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Antiviral API
- Arenavirus
- Cytomegalovirus (CMV)
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- Endogenous Metabolite
- Enterovirus (EV)
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- Antiviral intermediates
Zalcitabine
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| Category | Human immunodeficiency Virus (HIV) |
| CAS | 7481-89-2 |
| Description | Zalcitabine is a nucleoside analog HIV reverse transcriptase inhibitor (NARTI). |
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 |
