For research use only. Not for therapeutic Use.
Idoxuridine（Cat No.:I003999）is an antiviral nucleoside analog used primarily in the treatment of herpes simplex virus (HSV) infections, particularly in eye infections like herpes keratitis. Structurally similar to thymidine, it incorporates into viral DNA during replication, causing errors that inhibit viral replication and spread. Although largely replaced by newer antivirals, idoxuridine remains significant in ophthalmic antiviral therapy. Additionally, its mechanism of disrupting DNA synthesis is studied in virology and antiviral drug development, providing insights into nucleoside analogs and their therapeutic potential against DNA-based viruses.
| Catalog Number | I003999 |
| CAS Number | 54-42-2 |
| Synonyms | 5-iodo-2′-deoxyuridine;NSC 39661;SKF 14287 |
| Molecular Formula | C9H11IN2O5 |
| Purity | ≥95% |
| Target | herpesvirus type-1 |
| Solubility | DMSO 65 mg/ml |
| Storage | 2-8°C |
| IUPAC Name | 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidine-2,4-dione |
| InChI | 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 | C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)I)CO)O |
| Reference | </br>1:A systematic review and meta-analysis to compare the efficacy of acyclovir 3% ophthalmic ointment to idoxuridine in curing herpetic keratitis by Day 7 of treatment. Balderson DE, Cai G, Fries MA, Kleinman DM, McLaughlin MM, Trivedi TM, Wurzelmann JI, Young SB.BMC Ophthalmol. 2015 Apr 17;15:42. doi: 10.1186/s12886-015-0022-2. Review. PMID: 25928630 Free PMC Article</br>2:Synergistic combination effect of cidofovir and idoxuridine on vaccinia virus replication. Remichkova M, Petrov N, Galabov AS.Antivir Chem Chemother. 2006;17(2):53-8. PMID: 17042327 </br>3:Topical liposomal gel of idoxuridine for the treatment of herpes simplex: pharmaceutical and clinical implications. Seth AK, Misra A, Umrigar D.Pharm Dev Technol. 2004 Aug;9(3):277-89. PMID: 15458233 </br>4:In vitro efficacy of ganciclovir, cidofovir, penciclovir, foscarnet, idoxuridine, and acyclovir against feline herpesvirus type-1. Maggs DJ, Clarke HE.Am J Vet Res. 2004 Apr;65(4):399-403. PMID: 15077679 </br>5:Functional expression of a sodium dependent nucleoside transporter on rabbit cornea: Role in corneal permeation of acyclovir and idoxuridine. Majumdar S, Gunda S, Mitra A.Curr Eye Res. 2003 Mar-Apr;26(3-4):175-83. PMID: 12815545 </br>6:Randomized, open-labelled comparison between an idoxuridine 10% gel and acyclovir 5% cream in recurrent herpes labialis. Bernard PH, Mounier M, Dupuy P.J Eur Acad Dermatol Venereol. 2003 Mar;17(2):246. No abstract available. PMID: 12705773 </br>7:Radiopharmaceuticals (Strontium 89) and radiosensitizers (idoxuridine). Otto SE.J Intraven Nurs. 1998 Nov-Dec;21(6):335-7. Review. PMID: 10392098 </br>8:Comparison of spontaneous and idoxuridine-induced micronuclei by chromosome painting. Fauth E, Zankl H.Mutat Res. 1999 Apr 6;440(2):147-56. PMID: 10209337 </br>9:Synthesis and characterisation of poly(D,L-lactic acid)-idoxuridine conjugate. Rimoli MG, Avallone L, de Caprariis P, Galeone A, Forni F, Vandelli MA.J Control Release. 1999 Mar 8;58(1):61-8. PMID: 10021490 </br>10:Preoperative idoxuridine and radiation for large soft tissue sarcomas: clinical results with five-year follow-up. Sondak VK, Robertson JM, Sussman JJ, Saran PA, Chang AE, Lawrence TS.Ann Surg Oncol. 1998 Mar;5(2):106-12. PMID: 9527262 Free Article |
