2,5-Anhydro-1,3-dideoxy-1-(N-benzoyladenin-9-yl)-D-allitol | 170984-13-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,5-Anhydro-1,3-dideoxy-1-(N-benzoyladenin-9-yl)-D-allitol
• 英文别名: N-[9-[[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl]purin-6-yl]benzamide
• CAS: 170984-13-1
• 化学式: C₁₈H₁₉N₅O₄
• 分子量: 369.38
• InChiKey: XZBFKYNBNBSUHY-HZSPNIEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  122
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2,5-Anhydro-1,3-dideoxy-1-(N-benzoyladenin-9-yl)-D-allitol 在 吡啶 、 咪唑 、 四丁基氟化铵 、 苯甲基-2-磺酰三硝基三氮唑 、 溶剂黄146 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 60.5h， 生成 Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-ylmethyl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (2R,3S,5R)-5-(6-amino-purin-9-ylmethyl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester
  参考文献：
  名称：

  Homo-N-oligonucleotides (N1/N9−C1‘ Methylene Bridge Oligonucleotides):  Nucleic Acids with Left-Handed Helicity

  摘要：

  Oligonucleotides containing a methylene bridge between N1 or N9 of the heterocyclic base and C1' of the pentofuranosyl ring (homo-N-oligonucleotides) were synthesized. Melting curves revealed that such homo-type oligomers could cross-pair with complementary homo-type or natural oligomers. Circular-dichroic studies provide evidence that the homo-type dinners have a left-handed stacked conformation and further suggest that single-stranded and double-stranded homo-type oligomers adopt a left-handed conformation, while duplexes with natural oligomers or nucleic acids form RNA-like right-handed helices. NMR spectroscopy (NOESY) provides supporting evidence for a left-handed stacked conformation of the homo-type dimer, while atomic force microscopy indicates a left-handed helical conformation of homotype dsDNA. Homo-type dinners and oligomers showed high resistance to digestion by snake-venom and calf-spleen phosphodiesterases and nuclease S1.

  DOI：

  10.1021/ja049865t
• 作为产物：
  描述：

  1-C-(methanesulfonyloxy)methyl-3,5-dibenzyl-2-deoxy-β-D-ribose 在 palladium dihydroxide 三甲基氯硅烷 、 氢气 、 sodium hydride 作用下， 以 吡啶 、 乙醇 、 环己烷 为溶剂， 反应 34.0h， 生成 2,5-Anhydro-1,3-dideoxy-1-(N-benzoyladenin-9-yl)-D-allitol
  参考文献：
  名称：

  合成均一N-核苷，一系列C1'支链核苷

  摘要：

  使用一步环氧化环封闭方法，从2-脱氧-d-核糖开始合成人-N-脱氧核苷。使用NMR和X射线分析证明了核苷的构型。

  DOI：

  10.1016/0040-4020(96)00192-5

文献信息

• Antiviral c-nucleoside derivatives
  申请人：Nippon Shinyaku Co. Ltd.

  公开号：US05703224A1

  公开（公告）日：1997-12-30

  The present invention is composed of a nucleoside derivative of the following general formula \x9bI!: ##STR1## (wherein B represents adenin-9-ylmethyl, guanin-9-ylmethyl, hypoxanthin-9-ylmethyl, thymin-1-ylmethyl, uracil-1-ylmethyl, or cytosin-1-ylmethyl; X and Y may be the same or different and each represents hydrogen or hydroxy, exclusive of the case in which X is hydrogen and Y is hydroxy). The compound of the present invention is useful as an antiviral agent or an antimalignant-tumoral agent.

  本发明由以下一般式的核苷酸衍生物组成：\x9bI!: ##STR1##（其中B代表腺嘌呤-9-基甲基，鸟嘌呤-9-基甲基，次黄嘌呤-9-基甲基，胸腺嘧啶-1-基甲基，尿嘧啶-1-基甲基或胞嘧啶-1-基甲基；X和Y可以相同也可以不同，每个代表氢或羟基，不包括X为氢，Y为羟基的情况）。本发明的化合物可用作抗病毒剂或抗恶性肿瘤剂。
• NUCLEOSIDE DERIVATIVE
  申请人：NIPPON SHINYAKU COMPANY, LIMITED

  公开号：EP0733630A1

  公开（公告）日：1996-09-25

  The present invention is composed of a nucleoside derivative of the following general formula [I]: (wherein B represents adenin-9-ylmethyl, guanin-9-ylmethyl, hypoxanthin-9-ylmethyl, thymin-1-ylmethyl, uracil-1-ylmethyl, or cytosin-1-ylmethyl; X and Y may be the same or different and. each represents hydrogen or hydroxy, exclusive of the case in which X is hydrogen and Y is hydroxy). The compound of the present invention is useful as an antiviral agent or an antimalignant-tumoral agent.

  本发明由以下通式[I]的核苷衍生物组成： (其中B代表腺嘌呤-9-基甲基、鸟嘌呤-9-基甲基、次黄嘌呤-9-基甲基、百里酚-1-基甲基、尿嘧啶-1-基甲基或胞嘧啶-1-基甲基；X和Y可以相同或不同，各自代表氢或羟基，X为氢而Y为羟基的情况除外）。 本发明的化合物可用作抗病毒剂或抗恶性肿瘤剂。
• US5703224A
  申请人：——

  公开号：US5703224A

  公开（公告）日：1997-12-30