10385-57-6

Basic information

• Product Name: 3'-deoxyadenosine N(1)-oxide
• Synonyms: 3'-deoxyadenosine N(1)-oxide
• CAS NO: 10385-57-6
• Molecular Formula: C10H13 N5 O4
• Molecular Weight: 0
• Mol File: 10385-57-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 695.8°Cat760mmHg
• Flash Point: 374.6°C
• Appearance: /
• Density: 1.99g/cm³
• CAS DataBase Reference: 3'-deoxyadenosine N(1)-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-deoxyadenosine N(1)-oxide(10385-57-6)
• EPA Substance Registry System: 3'-deoxyadenosine N(1)-oxide(10385-57-6)

Safety Data

• Hazardous Substances Data: 10385-57-6(Hazardous Substances Data)

Upstream product

• 73-03-0 cordycepin 
• 112237-60-2 3'-deoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 
• 161001-78-1 2',5'-di-O-acetyl-3'-deoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 

Relevant articles and documents

Nucleosides. Part LVI. Aminolysis of carbamates of adenosine and cytidine

The 2-(4-nitrophenyl)ethoxycarbonyl (npeoc) group, introduced 1984 as protecting group for exocyclic amino functions of nucleic-acid bases, reacts with amines under mild conditions to urea derivatives. Treatment of 2',5'-di-O-acetyl-N6-[2-(4-nitrophenyl)ethoxycarbonyl]cordycepin (3) with NH3/MeOH overnight at room temperature affords cordycepin (4) and N6-carbamoylcordycepin (5). Preliminary investigations towards the elucidation of the reaction mechanism indicate that the aminolysis proceeds via an addition-elimination or an isocyanate mechanism, depending on the reaction conditions. The phenoxycarbonyl (phoc) group at N6 or N4 was chosen to study the mild conversion of carbamates with aromatic amines into ureas of adenosine and cytidine, respectively.