56680-33-2

Basic information

• Product Name: 2H-Indol-2-one, 1,3-dihydro-3-[2-(4-methoxyphenyl)-2-oxoethylidene]-, (3E)-
• CAS NO: 56680-33-2
• Molecular Formula: C17H13NO3
• Molecular Weight: 279.295
• Mol File: 56680-33-2.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2H-Indol-2-one, 1,3-dihydro-3-[2-(4-methoxyphenyl)-2-oxoethylidene]-, (3E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Indol-2-one, 1,3-dihydro-3-[2-(4-methoxyphenyl)-2-oxoethylidene]-, (3E)-(56680-33-2)
• EPA Substance Registry System: 2H-Indol-2-one, 1,3-dihydro-3-[2-(4-methoxyphenyl)-2-oxoethylidene]-, (3E)-(56680-33-2)

Safety Data

• Hazardous Substances Data: 56680-33-2(Hazardous Substances Data)

Upstream product

• 91-56-5 indole-2,3-dione 
• 1777-55-5 (4-methoxyphenacylidene)triphenyl phosphorane 
• 768-60-5 4-methoxyphenylacetylen 
• 42366-35-8 hydroxyimino-N-phenylacetamide 
• 62-53-3 aniline 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 70452-26-5 3-hydroxy-3-(2-(4-methoxyphenyl)-2-oxoethyl)indolin-2-one 

Downstream Products

• 56680-50-3 3-[5-ethoxy-2-(4-methoxy-phenyl)-4,5-dihydro-furan-3-yl]-1,3-dihydro-indol-2-one 
• 56680-49-0 (2c-ethoxy-2,3,4,9-tetrahydro-pyrano[2,3-b]indol-4r-yl)-(4-methoxy-phenyl)-methanone 
• 159862-03-0 (Z)-3-(2-(4-methoxyphenyl)-2-oxoethylidene)indolin-2-one 
• 56680-31-0 1-acetyl-3-[(E)-2-(4-methoxy-phenyl)-2-oxo-ethylidene]-1,3-dihydro-indol-2-one 

Relevant articles and documents

Asymmetric Synthesis of Spirooxindoles with Seven Stereocenters via Organocatalyzed One-pot Three-component Sequential Cascade Reactions

A bifunctional squaramide-catalyzed one-pot three-component Michael/Mannich-Michael/cyclization sequential cascade reaction for the construction of bispirooxindole-spirooxindoles was developed in good yields with excellent stereoselectivities (up to >20:1 dr, 99% ee). A series of original cinnamoyl-3-ylideneoxindoles have been applied to this sequential cascade strategy for the first time. This new strategy provides a process for the enantioselective construction of bispirooxindole-spirooxindoles with seven stereocenters, of which three are quaternary spiro-stereocenters. (Figure presented.).

Design, synthesis and QSAR study of novel isatin analogues inspired Michael acceptor as potential anticancer compounds

Molecular hybridization is considered as an effective tactic to develop drugs for the treatment of cancer. A series of novel hybrid compounds of isatin and Michael acceptor were designed and synthesized on the basis of association principle. These hybrid compounds were tested for cytotoxic potential against human cancer cell lines namely, BGC-823, SGC-7901 and NCI-H460 by MTT assay. Most compounds showed good anti-growth activities in all tested human cancer cells. SAR and QSAR analysis may provide vital information for the future development of novel anti-cancer inhibitors. Notably, compound 6a showed potent growth inhibition on BGC-823, SGC-7901 and NCI-H460 with the IC50 values of 3.6 ± 0.6, 5.7 ± 1.2, 3.2 ± 0.7 μM, respectively. Besides, colony formation assays, wound healing assays and flow cytometry analysis indicated 6a exhibited a potent anti-growth and anti-migration ability in a concentration-dependence manner through arrested cells in the G2/M phase of cell cycle. Moreover, 6a significantly repressed tumor growth in a NCI-H460 xenograft mouse model. Overall, our findings suggested isatin analogues inspired Michael acceptor may provide promising lead compounds for the development of cancer chemotherapeutics.

Synthesis and biological evaluation of spiro[cyclopropane-1,3′-indolin]-2′-ones as potential anticancer agents

Libraries of spiro[cyclopropane-1,3′-indolin]-2′-ones were synthesized and evaluated for their biological activity against five different human cancer cell lines HT-29 (colon cancer), DU-145 (prostate cancer), Hela (cervical cancer), A-549 (Lung cancer),