Idoxuridine

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Structural formula
Structural formula of idoxuridine
General
Non-proprietary name Idoxuridine
other names
  • 2'-deoxy-5-iodo-uridine
  • 1 - [(2 R , 4 S , 5 R ) -4-hydroxy-5-hydroxymethyl-oxolan-2-yl] -5-iodo-pyrimidin-2,4-dione ( IUPAC )
Molecular formula C 9 H 11 IN 2 O 5
Brief description

White dust

External identifiers / databases
CAS number 54-42-2
EC number 200-207-8
ECHA InfoCard 100,000.189
PubChem 5905
ChemSpider 5694
DrugBank DB00249
Wikidata Q409765
Drug information
ATC code

D06 BB01 , J05 AB02 , S01 AD01

properties
Molar mass 354.10 g · mol -1
Physical state

firmly

Melting point

190 ° C

solubility

poor in water (1.6 g l −1 at 20 ° C)

safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances
07 - Warning 08 - Dangerous to health

danger

H and P phrases H: 315-319-335-341-361d
P: 261-281-302 + 352-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Idoxuridine ( 2′-deoxy-5-iodo-uridine ) is a biochemical analogue of the nucleoside uridine . It consists of 5-ioduracil and deoxyribose .

It is used as an antiviral (e.g. Virunguent ® ) against herpes simplex viruses . According to Coster et al. it is said to have a similar effectiveness as acyclovir . Idoxurin acts as an antagonist of thymidine in the DNA synthesis of viruses .

Individual evidence

  1. ↑ a b c d data sheet (+) - 5-Iodo-2'-deoxyuridine, 98% Template: link text check / apostrophe from AlfaAesar, accessed on December 7, 2019 ( PDF )(JavaScript required) .
  2. ↑ Data sheet Idoxuridine from Acros, accessed on December 19, 2019.
  3. ↑ DJ Coster, KR Wilhelmus, R. Michaud, BR Jones: A comparison of acyclovir and idoxuridine as treatment for ulcerative herpetic keratitis , in: Br J Ophthalmol. , 1980 , 64  (10), pp. 763-765 ( PMC 1043812 (free full text); PMID 7000170 ).