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

Description

(2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxy-2-(hydroxymethyl)tetrahydrofuran-2-carbonitrile (non-preferred name) is a complex organic compound featuring a tetrahydrofuran ring and a pyrimidine ring. It is characterized by the presence of a hydroxymethyl group and a carbonitrile group on the tetrahydrofuran ring, as well as an amino and oxopyrimidine group on the pyrimidine ring. This unique structure and the functional groups it contains may endow it with potential applications in various fields such as pharmaceuticals, biotechnology, and organic synthesis. Further research and testing are required to fully explore its capabilities and effects.

Uses

Used in Pharmaceutical Industry:
(2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxy-2-(hydroxymethyl)tetrahydrofuran-2-carbonitrile (non-preferred name) may be utilized as a pharmaceutical agent due to its complex structure and functional groups, which could be harnessed for the development of new drugs or drug candidates. Its potential use in this industry would be driven by the need to explore novel chemical entities with unique mechanisms of action or improved therapeutic profiles.
Used in Biotechnology Industry:
In the biotechnology sector, (2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxy-2-(hydroxymethyl)tetrahydrofuran-2-carbonitrile (non-preferred name) could be employed as a component in the design of bioactive molecules or as a building block in the synthesis of complex biologically relevant compounds. Its potential use here would stem from the need to innovate and create new biotechnological products with enhanced properties or functions.
Used in Organic Synthesis:
(2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxy-2-(hydroxymethyl)tetrahydrofuran-2-carbonitrile (non-preferred name) may also find application in organic synthesis as an intermediate or a precursor in the synthesis of other complex organic molecules. Its utility in this field would be based on the versatility of its structure and the possibility of further chemical modifications to access a range of novel compounds.

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).