131086-23-2

Basic information

• Product Name: 4-amino-1-[(2S,5R)-2-(hydroxymethyl)-3-oxido-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one
• Synonyms: 1-(2-Hydroxymethyl-3-oxo-1,3-oxathiolan-5-yl)-cytosine;2(1H)-Pyrimidinone, 4-amino-1-[2-(hydroxymethyl)-3-oxido-1,3-oxathiolan-5-yl]-, (2A,5A)-
• CAS NO: 131086-23-2
• Molecular Formula: C₈H₁₁N₃O₄S
• Molecular Weight: 245.2556
• Mol File: 131086-23-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 601.7°C at 760 mmHg
• Flash Point: 317.7°C
• Density: 1.93g/cm³
• Vapor Pressure: 5.5E-17mmHg at 25°C
• Refractive Index: 1.817
• CAS DataBase Reference: 4-amino-1-[(2S,5R)-2-(hydroxymethyl)-3-oxido-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-amino-1-[(2S,5R)-2-(hydroxymethyl)-3-oxido-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one(131086-23-2)
• EPA Substance Registry System: 4-amino-1-[(2S,5R)-2-(hydroxymethyl)-3-oxido-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one(131086-23-2)

Safety Data

• Hazardous Substances Data: 131086-23-2(Hazardous Substances Data)

Upstream product

• 134678-17-4 lamivudine 
• 131086-21-0 (+/-)-cis-N-<2-(hydroxymethyl)-1,3-oxathiolan-5-yl>cytosine 

Relevant articles and documents

4′-Modified Pyrimidine Nucleosides as Potential Anti-hepatitis C Virus (HCV) Agents

Herein, we have investigated novel pyrimidine nucleosides bearing a 4'-carboxyl functionality (6-10, 13 and 15) as anti-HCV agents. In this new class of compounds, 7, 9, 10 and 15 demonstrated in vitro anti-HCV activity similar to or better than a known anti-HCV drug, ribavirin. In this work, we also, surprisingly, identified a 3'-sulfoxide analog of 3′-thiacytidine (16), obtained as a side product during the synthesis of 15, as a potent inhibitor of HCV replication at the concentration similar to that of ribavirin. No detectable in vitro cytotoxicity was observed for the investigated compounds up to the highest concentration tested.

PROCESS FOR THE PREPARATION OF CIS-NUCLEOSIDE DERIVATIVE

The present invention relates to a novel and stereoselective synthetic process for the preparation of optically active cis-nucleoside derivatives of compound of Formula (I), wherein R3 represents H, F, Cl, C1-16 alkyl.