IDOXURIDINE

IDOXURIDINE
PRODUCT IDENTIFICATION
CAS NO.	54-42-2
EINECS NO.	200-207-8
FORMULA	C₉H₁₁IN₂O₅
MOL WT.	354.10
H.S. CODE	2933.99.9700
TOXICITY	Oral mouse LD50: > 10,000 mg/kg
SYNONYMS	Idoxuridine; 2'-Deoxy-5-iodouridine; 5-IUdR;
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; 5-IUDR; 5-Iodo-2'-deoxyuridine; 5-Iododeoxyuridine; 5-Iodouracil deoxyriboside; 5IUDR; Antizona; Herplex; IDU; IDUR; IUDR; Idexur; Idossuridina; Idoxene; Idoxuridin; Idoxuridina; Idoxuridine; Idoxuridinum; Iduviran; Iododeoxyridine; Iodoxuridine; Joddeoxiuridin; Ophthalmadine; Spectanefran; Stoxil; Virudox; 1-(2-Deoxy-beta-D-ribofuranosyl)-5-iodouracil; Other RN: 888-04-0, 1336-77-2
SMILES	n1([C@@H]2O[C@H](CO)[C@H](C2)O)c([nH]c(=O)c(c1)I)=O
CLASSIFICATION	Anti-Infective, Antiviral, Nucleoside
EXTRA NOTES	An analog of deoxyuridine that inhibits viral DNA synthesis. The drug is used as an antiviral agent.
PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE	white crystalline powder
MELTING POINT	263 C
BOILING POINT
SPECIFIC GRAVITY
SOLUBILITY IN WATER	2000 mg/l
pH
VAPOR DENSITY
AUTOIGNITION
log P	-0.98 (Octanol-water)
VAPOR PRESSURE	1.07E-15 (mmHg at 25 C)
HENRY LAW CONSTANT	9.71E-19 (atm-m3/mole at 25 C)
OH RATE CONSTANT	6.82E-11 (cm3/molecule-sec at 25 C Atmospheric)
NFPA RATINGS	Health: 2, Flammability: 0, Reactivity: 0
REFRACTIVE INDEX
FLASH POINT
STABILITY	Stable under ordinary conditions.
EXTERNAL LINKS & GENERAL DESCRIPTION
Wikipedia Linking Google Scholar Search Drug Information Portal (U.S. National Library of Medicine) - Idoxuridine PubChem Compound Summary - Idoxuridine Drug Bank - Idoxuridine KEGG (Kyoto Encyclopedia of Genes and Genomes) - S-Adenosylmethionine http://www.cancernewsnetwork.org/ Pharmacology and use: 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. For use in keratoconjunctivitis and keratitis caused by herpes simplex virus http://www.ncbi.nlm.nih.gov/ Determination of 2'-deoxy-5-iodouridine and its metabolite 5-iodouracil by high-performance liquid chromatography with ultraviolet absorbance detection in human serum.
SALES SPECIFICATION
APPEARANCE	white crystalline powder
IDENTIFICATION	passes Test IR, UV
TOTAL CONTENT	99.0% min
SPECIFIC ROTATION	28° ~ 31°
LOSS ON DRYING	0.5% max
ASH	0.3% max
pH	1.0 - 2.0
HEAVY METALS	10ppm max
TRANSPORTATION
PACKING
HAZARD CLASS
UN NO.	Not regulated
SAFETY INFORMATION
Hazard OVERVIEW	Light sensitive. OSHA Hazards:Target Organ Effect, Irritant, Teratogen, Mutagen. Target Organs:Bone marrow, Gastrointestinal tract
GHS
SIGNAL WORD
PICTOGRAMS	None
HAZARD STATEMENTS	H315 Causes skin irritation. H319 Causes serious eye irritation. H335 May cause respiratory irritation. H341 Suspected of causing genetic defects. H361 Suspected of damaging fertility or the unborn child.
PRECAUTIONARY STATEMENTS	P261 Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray. P281 Use personal protective equipment as required. P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
EC DIRECTIVES
HAZARD CODES	T Toxic
RISK PHRASES	36/37/38 Irritating to eyes, respiratory system and skin. 63 Possible risk of harm to the unborn child. 68 Possible risks of irreversible effects.
SAFETY PHRASES	26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 36/37/39 Wear suitable protective clothing, gloves and eye/face protection.
PRICE INFORMATION