157024-75-4

Usage

Uses

Used in Pharmaceutical Industry:
1-(3,5-BIS-O-(TETRAHYDRO-2H-PYRAN-2-YL)-BETA-D-ARABINOFURANOSYL)-2,4(1H,3H)-PYRIMIDINEDIONE is used as a potential antiviral or antitumor agent for its ability to interfere with nucleic acid synthesis and replication. Its complex structure and potential side effects, however, make it a challenging molecule to work with, and further research is likely needed to fully understand its properties and potential uses.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 1-(3,5-BIS-O-(TETRAHYDRO-2H-PYRAN-2-YL)-BETA-D-ARABINOFURANOSYL)-2,4(1H,3H)-PYRIMIDINEDIONE serves as a subject of study for understanding its interactions with biological targets and its potential as a therapeutic agent. Its complex structure provides a basis for exploring novel mechanisms of action and developing new drug candidates with improved efficacy and safety profiles.
Used in Drug Development:
1-(3,5-BIS-O-(TETRAHYDRO-2H-PYRAN-2-YL)-BETA-D-ARABINOFURANOSYL)-2,4(1H,3H)-PYRIMIDINEDIONE is utilized in drug development as a starting point for designing new molecules with potential antiviral or antitumor activities. Its unique structure may offer insights into the development of more effective and targeted therapies for various diseases.

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 58-96-8 uridine 
• 3736-77-4 2,2'-Anhydrouridine 
• 351523-07-4 3',5'-di-O-(tetrahydropyran-2-yl)-2,2'-O-cyclouridine 

Downstream Products

• 211694-25-6 1-(2-deoxy-2-fluoro-5-iodo-β-D-furanosyl)uracil 
• 245078-06-2 2'-O-allyl-3'-O-tert-butyldimethylsilyl-5'-O-tosyl-araU 
• 245078-07-3 2'-O-allyl-5'-O-tosyl-araU 
• 87418-78-8 1-{(2R,3S,4R,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-1H-pyrimidine-2,4-dione 
• 56287-17-3 2'-deoxy-2'-fluorouridine 
• 10212-20-1 2'-deoxy-2'-fluorocytidine 

Relevant academic research and scientific papers

Synthesis method of 2 ’ -fluoro -2 ’ - deoxyuridine and intermediate thereof

The synthesis method of 2 ’ -fluoro -2 ’ - deoxyuridine is novel in synthetic route, simple and convenient to operate, high in yield, good in safety, free of column chromatography and suitable for industrial production. Among them R is a hydroxyl protecting group, most preferably a tetrahydropyranyl group (THP group) as a hydroxyl protecting group. R is a conventional protecting group for the hydroxyl group in the art, and R THP

3-methyl uridine and 4-methyl cytidine nucleoside compound, synthetic method and its pharmaceutical use

The invention discloses a 3-methyluridine and 4-methylcytidine nucleosides compound and a synthesis method and pharmaceutical application thereof, belonging to the field of medicinal chemistry. The compound has a structural formula as shown in the specification. The compound has the effects of simultaneously modifying sugar rings and basic groups, increasing the activity of the compound and reducing the toxicity, provides a good application prospect for development of like medicines and can be applied to preparation of anti-HBV (Hepatitis B virus) medicines. The synthesis method is simple and feasible and provides conditions for mass synthesis of the compound.

PROCESS FOR PRODUCING 2 -DEOXY-2 -FLUOROURIDINE

1-β-D-Arabinofuranosyluracil in 3',5'-hydroxyl-protected form is reacted with a trifluoromethanesulfonylating agent in the presence of an organic base to convert it into a 2'-triflate form, and then it is reacted with a fluorinating agent containing "a salt or complex formed by an organic base and hydrofluoric acid" to produce 2'-deoxy-2'-fluorouridine in 3',5'-hydroxyl-protected form. A deprotecting agent is further caused to act thereon to obtain 2'-deoxy-2'-fluorouridine. The 2'-deoxy-2'-fluorouridine obtained can efficiently be purified by temporarily converting it into a 3',5'-diacetyl form, recrystallizing the 3',5'-diacetyl form, and then deacetylating it. Thus, high-purity 2'-deoxy-2'-fluorouridine can be produced.

Design, synthesis and enzymatic activity of highly selective human mitochondrial thymidine kinase inhibitors

Highly selective arabinofuranosyl nucleosides, which inhibit the mitochondrial thymidine kinase (TK-2) without affecting the closely related herpes simplex virus type 1 thymidine kinase (HSV-1 TK), varicella-zoster virus thymidine kinase (VZV-TK), cytosolic thymidine kinase (TK-1) or the multifunctional Drosophila melanogaster deoxyribonucleoside kinase (Dm-dNK), have been obtained. SAR studies indicate a close relation between the length of the substituent at the 2′ position of the arabinofuranosyl moiety and the inhibitory activity.

5'-Phosphoramidates and 5'-diphosphates of 2'-O-allyl-β-D- arabinofuranosyl-uracil, -cytosine, and -adenine: Inhibition of ribonucleotide reductase

Continuing our studies on ribonucleotide reductase (RNR) mechanism-based inhibitors, we have now prepared the diphosphates (DP) of 2'-O-allyl-1-β-D- arabinofuranosyl-uracil and -cytosine and 2'-O-allyl-9-β-D-arabinofuranosyl- adenine and evaluated their i

Synthesis and hypnotic and anti-human immunodeficiency virus-1 activities of N3-substituted 2'-deoxy-2'-fluorouridines

Reaction of 9-[3,5-di-O-(tetrahydropyran-2-yl)-β-D- arabinofuranosyl]uracil (2) with diethylaminosulfur trifluoride in the presence of pyridine afforded 2'-deoxy-2'-flouroriboside 3a, from which 2'- deoxy-2'-fluorocytidine (14b) has been synthesized in good yield. Compound 3a was deprotected and subsequently treated with various benzyl halides or 2- chloro-4-fluoroacetophenone to give corresponding N3-substituted 2'-deoxy- 2'-fluorouridines 5a-c and 6. Compounds 5a-c, as well as 6, showed weak hypnotic activity in mice. Compound 4b showed moderate antiviral activity against human immunodeficiency virus-1 but 3b, 5a-c, and 6 were virtually inactive.

The preparation of protected arabinonucleosides

A general procedure is described for the preparation of protected arabinonucleosides.Protection at the 5'-position involves triphenylmethyl groups (DMT and MMT) while the tert-butyldimethylsilyl (TBDMS) group is used to protect the 2'- or 3'-positions.The