Azidothymidine

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Cat.No. 4150 - Azidothymidine | C10H13N5O4 | CAS No. 30516-87-1
Description: Selective reverse transcriptase inhibitor; antiretroviral
Chemical Name: 3'-Azido-3'-deoxythymidine
Purity: ≥99% (HPLC)
Datasheet
Citations
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Literature

Biological Activity

Selective reverse transcriptase inhibitor. Exhibits 100-fold selectivity for HIV reverse transcriptase over DNA polymerase α. Suppresses HIV-1 replication and enhances cell viability in HIV-1 infected T cells. Attenuates growth of multiple myeloma (MM) cells in vitro and reduces growth of MM tumor xenografts in mice. Increases differentiation iPSCs into cortical neurons and reduces the over-proliferation of neural precursors. Orally bioavailable and brain penetrant. Antiretroviral agent. Also decreases CRISPR-mediated homology directed repair (HDR) efficiency.

Licensing Information

Sold for research purposes under agreement from Viiv.

Technical Data

M. Wt 267.24
Formula C10H13N5O4
Storage Store at -20°C
Purity ≥99% (HPLC)
CAS Number 30516-87-1
PubChem ID 35370
InChI Key HBOMLICNUCNMMY-XLPZGREQSA-N
Smiles O=C1N([C@@H]2O[C@H](CO)[C@@H](N=[N+]=[N-])C2)C=C(C)C(N1)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 13.36 50
DMSO 26.72 100

Preparing Stock Solutions

The following data is based on the product molecular weight 267.24. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.74 mL 18.71 mL 37.42 mL
5 mM 0.75 mL 3.74 mL 7.48 mL
10 mM 0.37 mL 1.87 mL 3.74 mL
50 mM 0.07 mL 0.37 mL 0.75 mL

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References

References are publications that support the biological activity of the product.

Mitsuya et al (1985) 3'-Azido-3'-deoxythymidine (BW A509U): an antiviral agent that inhibits the infectivity and cytopathic effect of human T-lymphotropic virus type III/lymphadenopathy-associated virus in vitro. Proc.Natl.Acad.Sci.U.S.A. 82 7096 PMID: 2413459

Furman et al (1986) Phosphorylation of 3'-azido-3'-deoxythymidine and selective interaction of the 5'-triphosphate with human immunodeficiency virus reverse transcriptase. Proc.Natl.Acad.Sci.U.S.A. 83 8333 PMID: 2430286

Broder (2010) The development of antiretroviral therapy and its impact on the HIV-1/AIDS pandemic. Antiviral Res. 85 1 PMID: 20018391

Pereira et al (2013) Azidothymidine is effective against human multiple myeloma: a new use for an old drug? Anticancer Agents Med.Chem. 13 186 PMID: 22931421

Yu et al (2015) Small molecules enhance CRISPR genome editing in pluripotent stem cells. Cell Stem Cell 16 142 PMID: 25658371

Hu et al (2018) The telomerase inhibitor AZT enhances differentiation and prevents overgrowth of human pluripotent stem cell-derived neural progenitors. J.Biol.Chem. 293 8722 PMID: 29628445


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⚠ WARNING: This product can expose you to chemicals including Zidovudine (AZT), which is known to the State of California to cause reproductive toxicity with developmental effects. For more information, go to www.P65Warnings.ca.gov

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