508179-30-4

Basic information

• Product Name: N-(9-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3,4-dihydroxy-tetrahydro-furan-2-yl}-8-chloro-9H-purin-6-yl)-2-phenoxy-acetamide
• CAS NO: 508179-30-4
• Molecular Weight: 738.197
• Mol File: 508179-30-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-(9-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3,4-dihydroxy-tetrahydro-furan-2-yl}-8-chloro-9H-purin-6-yl)-2-phenoxy-acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(9-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3,4-dihydroxy-tetrahydro-furan-2-yl}-8-chloro-9H-purin-6-yl)-2-phenoxy-acetamide(508179-30-4)
• EPA Substance Registry System: N-(9-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3,4-dihydroxy-tetrahydro-furan-2-yl}-8-chloro-9H-purin-6-yl)-2-phenoxy-acetamide(508179-30-4)

Safety Data

• Hazardous Substances Data: 508179-30-4(Hazardous Substances Data)

Upstream product

• 58-61-7 adenosine 
• 34408-14-5 8-chloroadenosine 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 508179-29-1 N⁶-phenoxyacetyl-8-chloroadenosine 

Downstream Products

• 508179-32-6 N-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-tetrahydro-furan-2-yl]-8-chloro-9H-purin-6-yl}-2-phenoxy-acetamide 
• 508179-31-5 N-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-tetrahydro-furan-2-yl]-8-chloro-9H-purin-6-yl}-2-phenoxy-acetamide 

Relevant articles and documents

Synthesis and hybridization properties of RNA containing 8-chloroadenosine.

8-Chloroadenosine (8-Cl-Ado) has shown potential as a chemotherapeutic agent for the treatment of multiple myeloma and certain leukemias. 8-Cl-Ado treatment leads to a decrease in global RNA levels and incorporation of the analog into cellular RNA in malignant cells. To investigate the effects of 8-Cl-Ado modifications on RNA structure and function, an 8-Cl-Ado phosphoramidite and controlled-pore glass support were synthesized and used to introduce 8-Cl-Ado at internal and 3'- terminal positions, respectively. RNA oligonucleotides containing 8-chloroadenine (8-Cl-A) residues were synthesized and hybridized with complementary RNA strands. Circular dichroism spectroscopy of the resulting RNA duplexes revealed that the modified nucleobase does not perturb the overall A-form helix geometry. The thermal stabilities of 8-Cl-Ado modified duplexes were determined by UV thermal denaturation analysis and were compared with analogous natural duplexes containing standard and mismatched base pairs. The 8-Cl-Ado modification destabilizes RNA duplexes by approximately 5 kcal/mole, approximately as much as a U:U mismatched base pair. The duplex destabilization of 8-Cl-A may result from perturbation of Watson-Crick base pairing induced by conformational preferences of 8-halogenated nucleosides.