139888-13-4

Basic information

• Product Name: (2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxy-2-(hydroxymethyl)tetrahydrofuran-2-carbonitrile (non-preferred name)
• Synonyms: 4'-Cyano-2'-deoxycytidine
• CAS NO: 139888-13-4
• Molecular Formula: C₁₀H₁₂N₄O₄
• Molecular Weight: 252.2267
• Mol File: 139888-13-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 588.1°C at 760 mmHg
• Flash Point: 309.5°C
• Density: 1.68g/cm³
• Vapor Pressure: 2.79E-16mmHg at 25°C
• Refractive Index: 1.717
• CAS DataBase Reference: (2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxy-2-(hydroxymethyl)tetrahydrofuran-2-carbonitrile (non-preferred name)(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxy-2-(hydroxymethyl)tetrahydrofuran-2-carbonitrile (non-preferred name)(139888-13-4)
• EPA Substance Registry System: (2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxy-2-(hydroxymethyl)tetrahydrofuran-2-carbonitrile (non-preferred name)(139888-13-4)

Safety Data

• Hazardous Substances Data: 139888-13-4(Hazardous Substances Data)

Usage

General Description

The chemical (2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxy-2-(hydroxymethyl)tetrahydrofuran-2-carbonitrile, also known as a non-preferred name, is a compound with a complex structure incorporating a tetrahydrofuran ring and a pyrimidine ring. It has a hydroxymethyl group and a carbonitrile group attached to the tetrahydrofuran ring, and an amino and oxopyrimidine group attached to the pyrimidine ring. (2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxy-2-(hydroxymethyl)tetrahydrofuran-2-carbonitrile (non-preferred name) may have potential applications in pharmaceuticals, biotechnology, or organic synthesis due to its unique structure and functional groups. Further research and testing may be needed to explore its potential uses and effects.

Upstream product

• 149218-10-0 Acetic acid (2R,3S,5R)-2-acetoxymethyl-2-cyano-5-(2-oxo-4-[1,2,4]triazol-1-yl-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 
• 232588-82-8 1-<3-O-(tert-butyldimethylsilyl)-5-O-(tert-butyldiphenylsilyl)-4α-cyano-2-deoxy-β-D-ribo-pentofuranosyl>cytosine 
• 23669-79-6 DMT-dU 
• 951-78-0 2'-deoxyuridine 
• 123606-62-2 5'-O-Benzoyl-2'-desoxy-β-D-ribofuranosyluracil 
• 76223-05-7 1-((2R,4S,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione 
• 139888-10-1 2'-deoxy-4'-cyano-5'-O-acetyluridine 
• 139887-97-1 2’,5’-dideoxy-3’-O-[(1,1-dimethylethyl)dimethylsilyl]-5’-oxouridine 
• 139888-00-9 2'-deoxy-3'-O-t-butyldimethylsilyl-4'-hydroxymethyluridine 
• 139888-02-1 (3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-2-carbaldehyde 
• 139888-14-5 Acetic acid (2R,3S,5R)-2-acetoxymethyl-2-cyano-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 
• 139888-04-3 (3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-2-carbaldehyde oxime 
• 139888-25-8 5'-O-benzoyl-3'-O-tert-butyldimethylsilyloxy-2'-deoxyuridine 
• 139888-08-7 2'-deoxy-3'-O-t-butyldimethylsilyl-4'-cyano-5'-O-acetyluridine 

Relevant articles and documents

Nucleosides and nucleotides. 185. Synthesis and biological activities of 4'α-C-branched-chain sugar pyrimidine nucleosides

A series of 4'α-C-branched-chain pyrimidine nucleosides was synthesized from 2'-deoxycytidine or uridine. In the 2'-deoxycytidine series, the substituent at the 4'α-position affected cytotoxicity against L1210 mouse leukemic cells in vitro in the order Me (23) > CN (22)> C≡CH (21) > CH=CH2 (19) > Et (24) > CH=CHCl (20). However, uridine and cytidine derivatives with ethynyl and cyano groups at the 4'α-position did not show any cytotoxicity. The antiviral activities of these nucleosides against HSV-1, HSV-2, and HIV- 1 in vitro were also examined. Compounds 22 and 23 showed antiviral activities against HSV-1 and HSV-2 without showing significant toxicity to the host cells (MRC-5 cells). Although almost all of the nucleosides showed anti-HIV-1 activities, they were also cytotoxic to the host cells (MT-4).