14365-63-0

Basic information

• Product Name: Uridine, 4',5'-didehydro-5'-deoxy-
• Synonyms: 4',5'-Didehydro-5'-deoxyuridine;Uridine, 4',5'-didehydro-5'-deoxy-;1-(5-Deoxy-beta-D-erythro-pent-4-enofuranosyl)uracil;1-((2R,3R,4S)-3,4-dihydroxy-5-methylenetetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
• CAS NO: 14365-63-0
• Molecular Formula: C₉H₁₀N₂O₅
• Molecular Weight: 226.1861
• Mol File: 14365-63-0.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Uridine, 4',5'-didehydro-5'-deoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Uridine, 4',5'-didehydro-5'-deoxy-(14365-63-0)
• EPA Substance Registry System: Uridine, 4',5'-didehydro-5'-deoxy-(14365-63-0)

Safety Data

• Hazardous Substances Data: 14365-63-0(Hazardous Substances Data)

Usage

Description

Uridine, 4',5'-didehydro-5'-deoxyis a synthetic analog of the naturally occurring nucleoside, uridine. It is a modified form of uridine that lacks a hydrogen atom at the 5' carbon position, making it a 4',5'-didehydro-5'-deoxyderivative. This chemical compound is commonly used as a biochemical research tool to study the effects of uridine depletion on cellular processes. It has also been explored for potential therapeutic applications, particularly in the treatment of neurological and neurodegenerative disorders. Due to its structural modifications, uridine, 4',5'-didehydro-5'-deoxyexhibits altered stability and biological activity compared to natural uridine, making it a valuable tool for scientific and medical research.

Uses

Used in Biochemical Research:
Uridine, 4',5'-didehydro-5'-deoxyis used as a research tool for studying the effects of uridine depletion on cellular processes. Its structural modifications allow for the investigation of the role of uridine in various biological systems and the impact of its absence or alteration on cell function.
Used in Pharmaceutical Development:
Uridine, 4',5'-didehydro-5'-deoxyis used as a potential therapeutic agent for the treatment of neurological and neurodegenerative disorders. Its altered stability and biological activity compared to natural uridine make it a promising candidate for the development of new drugs targeting these conditions.
Used in Drug Delivery Systems:
In the pharmaceutical industry, Uridine, 4',5'-didehydro-5'-deoxycan be used as a component in drug delivery systems to improve the efficacy and targeted delivery of therapeutic agents. Its unique properties may enhance the bioavailability and stability of drugs, particularly those aimed at treating neurological disorders.
Used in Diagnostic Applications:
Uridine, 4',5'-didehydro-5'-deoxycan be employed in diagnostic applications to assess the levels of uridine in biological samples. Its distinct chemical properties may allow for the development of sensitive and specific assays to monitor uridine levels in research and clinical settings.
Used in Nutritional Supplements:
Although not explicitly mentioned in the provided materials, Uridine, 4',5'-didehydro-5'-deoxycould potentially be used in the development of nutritional supplements, particularly those aimed at supporting brain health and cognitive function. Its role in cellular processes and potential therapeutic applications may make it a valuable addition to such products.

Upstream product

• 14365-62-9 1-(2’,3’-di-O-acetyl-β-D-erythro-pent-4’-enofuranosyl)uracil 
• 14842-09-2 2’,3’-di-O-acetyl-5’-deoxy-5’-iodouridine 
• 14259-58-6 1-((2R,3R,4S,5S)-3,4-dihydroxy-5-iodomethyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione 
• 75-09-2 dichloromethane 
• 58-96-8 uridine 

Downstream Products

• 478182-26-2 C₂₃H₁₉N₅O₈ 
• 937255-27-1 C₂₅H₂₄N₂O₉ 
• 478182-28-4 4'-azidocytidine 
• 139442-01-6 1-(4'-azido-β-D-ribofuranosyl)uracil 
• 139419-02-6 4'-azido-2',3'-di-O-benzoyl-5'-deoxy-5'-iodouridine 
• 1613589-22-2 5'-deoxy-5'-iodo-4'-fluoro-2',3'-di-O-benzoyluridine 
• 1613589-23-3 4'-fluoro-2',3'-di-O-benzoyluridine 
• 1613589-28-8 C₂₆H₃₁FN₃O₁₀P 
• 1365255-42-0 C₃₀H₂₃N₅O₉ 
• 690270-09-8 benzoic acid (2R,3S,4R,5R)-2-azido-3,4-dibenzoyloxy-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-tetrahydrofuran-2-ylmethyl ester 

Relevant articles and documents

Ring opening of 4′,5′-epoxynucleosides: A novel stereoselective entry to 4′-C-branched nucleosides

(Matrix presented) Stereoselective synthesis of 4′-α -carbon-substituted nucleosides has been accomplished through epoxidation of 4′,5′-unsaturated nucleosides with dimethyldioxirane (DMDO) and successive SnCl4-promoted ring opening of the resulting 4′,5′-epoxynucleosides with organosilicon reagents.

4'-HALOGEN CONTAINING NUCLEOTIDE AND NUCLEOSIDE THERAPEUTIC COMPOSITIONS AND USES RELATED THERETO

Disclosed are halogen containing nucleotide and nucleoside therapeutic compositions and uses related thereto. In certain embodiments, the disclosure relates to the treatment or prophylaxis of viral infections. Such viral infections can include tongaviridae, bunyaviridae, arenaviridae, coronaviridae, flaviviridae, picornaviridae, Eastern, Western, and Venezuelan Equine Encephalitis (EEE, WEE and VEE, respectively), Chikungunya fever (CHIK), Ebola, Influenza, RSV, and Zika virus infections.

Azido nucleosides and nucleotide analogs

Disclosed herein are 4′-azido-substituted nucleosides, nucleotides and analogs thereof, pharmaceutical compositions that include one or more of 4′-azido-substituted nucleosides, nucleotides and analogs thereof, and methods of synthesizing the same. Also disclosed herein are methods of ameliorating and/or treating a disease and/or a condition, including an infection from a paramyxovirus and/or an orthomyxovirus, with a 4′-azido-substituted nucleoside, a nucleotide and/or an analog thereof. Examples of viral infections include a respiratory syncytial viral (RSV) and influenza infection.

SUBSTITUTED NUCLEOSIDES, NUCLEOTIDES AND ANALOGS THEREOF

Disclosed herein are nucleosides, nucleotides and nucleotide analogs, methods of synthesizing the same and methods of treating diseases and/or conditions such as a Picornavirus and/or Flaviviridae infection with one or more nucleosides, nucleotides and nucleotide analogs.