52579-22-3

Basic information

• Product Name: 6-fluoro-1-pentofuranosyl-1H-indole
• CAS NO: 52579-22-3
• Molecular Formula: C₁₃H₁₄FNO₄
• Molecular Weight: 267.253
• Mol File: 52579-22-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 536.9°C at 760 mmHg
• Flash Point: 278.5°C
• Density: 1.58g/cm³
• Vapor Pressure: 2.33E-12mmHg at 25°C
• Refractive Index: 1.665
• CAS DataBase Reference: 6-fluoro-1-pentofuranosyl-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 6-fluoro-1-pentofuranosyl-1H-indole(52579-22-3)
• EPA Substance Registry System: 6-fluoro-1-pentofuranosyl-1H-indole(52579-22-3)

Safety Data

• Hazardous Substances Data: 52579-22-3(Hazardous Substances Data)

Usage

Chemical compound

6-fluoro-1-pentofuranosyl-1H-indole

Contains

Pentofuranosyl group
Indole ring with a fluoro substituent

Synthetic derivative of

Pentofuranosyl-1H-indole

Pentofuranosyl-1H-indole

Heterocyclic compound
Potential antineoplastic and antiviral activities

Addition of fluoro substituent

May alter biological activity
May enhance potential as a drug candidate

Pentofuranosyl group

Sugar-related moiety
May allow for improved pharmacokinetics and bioavailability

Further research and testing needed to determine

Specific pharmacological properties
Potential therapeutic applications for 6-fluoro-1-pentofuranosyl-1H-indole

Upstream product

• 882043-84-7 1-(2',3'-dideoxy-β-D-glycero-pent-2-enofuranosyl)-6-fluoroindole 
• 136818-43-4 methyl 6-fluoroindole-2-carboxylate 
• 459-57-4 4-fluorobenzaldehyde 
• 3093-97-8 6-fluoro-1H-indole-2-carboxylic acid 
• 399-51-9 6-fluoro-1H-indole 
• 882043-81-4 1-(2'-deoxy-5'-O-tert-butyldiphenylsilyl-3'-O-mesyl-β-D-erythro-pentofuranosyl)-6-fluoroindole 
• 943524-15-0 1-(2'-deoxy-5'-O-tert-butyldiphenylsilyl-β-D-erythro-pentofuranosyl)-6-fluoroindole 
• 882043-78-9 1-(2'-deoxy-β-D-erythro-pentofuranosyl)-6-fluoroindole 
• 882043-75-6 1-[2'-deoxy-3',5'-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-fluoroindole 

Relevant articles and documents

Synthesis and structure of fluoroindole nucleosides

Chemically modified bases are frequently used to stabilize nucleic acids, to study the driving forces for nucleic acid structure formation, and to tune DNA and RNA hybridization conditions. Nucleoside analogues are chemical means to investigate hydrogen bonds, base stacking, and solvation as the three predominant forces that are responsible for the stability of nucleic acids. To obtain deeper insight into the contributions of these interactions to RNA stability, we decided to synthesize some novel nucleic acid analogues where the nucleobases are replaced by fluoroindoles. Fluorinated indoles can be compared with fluorinated benzimidazoles to determine the role of nitrogen in five-membered ring systems. The synthesis of fluoroindole ribonucleosides as well as the X-ray crystal structures of all synthesized fluoroindole ribonucleosides are reported here. These compounds could also be building blocks for a variety of biologically active RNA analogues.