CAS: 134444-47-6; 2-Amino-2-Deoxy-2-Fluoroadenosine

该化合物是一种经修改的核核素类比,其特点是在环2号位置替换氟原子,在基2号位置替换氨基组,这种结构改变增强了其抗酶降解的稳定性,使其对生化和药物研究很有价值.氟代用提高了代谢抗药性,而氨基组则为进一步衍生提供了额外的再活动.这一化合物特别有助于研究核糖酸相互作用,抗血清寡核素分裂化物开发,以及作为抗病毒剂或抗癌剂的潜在前体,其独特的特性使它在药用化学和分子生物学应用中成为一种多用途工具.

结构式图片

上下游产品

CAS号1904-98-9 2,6-二氨基嘌呤 | CAS号149623-91-6 1-O-acetyl-3,5-... | CAS号156357-16-3 2,6-dichloro-9-... | CAS号5451-40-1 2,6-二氯嘌呤 | CAS号10212-20-1 2'-脱氧-2-氟胞苷 | CAS号78842-13-4 2'-氟-2'-脱氧鸟苷

合成工艺路线路线简述

    📜1-O-Acetyl-3,5-Di-O-Benzoyl-2-Deoxy-2-Fluoro-β-D-Ribofuranoside置于palladium On Activated Charcoal Sodium Azide,氢气,Sodium Methylate,对甲苯磺酸体系中,用 甲醇,乙醇,N,N-二甲基乙酰胺,水 用作溶剂,25.0~160.0 °C,3.33 Kpa 条件下,反应 42.83H,反应生成2-氨基-2'-氟-2'-脱氧腺苷
    参考文献:Synthesis And Biologic Activity Of Purine 2'-Deoxy-2'-Fluoro-Ribonucleosides
    标题:Synthesis And Biologic Activity Of Purine 2'-Deoxy-2'-Fluoro-Ribonucleosides
    摘要:The Synthesis Of 3,5-Di-O-Benzoyl-2-Deoxy-2-Fluoro-D-Ribofuranosyl Bromide (8) And Its Reaction With 2,6-Dichloropurine By Fusion And With Mercuric Cyanide Catalysis Is Described. The Resulting 2,6-Dichloro-9-(3,5-Di-O-Benzoyl-2-Deoxy-2-Fluoro-Beta-D-Ribofuranosyl)Purine (13) Was Converted To The 2-Fluoroadenine (16),The 2-Chloroadenine (17),2,6-Diaminopurine (12),And Guanine (14) Nucleosides By Standard Procedures. These Nucleosides Were Cytotoxic To A Number Of Cell Lines In Culture. The 2-Haloadenine Nucleosides 16 And 17 Gave Modest Increases In Lifespan When Tested Against The P388 Leukemia In Mice.
    Doi:10.1080/15257779408013243

    海关参考信息

    专利信息


    专利号:RU-2043361-C1
    优先权日:1989-09-11
    标题 :Method of synthesis of 2'-deoxy-2'-fluororibonucleoside derivatives or their pharmaceutically acceptable salts

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    ✅ COA系统入驻 | 共享模式

    主要参考文献

    参考标题:Enzymatic Synthesis Of Therapeutic Nucleosides Using A Highly Versatile Purine Nucleoside 2'‐deoxyribosyltransferase FromTrypanosoma Brucei
    作者:Elena Pérez,Pedro A. Sánchez‐murcia,Justin Jordaan,María Dolores Blanco,José Miguel Mancheño,Federico Gago,Jesús Fernández‐lucas |发布日期:2018.10.9
    摘要:Selected As The Best Derivative (4200 Iu/g, Activity Recovery Of 22 %), And Could Be Easily Recaptured And Recycled For >25 Reactions With Negligible Loss Of Activity. Finally, Mtbpdt3 Was Successfully Employed In The Expedient Synthesis Of Several Nucleoside Analogues. Taken Together, Our Results Support The Notion That Tbpdt Has Good Potential As An Industrial Biocatalyst For The Synthesis Of A Wide Range

    合成参考文献


    参考文献:10.1021/jm970233+
    摘要:Ma T, Lin JS, Newton MG, Cheng YC, Chu CK. Synthesis and anti-hepatitis B virus activity of 9-(2-deoxy-2-fluoro-beta-L-arabinofuranosyl) purine nucleosides. J Med Chem. 1997 Aug 15;40(17):2750–4. doi: 10.1021/jm970233+.
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