224797-38-0

Basic information

• Product Name: (-)-(3S,4S,6R,11S,11Sa)-4-Azido-11-bromo-11-methyl-3,6-epoxyperhydropyrimido[6,1-b][1,3]oxacine-8,10-dione
• Synonyms: 3'-Azido-5(S)-bromo-3'-deoxy-6(S)-hydroxy-5',6-anhydrothymidine
• CAS NO: 224797-38-0
• Molecular Formula: C₁₀H₁₂BrN₅O₄
• Molecular Weight: 346.14224
• Mol File: 224797-38-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (-)-(3S,4S,6R,11S,11Sa)-4-Azido-11-bromo-11-methyl-3,6-epoxyperhydropyrimido[6,1-b][1,3]oxacine-8,10-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-(3S,4S,6R,11S,11Sa)-4-Azido-11-bromo-11-methyl-3,6-epoxyperhydropyrimido[6,1-b][1,3]oxacine-8,10-dione(224797-38-0)
• EPA Substance Registry System: (-)-(3S,4S,6R,11S,11Sa)-4-Azido-11-bromo-11-methyl-3,6-epoxyperhydropyrimido[6,1-b][1,3]oxacine-8,10-dione(224797-38-0)

Safety Data

• Hazardous Substances Data: 224797-38-0(Hazardous Substances Data)

Upstream product

• 30516-87-1 3'-azido-2',3'-deoxythymidine 

Relevant articles and documents

Synthesis, lipophilicity and anti-HIV activity of a new brominated analog of zidovudine

A novel cyclic bromine zidovudine analog, (-)-trans-(5S,6S)-5-bromo- 6,5'epoxy-5,6-dihydro-3'-azido-3'-deoxythymidine (2), and its diastereoisomer (+)-trans(5R,6R)-(3) were synthesized and characterized by spectroscopic methods, obtaining 3 in very low yields. The major product 2 presents a selectivity index (CCID50/IC50) similar to zidovudine but 55.5 times with higher lipophilicity, which should increase the ability of 2 to cross the blood-brain barrier by a non facilitated diffusion mechanism.