Zidovudine

  • CAT Number: A000294
  • CAS Number: 30516-87-1
  • Molecular Formula: C10H13N5O4
  • Molecular Weight: 267.3
  • Purity: ≥95%
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Zidovudine, also known as azidothymidine, is an antiretroviral medication used to prevent and treat HIV/AIDS. It is of the nucleoside analog reverse-transcriptase inhibitor (NRTI) class. Zidovudine inhibits the enzyme (reverse transcriptase) that HIV uses to synthesize DNA, thus preventing viral DNA from forming. Zidovudine was the first breakthrough in AIDS therapy, significantly reducing the replication of the virus and leading to clinical and immunologic improvements. It can also be used to prevent HIV transmission, such as from mother to child during the period of birth or after a needle stick injury. Used by itself in HIV-infected patients, AZT slows HIV replication in patients, but does not stop it entirely.

Catalog Number A000294
CAS Number 30516-87-1
Molecular Formula

C10H13N5O4

Purity 95%
Target Nucleoside Antimetabolite/Analogue
Solubility >8.4mg/mL in DMSO
Storage -20°C
InChI 1S/C10H13N5O4/c1-5-3-15(10(18)12-9(5)17)8-2-6(13-14-11)7(4-16)19-8/h3,6-8,16H,2,4H2,1H3,(H,12,17,18)/t6-,7+,8+/m0/s1
InChIKey HBOMLICNUCNMMY-SPDVFEMOSA-N
SMILES CC1=CN(C(=O)NC1=O)C2CC(C(O2)CO)N=[N+]=[N-]
Reference

1: Cook LB, Rowan AG, Demontis MA, Sagawe S, Gillet NA, Melamed A, Greiller C,
Witkover A, Bangham CRM, Taylor GP. Long-term clinical remission maintained after
cessation of zidovudine and interferon-α therapy in chronic adult T-cell
leukemia/lymphoma. Int J Hematol. 2017 Oct 31. doi: 10.1007/s12185-017-2361-7.
[Epub ahead of print] PubMed PMID: 29090417.
<br>

2: P&#238;rn&#259;u A, Mic M, Neam&#355;u S, Floare CG, Bogdan M. Calorimetric and spectroscopic
studies of the interaction between zidovudine and human serum albumin.
Spectrochim Acta A Mol Biomol Spectrosc. 2017 Oct 10;191:226-232. doi:
10.1016/j.saa.2017.10.032. [Epub ahead of print] PubMed PMID: 29040928.

<br>
3: Alzate Angel JC, Duque Molina MM, García García HI. Zidovudine/Lamivudine vs.
Abacavir/Lamivudine vs. Tenofovir/Emtricitabine in fixed-dose combinations as
initial treatment for HIV patients: a systematic review and network
meta-analysis. Colomb Med (Cali). 2017 Jun 30;48(2):70-81. PubMed PMID: 29021641;
PubMed Central PMCID: PMC5625561.

<br>
4: Ng SMS, Sioson JSP, Yap JM, Ng FM, Ching HSV, Teo JWP, Jureen R, Hill J, Chia
CSB. Repurposing Zidovudine in combination with Tigecycline for treating
carbapenem-resistant Enterobacteriaceae infections. Eur J Clin Microbiol Infect
Dis. 2017 Oct 10. doi: 10.1007/s10096-017-3114-5. [Epub ahead of print] PubMed
PMID: 29019016.
<br>

5: Ramanathan R, Sivanesan K. Investigations on the Influence of Zidovudine in
the Pharmacokinetics of Isoniazid and Its Hepatotoxic Metabolites in Rats. J
Pharm Pract. 2017 Jan 1:897190017735424. doi: 10.1177/0897190017735424. [Epub
ahead of print] PubMed PMID: 29017426.
<br>

6: Serrano-Villar S, Caruana G, Zlotnik A, Pérez-Molina JA, Moreno S. The effects
of maraviroc versus efavirenz in combination with zidovudine/lamivudine on the
CD4/CD8 ratio in treatment-na&#239;ve HIV-infected individuals. Antimicrob Agents
Chemother. 2017 Oct 9. pii: AAC.01763-17. doi: 10.1128/AAC.01763-17. [Epub ahead
of print] PubMed PMID: 28993335.
<br>

7: Joshy KS, Susan MA, Snigdha S, Nandakumar K, Laly AP, Sabu T. Encapsulation of
zidovudine in PF-68 coated alginate conjugate nanoparticles for anti-HIV drug
delivery. Int J Biol Macromol. 2017 Sep 20. pii: S0141-8130(17)30831-0. doi:
10.1016/j.ijbiomac.2017.09.078. [Epub ahead of print] PubMed PMID: 28939525.
<br>

8: Bosire R, Farquhar C, Nduati R, Broliden K, Luchters S, Van de Perre P, De
Vincenzi I, Merkel M, Wachuka V, Mbori-Ngacha D, John-Stewart G, Lohman-Payne B,
Reilly M. Higher Transplacental Pathogen-Specific Antibody Transfer Among
Pregnant Women Randomized to Triple Antiretroviral Treatment Versus Short Course
Zidovudine. Pediatr Infect Dis J. 2017 Aug 19. doi: 10.1097/INF.0000000000001749.
[Epub ahead of print] PubMed PMID: 28834955.
<br>

9: Yan JK, Wang YY, Qiu WY, Wu JY. Construction and characterization of nanosized
curdlan sulfate/chitosan polyelectrolyte complex toward drug release of
zidovudine. Carbohydr Polym. 2017 Oct 15;174:209-216. doi:
10.1016/j.carbpol.2017.06.082. Epub 2017 Jun 23. PubMed PMID: 28821060.

<br>
10: Mashingaidze F, Choonara YE, Kumar P, du Toit LC, Maharaj V, Buchmann E,
Pillay V. Submicron Matrices Embedded in a Polymeric Caplet for Extended
Intravaginal Delivery of Zidovudine. AAPS J. 2017 Aug 4. doi:
10.1208/s12248-017-0130-4. [Epub ahead of print] PubMed PMID: 28779379.

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