902777-43-9

Basic information

• Product Name: tert-butyl 4-[N-(2-acetoxymethyl-4-(2,2-dimethylpropionyloxymethyloxy)-7,8-dihydro-6H-cyclopenta[g]quinazolin-6-yl)amino]benzoate
• Synonyms: tert-butyl 4-[N-(2-acetoxymethyl-4-(2,2-dimethylpropionyloxymethyloxy)-7,8-dihydro-6H-cyclopenta[g]quinazolin-6-yl)amino]benzoate
• CAS NO: 902777-43-9
• Molecular Weight: 563.651
• Mol File: 902777-43-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: tert-butyl 4-[N-(2-acetoxymethyl-4-(2,2-dimethylpropionyloxymethyloxy)-7,8-dihydro-6H-cyclopenta[g]quinazolin-6-yl)amino]benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 4-[N-(2-acetoxymethyl-4-(2,2-dimethylpropionyloxymethyloxy)-7,8-dihydro-6H-cyclopenta[g]quinazolin-6-yl)amino]benzoate(902777-43-9)
• EPA Substance Registry System: tert-butyl 4-[N-(2-acetoxymethyl-4-(2,2-dimethylpropionyloxymethyloxy)-7,8-dihydro-6H-cyclopenta[g]quinazolin-6-yl)amino]benzoate(902777-43-9)

Safety Data

• Hazardous Substances Data: 902777-43-9(Hazardous Substances Data)

Upstream product

• 289687-21-4 2-acetoxymethyl-4-(2,2-dimethylpropionyloxymethyloxy)-7,8-dihydro-6H-cyclopenta[g]quinazoline 
• 289687-10-1 2-acetoxymethyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-4-one 
• 501131-95-9 2-hydroxymethyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-4-one 
• 289687-09-8 2-chloromethyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-4-one 
• 159768-26-0 5-amino-6-carboxyindane 
• 902777-41-7 2-acetoxymethyl-6-bromo-4-(2,2-dimethylpropionyloxymethyloxy)-7,8-dihydro-6H-cyclopenta[g]quinazoline 
• 18144-47-3 tert-butyl 4-aminobenzoate 

Downstream Products

• 902777-64-4 tri-tert-butyl N-{4-[N-(2-acetoxymethyl-4-(2,2-dimethylpropionyloxymethyloxy)-7,8-dihydro-6H-cyclopenta[g]quinazolin-6-yl)-N-methylamino]benzoyl}-L-γ-glutamyl-D-glutamate 
• 289687-15-6 tert butyl 4-[N-(2-hydroxymethyl-4-oxo-3,4,7,8-dihydro-6H-cyclopenta[g]quinazolin-6-yl)-N-methylamino]benzoate 
• 902777-44-0 tert-butyl 4-[N-(2-acetoxymethyl-4-(2,2-dimethylpropionyloxymethyloxy)-7,8-dihydro-6H-cyclopenta[g]quinazolin-6-yl)-N-methylamino]benzoate 

Relevant articles and documents

Targeting the α-folate receptor with cyclopenta[g]quinazoline-based inhibitors of thymidylate synthase

The α-FR has been reported to be overexpressed in many carcinomas, in particular those of the ovary and uterus. The high expression of α-FR in some tumours compared with normal tissues has been exploited over the last decade for folate-mediated targeting of macromolecules, anticancer drugs, imaging agents and nucleic acids to cancer cells. CB300638, a cyclopenta[g]quinazoline-based inhibitor of thymidylate synthase (TS), has been reported to have high affinity for the receptor and selectivity for α-FR overexpressing tumour cell lines. In this study, the structural features of the molecule, in particular modifications at the 2-position, have been investigated with respect to TS inhibition, affinity for the α-FR and reduced folate carrier (RFC) and activity in A431-FBP cells (transfected with human α-FR) compared with neo-transfected A431 cells. Compounds 1a,b, 2a,b and 3a,b were synthesised utilising multistep sequences. It was found that the 2-substituent does not affect the affinity for the α-FR; however, it greatly affects selectivity for A431-FBP cells, and suggests that there are factors other than TS inhibition and α-FR affinity that are important for the activity of these compounds. Compound 2b (2-CH2OH derivative) displayed the highest selectivity for the A431-FBP cells compared with A431 cells.