2,6-diamino-9-[trans-trans-2',3'-bis(hydroxymethyl)cyclobutyl]purine | 126265-10-9

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 核苷和核苷酸类似物
• 英文名称: 2,6-diamino-9-[trans-trans-2',3'-bis(hydroxymethyl)cyclobutyl]purine
• 英文别名: (+/-)-2,6-Diamino-9-[(1β,2α,3β)-2,3-bis(hydroxymethyl)cyclobutane-1-yl]-purine；[(1S,2R,3R)-3-(2,6-diaminopurin-9-yl)-2-(hydroxymethyl)cyclobutyl]methanol
• CAS: 126265-10-9
• 化学式: C₁₁H₁₆N₆O₂
• 分子量: 264.287
• InChiKey: BTJNZRDKZZGBFM-FSDSQADBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  136
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-amino-9-[(1R,2R,3S)-2,3-bis(acetoxymethyl)cyclobutane-1-yl]-6-chloropurine 以 甲醇 、 水 为溶剂， 生成 2,6-diamino-9-[trans-trans-2',3'-bis(hydroxymethyl)cyclobutyl]purine
  参考文献：
  名称：

  Novel cyclobutane derivative and process for producing same

  摘要：

  公开号：

  EP0358154B1

文献信息

• Deamination of 9-(Hydroxymethylated cycloalkyl)-9<i>H</i>-adenines (Carbocyclic Adenine Nucleosides) by Adenosine Deaminase: Effect of High-Pressure Upon Deamination Rate and Enantioselectivity
  作者：Nobuya Katagiri、Yumiko Ito、Takuya Shiraishi、Tokumi Maruyama、Yoshiko Sato、Chikara Kaneko

  DOI：10.1080/07328319608002411

  日期：1996.1

  The deamination of eight kinds of racemic carbocyclic adenine nucleosides by adenosine deaminase under high-pressure (400 MPa) was examined and the result was compared with that obtained from the reaction under atmospheric pressure. The deamination of all carbocyclic nucleosides irrespective to their ring size of carbocycles was facilitated remarkably by high-pressure. The reaction of three and five membered carbocyclic pressure whereas the enantioselectivity of six membered carbocyclic nucleosides was suppressed under high-pressure. However, the enantioselectivity of four membered nucleosides was low under both conditions.
• Design, Synthesis, and Evaluation of Novel 2-Halogenated or Aminated Carbocyclic Oxetanocin a Analogs as Potential Angiogenic Agents
  作者：Norikazu Sakakibara、Junsuke Igarashi、Maki Takata、Ryoji Konishi、Natsuki Suzue、Yoshihisa Kato、Tokumi Maruyama、Ikuko Tsukamoto

  DOI：10.3987/com-15-13293

  日期：——

  We succeeded in the synthesis of four types of carbocyclic oxetanocin A (2-Chloro-C.OXT-A; COA-Cl) analog: 2-halogenated or aminated carbocyclic oxetanocin A: COA-F, COA-Br, COA-I, and COA-NH2, which were synthesized and evaluated using human umbilical vein endothelial cells. Among these compounds, 100 mu M COA-Br and COA-I had greater angiogenic activity, with relative tube areas of 2.10 +/- 0.32 and 2.01 +/- 0.61 (mean +/- SD), respectively, which were comparable to that of COA-Cl (2.30 +/- 0.59).
• [EN] NOVEL CYCLOBUTANE DERIVATIVE AND PROCESS FOR PRODUCING SAME
  申请人：——

  公开号：WO1990005730A2

  公开（公告）日：1990-05-31

  [FR] Dérivés de cyclobutane représentés par la formule générale (IV) dans laquelle B représente une base d'acide nucléique et R4 représente un atome d'hydrogène ou un groupe protecteur. On envisage d'employer ces dérivés comme agents antiviraux ou comme agents carcinostatiques.