23096-10-8

Basic information

• Product Name: N-butyl-9-pentofuranosyl-9H-purin-6-amine
• CAS NO: 23096-10-8
• Molecular Formula: C₁₄H₂₁N₅O₄
• Molecular Weight: 323.3476
• Mol File: 23096-10-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 639°C at 760 mmHg
• Flash Point: 340.3°C
• Density: 1.62g/cm³
• Vapor Pressure: 3.32E-17mmHg at 25°C
• Refractive Index: 1.726
• CAS DataBase Reference: N-butyl-9-pentofuranosyl-9H-purin-6-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-butyl-9-pentofuranosyl-9H-purin-6-amine(23096-10-8)
• EPA Substance Registry System: N-butyl-9-pentofuranosyl-9H-purin-6-amine(23096-10-8)

Safety Data

• Hazardous Substances Data: 23096-10-8(Hazardous Substances Data)

Upstream product

• 2004-06-0 6-Chloropurine riboside 
• 109-73-9 N-butylamine 
• 5987-73-5 2',3',5'-O-triacetyl-6-chloroinosine 
• 58-63-9 Inosine 
• 3181-38-2 2',3',5'-tri-O-acetylinosine 
• 5451-41-2 N⁶-butyladenine 

Downstream Products

• 41111-74-4 N⁶-butyl-O^2'_,O3'-phenylboranediyl-adenosine 
• 41111-75-5 N⁶-butyl-O^{2'_,O3'_{-phenylboranediyl-O}5'}-(toluene-4-sulfonyl)-adenosine 

Relevant articles and documents

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Flow-Synthesis of Nucleosides Catalyzed by an Immobilized Purine Nucleoside Phosphorylase from Aeromonas hydrophila: Integrated Systems of Reaction Control and Product Purification

A purine nucleoside phosphorylase from Aeromonas hydrophyla (AhPNP) was covalently immobilized in a pre-packed stainless steel column containing aminopropylsilica particles via Schiff base chemistry upon glutaraldehyde activation. The resulting AhPNP-IMER (Immobilized Enzyme Reactor, immobilization yield ≈50%) was coupled on-line through a 6-way switching valve to an HPLC apparatus containing an analytical or a semi-preparative chromatographic column. The synthesis of five 6-modified purine ribonucleosides was carried out by continuously pumping the reaction mixture through the AhPNP-IMER until the highest conversion was reached, and then directing the reaction mixture to chromatographic separation. The conditions of the AhPNP-catalyzed transglycosylations (2:1 ratio sugar donor:base acceptor; 10 mM phosphate buffer; pH 7.5; temperature 37 °C, flow rate 0.5 mL min-1) were optimized by a fractional factorial experimental design. Coupling the bioconversion step with the product purification in such an integrated platform resulted in a fast and efficient synthetic process (yield=52-89%; 10 mg) where sample handling was minimized. To date, AhPNP-IMER has retained completely its activity upon 50 reactions in 10 months.

N6-Alkyladenosines: Synthesis and evaluation of in vitro anticancer activity

A series of adenosine analogues differently substituted in N 6-position were synthesized to continue our studies on the relationships between structure and biological activity of iPA. The structures of the compounds were confirmed by standard studies of 1H NMR, MS and elemental analysis. These molecules were then evaluated for their anti-proliferative activity on bladder cancer cells. We found that some of these compounds possess anti-proliferative activity but have no effect on cell invasion and metalloprotease activity.