For research use only. Not for therapeutic Use.
Brivudine(Cat No.:R032315)is an antiviral medication primarily used for the treatment of herpes zoster (shingles) in immunocompetent adults. It is a nucleoside analog that inhibits viral DNA synthesis by incorporating into the growing viral DNA chain, leading to chain termination. Brivudine is highly selective for varicella-zoster virus (VZV) and exhibits potent antiviral activity. It is typically administered orally and has been shown to reduce the severity and duration of herpes zoster symptoms. Brivudine is generally well-tolerated, with mild side effects such as headache or nausea in some patients.
Catalog Number | R032315 |
CAS Number | 69304-47-8 |
Synonyms | (E)-5-(2-Bromovinyl)-2’-deoxyuridine; (E)-5-(2-Bromovinyl)deoxyuridine; (E)-5-O-(2-bromoethenyl)-2’-deoxyuridine; 5-[(1E)-2-Bromoethenyl]-2’-deoxyuridine;?5-[(E)-2-Bromoethenyl]-2’-deoxyuridine; BVDU; Brivudin; Brivudine; Bromovinyldeoxyuridine; Help |
Molecular Formula | C₁₁H₁₃BrN₂O₅ |
Purity | ≥95% |
Target | CMV |
Storage | Store at RT |
IUPAC Name | 5-[(E)-2-bromoethenyl]-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione |
InChI | InChI=1S/C11H13BrN2O5/c12-2-1-6-4-14(11(18)13-10(6)17)9-3-7(16)8(5-15)19-9/h1-2,4,7-9,15-16H,3,5H2,(H,13,17,18)/b2-1+/t7-,8+,9+/m0/s1 |
InChIKey | ODZBBRURCPAEIQ-PIXDULNESA-N |
SMILES | C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)/C=C/Br)CO)O |
Reference | </br>1:Comparison of Famciclovir, Valaciclovir, and Brivudine Treatments in Adult Immunocompetent Patients With Herpes Zoster. Yaldiz M, Solak B, Kara RO, Cosansu N, Erdem MT.Am J Ther. 2016 Jan 20. [Epub ahead of print] PMID: 26808358 </br>2:Structure of the Varicella Zoster Virus Thymidylate Synthase Establishes Functional and Structural Similarities as the Human Enzyme and Potentiates Itself as a Target of Brivudine. Hew K, Dahlroth SL, Veerappan S, Pan LX, Cornvik T, Nordlund P.PLoS One. 2015 Dec 2;10(12):e0143947. doi: 10.1371/journal.pone.0143947. eCollection 2015. PMID: 26630264 Free PMC Article</br>3:Brivudine induced coronary vasospasm as a manifestation of Kounis syndrome: First report. Buturak A, Norgaz T, Gorgulu S.Int J Cardiol. 2015 Apr 15;185:4-6. doi: 10.1016/j.ijcard.2015.03.082. Epub 2015 Mar 10. No abstract available. PMID: 25777280 </br>4:[Non-fatal drug-drug interaction between capecitabine and brivudine]. Baena Cañada JM, Martínez-Bautista MJ, Cortés-Carmona C, González-Carrascosa Vega T.Farm Hosp. 2013 Jul-Aug;37(4):342-3. doi: 10.7399/FH.2013.37.4.694. Spanish. No abstract available. PMID: 24010699 Free Article</br>5:[Fatal drug-drug interaction between 5-fluorouracil and brivudine]. García Fernández V, Garrido Arévalo M, Labrada González E, Hidalgo Correas FJ.Farm Hosp. 2013 Jan-Feb;37(1):72-3. doi: 10.7399/FH.2013.37.1.271. Spanish. No abstract available. PMID: 23461503 Free Article</br>6:Potent anticancer effects of lentivirus encoding a Drosophila melanogaster deoxyribonucleoside kinase mutant combined with brivudine. Zhang NQ, Zhao L, Ma S, Gu M, Zheng XY.Asian Pac J Cancer Prev. 2012;13(5):2121-7. PMID: 22901180 Free Article</br>7:RP101 (brivudine) binds to heat shock protein HSP27 (HSPB1) and enhances survival in animals and pancreatic cancer patients. Heinrich JC, Tuukkanen A, Schroeder M, Fahrig T, Fahrig R.J Cancer Res Clin Oncol. 2011 Sep;137(9):1349-61. doi: 10.1007/s00432-011-1005-1. Epub 2011 Jul 22. PMID: 21833720 </br>8:Phenotypic and genetic characterization of varicella-zoster virus mutants resistant to acyclovir, brivudine and/or foscarnet. Bleymehl K, Cinatl J, Schmidt-Chanasit J.Med Microbiol Immunol. 2011 Aug;200(3):193-202. doi: 10.1007/s00430-011-0191-4. Epub 2011 Mar 4. Erratum in: Med Microbiol Immunol. 2012 Aug;201(3):403-5. PMID: 21373931 </br>9:Epstein-Barr virus encephalitis after kidney transplantation and successful treatment with brivudine. Lahmer T, Hoffmann D, Heemann U, Küchle C, Frank H.Transpl Int. 2010 Jun;23(6):e24-5. doi: 10.1111/j.1432-2277.2009.01045.x. Epub 2010 Jan 12. No abstract available. PMID: 20070626 Free Article</br>10:Fatal drug-drug interaction of brivudine and capecitabine. Rätz Bravo AE, Hofer S, Krähenbühl S, Ludwig C.Acta Oncol. 2009;48(4):631-3. doi: 10.1080/02841860802660502. No abstract available. PMID: 19165642 |