I7125

5-Iodo-2′-deoxyuridine

≥99% (HPLC)

• Synonym(s): 1-(2-Deoxy-β-D-ribofuranosyl)-5-iodouracil, 2′-Deoxy-5-iodouridine, 5-IUdR, IDU, IdUrd, Idoxuridine
• Empirical Formula (Hill Notation): C₉H₁₁IN₂O₅
• CAS Number: 54-42-2
• Molecular Weight: 354.10
• Beilstein/REAXYS Number: 30397
• EC Number: 200-207-8
• MDL number: MFCD00134656
• UNSPSC Code: 41106305
• PubChem Substance ID: 57654307
• NACRES: NA.51

Properties

• biological source: synthetic (organic)
• assay: ≥99% (HPLC)
• form: powder or crystals
• mp: 194 °C (lit.)
• solubility: 1 N NH₄OH: 50 mg/mL, clear to very slightly hazy, colorless to light yellow
• storage temp.: 2-8°C
• SMILES string: OC[C@H]1O[C@H](C[C@@H]1O)N2C=C(I)C(=O)NC2=O
• 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
• InChI key: XQFRJNBWHJMXHO-RRKCRQDMSA-N

Description

Application

5-Iodo-2′-deoxyuridine (5-IUdR; IdUrd) is a pyrimidine analog (halogenated thymidine) that has antiviral activity agains vaccinia virus (orthopoxviruses). IdUrd is used as a radiosensitizer in human cancer studies.

5-Iodo-2′-deoxyuridine has been used in molecular combing assay or DNA fiber assay.

Biochem/physiol Actions

5-Iodo-2′-deoxyuridine prevents in vitro DNA viral replication. This is observed in herpesviruses and poxviruses It might possess teratogenic, tumor-promoting, mutagenic, and immunosuppressive properties. 5-Iodo-2′-deoxyuridine, used in topical applications, is effective against epithelial infections.

Safety Information

• pictograms: GHS08,GHS07
• signalword: Warning
• hcodes: H315,H319,H335,H341,H361
• pcodes: P201 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Eye Irrit. 2 - Muta. 2 - Repr. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges