92233-50-6

Basic information

• Product Name: Aids186752
• Synonyms: Aids186752;Aids-186752;5-(2-Furanyl)-
• CAS NO: 92233-50-6
• Molecular Formula: C₁₃H₁₄N₂O₆
• Molecular Weight: 294.26006
• Product Categories: Bases & Related Reagents;Carbohydrates & Derivatives;Heterocycles;Nucleotides
• Mol File: 92233-50-6.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• Density: 1.518±0.06 g/cm3(Predicted)
• PKA: 8.87±0.10(Predicted)
• CAS DataBase Reference: Aids186752(CAS DataBase Reference)
• NIST Chemistry Reference: Aids186752(92233-50-6)
• EPA Substance Registry System: Aids186752(92233-50-6)

Safety Data

• Hazardous Substances Data: 92233-50-6(Hazardous Substances Data)

Upstream product

• 54-42-2 5-Iodo-2'-deoxyuridine 
• 118486-94-5 2-(tributylstannyl)furan 
• 13331-23-2 fur-2-ylboronic acid 
• 1956-30-5 3',5'-O-diacetyl-5-iodo-2'-deoxyuridine 
• 110-00-9 furan 
• 6165-68-0 thiophene boronic acid 
• 4330-21-6 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride 
• 31356-86-2 1-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-5-iodouracil 
• 127235-40-9 5-furan-2-yl-1-(3,5-di-O-toluyl-β-D-2-deoxyribofuranos-1-yl)uracil 
• 51583-40-5 2-(trimethylstannyl)furan 

Relevant articles and documents

Antiviral and Cytostatic Evaluation of 5-(1-Halo-2-sulfonylvinyl)- and 5-(2-Furyl)uracil Nucleosides

Transition metal-catalyzed halosulfonylation of 5-ethynyl uracil nucleosides provided (E)-5-(1-chloro-2-tosylvinyl)uridines. Tetrabutylammonium fluoride-mediated direct C?H arylation of 5-iodouracil nucleosides with furan or 2-heptylfuran gave 5-furyl-substituted nucleosides without the necessity of using the organometallic substrates. These two classes of 5-substituted uracil nucleosides as well their corresponding ester derivatives were tested against a broad range of DNA and RNA viruses and the human immunodeficiency virus (HIV). The 3′,5′-di-O-acetyl-5-(E)-(1-chloro-2-tosylvinyl)-2′-deoxyuridine (24) inhibited the growth of L1210, CEM and HeLa cancer cells in the lower micromolar range. The (β-chloro)vinyl sulfone 24 and 5-(5-heptylfur-2-yl)-2′-deoxyuridine (10) displayed micromolar activity against varicella zoster virus (VZV). The 5-(5-heptylfur-2-yl) analog 10 and its 3′,5′-di-O-acetyl-protected derivative showed similar activity against the cytomegalovirus (CMV). The 5-(fur-2-yl) derivatives of 2′-deoxyuridine and arabino-uridine inhibited the replication of herpes simplex virus (HSV) TK+ strains while the 5-(5-heptylfur-2-yl) derivative 10 displayed antiviral activity against the parainfluenza virus.

COMPOUNDS, COMPOSITIONS, AND METHODS FOR THE TREATMENT OF DISEASE

This invention relates to compounds and compositions for the induction of expression of a pattern recognition receptor (e.g., STING) and methods of use thereof.

Palladium-catalyzed direct arylation of 5-halouracils and 5-halouracil nucleosides with arenes and heteroarenes promoted by TBAF

The 1-N-benzyl-5-iodo(or bromo)uracil undergoes Pd-catalyzed [Pd 2(dba)3] direct arylation with benzene and other simple arenes in the presence of TBAF in DMF without the necessity of adding any ligands or additives to give 5-arylate