CAS 117675-21-5

3'-azido-3'-deoxy-5'-O-beta-glucopyranuronosylthymidine

Description:

3'-Azido-3'-deoxy-5'-O-beta-glucopyranuronosylthymidine, commonly known as AZT or zidovudine, is an antiretroviral medication used primarily in the treatment of HIV/AIDS. This compound is a nucleoside reverse transcriptase inhibitor (NRTI) that mimics the natural nucleosides, thereby interfering with viral RNA synthesis. Its structure features an azido group at the 3' position, which is crucial for its mechanism of action, as it prevents the addition of further nucleotides during DNA synthesis. The presence of the glucopyranuronosyl moiety enhances its solubility and bioavailability. AZT is typically administered in its phosphate form, which is activated within the body to exert its therapeutic effects. The compound has been pivotal in HIV treatment regimens, significantly improving the quality of life and longevity for those infected with the virus. However, it can also lead to side effects, including bone marrow suppression and mitochondrial toxicity, necessitating careful monitoring during therapy. Overall, AZT remains a cornerstone in the management of HIV infection.

Formula: C₁₆H₂₁N₅O₁₀

InChI: InChI=1/C16H21N5O10/c1-5-3-21(16(28)18-13(5)25)8-2-6(19-20-17)7(30-8)4-29-15-11(24)9(22)10(23)12(31-15)14(26)27/h3,6-12,15,22-24H,2,4H2,1H3,(H,26,27)(H,18,25,28)/t6?,7-,8?,9+,10+,11-,12+,15?/m1/s1

Synonyms:

• AZT glucuronide
• Gazt
• Zidovudine glucuronide
• Thymidine, 3'-azido-3'-deoxy-5'-O-beta-D-glucopyranuronosyl-
• 2,4(1H,3H)-pyrimidinedione, 1-[(3xi)-3-azido-2,3-dideoxy-5-O-D-glucopyranuronosyl-D-glycero-pentofuranosyl]-5-methyl-
• 3'-Azido-3'-deoxy-5'-O-beta-glucopyranuronosylthymidine

Zidovudine O-β-D-glucuronide

CAS: 117675-21-5

Zidovudine O-β-D-glucuronide

Formula: C₁₆H₂₁N₅O₁₀

Purity: By hplc: 99.89% (Typical Value in Batch COA)

Color and Shape: off-white waxy solid

Molecular weight: 443.37g/mol

Ref: 54-BICL2611

Zidovudine O-β-D-glucuronide

CAS: 117675-21-5

Formula: C₁₆H₂₁N₅O₁₀

Purity: (NMR) ≥ 95.0%

Color and Shape: White to off-white solid

Molecular weight: 443.37

Ref: 7W-GC2870

Zidovudine glucuronide

CAS: 117675-21-5

Zidovudine glucuronide: an NRTI antiretroviral for HIV/AIDS treatment; blocks HIV reverse transcriptase, stops viral DNA formation.

Formula: C₁₆H₂₁N₅O₁₀

Color and Shape: Solid

Molecular weight: 443.37

Ref: TM-T71983