(1R,2S,3R,5S)-3-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-5-(4-hydroxymethyl-pyrazol-1-yl)-cyclopentane-1,2-diol | 900164-77-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1R,2S,3R,5S)-3-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-5-(4-hydroxymethyl-pyrazol-1-yl)-cyclopentane-1,2-diol
• 英文别名: (1R,2S,3R,5S)-3-[2-chloro-6-(2,2-diphenylethylamino)purin-9-yl]-5-[4-(hydroxymethyl)pyrazol-1-yl]cyclopentane-1,2-diol
• CAS: 900164-77-4
• 化学式: C₂₈H₂₈ClN₇O₃
• 分子量: 546.028
• InChiKey: AGRBQAMMFXNQME-BPJRBCGYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  39
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  134
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (1R,2S,3R,5S)-3-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-5-(4-hydroxymethyl-pyrazol-1-yl)-cyclopentane-1,2-diol 、 三氟乙酸 在 sodium iodide 作用下， 以 N-甲基吡咯烷酮 、 乙腈 、 水 为溶剂， 反应 1.0h， 生成 (1R,2S,3R,5S)-3-[6-(2,2-diphenyl-ethylamino)-2-(2-piperidin-1-yl-ethylamino)-purin-9-yl]-5-(4-hydroxymethyl-pyrazol-1-yl)-cyclopentane-1,2-diol trifluoroacetate
  参考文献：
  名称：

  WO2006/74925

  摘要：

  公开号：
• 作为产物：
  描述：

  (1-{(1S,4R)-4-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-cyclopent-2-enyl}-1H-pyrazol-4-yl)-methanol 在 四氧化锇 N-甲基吗啉氧化物 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 (1R,2S,3R,5S)-3-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-5-(4-hydroxymethyl-pyrazol-1-yl)-cyclopentane-1,2-diol
  参考文献：
  名称：

  WO2008/6563

  摘要：

  公开号：

文献信息

• Synthesis and evaluation of two series of 4′-aza-carbocyclic nucleosides as adenosine A2A receptor agonists
  作者：David Beattie、Andrew Brearley、Zarin Brown、Steven J. Charlton、Brian Cox、Robin A. Fairhurst、John R. Fozard、Peter Gedeck、Paul Kirkham、Koremu Meja、Lana Nanson、James Neef、Helen Oakman、Gillian Spooner、Roger J. Taylor、Robert J. Turner、Ryan West、Hannah Woodward

  DOI：10.1016/j.bmcl.2009.11.131

  日期：2010.2

  The synthesis of two series of 4′-aza-carbocyclic nucleosides are described in which the 4′-substituent is either a reversed amide, relative to the carboxamide of NECA, or an N-bonded heterocycle. Using established purine substitution patterns, potent and selective examples of agonists of the human adenosine A2A receptor have been identified from both series. The propionamides 14–18 and the 4-hydroxymethylpyrazole

  描述了两个系列的4'-氮杂-碳环核苷的合成，其中4'-取代基是相对于NECA的羧酰胺而言是反向酰胺，或者是N键合的杂环。使用已建立的嘌呤取代模式，已从两个系列中鉴定出人腺苷A 2A受体激动剂的有效和选择性实例。丙酰胺类14 - 18和4-羟基甲基吡唑32被确定为从4'-反转酰胺的最有效的和选择性的实施例和4'- Ñ分别键合的杂环系列。
• Organic Compounds
  申请人：Fairhurst Robin Alec

  公开号：US20080207648A1

  公开（公告）日：2008-08-28

  Compounds of formula I in free or salt form, wherein R 1 , R 2 and R 3 have the meanings as indicated in the specification, are useful for treating conditions mediated by activation of the adenosine A 2A receptor, especially inflammatory or obstructive airways diseases. Pharmaceutical compositions that contain the compounds and a process for preparing the compounds are also described.

  公式I的化合物，无论是自由形式还是盐形式，其中R1、R2和R3的含义如规范中所示，对于治疗由腺苷A2A受体激活介导的炎症或阻塞性呼吸道疾病非常有用。还描述了含有这些化合物的制药组合物以及制备这些化合物的过程。
• Purine derivatives as a2a agonists
  申请人：Fairhurst Robin Alec

  公开号：US20100240680A1

  公开（公告）日：2010-09-23

  Compounds of formula (I): or stereoisomers or pharmaceutically acceptable salts thereof, wherein W, R 1 , R 2 and R 3 have the meanings as indicated in the specification, are useful for treating conditions mediated by activation of the adenosine A 2A receptor, especially inflammatory or obstructive airways diseases. Pharmaceutical compositions that contain the compounds and a process for preparing the compounds are also described.

  式(I)的化合物或其立体异构体或药学上可接受的盐，其中W，R1，R2和R3的含义如说明书中所示，可用于治疗通过激活腺苷A2A受体介导的疾病，特别是炎症或阻塞性气道疾病。还描述了含有该化合物的药物组合物和制备该化合物的过程。
• Organic compounds
  申请人：Novartis AG

  公开号：US08114877B2

  公开（公告）日：2012-02-14

  Compounds of formula I in free or salt form, wherein R1, R2 and R3 have the meanings as indicated in the specification, are useful for treating conditions mediated by activation of the adenosine A2A receptor, especially inflammatory or obstructive airways diseases. Pharmaceutical compositions that contain the compounds and a process for preparing the compounds are also described.

  化学式I的化合物（以自由形式或盐形式存在），其中R1、R2和R3的含义如规范中所示，可用于治疗通过激活腺苷A2A受体介导的疾病，特别是炎症性或阻塞性呼吸道疾病。还描述了包含这些化合物的制药组合物和制备这些化合物的过程。
• Purine derivatives as A2a agonists
  申请人：Novartis AG

  公开号：EP1889846A1

  公开（公告）日：2008-02-20

  Compounds of formula (I) or stereoisomers or pharmaceutically acceptable salts thereof, wherein W, R1, R2 and R3 have the meanings as indicated in the specification, are useful for treating conditions mediated by activation of the adenosine A2A receptor, especially inflammatory or obstructive airways diseases. Pharmaceutical compositions that contain the compounds and a process for preparing the compounds are also described.

  式(I)化合物 或其立体异构体或药学上可接受的盐、 其中 W、R1、R2 和 R3 的含义如说明书所示，可用于治疗由腺苷 A2A 受体激活介导的疾病，特别是炎症性或阻塞性气道疾病。还描述了含有这些化合物的药物组合物和制备这些化合物的工艺。