875924-05-3

Basic information

• Product Name: 1-Pyrrolidinepropanamide, N-[4-[[3,6-bis[(5-chloro-1-oxopentyl)amino]-9-acridinyl]amino]phenyl]-
• CAS NO: 875924-05-3
• Molecular Formula: C36H42Cl2N6O3
• Molecular Weight: 677.674
• Mol File: 875924-05-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-Pyrrolidinepropanamide, N-[4-[[3,6-bis[(5-chloro-1-oxopentyl)amino]-9-acridinyl]amino]phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Pyrrolidinepropanamide, N-[4-[[3,6-bis[(5-chloro-1-oxopentyl)amino]-9-acridinyl]amino]phenyl]-(875924-05-3)
• EPA Substance Registry System: 1-Pyrrolidinepropanamide, N-[4-[[3,6-bis[(5-chloro-1-oxopentyl)amino]-9-acridinyl]amino]phenyl]-(875924-05-3)

Safety Data

• Hazardous Substances Data: 875924-05-3(Hazardous Substances Data)

Upstream product

• 145531-28-8 3,6-diazido-9-chloroacridine 
• 100-01-6 4-nitro-aniline 
• 7766-38-3 N-(4-nitrophenyl) acrylamide 
• 42832-87-1 3,6-diaminoacridin-9(10H)-one 
• 875924-02-0 3,6-diazido-9-{4'-[3''-(pyrrolidin-1-yl)propanamido]anilino}acridine 
• 145531-27-7 3,6-diazido-10H-acridin-9-one 
• 851651-95-1 N-(4-nitro-phenyl)-3-(pyrrolidin-1-yl)-propionamide 
• 393570-64-4 N-(4-amino-phenyl)-3-(pyrrolidin-1-yl)-propionamide 
• 875924-03-1 3,6-diamino-9-{4'-[3''-(pyrrolidin-1-yl)propanamido]anilino}acridine 
• 1575-61-7 5-Chlorovaleroyl chloride 

Relevant articles and documents

Trisubstituted acridines as G-quadruplex telomere targeting agents. Effects of extensions of the 3,6- and 9-side chains on quadruplex binding, telomerase activity, and cell proliferation

The synthesis is reported of a group of 3,6,9-trisubstituted acridine compounds as telomeric quadruplex-stabilizing ligands with systematic variations at the 3-, 6-, and 9-positions. A new microwave-assisted methodology has been developed for trisubstituted acridine synthesis. Structure-activity relationships are reported using surface plasmon resonance and a fluorescence melting assay to examine quadruplex binding, together with a telomerase inhibition assay. These reveal relationships between G-quadruplex stabilization and telomerase inhibition and optimal 3,6- and 9-substituent side-chain lengths for maximal activity. Qualitative molecular modeling using molecular dynamics simulations has been undertaken on four quadruplex-DNA complexes. Long-term exposure of MCF7 cancer cells to a subset of the most active compounds, at doses lower than the IC50 values, showed that one compound produced a marked decrease in population growth, accompanied by senescence, which is consistent with telomere targeting by this agent.