336119-88-1

Basic information

• Product Name: 4(3H)-Quinazolinone, 2-(1-amino-2-methylpropyl)-7-chloro-3-(phenylmethyl)-
• CAS NO: 336119-88-1
• Molecular Formula: C19H20ClN3O
• Molecular Weight: 341.84
• Mol File: 336119-88-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4(3H)-Quinazolinone, 2-(1-amino-2-methylpropyl)-7-chloro-3-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4(3H)-Quinazolinone, 2-(1-amino-2-methylpropyl)-7-chloro-3-(phenylmethyl)-(336119-88-1)
• EPA Substance Registry System: 4(3H)-Quinazolinone, 2-(1-amino-2-methylpropyl)-7-chloro-3-(phenylmethyl)-(336119-88-1)

Safety Data

• Hazardous Substances Data: 336119-88-1(Hazardous Substances Data)

Upstream product

• 587881-25-2 (±)-2-(1-azido-2-methylpropyl)-3-benzyl-7-chloroquinazolin-4(3H)-one 
• 587881-24-1 (±)-3-benzyl-2-(1-bromo-2-methylpropyl)-7-chloroquinazolin-4(3H)-one 
• 587881-23-0 3-benzyl-7-chloro-2-(2-methylpropyl)-3,4-dihydroquinazolin-4-one 
• 587881-22-9 7-chloro-2-isobutyl-4H-benzo[d][1,3]oxazin-4-one 
• 887636-73-9 C₁₂H₁₄ClNO₃ 
• 108-12-3 isopentanoyl chloride 
• 89-77-0 2-Amino-4-chlorobenzoic acid 

Downstream Products

• 713526-27-3 {2-[1-(3-benzyl-7-chloro-4-oxo-3,4-dihydro-quinazolin-2-yl)-2-methyl-propylamino]-ethyl}-carbamic acid tert-butyl ester 
• 902133-15-7 3-benzyl-2-[(1-(3-tert-butyldiphenylsilyloxy-2-fluoropropyl)amino)-2-methylpropyl]-7-chloroquinazolin-4(3H)-one 
• 1417617-08-3 tert-butyl (3-(N-(1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)-3-fluorobenzamido)propyl)carbamate 
• 1417617-10-7 tert-butyl (3-(N-(1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)-2-fluorobenzamido)propyl)carbamate 
• 1417617-11-8 tert-butyl (3-(N-(1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)-2-fluorobenzamido)propyl)carbamate 
• 1417617-12-9 tert-butyl (3-(N-(1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)-4-nitrobenzamido)propyl)carbamate 
• 1417617-14-1 tert-butyl (3-(N-(1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)-4-nitrobenzamido)propyl)carbamate 
• 336113-53-2 (R)-ispinesib 
• 336113-54-3 (S)-ispinesib 
• 1417617-15-2 C₂₉H₃₀ClFN₄O₂ 
• 1417617-16-3 C₂₉H₃₀ClFN₄O₂ 
• 1417617-18-5 N-(3-aminopropyl)-N-(1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)-3-fluorobenzamide 
• 1417617-04-9 (R)-tert-butyl (3-(N-(1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)-4-fluorobenzamido)propyl)carbamate 
• 1417617-19-6 C₂₉H₃₀ClFN₄O₂ 

Relevant articles and documents

Fluorinated quinazolinones as potential radiotracers for imaging kinesin spindle protein expression

Anti-mitotic anti-cancer drugs offer a potential platform for developing new radiotracers for imaging proliferation markers associated with the mitosis-phase of the cell-cycle. One interesting target is kinesin spindle protein (KSP) - an ATP-dependent motor protein that plays a vital role in bipolar spindle formation. In this work we synthesised a range of new fluorinated-quinazolinone compounds based on the structure of the clinical candidate KSP inhibitor, ispinesib, and investigated their properties in vitro as potential anti-mitotic agents targeting KSP expression. Anti-proliferation (MTT and BrdU) assays combined with additional studies including fluorescence-assisted cell sorting (FACS) analysis of cell-cycle arrest confirmed the mechanism and potency of these biphenyl compounds in a range of human cancer cell lines. Additional studies using confocal fluorescence microscopy showed that these compounds induce M-phase arrest via monoaster spindle formation. Structural studies revealed that compound 20-(R) is the most potent fluorinated-quinazolinone inhibitor of KSP and represents a suitable lead candidate for further studies on designing 18F-radiolabelled agents for positron-emission tomography (PET).