1147271-24-6

Basic information

• Product Name: 2-amino-8-hydroxy-4-phenyl-5H-indeno[1,2-d]pyrimidin-5-one
• Synonyms: 2-amino-8-hydroxy-4-phenyl-5H-indeno[1,2-d]pyrimidin-5-one
• CAS NO: 1147271-24-6
• Molecular Weight: 289.293
• Mol File: 1147271-24-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-amino-8-hydroxy-4-phenyl-5H-indeno[1,2-d]pyrimidin-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-8-hydroxy-4-phenyl-5H-indeno[1,2-d]pyrimidin-5-one(1147271-24-6)
• EPA Substance Registry System: 2-amino-8-hydroxy-4-phenyl-5H-indeno[1,2-d]pyrimidin-5-one(1147271-24-6)

Safety Data

• Hazardous Substances Data: 1147271-24-6(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 13623-25-1 6-methoxy-2,3-dihydro-1H-inden-1-one 
• 1147271-23-5 2-amino-8-methoxy-4-phenyl-5H-indeno[1,2-d]pyrimidin-5-one 

Downstream Products

• 1147271-25-7 2-amino-8-[2-(4-morpholinyl)ethoxy]-4-phenyl-5H-indeno[1,2-d]pyrimidin-5-one 
• 1229021-55-9 2-amino-4-phenyl-8-(2-(pyrrolidin-1-yl)ethoxy)-5H-indeno[1,2-d]-pyrimidin-5-one 
• 1229021-51-5 C₂₅H₂₈N₄O₂ 
• 1229021-49-1 C₂₃H₂₄N₄O₂ 
• 1229021-47-9 C₂₁H₂₀N₄O₂ 
• 1229021-57-1 C₂₅H₂₄N₄O₂ 
• 1229021-53-7 C₂₄H₂₄N₄O₂ 

Relevant articles and documents

Targeting promoter G-quadruplex DNAs by indenopyrimidine-based ligands

The formation of G-quadruplex structures can regulate telomerase activity and the expression of oncogenes at the transcriptional and translational levels. Therefore, stabilization of G-quadruplex DNA structures by small molecules has been recognized as a promising strategy for anticancer drug therapy. One of the major challenges in this field is to impart stabilizing molecules with selectivity toward quadruplex structures over duplex DNAs, and to maintain specificity toward a particular quadruplex topology. Herein we report the synthesis and binding interactions of indenopyrimidine derivatives, endowed with drug-like properties, with oncogenic promoters of c-myc and c-kit, telomeric and duplex DNAs. The results show specific stabilization of promoter over telomeric quadruplexes and duplex DNAs. Molecular modeling studies support the experimental observations by unraveling the dual binding mode of ligands by exploiting the top and bottom quartets of a G-quadruplex structure. This study underscores the potential of the indenopyrimidine scaffold, which can be used to achieve specific G-quadruplex-mediated anticancer activity.

Optimization of arylindenopyrimidines as potent adenosine A2A/A1 antagonists

Two reactive metabolites were identified in vivo for the dual A2A/A1 receptor antagonist 1. Two strategies were implemented to successfully mitigate the metabolic liabilities associated with 1. Optimization of the arylindenopyrimidines led to a number of amide, ether, and amino analogs having comparable in vitro and in vivo activity.