CAS 84472-85-5

3'-azido-2',3'-dideoxyuridine

Description:

3'-Azido-2',3'-dideoxyuridine (commonly known as AZT or zidovudine) is a nucleoside analog that is primarily used as an antiretroviral medication for the treatment of HIV/AIDS. It is characterized by the presence of an azido group at the 3' position and lacks the hydroxyl group at the 2' and 3' positions of the sugar moiety, which is crucial for its mechanism of action. This structural modification allows AZT to inhibit reverse transcriptase, an enzyme critical for viral replication, thereby preventing the synthesis of viral DNA from RNA. AZT is typically administered in its phosphate form, which is activated within the body to exert its therapeutic effects. The compound is soluble in water and exhibits moderate stability under physiological conditions. Its pharmacokinetics involve rapid absorption and distribution, with metabolism primarily occurring in the liver. While effective, AZT can have side effects, including bone marrow suppression and gastrointestinal disturbances, necessitating careful monitoring during treatment. Overall, 3'-azido-2',3'-dideoxyuridine represents a significant advancement in antiviral therapy.

Formula: C₉H₁₁N₅O₄

InChI: InChI=1/C9H11N5O4/c10-13-12-5-3-8(18-6(5)4-15)14-2-1-7(16)11-9(14)17/h1-2,5-6,8,15H,3-4H2,(H,11,16,17)/t5-,6+,8+/m0/s1

Synonyms:

• 1-(2,3-dideoxy-3-triaza-1,2-dien-2-ium-1-ylpentofuranosyl)pyrimidine-2,4(1H,3H)-dione
• NSC 380882
• 3'-Azido-2',3'-dideoxy-1-beta-D-erythro-pentofuranosyluracil
• 3'-N3-ddU
• Navuridine
• 3'-AZIDO-2',3'-DIDEOXYURIDINE
• 3’-Azido-2’,3’-dideoxyuridine, 3’-Azido-ddU, AZDU, AzddU, CS-87
• AzddU
• 3’-Azido-2’,3’-dideoxy uridine v 3’-Azido-ddU, AZDU, AzddU, CS-87, HIV drug
• CS-87
• 3'-AZIDO-2',3'-DIDEOXYURIDINE USP/EP/BP
• AzUrd
• 3'-Azido-2',3'-dideoxy-D-uridine
• 3'-Az-ddU
• 3'-Azido-ddU, AZDU, AzddU

Navuridine

CAS: 84472-85-5

Navuridine

Purity: ≥98%

Molecular weight: 253.22g/mol

Ref: 54-BUP10812

3''-Azido-2'',3''-dideoxyuridine

CAS: 84472-85-5

Ref: 7W-GN4986

Zidovudine Impurity 8 (Navuridine)

CAS: 84472-85-5

Formula: C₉H₁₁N₅O₄

Molecular weight: 253.22

Ref: 4Z-Z-0818

3'-Azido-2',3'-dideoxyuridine

Controlled Product

CAS: 84472-85-5

Applications 3'-Azido-2',3'-dideoxyuridine is an inhibitor of HIV replication.

Formula: C₉H₁₁N₅O₄

Color and Shape: Neat

Molecular weight: 253.215

Ref: TR-A884603

3'-Azido-2',3'-dideoxyuridine

CAS: 84472-85-5

3'-Azido-2',3'-dideoxyuridine is an analog of the nucleoside dideoxyuridine that inhibits HIV replication. It has a high inhibitory dose and low toxicity. 3'-Azido-2',3'-dideoxyuridine is converted to its active form, 3'-azido-2',3'-dideoxythymidine (AZT), by dephosphorylation in human serum. AZT inhibits HIV replication by competing with the natural substrate for viral DNA polymerase, thereby inhibiting synthesis of viral DNA. 3'-Azido-2',3'-dideoxyuridine has been shown to be effective against hepatitis B virus and hepatitis C virus in cell cultures.

Formula: C₉H₁₁N₅O₄

Purity: Min. 95%

Color and Shape: Off-White Powder

Molecular weight: 253.21 g/mol

Ref: 3D-NA05737

Navuridine

CAS: 84472-85-5

Navuridine (AZdU) is an oral active inhibitor of HIV reverse transcriptase with a relatively short half-life.

Formula: C₉H₁₁N₅O₄

Purity: 99.83%

Color and Shape: Solid

Molecular weight: 253.22

Ref: TM-T21474