31911-79-2

Basic information

• Product Name: 2-phenyl-2,3-dihydropyrido[2,3-d]pyrimidin-4(1H)-one
• Synonyms: 2-phenyl-2,3-dihydropyrido[2,3-d]pyrimidin-4(1H)-one
• CAS NO: 31911-79-2
• Molecular Weight: 225.25
• Mol File: 31911-79-2.mol

Chemical Properties

• CAS DataBase Reference: 2-phenyl-2,3-dihydropyrido[2,3-d]pyrimidin-4(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenyl-2,3-dihydropyrido[2,3-d]pyrimidin-4(1H)-one(31911-79-2)
• EPA Substance Registry System: 2-phenyl-2,3-dihydropyrido[2,3-d]pyrimidin-4(1H)-one(31911-79-2)

Safety Data

• Hazardous Substances Data: 31911-79-2(Hazardous Substances Data)

Upstream product

• 24517-64-4 2-amino-3-pyridinecarbonitrile 
• 100-52-7 benzaldehyde 
• 13362-26-0 2-aminopyridine-3-carboxylic acid ethyl ester 
• 13438-65-8 2-aminopyridine-3-carboxamide 
• 500-22-1 3-pyridinecarboxaldehyde 
• 28144-70-9 anthranilic acid amide 

Relevant articles and documents

Discovery of potent and selective nonplanar tankyrase inhibiting nicotinamide mimics

Diphtheria toxin-like ADP-ribosyltransferases catalyse a posttranslational modification, ADP-ribosylation and form a protein family of 17 members in humans. Two of the family members, tankyrases 1 and 2, are involved in several cellular processes including mitosis and Wnt/β-catenin signalling pathway. They are often over-expressed in cancer cells and have been linked with the survival of cancer cells making them potential therapeutic targets. In this study, we identified nine tankyrase inhibitors through virtual and in vitro screening. Crystal structures of tankyrase 2 with the compounds showed that they bind to the nicotinamide binding site of the catalytic domain. Based on the co-crystal structures we designed and synthesized a series of tetrahydroquinazolin-4-one and pyridopyrimidin-4-one analogs and were subsequently able to improve the potency of a hit compound almost 100-fold (from 11 μM to 150 nM). The most potent compounds were selective towards tankyrases over a panel of other human ARTD enzymes. They also inhibited Wnt/β-catenin pathway in a cell-based reporter assay demonstrating the potential usefulness of the identified new scaffolds for further development.

Base mediated synthesis of 2-aryl-2,3-dihydroquinazolin-4(1H)-ones from 2-aminobenzonitriles and aromatic aldehydes in water

An environmentally friendly and mild procedure to obtain 2,3-dihydroquinazolin-4(1H)-ones from 2-aminobenzonitriles and aromatic aldehydes has been developed. The reactions took place in water with inorganic base (K3PO4) as the only promoter. Various desired products have been prepared in moderate to good yields under identical conditions. Further transformation of dihydroquinazolinones to quinazolinones was carried out as well with TBHP as the oxidant.

Microwave-assisted synthesis of 2,3-dihydropyrido[2,3-d]pyrimidin-4(1H)- ones catalyzed by DBU in aqueous medium

A clean green, efficient and facile protocol was developed for the synthesis of a series of 2,3-dihydropyrido[2,3-d]pyrimidin-4(1H)-ones in water with good yield by the reaction of 2-amino-nicotinonitriles with carbonyls catalyzed by DBU under microwave i