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

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 
• 51583-40-5 2-(trimethylstannyl)furan 
• 13331-23-2 fur-2-ylboronic acid 
• 6165-68-0 thiophene boronic acid 
• 110-00-9 furan 
• 1956-30-5 3',5'-O-diacetyl-5-iodo-2'-deoxyuridine 
• 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 
• 118486-94-5 2-(tributylstannyl)furan 
• 127235-40-9 5-furan-2-yl-1-(3,5-di-O-toluyl-β-D-2-deoxyribofuranos-1-yl)uracil 

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.

Modification of oligodeoxynucleotides by on-column Suzuki cross-coupling reactions

The on-column functionalization of oligodeoxynucleotides via base-free Suzuki cross-coupling reactions is reported herein. These cross-coupling reactions were carried out with various boronic acids and either full-length modified oligonucleotides containi

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.

Water-Soluble Pd-Imidate Complexes: Broadly Applicable Catalysts for the Synthesis of Chemically Modified Nucleosides via Pd-Catalyzed Cross-Coupling

(Figure Presented) A broadly applicable catalyst system consisting of water-soluble Pd-imidate complexes has been enployed for the Suzuki-Miyaura cross-coupling of four different nucleosides in water under mild conditions. The efficient nature of the catalyst system also allowed its application in developing a microwave-assisted protocol with the purpose of expediting the catalytic reaction. Preliminary mechanistic studies, assisted by catalyst poison tests and stoichiometric tests performed using an electrospray ionization spectrometer, revealed the possible presence of a homotopic catalyst system.

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

Efficient synthesis of unprotected C-5-Aryl/Heteroaryl-2'-deoxyuridine via a suzuki-miyaura reaction in aqueous media

Following our previous results on an environmentally benign one-pot Sonogashira-cyclization protocol to obtain substituted furopyrimidine nucleosides under aqueous conditions, we investigate herein the Suzuki-Miyaura cross-coupling reactions of aryl and h

An emissive C analog distinguishes between G, 8-oxoG, and t

A minimally disruptive fluorescent dC analog provides a rapid and non-destructive method for in vitro detection of G, 8-oxoG, and T, the downstream transverse mutation product.

Furan decorated nucleoside analogues as fluorescent probes: synthesis, photophysical evaluation, and site-specific incorporation

The synthesis and photophysical evaluation of modified nucleoside analogues in which a five-membered heterocycle (furan, thiophene, oxazole, and thiazole) is attached to the 5-position of 2′-deoxyuridine are reported. The furan-containing derivative is id

Simple fluorescent pyrimidine analogues detect the presence of DNA abasic sites

A family of simple pyrimidine analogues has been synthesized, and their photophysical properties have been investigated. The most responsive of the family was incorporated in DNA. This isosteric fluorescent DNA analogue monitors denaturation of a DNA dupl

Pyrimidine intermediates

The present invention is directed to compounds of formula (I), STR1 wherein R1 is OH, NH2 ; R2 is a heteroaromatic or aromatic substituent; R3 is H, OH, F, OCH3 ; R4 is H, F, OH or an ether