85236-95-9

Basic information

• Product Name: Uridine, 3'-amino-2',3'-dideoxy-5-fluoro-
• CAS NO: 85236-95-9
• Molecular Formula: C9H12FN3O4
• Molecular Weight: 245.21
• Mol File: 85236-95-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Uridine, 3'-amino-2',3'-dideoxy-5-fluoro-(CAS DataBase Reference)
• NIST Chemistry Reference: Uridine, 3'-amino-2',3'-dideoxy-5-fluoro-(85236-95-9)
• EPA Substance Registry System: Uridine, 3'-amino-2',3'-dideoxy-5-fluoro-(85236-95-9)

Safety Data

• Hazardous Substances Data: 85236-95-9(Hazardous Substances Data)

Usage

General Description

Uridine, 3'-amino-2',3'-dideoxy-5-fluoro- is a synthetic nucleoside analog that has been studied for its potential antiviral and antitumor properties. It is a modified form of uridine, a natural compound found in RNA, with a 3'-amino group and a 5-fluoro substitution. The 2',3'-dideoxy modification prevents the synthesis of DNA and inhibits viral replication, while the 5-fluoro substitution enhances its antitumor activity. Research has shown that this compound has the potential for use as an antiviral and antitumor agent, although further studies are needed to fully understand its mechanisms of action and potential therapeutic applications.

Upstream product

• 51-21-8 5-fluorouracil 
• 52450-18-7 1-((2R,4S,5S)-4-Amino-5-hydroxymethyl-tetrahydro-furan-2-yl)-4-hydroxy-5-methyl-1H-pyrimidin-2-one 

Downstream Products

• 96699-71-7 3'-<3-(2-chloroethyl)-3-nitrosoureido>-2',3'-dideoxy-5-fluorouridine 

Relevant articles and documents

3'-Amino-2',3'-dideoxyribonucleosides of some pyrimidines: Synthesis and biological activities

3'-Amino-2',3'-dideoxyribonucleosides of thymine, uracil, and 5-iodouracil (1-3) were synthesized from the corresponding 2'-deoxyribonucleosides via the threo-3'-chloro and the erythro-3'-azido derivatives. Corresponding aminonucleosides of 5-bromouracil, 5-chlorouracil, and 5-fluorouracil (4-6) were synthesized enzymatically with 3'-amino-2',3'-dideoxythymidine as the aminopentosyl donor and thymidine phosphorylase (EC 2.4.2.4) as the catalyst. 3'-Amino-2',3'-dideoxycytidine (7) was synthesized by amination of the 3'-azido precursor of 3'-amino-2',3'-dideoxyuridine. The biological activity of 3'-amino-2',3'-dideoxy-5-fluorouridine (6) was notable among this group of aminonucleosides. It had an ED50 of 10 μM against adenovirus and was not appreciably cytotoxic to mammalian cells in culture. It also had activity against some Gram-positive bacteria but not against a variety of Gram-negative bacteria. The other aminonucleosides (1-5 and 7) lacked or exhibited weak antiviral and antibacterial activities. The only compounds in this group that were appreciably toxic to mammalian cells in culture were the thymidine and deoxycytidine analogues (1 and 7).