Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C12H14N2O6 |
| Molecular Weight | 282.2494 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC#CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O)C(=O)NC1=O
InChI
InChIKey=QLOCVMVCRJOTTM-SDNRWEOFSA-N
InChI=1S/C12H14N2O6/c1-2-3-6-4-14(12(19)13-10(6)18)11-9(17)8(16)7(5-15)20-11/h4,7-9,11,15-17H,5H2,1H3,(H,13,18,19)/t7-,8-,9+,11-/m1/s1
Netivudine [882C, 882C87, BW 882, Py-araU, Zonavir®] is an orally active thymidine analogue which was being investigated as a treatment for herpes zoster virus infections. Netivudine is a nucleoside analog with potent, specific activity against varicella-zoster virus. It is approximately seven times as potent as acyclovir with an in vitro 50% inhibitory concentration of 1 to 2 uM.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Nucleic acid related compounds. 40. Synthesis and biological activities of 5-alkynyluracil nucleosides. | 1983 May |
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| Comparative activity of selected antiviral compounds against clinical isolates of varicella-zoster virus. | 1995 Apr |
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| Multiple dose netivudine, a potent anti-varicella zoster virus agent, in healthy elderly volunteers and patients with shingles. | 1996 Mar |
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| Structure-activity relationship of the affinity of 5-substituted uracil nucleoside analogues for varicella-zoster virus thymidine kinase and their activity against varicella-zoster virus. | 1997 Aug |
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| Synthesis and evaluation of some masked phosphate esters of the anti-herpesvirus drug 882C (netivudine) as potential antiviral agents. | 1998 May |
Patents
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NCI_THESAURUS |
C97452
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ACTIVE MOIETY
