2-n-ethyl-6-chloro-9-methyl-9H-purine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 2-n-ethyl-6-chloro-9-methyl-9H-purine
• 英文别名: 6-Chloro-2-ethyl-9-methylpurine
• 化学式: C₈H₉ClN₄
• 分子量: 196.639
• InChiKey: PZOXUOUQKGNBRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  三乙基硼 、 6-chloro-2-iodo-9-methyl-9H-purine 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 caesium carbonate 、 溶剂黄146 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 反应 4.0h， 以77%的产率得到2-n-ethyl-6-chloro-9-methyl-9H-purine
  参考文献：
  名称：

  Direct B-Alkyl Suzuki−Miyaura Cross-Coupling of 2-Halopurines. Practical Synthesis of ST1535, a Potent Adenosine A_2A Receptor Antagonist

  摘要：

  The scope and limitations of using palladium-catalyzed cross-coupling reactions of diverse butyl metal species with two different 2-halopurines were evaluated. While tributylboranes reacted readily and regioselectively with both 2-chloro-6-dibenzylaminopurines and 2-iodo-6-chloropurines, all the other alkyl metal species were much less reactive and gave very poor yield and/or selectivity of the desired product. This protocol was applied to the synthesis of an important adenosine A(2A) receptor antagonist, ST1535.

  DOI：

  10.1021/jo101027h

文献信息

• Piperazinyl derivatives of purines and isosteres thereof as hypoglycemic
  申请人：Merck & Co., Inc.

  公开号：US05057517A1

  公开（公告）日：1991-10-15

  There are disclosed certain 6-piperazinopurines and heteroaromatic derivatives thereof which have oral hypoglycemic acitivity and with such ability to lower blood sugar are useful in the treatment of type II diabetes and/or obesity with associated insulin resistance. Processes for the preparation of such compounds and compositions containing such compounds as the active ingredient thereof are also disclosed.

  本文披露了某些6-哌嗪嘌呤和其杂环衍生物，具有口服降糖活性，并具有降低血糖的能力，可用于治疗II型糖尿病和/或伴随胰岛素抵抗的肥胖症。本文还披露了制备这些化合物的方法以及含有这些化合物作为其活性成分的组合物。
• Piperazinyl derivates of purines and isosteres thereof as hypoglycemic agents
  申请人：Merck & Co., Inc.

  公开号：EP0300726A1

  公开（公告）日：1989-01-25

  There are disclosed certain 6-piperazino-­purine and heteroaromatic derivatives thereof which have oral hypoglycemic activity and with such ability to lower blood sugar are useful in the treatment of type II diabetes and/or obesity with associated insulin resistance. Processes for the preparation of such compounds and compositions containing such compounds as the active ingredient thereof are also disclosed.

  已公开的某些 6-哌嗪基嘌呤及其杂芳香族衍生物具有口服降血糖活性，这种降血糖能力可用于治疗 II 型糖尿病和/或伴有胰岛素抵抗的肥胖症。 此外，还公开了制备此类化合物的工艺和含有此类化合物作为其活性成分的组合物。
• Chemical Synthesis of a Highly Potent Epothilone
  申请人：Nicolaou Kyriacos C.

  公开号：US20080293747A1

  公开（公告）日：2008-11-27

  A highly active synthetic epothilone compound whose activity exceeds that of either epothilone EpoA or EpoB when assayed as a cytotoxic agent against a cancer cell line is disclosed as is a pharmaceutical composition containing the synthetic epothilone.
• US5057517A
  申请人：——

  公开号：US5057517A

  公开（公告）日：1991-10-15
• US8003801B2
  申请人：——

  公开号：US8003801B2

  公开（公告）日：2011-08-23