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Substance Name: Idoxuridine [USAN:USP:INN:BAN:JAN]
RN: 54-42-2
UNII: LGP81V5245
InChIKey: XQFRJNBWHJMXHO-RRKCRQDMSA-N

Note

  • An analog of DEOXYURIDINE that inhibits viral DNA synthesis. The drug is used as an antiviral agent.

Molecular Formula

  • C9-H11-I-N2-O5

Molecular Weight

  • 354.0949
 

Classification Codes

  • Anti-Infective Agents
  • Antiviral (Ophthalmic)
  • Antiviral Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Mutation Data
  • Nucleic Acid Synthesis Inhibitors
  • Reproductive Effect
  • Tumor Data

Names and Synonyms

Name of Substance

  • Idoxuridine
  • Idoxuridine [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Idoxuridine

Synonyms

  • 1-(2-Deoxy-beta-D-ribofuranosyl)-5-iodouracil
  • 1-beta-D-2'-Deoxyribofuranosyl-5-iodouracil
  • 1beta-D-2'-Deoxyribofuranosyl-5-iodouracil
  • 2'-Deoxy-5-iodouridine
  • 4-24-00-01235 (Beilstein Handbook Reference)
  • 5-Iodo-2'-deoxyuridine
  • 5-Iododeoxyuridine
  • 5-Iodouracil deoxyriboside
  • 5-IUDR
  • 5IUDR
  • AI3-50861
  • Allergan 201
  • Allergan 211
  • Antizona
  • BRN 0030397
  • CCRIS 2827
  • Dendrid
  • EINECS 200-207-8
  • Emanil
  • Heratil
  • Herpesil
  • Herpid
  • Herpidu
  • Herplex
  • Herplex liquifilm
  • HSDB 7479
  • Idexur
  • Idossuridina
  • Idossuridina [DCIT]
  • Idoxene
  • Idoxuridin
  • Idoxuridina
  • Idoxuridina [INN-Spanish]
  • Idoxuridine
  • Idoxuridinum
  • Idoxuridinum [INN-Latin]
  • IDU
  • Idu Oculos
  • Iducher
  • Idulea
  • Iduoculos
  • IDUR
  • Iduridin
  • Iduviran
  • Iododeoxyridine
  • Iodoxuridine
  • IUDR
  • Joddeoxiuridin
  • Kerecid
  • NSC 39661
  • Ophthalmadine
  • SK&F 14287
  • SK&F-14287
  • SKF 14287
  • Spectanefran
  • Stoxil
  • Synmiol
  • UNII-LGP81V5245
  • Uracil, 5-iodo-1-(2-deoxy-beta-D-ribofuranosyl)-
  • Uridine, 5-iodo-2'-deoxy-
  • Virudox

Systematic Names

  • 5-Iodo-2'-deoxyuridine
  • Idoxuridine
  • Uridine, 2'-deoxy-5-iodo-

Registry Numbers

CAS Registry Number

  • 54-42-2

FDA UNII

  • LGP81V5245

Other Registry Numbers

  • 1336-77-2
  • 888-04-0

System Generated Number

  • 0000054422

Structure Descriptors

InChI

1S/C9H11IN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1

InChIKey

XQFRJNBWHJMXHO-RRKCRQDMSA-N

Smiles

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

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1gm/kg (1000mg/kg)   JNCI, Journal of the National Cancer Institute. Vol. 62, Pg. 911, 1979.
mouse LD50 oral > 10gm/kg (10000mg/kg)   Drugs in Japan Vol. -, Pg. 153, 1995.
rat LD50 intraperitoneal 4gm/kg (4000mg/kg)   Advances in Teratology. Vol. 3, Pg. 181, 1968.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 263 deg C   EXP
log P (octanol-water) -0.96 (none)   EXP
Water Solubility 2000 mg/L 25 EXP
Vapor Pressure 1.07E-15 mm Hg 25 EST
Henry's Law Constant 9.71E-19 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 6.82E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.