-arylidene-2-oxo-indolines have been approved for clinical application. Accordi

3-aryl-indolinones derivatives as antiplasmodial agents: synthesis, biological activity and computational analysis

Malaria is an infectious illness, affecting vulnerable populations in Third World countries. Inspired by natural products, indole alkaloids have been used as a nucleus to design new antimalarial drugs. So, eighteen oxindole derivatives, aza analogues were obtained with moderate to excellent yields. Also, the saturated derivatives of oxindole and aza derivatives via H2/Pd/C reduction were obtained in good yields, leading to racemic mixtures of each compound. Next, the inhibitory activity against P. falciparum of 18 compounds were tested, founding six compounds with IC50 20 μM. The most active of these compounds was 8c; however, their unsaturated derivative 7c was inactive. Then, a structure-activity relationship analysis was done, founding that focused LUMO lobe on the specific molecular zone is related to inhibitory activity against P. falciparum. Finally, we found a potential inhibition of lactate dehydrogenase by oxindole derivatives, using molecular docking virtual screening.

Selective C3-alkenylation of oxindole with aldehydes using heterogeneous CeO2 catalyst

We report herein that a commercially available CeO2 is an active and reusable catalyst for the C3-selective alkenylation of oxindole with aldehydes under solvent-free conditions. This catalytic method is generally applicable to different aromatic and aliphatic aldehydes, giving 3-alkyledene-oxindoles in high yields (87%–99%) and high stereoselectivities (79%–93% to E-isomers). This is the first example of the catalytic synthesis of 3-alkenyl-oxindoles from oxindole and various aliphatic aldehydes. The Lewis acid-base interaction between Lewis acid sites on CeO2 and benzaldehyde was studied by in situ IR. The structure-activity relationship study using CeO2 catalysts with different sizes suggests that defect-free CeO2 surface is the active site for this reaction.