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Key Documents

A4810

Sigma-Aldrich

3′-Azido-2′,3′-dideoxyuridine

≥98% (TLC)

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About This Item

Empirical Formula (Hill Notation):
C9H11N5O4
CAS Number:
Molecular Weight:
253.21
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

Assay

≥98% (TLC)

storage temp.

−20°C

SMILES string

OC[C@H]1O[C@H](C[C@H]1N=[N+]=[N-])N2C=CC(=O)NC2=O

Application

3′-Azido-2′,3′-dideoxyuridine has shown potent anti-HIV activity in vitro.

Biochem/physiol Actions

Inhibitor of HIV replication.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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B F Eriksson et al.
Antimicrobial agents and chemotherapy, 33(10), 1729-1734 (1989-10-01)
3'-Azido-2',3'-dideoxyuridine-5'-triphosphate was found to be a potent and highly selective inhibitor of human immunodeficiency virus type 1 and simian immunodeficiency virus reverse transcriptases. The affinity of 3'-azido-2',3'-dideoxyuridine-5'-triphosphate for the reverse transcriptases was similar to that observed for 3'-azido-3'-deoxythymidine-5'-triphosphate. Both compounds
Linghui Kong et al.
Antiviral chemistry & chemotherapy, 14(5), 263-270 (2003-12-26)
3'-Azido-2', 3'-dideoxyuridine (AZDU, AzddU, CS-87) has been shown to have potent anti-HIV activity in vitro. However, the compound exhibits a relatively short half-life and incomplete oral bioavailability in humans. In an effort to improve the pharmacokinetic properties of AZDU, prodrug
T N Clark et al.
Journal of chromatography. B, Biomedical sciences and applications, 755(1-2), 165-172 (2001-06-08)
3'-Azido-2',3'-dideoxyuridine (AZDU, Azddu, CS-87) is a nucleoside analog of 3'-azido-3'-deoxythymidine (zidovudine, AZT) that has been shown to inhibit human immunodeficiency virus (HIV-1). AZDU is a potential candidate for treatment of pregnant mothers to prevent prenatal transmission of HIV/AIDS to their
Pharmacokinetic evaluation of 3'-azido-2', 3'-dideoxyuridine-5'-O-valinate-hydrochloride as a prodrug of the anti-HIV nucleoside 3'-azido-2', 3'-dideoxyuridine
Kong, L., et al.
Antiviral Chem. Chemother., 14, 263-270 (2003)
K J Doshi et al.
Drug metabolism and disposition: the biological fate of chemicals, 17(6), 590-594 (1989-11-01)
The pharmacokinetics of 3'-azido-3'-deoxythymidine (AZT) and 3'-azido-2',3'-dideoxyuridine (AZddU, CS-87), active anti-HIV compounds, were characterized in uninfected mice. Sensitive and specific HPLC techniques were used to quantitate AZT and AZddU concentrations in serum and brain homogenates following iv doses of 50

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