ROPIDOXURIDINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C9H11IN2O4
Molecular Weight	338.0991
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

SMILES

OC[C@H]1O[C@H](C[C@@H]1O)N2C=C(I)C=NC2=O

InChI

InChIKey=XIJXHOVKJAXCGJ-XLPZGREQSA-N

InChI=1S/C9H11IN2O4/c10-5-2-11-9(15)12(3-5)8-1-6(14)7(4-13)16-8/h2-3,6-8,13-14H,1,4H2/t6-,7+,8+/m0/s1

HIDE SMILES / InChI

Description

Idoxuridine is an antiviral agent use in keratitis caused by herpes simplex virus. As a prescription drug it comes as a 0.1% ophthalmic solution/drops (Herplex and Dendrid). The first studies of the compound for treatment of human herpes simplex started in early 1960s. Being a structural analog of thymidine idoxuridine inhibits viral DNA replication by substituting thymidine. The effect of idoxuridine results in the inability of the virus to reproduce and/or infect tissues. Idoxuridine also blocks viral thymidine kinase as its substrate analog.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
DNA 278	Binding Agent 1,064

Conditions

Condition	Modality	Targets	Highest Phase	Product
Herpes simplex keratitis 4	Primary		Approved 8,429	DENDRID

AUC

AUC

Value	Dose	Co-administered	Analyte	Population
139.03 μM × h	4538 mg/m² 1 times / day multiple, intraperitoneal		IDOXURIDINE plasma	Homo sapiens

Sourcing

Sourcing

Show entries

Vendor/Aggregator	ID	URL
3B Scientific (Wuhan) Corp	3B3-060333	http://www.3bsc.com/index/pro_info.php?id=99407
abcr GmbH	AB117388	http://www.abcr.com/shop/en/AB117388
AbMole Bioscience	M5701	http://www.abmole.com/products/idoxuridine.html
Acadechem	ACDS-064138	http://www.acadechemical.com/product/138837
Achemo Scientific Limited	AC-65310	http://www.achemo.com/search/?Keyword= 54-42-2

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PubMed

Show entries

Title	Date	PubMed
Effect of cytosine, arabinoside, iododeoxyuridine, ethyldeoxyuridine, thiocyanatodeoxyuridine, and ribavirin on tail lesion formation in mice infected with vaccinia virus.	1976 Mar	1257248
Radiopharmaceuticals (Strontium 89) and radiosensitizers (idoxuridine).	1998 Nov-Dec	10392098
Comparison of spontaneous and idoxuridine-induced micronuclei by chromosome painting.	1999 Apr 6	10209337
Efficient in-vitro transfer of a 60-Mb mammalian artificial chromosome into murine and hamster cells using cationic lipids and dendrimers.	2001	11592482
Vaccinia virus inhibitors as a paradigm for the chemotherapy of poxvirus infections.	2001 Apr	11292644

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Patents

Sample Use Guides

In Vivo Use Guide

1 drop (0.1% solution) every hour

Route of Administration: Topical

In Vitro Use Guide

Antiviral susceptibility of herpes simplex viruses by idoxuridine was studied in human culture cell line WI-38. Eight concentrations were tested, beginning with 1000 ug/ml and subsequent serial one-fourth dilutions. Mean MIC was 0.5 mg/ml.

Show entries

Name

Type

Language

ROPIDOXURIDINE

Official Name

English

IPDR

Code

English

ROPIDOXURIDINE [USAN]

Common Name