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Zalcitabine

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Category Reverse Transcriptases (RTs)
CAS 7481-89-2
Description Zalcitabine is a nucleoside analog HIV reverse transcriptase inhibitor (NARTI).
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Product Information

Synonyms ddC; 2',3'-Dideoxycytidine; Dideoxycytidine; Hivid; NSC 606170; D2C; 4-Amino-1-((2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one
IUPAC Name 4-amino-1-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
Molecular Weight 211.22
Molecular Formula C9H13N3O3
Canonical SMILES C1CC(OC1CO)N2C=CC(=NC2=O)N
InChI 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
InChIKey WREGKURFCTUGRC-POYBYMJQSA-N
Boiling Point 415°C at 760 mmHg
Melting Point 201-204°C
Flash Point 204.8±31.5 °C
Purity ≥95%
Density 1.57 g/cm3
Solubility Soluble in DMSO (Slightly, Heated), Methanol (Slightly), Water (Slightly, Sonicated)
Appearance White to Pale Beige Solid
Application Anti-HIV Agents
Storage Store at 2-8°C
Complexity 327
Exact Mass 211.09569129
Index Of Refraction 1.686
In Vitro Zalcitabine is a dideoxynucleoside antiretroviral agent that is phosphorylated to the active metabolite 2',3'-dideoxycytidine 5'-triphosphate (ddCTP) within both uninfected and HIV-infected cells. At therapeutic concentrations, ddCTP inhibits HIV replication by inhibiting the enzyme reverse transcriptase and terminating elongation of the proviral DNA chain. Zalcitabine exhibits the inhibition effect on the cellular uptake of [3H]-PAH in CHO/hOAT1 cells with an IC50 value of 1.23 mM. Furthermore, the cellular uptake of zalcitabine increased threefold with the enhancement of hOATI activity in CHO/hOAT1 cells.
PSA 90.37000
Target HIV; Reverse Transcriptase
Vapor Pressure 0.0±2.2 mmHg at 25°C
XLogP3-AA -1.3

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