idoxuridine

Modify Date: 2024-01-02 18:43:59

idoxuridine Structure
idoxuridine structure
 Common Name idoxuridine
CAS Number 54-42-2 Molecular Weight 354.099
Density 2.1±0.1 g/cm3 Boiling Point N/A
Molecular Formula C9H11IN2O5 Melting Point 194 °C(lit.)
MSDS USA Flash Point N/A
Symbol GHS07 GHS08
GHS07, GHS08		 Signal Word Warning

 Use of idoxuridine


Idoxuridine is an antiviral agent for feline herpesvirus type-1 with IC50 of 4.3 μM.Target: herpesvirus type-1Idoxuridine is mainly used topically to treat herpes simplex keratitis. Epithelial lesions, especially initial attacks presenting with a dendritic ulcer, are most responsive to therapy, while infection with stromal involvement are less responsive. Idoxuridine is ineffective against herpes simplex virus type 2 and varicella-zoster.

 Names

Name 5-iodo-2'-deoxyuridine
Synonym More Synonyms

 idoxuridine Biological Activity

Description Idoxuridine is an antiviral agent for feline herpesvirus type-1 with IC50 of 4.3 μM.Target: herpesvirus type-1Idoxuridine is mainly used topically to treat herpes simplex keratitis. Epithelial lesions, especially initial attacks presenting with a dendritic ulcer, are most responsive to therapy, while infection with stromal involvement are less responsive. Idoxuridine is ineffective against herpes simplex virus type 2 and varicella-zoster.
Related Catalog
References

[1]. Seth AK, et al. Topical liposomal gel of idoxuridine for the treatment of herpes simplex: pharmaceutical and clinical implications.Pharm Dev Technol. 2004 Aug;9(3):277-89.

[2]. Fauth E, et al. Comparison of spontaneous and idoxuridine-induced micronuclei by chromosome painting. Mutat Res. 1999 Apr 6;440(2):147-56.

[3]. Otto SE. Radiopharmaceuticals (Strontium 89) and radiosensitizers (idoxuridine). J Intraven Nurs. 1998 Nov-Dec;21(6):335-7.

 Chemical & Physical Properties

Density 2.1±0.1 g/cm3
Melting Point 194 °C(lit.)
Molecular Formula C9H11IN2O5
Molecular Weight 354.099
Exact Mass 353.971252
PSA 104.55000
LogP -0.52
Index of Refraction 1.715
Water Solubility 1.6 g/L (20 ºC)

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
YU7700000
CHEMICAL NAME :
Uridine, 2'-deoxy-5-iodo-
CAS REGISTRY NUMBER :
54-42-2
BEILSTEIN REFERENCE NO. :
0030397
LAST UPDATED :
199806
DATA ITEMS CITED :
37
MOLECULAR FORMULA :
C9-H11-I-N2-O5
MOLECULAR WEIGHT :
354.12
WISWESSER LINE NOTATION :
T6NVMVJ EI A- ET5OTJ B1Q CQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
4 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>10 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
4589 mg/kg/18D-I
TOXIC EFFECTS :
Nutritional and Gross Metabolic - weight loss or decreased weight gain Related to Chronic Data - death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
100 mg/kg/8W-I
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Blood - leukemia
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
100 mg/kg
SEX/DURATION :
female 7 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
300 mg/kg
SEX/DURATION :
female 7 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - Central Nervous System
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
300 mg/kg
SEX/DURATION :
female 10 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue) Reproductive - Specific Developmental Abnormalities - musculoskeletal system
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
600 mg/kg
SEX/DURATION :
female 16-18 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Newborn - stillbirth
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Unreported
DOSE :
300 mg/kg
SEX/DURATION :
female 10 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Ocular
DOSE :
1350 mg/kg
SEX/DURATION :
female 6-18 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetal death Reproductive - Specific Developmental Abnormalities - eye/ear Reproductive - Specific Developmental Abnormalities - musculoskeletal system
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Ocular
DOSE :
3250 ug/kg
SEX/DURATION :
female 6-18 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetal death Reproductive - Specific Developmental Abnormalities - eye/ear Reproductive - Specific Developmental Abnormalities - musculoskeletal system
TYPE OF TEST :
Specific locus test
TYPE OF TEST :
Sister chromatid exchange
TYPE OF TEST :
Cytogenetic analysis
TYPE OF TEST :
Sperm Morphology

MUTATION DATA

TYPE OF TEST :
DNA inhibition
TEST SYSTEM :
Rodent - rabbit Kidney
DOSE/DURATION :
1 mg/L
REFERENCE :
JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 24,390,1981 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X5053 No. of Facilities: 21 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 618 (estimated) No. of Female Employees: 318 (estimated)

 Safety Information

Symbol GHS07 GHS08
GHS07, GHS08
Signal Word Warning
Hazard Statements H315-H319-H335-H341-H361
Precautionary Statements P280-P305 + P351 + P338
Personal Protective Equipment Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard Codes T:Toxic
Risk Phrases R45;R46;R61
Safety Phrases S53-S45
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS YU7700000
HS Code 2934999090

 Synthetic Route

2'-deoxyuridine structure

2'-deoxyuridine

CAS#:951-78-0
5-Iodouracil structure

5-Iodouracil

CAS#:696-07-1

~%

idoxuridine Structure

idoxuridine

CAS#:54-42-2

Uracil structure

Uracil

CAS#:66-22-8
Literature: Journal of Molecular Catalysis B: Enzymatic, , vol. 95, p. 16 - 22
2'-deoxyuridine structure

2'-deoxyuridine

CAS#:951-78-0

~96%

idoxuridine Structure

idoxuridine

CAS#:54-42-2
Literature: Kumar; Wiebe; Knaus Canadian Journal of Chemistry, 1994 , vol. 72, # 9 p. 2005 - 2010
((2R,3S,5R)-3-Acetoxy-5-(5-iodo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl acetate structure

((2R,3S,5R)-3-A...

CAS#:1956-30-5

~92%

idoxuridine Structure

idoxuridine

CAS#:54-42-2
Literature: Asakura, Jun-ichi; Robins, Morris J. Journal of Organic Chemistry, 1990 , vol. 55, # 16 p. 4928 - 4933
5-chloromercurio-2-'-deoxyuridine structure

5-chloromercuri...

CAS#:65505-76-2
1,3,4,6-Tetrachloro-3a,6a-diphenylglycouril structure

1,3,4,6-Tetrach...

CAS#:51592-06-4

~%

idoxuridine Structure

idoxuridine

CAS#:54-42-2
Literature: US4851520 A1, ;
5-Iodouracil structure

5-Iodouracil

CAS#:696-07-1
Thymidine structure

Thymidine

CAS#:50-89-5

~90%

idoxuridine Structure

idoxuridine

CAS#:54-42-2

Thymine structure

Thymine

CAS#:65-71-4
Literature: Hatano, Akihiko; Harano, Aiko; Kirihara, Masayuki Chemistry Letters, 2006 , vol. 35, # 2 p. 232 - 233
3,5'-Di-O-acetyl-2'-deoxyuridine structure

3,5'-Di-O-acety...

CAS#:13030-62-1

~%

idoxuridine Structure

idoxuridine

CAS#:54-42-2
Literature: Journal of Organic Chemistry, , vol. 55, # 16 p. 4928 - 4933
5-(TriMethylstannyl)-2'-deoxyuridine structure

5-(TriMethylsta...

CAS#:146629-34-7

~%

idoxuridine Structure

idoxuridine

CAS#:54-42-2
Literature: Journal of Labelled Compounds and Radiopharmaceuticals, , vol. 34, # 6 p. 513 - 522
2'-deoxyuridine structure

2'-deoxyuridine

CAS#:951-78-0
5-Iodouracil structure

5-Iodouracil

CAS#:696-07-1

~%

idoxuridine Structure

idoxuridine

CAS#:54-42-2
Literature: Collection of Czechoslovak Chemical Communications, , vol. 59, # 10 p. 2303 - 2330

 Customs

HS Code 2934999090
Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles54

More Articles
Translating clinical findings into knowledge in drug safety evaluation--drug induced liver injury prediction system (DILIps).

J. Sci. Ind. Res. 65(10) , 808, (2006)

Drug-induced liver injury (DILI) is a significant concern in drug development due to the poor concordance between preclinical and clinical findings of liver toxicity. We hypothesized that the DILI typ...
Developing structure-activity relationships for the prediction of hepatotoxicity.

Chem. Res. Toxicol. 23 , 1215-22, (2010)

Drug-induced liver injury is a major issue of concern and has led to the withdrawal of a significant number of marketed drugs. An understanding of structure-activity relationships (SARs) of chemicals ...
A predictive ligand-based Bayesian model for human drug-induced liver injury.

Drug Metab. Dispos. 38 , 2302-8, (2010)

Drug-induced liver injury (DILI) is one of the most important reasons for drug development failure at both preapproval and postapproval stages. There has been increased interest in developing predicti...

 Synonyms

5-Iodo-2'-desoxyuridine
UNII-LGP81V5245
Dendrid (Trade name)
5-Iodo-2'-Deoxyuridine
Idoxene
Idulea
1-[(2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-5-iodo-2,4(1H,3H)-pyrimidinedione
idoxuridine
STOXIL
Ophthalmadine
HERPLEX
Uracil, 5-iodo-1-(2-deoxy-β-D-ribofuranosyl)-
EINECS 200-207-8
1-(2-Deoxy-β-D-erythro-pentofuranosyl)-5-iodpyrimidin-2,4(1H,3H)-dion
Kerecid
2′-Deoxy-5-iodouridine
2'-Deoxy-5-iodouridine
Virudox
Uridine, 2'-deoxy-5-iodo-
5-Iodo-2′-deoxyuridine
MFCD00134656
Iduridin
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Related Compounds: More...
idoxuridine
162239-35-2
3'-epi-Idoxuridine
93780-25-7
IDOXURIDINE MONOHYDRATE
17140-71-5
Chemsrc provides idoxuridine(CAS#:54-42-2) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of idoxuridine are included as well.>> amp version: idoxuridine

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