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药品详细

Idoxuridine (Idoxuridine )

化学结构式图
中文名
Idoxuridine
英文名
Idoxuridine
分子式
Not Available
化学名
1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodo-1,2,3,4-tetrahydropyrimidine-2,4-dione
分子量
Average: 354.0985
Monoisotopic: 353.971264892
CAS号
54-42-2
ATC分类
D06B 未知;J05A Direct acting antivirals;S01A 抗感染药
药物类型
small molecule
阶段
商品名
Antizona;Dendrid;Emanil;Heratil;Herpe-Gel;Herpes-Gel;Herpesil;Herpid;Herpidu;Herplex;Herplex Liquifilm;Idexur;Idoxene;Idu Oculos;Iducher;Idulea;Iduridin;Iduviran;Joddeoxiuridin;Kerecid;Ophthalmadine;Spectanefran;Stoxil;Synmiol;Virudox;
同义名
5IDU;5IUDR;Allergan 201;Allergan 211;ID2;Idossuridina [DCIT];Idoxuridin;Idoxuridina [INN-Spanish];Idoxuridinum [INN-Latin];IDU;IDUR;Iododeoxyridine;Iodoxuridine;IUDR;
基本介绍

An analog of deoxyuridine that inhibits viral DNA synthesis. The drug is used as an antiviral agent. [PubChem]

生产厂家
  • Alcon laboratories inc
  • Allergan pharmaceutical
  • Glaxosmithkline
封装厂家
参考
Synthesis Reference Not Available
General Reference
  1. Seth AK, Misra A, Umrigar D: Topical liposomal gel of idoxuridine for the treatment of herpes simplex: pharmaceutical and clinical implications. Pharm Dev Technol. 2004 Aug;9(3):277-89. Pubmed
  2. Otto SE: Radiopharmaceuticals (Strontium 89) and radiosensitizers (idoxuridine). J Intraven Nurs. 1998 Nov-Dec;21(6):335-7. Pubmed
  3. Fauth E, Zankl H: Comparison of spontaneous and idoxuridine-induced micronuclei by chromosome painting. Mutat Res. 1999 Apr 6;440(2):147-56. Pubmed
剂型
Form Route Strength
Liquid Topical
Solution / drops Ophthalmic
规格
Unit description Cost Unit
Idoxuridine powder 273.88 USD g
化合物类型
Type small molecule
Classes
  • Glycerol and Derivatives
  • Pyrimidines and Derivatives
Substructures
  • Glycerol and Derivatives
  • Hydroxy Compounds
  • Ethers
  • Aryl Halides
  • Alcohols and Polyols
  • Pyrimidines and Derivatives
  • Heterocyclic compounds
  • Aromatic compounds
  • Furans
  • Cyanamides
适应症
ANTIVIRALS 抗病毒;
药理
Indication For use in keratoconjunctivitis and keratitis caused by herpes simplex virus.
Pharmacodynamics In chemical structure idoxuridine closely approximates the configuration of thymidine, one of the four building blocks of DNA (the genetic material of the Herpes virus). As a result, idoxuridine is able to replace thymidine in the enzymatic step of viral replication or "growth". The consequent production of faulty DNA results in a pseudostructure which cannot infect or destroy tissue. In short, by pre-empting a vital building block in the genetic material of the Herpes simplex virus, Herplex-D topical solution destroys the infective and destructive capacity of the viral material. The virus infected cell may only be attacked during the period of active synthesis of DNA. This occurs early in the development of the Herpes simplex lesion, but at different times in different cells. Therefore, ideally, the affected area should remain saturated with the antiviral agent.
Mechanism of action Idoxuridine acts as an antiviral agent by inhibiting viral replication by substituting itself for thymidine in viral DNA. This in turn inhibits thymidylate phosphorylase and viral DNA polymerases from properly functioning. The effect of Idoxuridine results in the inability of the virus to reproduce or to infect/destroy tissue.
Absorption Systemic absorption is unlikely following ocular administration even when nasolacrimal secretions are swallowed, since vidarabine is rapidly deaminated in the gastrointestinal tract.
Volume of distribution Not Available
Protein binding Not Available
Metabolism

Idoxuridine is rapidly inactivated by deaminases or nucleotidases.

Route of elimination Not Available
Half life Not Available
Clearance Not Available
Toxicity Hypersensitivity or increased sensitivity of eyes to light. LD50=3080 mg/kg (orally in mice).
Affected organisms
  • Herpes simplex virus
Pathways Not Available
理化性质
Properties
State solid
Melting point 164-166
Experimental Properties
Property Value Source
water solubility <0.01 g/100 mL PhysProp
logP -0.5 PhysProp
Predicted Properties
Property Value Source
water solubility 2.34e+01 g/l ALOGPS
logP -0.70 ALOGPS
logP -0.53 ChemAxon Molconvert
logS -1.18 ALOGPS
pKa 13.91 ChemAxon Molconvert
hydrogen acceptor count 5 ChemAxon Molconvert
hydrogen donor count 3 ChemAxon Molconvert
polar surface area 99.10 ChemAxon Molconvert
rotatable bond count 2 ChemAxon Molconvert
refractivity 64.40 ChemAxon Molconvert
polarizability 26.06 ChemAxon Molconvert
药物相互作用
食物相互作用
Not Available

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