Cas No.: | 7481-89-2 |
Chemical Name: | Zalcitabine |
Synonyms: | 4-Amino-1-((2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one;zalcitabine;4-AMINO-1-[(2R,5S)-5-(HYDROXYMETHYL)OXOLAN-2-YL]PYRIMIDIN-2-ONE;1-(2',3'-DIDEOXY-BETA-RIBOFURANOSYL)CYTOSINE;dideoxycytidine;DDC;BETA-D-2',3'-DIDEOXYCYTIDINE;2’,3’-dideoxy-cytidin;2′,3′-Dideoxycytidine;2',3'-Dideoxycytidine;2',3-DIDEOXYCYTIDINE;2,3-DIDEOXYCYTIDINE;[3H]-Zalcitabine;2',3'-Dideoxycytidinene;Cytidine,2',3'-dideoxy;ddC (Antiviral);ddCyd;HIVID;Zalcitibine;Cytidine, 2',3'-dideoxy-;C9H13N3O3;6L3XT8CB3I;1-(2,3-Dideoxy-beta-D-ribofuranosyl)cytosine;WREGKURFCTUGRC-POYBYMJQSA-N;4-amino-1-[(2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2(1H);4-amino-1-[(2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2(1H)-one;DSSTox_CID_3747;DSSTox_RI |
SMILES: | O1[C@]([H])(C([H])([H])O[H])C([H])([H])C([H])([H])[C@]1([H])N1C(N=C(C([H])=C1[H])N([H])[H])=O |
Formula: | C9H13N3O3 |
M.Wt: | 211.2178 |
Purity: | >98% |
Sotrage: | 2 years -20°C Powder, 2 weeks 4°C in DMSO, 6 months -80°C in DMSO |
Description: | Zalcitabine is a potent nucleoside analogue reverse transcriptase inhibitor used in the treatment of HIV infection. |
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[1]. 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[2]. |
References: | 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[1]. 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[2]. |