EPERVUDINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C12H18N2O5
Molecular Weight	270.2817
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)C1=CN([C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)NC1=O

InChI

InChIKey=PHUUXVYXSRZACJ-IVZWLZJFSA-N

InChI=1S/C12H18N2O5/c1-6(2)7-4-14(12(18)13-11(7)17)10-3-8(16)9(5-15)19-10/h4,6,8-10,15-16H,3,5H2,1-2H3,(H,13,17,18)/t8-,9+,10+/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8397468 | https://www.ncbi.nlm.nih.gov/pubmed/7885687

Epervudine (5-isopropyl-2'-deoxyuridine) is an antiviral compound. The antiviral effect of epervudine on herpes viruses (HSV-1 and HSV-2) is based on the sensitivity of virus DNA to nucleases due to epervudine incorporation into the virus DNA and the resulting change in DNA conformation. Virus selectivity is based on virus induced thymidine kinase activity and on HSV induction of polymerase enzymes catalyzing the incorporation. Epervudine (HEVIZOS) ointment is used to treat herpetic skin infections.

Originator

Approval Year

PubMed

Title	Date	PubMed
Synthesis and antitumor and antiviral properties of 5-alkyl-2'-deoxyuridines, 3',5'-cyclic monophosphates, and neutral cyclic triesters.	1986-04	3959027
Differential substrate specificity of DNA polymerase beta and of a DNA polymerase induced by herpes simplex virus type 2 towards thymidine triphosphate analogues.	1984-03	6321635
[Antiviral activity of anomeric 5-substituted 2'-deoxyuridines].	1979-11-01	524857

Patents

Sample Use Guides

In Vivo Use Guide

Epervudine (HEVIZOS) 8 mg/g ointment

Route of Administration: Topical

Name

Type

Language

EPERVUDINE

Official Name

English

HEVIZOS

Preferred Name

English

.BETA.-5-ISOPROPYL-2'-DEOXYURIDINE

Common Name

English

epervudine [INN]

Common Name

English

2'-DEOXY-5-ISOPROPYLURIDINE

Systematic Name

English

Epervudine [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C281