1427578-96-8

Basic information

• Product Name: 2-(4-hydroxyphenyl)-3-(prop-2-yn-1-yl)quinazolin-4(3H)-one
• Synonyms: 2-(4-hydroxyphenyl)-3-(prop-2-yn-1-yl)quinazolin-4(3H)-one
• CAS NO: 1427578-96-8
• Molecular Weight: 276.294
• Mol File: 1427578-96-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-(4-hydroxyphenyl)-3-(prop-2-yn-1-yl)quinazolin-4(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-hydroxyphenyl)-3-(prop-2-yn-1-yl)quinazolin-4(3H)-one(1427578-96-8)
• EPA Substance Registry System: 2-(4-hydroxyphenyl)-3-(prop-2-yn-1-yl)quinazolin-4(3H)-one(1427578-96-8)

Safety Data

• Hazardous Substances Data: 1427578-96-8(Hazardous Substances Data)

Upstream product

• 1427578-89-9 C₁₉H₁₄N₂O₃ 
• 123-08-0 4-hydroxy-benzaldehyde 
• 1427578-84-4 4-(4-oxo-3,4-dihydroquinazolin-2-yl)phenyl acetate 
• 28144-70-9 anthranilic acid amide 
• 89860-51-5 2-(4-hydroxyphenyl)-4(3H)-quinazolinone 

Downstream Products

• 1427579-90-5 C₃₆H₂₈N₁₀O₄ 
• 1427579-36-9 2-(4-hydroxyphenyl)-3-((1-(4-(2-(3-hydroxyphenyl)-4-oxoquinazolin-3(4H)-yl)butyl)-1H-1,2,3-triazol-4-yl)methyl)quinazolin-4(3H)-one 
• 1427579-34-7 2-(4-hydroxyphenyl)-3-((1-(4-(2-(4-hydroxyphenyl)-4-oxoquinazolin-3(4H)-yl)butyl)-1H-1,2,3-triazol-4-yl)methyl)quinazolin-4(3H)-one 
• 1427579-39-2 2-(4-hydroxyphenyl)-3-(5-(4-((2-(4-hydroxyphenyl)-4-oxoquinazolin-3(4H)-yl)methyl)-1H-1,2,3-triazol-1-yl)pentyl)quinazolin-4(3H)-one 
• 1427579-93-8 C₃₆H₃₁N₇O₄ 
• 1427579-40-5 2-(4-hydroxyphenyl)-3-((1-(6-(2-(4-hydroxyphenyl)-4-oxoquinazolin-3(4H)-yl)hexyl)-1H-1,2,3-triazol-4-yl)methyl)quinazolin-4(3H)-one 

Relevant articles and documents

Plasmin regulation through allosteric, sulfated, small molecules

Plasmin, a key serine protease, plays a major role in clot lysis and extracellular matrix remodeling. Heparin, a natural polydisperse sulfated glycosaminoglycan, is known to allosterically modulate plasmin activity. No small allosteric inhibitor of plasmin has been discovered to date. We screened an in-house library of 55 sulfated, small glycosaminoglycan mimetics based on nine distinct scaffolds and varying number and positions of sulfate groups to discover several promising hits. Of these, a pentasulfated flavonoid-quinazolinone dimer 32 was found to be the most potent sulfated small inhibitor of plasmin (IC50 = 45 μM, efficacy = 100%). Michaelis-Menten kinetic studies revealed an allosteric inhibition of plasmin by these inhibitors. Studies also indicated that the most potent inhibitors are selective for plasmin over thrombin and factor Xa, two serine proteases in coagulation cascade. Interestingly, different inhibitors exhibited different levels of efficacy (40%-100%), an observation alluding to the unique advantage offered by an allosteric process. Overall, our work presents the first small, synthetic allosteric plasmin inhibitors for further rational design.