118560-47-7

Basic information

• Product Name: Adenosine,5'-S-(fluoromethyl)-5'-thio- (9CI)
• Synonyms: 5’-deoxy-5’-((monofluoromethyl)thio)adenosine
• CAS NO: 118560-47-7
• Molecular Formula: C₁₁H₁₄FN₅O₃S
• Mol File: 118560-47-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 659.2°Cat760mmHg
• Flash Point: 352.5°C
• Appearance: /
• Density: 1.91g/cm³
• CAS DataBase Reference: Adenosine,5'-S-(fluoromethyl)-5'-thio- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Adenosine,5'-S-(fluoromethyl)-5'-thio- (9CI)(118560-47-7)
• EPA Substance Registry System: Adenosine,5'-S-(fluoromethyl)-5'-thio- (9CI)(118560-47-7)

Safety Data

• Hazardous Substances Data: 118560-47-7(Hazardous Substances Data)

Upstream product

• 119771-16-3 2',3'-Di-O-acetyl-5'-deoxy-5'-(methylthio)adenosine sulfoxide 

Relevant articles and documents

Synthesis and Antiproliferative Effects of Novel 5'-Fluorinated Analogues of 5'-Deoxy-5'-(methylthio)adenosine

5'-Deoxy-5'-adenosine (9) and 5'-deoxy-5'-fluoro-5'-(methylthio)adenosine (10), two novel analogues of 5'-deoxy-5'-(methylthio)adenosine (MTA), have been synthesized and evaluated for their substrate and inhibitory activities toward MTA phosphorylase and for their biological effects in L1210 (MTA phosphorylase deficient) and L5178Y (MTA phosphorylase containing) murine leukemia cell lines.Compound 9 was a potent competitive inhibitor of MTA phosphorylase with a Ki value of 3.3 μM and was also a substrate, with activity approximately 53percent that of MTA.Compound 10 was significantly less inhibitory toward the phosphorylase with a Ki value of 141 μM; its lack of substrate activity was attributed to rapid nonenzymatic degradation.The 50percent growth inhibitory concentrations (48 h) of 9 were 300 and 200 μM in L1210 and L5178Y cells, respectively; for 10, these respective values were 2 and 0.7 μM.The initial characterization of 9 in these systems reveals that it differs from MTA by not acting as a product regulator of the polyamine biosynthetic pathway.