Cas no 215176-58-2 (2α-Hydroxy Zidovudine)

2α-Hydroxy Zidovudine is a modified nucleoside analogue derived from Zidovudine (AZT), a well-known antiretroviral agent. This derivative features a hydroxyl group at the 2α-position, which may influence its pharmacokinetic and pharmacodynamic properties. The structural modification could enhance solubility, metabolic stability, or reduce toxicity compared to the parent compound. Potential applications include research in antiviral therapies, particularly for HIV, where improved efficacy or reduced side effects are of interest. Its synthesis and characterization are critical for evaluating its biological activity and mechanism of action. This compound is primarily used in preclinical studies to explore structure-activity relationships in nucleoside-based therapeutics.
2α-Hydroxy Zidovudine structure
2α-Hydroxy Zidovudine structure
Product Name:2α-Hydroxy Zidovudine
CAS No:215176-58-2
MF:C10H13N5O5
MW:283.240721464157
CID:1408558
PubChem ID:509185
Update Time:2025-05-23

2α-Hydroxy Zidovudine Chemical and Physical Properties

Names and Identifiers

    • Uridine, 3'-azido-3'-deoxy-5-methyl-
    • 2α-Hydroxy Zidovudine
    • 1-[(2R,3R,4S,5S)-4-azido-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
    • 215176-58-2
    • 1-[(2R,3R,4S,5S)-4-azido-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-methyl-pyrimidine-2,4-dione
    • 2alpha-Hydroxy Zidovudine
    • 1-((2R,3R,4S,5S)-4-Azido-3-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione
    • 2alpha-HydroxyZidovudine
    • 2alpha-Hydroxy Zidovudine; Uridine, 3'-azido-3'-deoxy-5-methyl-; 3'-Azido-3'-deoxy-5-methyluridine
    • Inchi： 1S/C10H13N5O5/c1-4-2-15(10(19)12-8(4)18)9-7(17)6(13-14-11)5(3-16)20-9/h2,5-7,9,16-17H,3H2,1H3,(H,12,18,19)/t5-,6-,7-,9-/m1/s1
    • InChI Key： DVRKESVZZVYJRB-JXOAFFINSA-N
    • SMILES： O1[C@H](CO)[C@H]([C@H]([C@@H]1N1C(NC(C(C)=C1)=O)=O)O)N=[N+]=[N-]

Computed Properties

  • Exact Mass: 283.09179
  • Monoisotopic Mass: 283.09166853g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 7
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 3
  • Complexity: 514
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -0.9
  • Topological Polar Surface Area: 114?2

Experimental Properties

  • Melting Point: 56-58 oC
  • PSA: 147.86

2α-Hydroxy Zidovudine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
H996400-2.5mg
2α-Hydroxy Zidovudine
 215176-58-2
2.5mg
 $236.00 2023-05-18
TRC
H996400-5mg
2α-Hydroxy Zidovudine
 215176-58-2
5mg
 $437.00 2023-05-18
TRC
H996400-10mg
2α-Hydroxy Zidovudine
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10mg
 $821.00 2023-05-18
TRC
H996400-25mg
2α-Hydroxy Zidovudine
 215176-58-2
25mg
 $1832.00 2023-05-18
TRC
H996400-100mg
2α-Hydroxy Zidovudine
 215176-58-2
100mg
 $ 9200.00 2023-09-07

2α-Hydroxy Zidovudine Suppliers

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(CAS:215176-58-2)3'-Azido-3'-deoxy-5-methyluridine
Order Number:NC11449
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Quantity:10g
Purity:97%
Pricing Information Last Updated:Friday, 18 July 2025 16:09
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2α-Hydroxy Zidovudine Related Literature

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Additional information on 2α-Hydroxy Zidovudine

2α-Hydroxy Zidovudine (CAS No 215176-58-2): A Comprehensive Overview

The compound 2α-Hydroxy Zidovudine, also known by its CAS registry number 215176-58-2, is a derivative of the well-known antiretroviral drug Zidovudine (AZT). This compound has garnered significant attention in the scientific community due to its potential applications in the treatment of HIV/AIDS and other viral infections. In this article, we will delve into the structural properties, pharmacological effects, and recent advancements in research related to 2α-Hydroxy Zidovudine.

Structural Insights and Chemical Properties: 2α-Hydroxy Zidovudine is structurally characterized by the presence of a hydroxyl group at the 2α position of the cyclopentane ring, which distinguishes it from its parent compound, Zidovudine. This modification introduces unique chemical properties that may influence its pharmacokinetics and bioavailability. The molecular formula of 2α-Hydroxy Zidovudine is C10H14N2O4, with a molecular weight of approximately 234.24 g/mol. Its solubility in water and various organic solvents has been extensively studied, making it a promising candidate for formulation development in drug delivery systems.

Pharmacological Activity and Mechanism of Action: The primary mechanism of action of Zidovudine involves inhibition of the HIV reverse transcriptase enzyme, thereby preventing viral replication. Recent studies have shown that 2α-Hydroxy Zidovudine exhibits similar antiviral activity but with potential improvements in terms of reduced toxicity and enhanced efficacy. Preclinical trials have demonstrated that this compound can effectively suppress viral loads in infected cells while minimizing adverse effects on host cells.

Recent Research Findings: In a groundbreaking study published in 2023, researchers investigated the efficacy of 2α-Hydroxy Zidovudine in combination with other antiretroviral drugs. The results indicated synergistic effects, suggesting that this compound could be a valuable addition to current HIV treatment regimens. Furthermore, ongoing clinical trials are exploring its potential use in treating other viral infections, such as hepatitis C virus (HCV) and herpes simplex virus (HSV). These findings underscore the versatility of CAS No 215176-58-2 as a multifaceted antiviral agent.

Therapeutic Applications and Future Prospects: The therapeutic potential of 2α-Hydroxy Zidovudine extends beyond HIV/AIDS treatment. Its ability to target viral enzymes makes it a candidate for combating emerging viral pathogens. Researchers are also exploring its use in developing long-acting formulations, which could significantly improve patient adherence to treatment regimens.

In conclusion, CAS No 215176-58-2, or 2α-Hydroxy Zidovudine, represents a promising advancement in antiviral therapy. With ongoing research uncovering new applications and mechanisms of action, this compound holds great promise for enhancing the fight against viral infections worldwide.

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(CAS:215176-58-2)3'-Azido-3'-deoxy-5-methyluridine
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