A nucleoside reverse transcriptase inhibitor
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Zalcitabine

Item No. 16019

Technical Information
Formal Name
2',3'-dideoxy-cytidine
CAS Number
7481-89-2
Synonyms
  • ddC
  • 2’,3’-Dideoxycytidine
  • NSC 606170
  • Ro 24-2027/000
Molecular Formula
C9H13N3O3
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 0.1 mg/mlDMSO: 0.2 mg/mlPBS (pH 7.2): 2 mg/ml
λmax
273 nm
SMILES
OC[C@@H]1CC[C@H](N2C=CC(N)=NC2=O)O1
InChi Code
InChI=1S/C9H13N3O3/c10-7-3-4-12(9(14)11-7)8-2-1-6(5-13)15-8/h3-4,6,8,13H,1-2,5H2,(H2,10,11,14)/t6-,8+/m0/s1
InChi Key
WREGKURFCTUGRC-POYBYMJQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Zalcitabine is a nucleoside reverse transcriptase inhibitor (NRTI).1 It is phosphorylated intracellularly to its active form zalcitabine-5’-triphosphate by the successive actions of deoxycytidine kinase, deoxycytidine monophosphate kinase, and nucleoside diphosphate kinase.2 Zalcitabine reduces the replication of laboratory-adapted and clinical isolates of HIV in a plaque reduction assay (IC50s = 0.013-0.08 µM).3 Formulations containing zalcitabine have been used in the treatment of HIV infection.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Devineni, D., and Gallo, J.M. Zalcitabine. Clinical pharmacokinetics and efficacy. Clin. Pharmacokinet. 28(5), 351-360 (1995).

    2. Anderson, P.L., Nakuda, T.K., and Lichtenstein, K.A. The cellular pharmacology of nucleoside- and nucleotide-analogue reverse-transcriptase inhibitors and its relationship to clinical toxicities. Clin. Infect. Dis. 38(5), 743-753 (2004).

    3. Larder, B.A., Chesebro, B., and Richman, D.D. Susceptibilities of zidovudine-susceptible and -resistant human immunodeficiency virus isolates to antiviral agents determined by using a quantitative plaque reduction assay. Antimicrob. Agents Chemother. 34(3), 436-441 (1990).