NETIVUDINE

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

Structure Search

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

HIDE SMILES / InChI

Molecular Formula	C12H14N2O6
Molecular Weight	282.2494
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7695306 | https://adisinsight.springer.com/drugs/800001256

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

Patents

Sample Use Guides

In Vivo Use Guide

Three groups of eight elderly volunteers received 400 or 800 mg netivudine or placebo once daily for 8 days.

Route of Administration: Oral

In Vitro Use Guide

The IC50 of Netivudine (882C87) against VZV ranges from 0.6 to 3.8 uM.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:24:56 GMT 2023` Edited by `admin` on `Fri Dec 15 16:24:56 GMT 2023`
Record UNII	F7K51T0Q1W
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NETIVUDINE

Official Name

English

1-.BETA.-D-ARABINOFURANOSYL-5-(1-PROPYNYL)URACIL

Common Name

English

NETIVUDINE [MART.]

Common Name

English

netivudine [INN]

Common Name

English

882C87

Code

English

Netivudine [WHO-DD]

Common Name

English

882C-87

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C97452