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84472-85-5,MFCD00870324
Catalog No.:AA00G292

84472-85-5 | 3'-AZIDO-2',3'-DIDEOXYURIDINE

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5mg
≥95%
in stock  
$128.00   $89.00
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10mg
≥95%
in stock  
$230.00   $161.00
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25mg
≥95%
in stock  
$476.00   $333.00
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50mg
≥95%
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$762.00   $533.00
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  • Technical Information
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA00G292
Chemical Name:
3'-AZIDO-2',3'-DIDEOXYURIDINE
CAS Number:
84472-85-5
Molecular Formula:
C9H12N5O4+
Molecular Weight:
254.2227
MDL Number:
MFCD00870324
SMILES:
OCC1OC(CC1N=[N+]=N)n1ccc(=O)[nH]c1=O
Properties
Computed Properties
 
Complexity:
444  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
3  
XLogP3:
-0.3  

Literature

Title: Synthesis and evaluation of 3'-azido-2',3'-dideoxypurine nucleosides as inhibitors of human immunodeficiency virus.

Journal: Bioorganic & medicinal chemistry letters 20100101

Title: Simultaneous determination of 3'-azido-2',3'-dideoxyuridine and novel prodrugs in rat plasma by liquid chromatography.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20031005

Title: 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.

Journal: Antiviral chemistry & chemotherapy 20030901

Title: Determination of 3'-azido-2',3'-dideoxyuridine in maternal plasma, amniotic fluid, fetal and placental tissues by high-performance liquid chromatography.

Journal: Journal of chromatography. B, Biomedical sciences and applications 20010505

Title: Nucleoside conjugates. 15. Synthesis and biological activity of anti-HIV nucleoside conjugates of ether and thioether phospholipids.

Journal: Journal of medicinal chemistry 19960426

Title: Brain targeting of anti-HIV nucleosides: synthesis and in vitro and in vivo studies of dihydropyridine derivatives of 3'-azido-2',3'-dideoxyuridine and 3'-azido-3'-deoxythymidine.

Journal: Journal of medicinal chemistry 19900801

Title: Synthesis and anti-HIV evaluation of 2',3'-dideoxyribo-5-chloropyrimidine analogues: reduced toxicity of 5-chlorinated 2',3'-dideoxynucleosides.

Journal: Journal of medicinal chemistry 19900601

Title: Phosphorylation of 3'-azido-2',3'-dideoxyuridine and preferential inhibition of human and simian immunodeficiency virus reverse transcriptases by its 5'-triphosphate.

Journal: Antimicrobial agents and chemotherapy 19891001

Title: Synthesis and antiviral activity of several 2,5'-anhydro analogues of 3'-azido-3'-deoxythymidine, 3'-azido-2',3'-dideoxyuridine, 3'-azido-2',3'-dideoxy-5-halouridines, and 3'-deoxythymidine against human immunodeficiency virus and Rauscher-murine leukemia virus.

Journal: Journal of medicinal chemistry 19890801

Title: 5-Chloro-substituted derivatives of 2', 3'-didehydro-2',3'-dideoxyuridine, 3'-fluoro-2',3'-dideoxyuridine and 3'-azido-2',3'-dideoxyuridine as anti-HIV agents.

Journal: Biochemical pharmacology 19890315

Title: Replication of human immunodeficiency virus in monocytes. Granulocyte/macrophage colony-stimulating factor (GM-CSF) potentiates viral production yet enhances the antiviral effect mediated by 3'-azido-2'3'-dideoxythymidine (AZT) and other dideoxynucleoside congeners of thymidine.

Journal: The Journal of experimental medicine 19890301

Title: Structure-activity relationships of pyrimidine nucleosides as antiviral agents for human immunodeficiency virus type 1 in peripheral blood mononuclear cells.

Journal: Journal of medicinal chemistry 19890301

Title: Synthesis and anti-HIV activity of different sugar-modified pyrimidine and purine nucleosides.

Journal: Journal of medicinal chemistry 19881001

Title: Synthesis and antiviral activity of various 3'-azido analogues of pyrimidine deoxyribonucleosides against human immunodeficiency virus (HIV-1, HTLV-III/LAV).

Journal: Journal of medicinal chemistry 19880201

Title: Synthesis and antiviral activity of various 3'-azido, 3'-amino, 2',3'-unsaturated, and 2',3'-dideoxy analogues of pyrimidine deoxyribonucleosides against retroviruses.

Journal: Journal of medicinal chemistry 19870201

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