Thursday, March 21, 2019

2',3'-Dideoxycytidine

2',3'-Dideoxycytidine
Name2',3'-Dideoxycytidine
Aliaszalcitabine; Dideoxycytidine; ddCyd
CAS  No.7481-89-2
FormulaC9H13N3O3
Weight211.221 g/mol
UsagePharmaceuticals/Intermediates
AppearanceWhite powder
Analysis Of Product
TestsSpecificationsResults
Assay (HPLC)>98%98.80%
Flash Point204.8ºCConform
Boiling Point415ºC at 760 mmHgConform
Relative Density1.57 g/cm3Conform
Melting Point210-218 ºC216 ºC
Refractive Index78 ° (C=0.5, H2O)Conform
A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by hydrogen. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. The compound is a potent inhibitor of HIV replication at low concentrations, acting as a chain-terminator of viral DNA by binding to reverse transcriptase. Its principal toxic side effect is axonal degeneration resulting in peripheral neuropathy.

PHYSICAL DESCRIPTION: White crystalline powder. Odorless. 

Zalcitabine (2′-3′-dideoxycytidine, ddC), also called dideoxycytidine, is a nucleoside analog reverse transcriptase inhibitor (NRTI) sold under the trade name Hivid. Zalcitabine was the third antiretroviral to be approved by the Food and Drug Administration (FDA) for the treatment of HIV/AIDS. It is used as part of a combination regimen.

Zalcitabine appears less potent than some other nucleoside RTIs, has an inconvenient three-times daily frequency and is associated with serious adverse events. For these reasons, it is now rarely used to treat human immunodeficiency virus (HIV), and it has even been removed from pharmacies entirely in some countries.

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