2'-O,3'-O-isopropylidene-5'-O-methyladenosine | 82855-69-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: 2'-O,3'-O-isopropylidene-5'-O-methyladenosine
• 英文别名: 5'-O-methyl-2',3'-O-isopropylideneadenosine；9-[(3aR,4R,6R,6aR)-6-(methoxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]purin-6-amine
• CAS: 82855-69-4
• 化学式: C₁₄H₁₉N₅O₄
• 分子量: 321.336
• InChiKey: LNQWCIPMXHBRDY-QYVSTXNMSA-N

物化性质

• 沸点：
  539.2±60.0 °C(Predicted)
• 密度：
  1.65±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  107
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2'-O,3'-O-isopropylidene-5'-O-methyladenosine 在 溴 、 sodium methylate 、 sodium acetate 作用下， 以 甲醇 、 水 、 溶剂黄146 为溶剂， 反应 4.0h， 生成 2'-O,3'-O-isopropylidene-5'-O-methyl-8-phenylthioadenosine
  参考文献：
  名称：

  Gani, David; Johnson, Alan W., Journal of the Chemical Society. Perkin transactions I, 1982, p. 1197 - 1204

  摘要：

  DOI：
• 作为产物：
  描述：

  9-[(3aR,4R,6R,6aR)-6-(methoxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-6-chloropurine 在 ammonium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 1.5h， 以57%的产率得到2'-O,3'-O-isopropylidene-5'-O-methyladenosine
  参考文献：
  名称：

  Novel Adenosine-Derived Inhibitors of 70 kDa Heat Shock Protein, Discovered Through Structure-Based Design

  摘要：

  The design and synthesis of novel adenosine-derived inhibitors of HSP70, guided by modeling and X-ray crystallographic structures of these compounds in complex with HSC70/BAG-1, is described. Examples exhibited submicromolar affinity for HSP70, were highly selective over HSP90, and some displayed potency against HCT116 cells. Exposure of compound 12 to HCT116 cells caused significant reduction in cellular levels of Raf-1 and Her2 at concentrations similar to that which caused cell growth arrest.

  DOI：

  10.1021/jm801627a

文献信息

• Novel adenosine derivatives and pharmaceutical compositions containing them as an active ingredient
  申请人：NIPPON ZOKI PHARMACEUTICAL CO. LTD.

  公开号：EP0269574B1

  公开（公告）日：1992-03-18
• US4843066A
  申请人：——

  公开号：US4843066A

  公开（公告）日：1989-06-27
• [EN] USE OF ADENOSINE AND/OR OF ONE OF ITS DERIVATIVES AS AGENT FOR THE TREATMENT OF HUMAN PERSPIRATION<br/>[FR] UTILISATION D'ADÉNOSINE ET/OU D'UN DE SES DÉRIVÉS EN TANT QU'AGENT POUR LE TRAITEMENT DE LA TRANSPIRATION HUMAINE
  申请人：OREAL

  公开号：WO2011047982A2

  公开（公告）日：2011-04-28

  The invention thus relates to the use, as agent for the treatment of human perspiration in a cosmetic composition, of adenosine and/or one of its derivatives of formula (I). The invention also relates to a cosmetic method for treating human perspiration and optionally human body odours, which consists in applying, to the surface of the skin, a composition comprising, in a cosmetically acceptable medium, at least adenosine and/or one of its derivatives of formula (I) and also its salts, optical isomers and solvates as defined in any one of Claims 1 to 7.
• Novel Adenosine-Derived Inhibitors of 70 kDa Heat Shock Protein, Discovered Through Structure-Based Design
  作者：Douglas S. Williamson、Jenifer Borgognoni、Alexandra Clay、Zoe Daniels、Pawel Dokurno、Martin J. Drysdale、Nicolas Foloppe、Geraint L. Francis、Christopher J. Graham、Rob Howes、Alba T. Macias、James B. Murray、Rachel Parsons、Terry Shaw、Allan E. Surgenor、Lindsey Terry、Yikang Wang、Mike Wood、Andrew J. Massey

  DOI：10.1021/jm801627a

  日期：2009.3.26

  The design and synthesis of novel adenosine-derived inhibitors of HSP70, guided by modeling and X-ray crystallographic structures of these compounds in complex with HSC70/BAG-1, is described. Examples exhibited submicromolar affinity for HSP70, were highly selective over HSP90, and some displayed potency against HCT116 cells. Exposure of compound 12 to HCT116 cells caused significant reduction in cellular levels of Raf-1 and Her2 at concentrations similar to that which caused cell growth arrest.
• Gani, David; Johnson, Alan W., Journal of the Chemical Society. Perkin transactions I, 1982, p. 1197 - 1204
  作者：Gani, David、Johnson, Alan W.

  DOI：——

  日期：——