(3aS,4S,6R,6aR)-2,2-Dimethyl-6-{6-[8-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-octylamino]-purin-9-yl}-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid ethylamide | 396718-81-3

• 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: (3aS,4S,6R,6aR)-2,2-Dimethyl-6-{6-[8-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-octylamino]-purin-9-yl}-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid ethylamide
• CAS: 396718-81-3
• 化学式: C₂₉H₃₈N₁₀O₇
• 分子量: 638.684
• InChiKey: RWTXTDVBPOMDKY-GFXAMXPBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.69
• 重原子数：
  46.0
• 可旋转键数：
  15.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  206.51
• 氢给体数：
  3.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  (3aS,4S,6R,6aR)-2,2-Dimethyl-6-{6-[8-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-octylamino]-purin-9-yl}-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid ethylamide 在 盐酸 作用下， 反应 6.0h， 生成 (2S,3S,4R,5R)-N-ethyl-3,4-dihydroxy-5-[6-[8-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]octylamino]purin-9-yl]oxolane-2-carboxamide
  参考文献：
  名称：

  7-Nitrobenzofurazan (NBD) derivatives of 5′-N-ethylcarboxamidoadenosine (NECA) as new fluorescent probes for human A3 adenosine receptors

  摘要：

  New fluorescent ligands for adenosine receptors (ARs), obtained by the insertion, in the N-6 position of NECA, of NBD-moieties with linear alkyl spacers of increasing length, proved to possess a high affinity and selectivity for the A(3) subtype expressed in CHO cells. In fluorescence microscopy assays, compound 2d, the most active and selective for human A(3)-AR, permitted visualization and localization of this human receptor subtype, showing its potential suitability for internalization and trafficking studies in living cells. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00610-2
• 作为产物：
  描述：

  1-叔丁氧羰基-1,8-二氨基辛烷 在 2,6-二叔丁基-4-甲基吡啶 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 74.0h， 生成 (3aS,4S,6R,6aR)-2,2-Dimethyl-6-{6-[8-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-octylamino]-purin-9-yl}-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid ethylamide
  参考文献：
  名称：

  7-Nitrobenzofurazan (NBD) derivatives of 5′-N-ethylcarboxamidoadenosine (NECA) as new fluorescent probes for human A3 adenosine receptors

  摘要：

  New fluorescent ligands for adenosine receptors (ARs), obtained by the insertion, in the N-6 position of NECA, of NBD-moieties with linear alkyl spacers of increasing length, proved to possess a high affinity and selectivity for the A(3) subtype expressed in CHO cells. In fluorescence microscopy assays, compound 2d, the most active and selective for human A(3)-AR, permitted visualization and localization of this human receptor subtype, showing its potential suitability for internalization and trafficking studies in living cells. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00610-2