1474049-96-1

Basic information

• Product Name: (Z)-N-(3-((1H-pyrrol-2-yl)methylene)-2-oxoindolin-6-yl)-2-oxo-1-phenyl-1,2-dihydropyridine-3-carboxamide
• Synonyms: (Z)-N-(3-((1H-pyrrol-2-yl)methylene)-2-oxoindolin-6-yl)-2-oxo-1-phenyl-1,2-dihydropyridine-3-carboxamide
• CAS NO: 1474049-96-1
• Molecular Weight: 422.443
• Mol File: 1474049-96-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (Z)-N-(3-((1H-pyrrol-2-yl)methylene)-2-oxoindolin-6-yl)-2-oxo-1-phenyl-1,2-dihydropyridine-3-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-N-(3-((1H-pyrrol-2-yl)methylene)-2-oxoindolin-6-yl)-2-oxo-1-phenyl-1,2-dihydropyridine-3-carboxamide(1474049-96-1)
• EPA Substance Registry System: (Z)-N-(3-((1H-pyrrol-2-yl)methylene)-2-oxoindolin-6-yl)-2-oxo-1-phenyl-1,2-dihydropyridine-3-carboxamide(1474049-96-1)

Safety Data

• Hazardous Substances Data: 1474049-96-1(Hazardous Substances Data)

Upstream product

• 868171-81-7 2-oxo-1-phenyl-1,2-dihydropyridine-3-carboxylic acid 
• 868171-80-6 methyl 1-(phenyl)-2-oxo-1,2-dihydropyridine-3-carboxylate 
• 25991-27-9 methyl 2-oxo-2H-pyrane-3-carboxylate 
• 1003-29-8 2-pyrrole aldehyde 
• 1621689-35-7 C₂₀H₁₅N₃O₃ 
• 62-53-3 aniline 

Relevant articles and documents

Bioisosteric replacement of an acylureido moiety attached to an indolin-2-one scaffold with a malonamido or a 2/4-pyridinoylamido moiety produces a selectively potent Aurora-B inhibitor

Bioisosteric replacement of acylureido moiety in 6-acylureido-3- pyrrolylmethylidene-2-oxoindoline derivatives resulted in a series of malonamido derivatives with indolin-2-one scaffold (11-14). Further conformational restrictions of the malonamido moiety led to 2-oxo-1,2-dihydropyridine (21-25) or a 4-oxo-1,4-dihydropyridine derivatives (31-36). 4-Oxo-1,4-dihydropyridine derivatives were more potent Aurora B inhibitors than their 2-oxo-1,2- dihydropyridine counterparts and demonstrated cytotoxicities against A549 and HepG2 cells in the submicromolar range. In A549 cells, 31h decreased phosphorylation of histone H3, triggered polyploidy, induced expression of pro-apoptotic Fas and FasL with subsequent activation of caspase 8, resulting into apoptosis. In a Huh7-xenograft mouse model, 31h demonstrated potent in vivo efficacy with a daily dose of 5 mg/kg.