CAS: 69304-48-9; [125I]-(E)-5-(2-Iodovinyl)-2'-Deoxyuridine
- 相似结构搜索
- InChIKey: LOLNFJHUEIDGNH-PIXDULNESA-N
- 计算化学: 氢键受体数5.0氢键供体数3.0可旋转键数3.0
MSDS等安全信息
上下游产品
E-5-(2-iodovinyl)-3',5'-di-O-p-toluoyl-2'-deoxyuridine 1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-((E)-2-trimethylsilanyl-vinyl)-1H-pyrimidine-2,4-dione 5-Iodo-2'-deoxyuridine 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde合成工艺路线路线简述
📜碘苷置于bis-Triphenylphosphine-Palladium(II) Chloride,一氯化碘体系中,用 乙腈 作为反应溶剂,化学反应 16.5H,反应生成 溴夫定杂质h
参考文献:Synthesis And Cellular Uptake Of 2'-Substituted Analogues Of (E)-5-(2-[125I]Iodovinyl)-2'-Deoxyuridine In Tumor Cells Transduced With The Herpes Simplex Type-1 Thymidine Kinase Gene. Evaluation As Probes For Monitoring Gene Therapy
标题:Synthesis And Cellular Uptake Of 2'-Substituted Analogues Of (E)-5-(2-[125I]Iodovinyl)-2'-Deoxyuridine In Tumor Cells Transduced With The Herpes Simplex Type-1 Thymidine Kinase Gene. Evaluation As Probes For Monitoring Gene Therapy
摘要:A Useful Synthetic Methodology Was Developed To Synthesize And Radiolabel A Series Of (E)-5-(2-[i-125]Iodovinyl)Uracil Nucleoside Substrates For Herpes Simplex Virus Type-1 Thymidine Kinase (Hsv-1 Tk). (E)-5-(2-[i-125]Iodovinyl)-2'-Deoxyuridine ([i-125]Ivdu,10),(E)-5-(2-[i-125]Iodovinyl)-2'-Fluoro-2'-Deoxyuridine ([i-125]Ivfru,11),(E)-5-(2-[i-125]Iodovinyl)-2'-Fluoro-2'-Deoxyarabinouridine ([i-125]Ivfau,12),And (E)-5-(2-[i-125]Iodovinyl)Arabinouridine ([i-125]Ivau,13) Were Synthesized In 63-83% Radiochemical Yield By Reaction Of The Unprotected (E)-5-(2-(Trimethylsilyl)Vinyl) Precursors (6-9) With [i-125]Icl. Cellular Uptake Of These Labeled Compounds (10-13) Was Evaluated In Vitro. All Compounds Showed Minimal Uptake In The Kbalb Cell Line. However,Increased Uptake Was Observed For All Compounds In Kbalb-Stk Cells Which Are Transduced With A Replication Incompetent Moloney Murine Leukemia Virus Vector Encoding The Hsv-1 Tk Gene. The Results Indicate That Uptake Of These Compounds In Kbalb-Stk Cells Is Variable And Highly Dependent On The Nature Of The Sugar 2'-Substituent. When A Fluoro (12) Or A Hydroxy (13) Substituent Is Present In The Arabinofuranosyl (Up) Configuration At The 2'-Position,There Is Diminished Cellular Uptake In Kbalb-Stk Cells Relative To Hydrogen (10) Or Fluorine (11) In The Ribofuranosyl (Down) Configuration At The 2'-Position. Our Results Indicate That Radiolabeled Ivfru (11) Is Most Promising For Further In Vivo Studies.
DOI:10.1021/jm9606406
海关参考信息
- 2901210000-乙烯
2905122000-异丙醇
2905310000-1,2-乙二醇
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专利信息
专利号:CN-1803819-A
优先权日:2006-01-13
标 题:A group of six-membered carbocyclic nucleoside analogs, their synthesis method and their application in antiviral
专利号:CN-100412083-C
优先权日:2006-01-13
标 题:A group of six-carbocycle nucleoside analogue, its synthesis method and antiviral application
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品牌试剂参考报价(招募中)
📌 第三方产品分析报告
主要参考文献
参考标题:Development Of A General Copper-Catalyzed Vinylic Finkelstein Reaction-Application To The Synthesis Of The C1-C9 Fragment Of Laingolide B作者:Antoine Nitelet,Kévin Jouvin,Gwilherm Evano |发布日期:2016.10
摘要:Conditions Compatible With A Range Of Highly Functionalized Substrates. The Potential Of This Vinylic Halogen Exchange Reaction In Total Synthesis And Medicinal Chemistry Was Demonstrated By Its Successful Use For The Synthesis Of The C1-C9 Fragment Of Laingolide B And For The Late-Stage Modification Of Drug-Like Molecules. The Extension Of This Halogen Exchange To The Acetylenic And Allenic Finkelstein
合成参考文献
参考文献:10.1016/s0026-895x(25)14193-x
摘要:Balzarini J, De Clercq E, Verbruggen A, Ayusawa D, Seno T. Highly selective cytostatic activity of (E)-5-(2-bromovinyl)-2'-deoxyuridine derivatives for murine mammary carcinoma (FM3A) cells transformed with the herpes simplex virus type 1 thymidine kinase gene. Molecular Pharmacology. 1985 Dec;28(6):581–7. doi: 10.1016/s0026-895x(25)14193-x.
参考文献:10.1016/s0166-3542(85)80018-8
摘要:Lin JC, Smith MC, Choi EI, De Clercq E, Verbruggen A, Pagano JS. Effect of (E)-5-(2-bromovinyl)-2'-deoxyuridine on replication of Epstein-Barr virus in human lymphoblastoid cell lines. Antiviral Res. 1985;Suppl 1():121–6. doi: 10.1016/s0166-3542(85)80018-8.
参考文献:10.1128/aac.29.6.1053
摘要:Shigeta S, Mori S, Yokota T, Konno K, De Clercq E. Characterization of a varicella-zoster virus variant with altered thymidine kinase activity. Antimicrob Agents Chemother. 1986 Jun;29(6):1053–8.
参考文献:10.1247/csf.11.295
摘要:Shimizu K, Ren L, Ayusawa D, Seno T, Balzarini J, De Clercq E. Establishment of mutant murine mammary carcinoma FM3A cell strains transformed with the herpes simplex virus type 2 thymidine kinase gene. Cell Struct Funct. 1986 Sep;11(3):295–301. doi: 10.1247/csf.11.295.
参考文献:10.1016/0883-2889(86)90126-7
摘要:Verbruggen A, Julien C, De Clercq E, De Roo M. Simple quantitative radioiodination of (E)-5-(2-iodovinyl)-2′-deoxyuridine (IVDU) by exchange labelling. International Journal of Radiation Applications and Instrumentation. Part A. Applied Radiation and Isotopes. 1986 Jan;37(4):355–7. doi: 10.1016/0883-2889(86)90126-7.
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