4-[(2S,5R)-2,5-dimethylpiperazin-1-yl]-2-fluorobenzonitrile | 648423-67-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-[(2S,5R)-2,5-dimethylpiperazin-1-yl]-2-fluorobenzonitrile
• CAS: 648423-67-0
• 化学式: C₁₃H₁₆FN₃
• 分子量: 233.289
• InChiKey: QYXHWAOAYUDWFV-ZJUUUORDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  39.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[(2S,5R)-2,5-dimethylpiperazin-1-yl]-2-fluorobenzonitrile 、 乙醇 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 16.5h， 以81%的产率得到4-[(2S,5R)-2,5-dimethylpiperazin-1-yl]-2-ethoxybenzonitrile
  参考文献：
  名称：

  ANTAGONIST FOR MUTANT ANDROGEN RECEPTOR

  摘要：

  [问题] 本发明的目的是提供一种新型抗癌药物，用于治疗伴有雄激素受体突变的前列腺癌[解决方法] 本发明的发明人对传统抗雄激素药物无效的突变雄激素相关疾病进行了深入研究。结果发现，本发明的药物组合的活性成分对人类突变雄激素受体（AR）的转录激活具有抑制作用，并在携带人类前列腺癌的小鼠中表现出优秀的抗肿瘤作用，从而完成了本发明。因此，本发明的药物组合的活性成分对包括前列腺癌在内的一系列雄激素受体相关疾病具有用处。

  公开号：

  US20130197009A1
• 作为产物：
  描述：

  tert-butyl (2R,5S)-4-(4-cyano-3-fluorophenyl)-2,5-dimethylpiperazine-1-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 4-[(2S,5R)-2,5-dimethylpiperazin-1-yl]-2-fluorobenzonitrile
  参考文献：
  名称：

  N-PHENYL-(2R,5S)DIMETHYLPIPERAZINE DERIVATIVE

  摘要：

  公开号：

  EP1557411B1

文献信息

• Cyanophenyl derivative
  申请人：Yamanouchi Pharmaceutical Co. Ltd.

  公开号：US06673799B1

  公开（公告）日：2004-01-06

  This application relates to a piperazino-substituted novel cyanophenyl derivative in which a substituted carbamoyl or substituted sulfamoyl group having an aryl, heterocyclic or the like group that may have a substituent group is bonded to one nitrogen atom on the piperazine ring. The compound of this application has an anti-androgen action and is useful in preventing or treating prostatic cancer, benign prostatic hyperplasia and the like diseases.

  该申请涉及一种哌嗪取代的新型氰基苯基衍生物，其中带有芳基、杂环或类似的基团的取代羰酰基或取代磺酰基与哌嗪环上的一个氮原子结合。该申请的化合物具有抗雄激素作用，并可用于预防或治疗前列腺癌、良性前列腺增生等疾病。
• N-phenyl-(2r,5s) dimethylpiperadine derivative
  申请人：Taniguchi Nobuaki

  公开号：US20050261303A1

  公开（公告）日：2005-11-24

  The present invention relates to a novel N-phenyl-(2R,5S)dimethylpiperazine derivatives useful as antiandrogenic agent which exhibits a sufficient prostate gland reducing effect as compared with conventional compounds and are excellent in oral activity. The compound of the present application is useful in preventing or treating prostate cancer, benign prostatic hyperplasia, and the like. The present invention also provides a novel intermediate useful in producing the compound of the present invention.

  本发明涉及一种新型的N-苯基-(2R,5S)二甲基哌嗪衍生物，其作为抗雄激素剂具有足够的前列腺减少效果，与传统化合物相比具有出色的口服活性。本申请的化合物可用于预防或治疗前列腺癌、良性前列腺增生等疾病。本发明还提供了一种用于制备本发明化合物的新型中间体。
• N-Phenyl-(2R,5S)Dimethylpiperazine Derivative
  申请人：Taniguchi Nobuaki

  公开号：US20080214543A1

  公开（公告）日：2008-09-04

  The present invention relates to a novel N-phenyl-(2R,5S)dimethylpiperazine derivatives useful as antiandrogenic agent which exhibits a sufficient prostate gland reducing effect as compared with conventional compounds and are excellent in oral activity. The compound of the present application is useful in preventing or treating prostate cancer, benign prostatic hyperplasia, and the like. The present invention also provides a novel intermediate useful in producing the compound of the present invention.

  本发明涉及一种新型N-苯基-(2R,5S)二甲基哌嗪衍生物，其作为抗雄激素剂具有足够的前列腺减少效果，与传统化合物相比具有出色的口服活性。本申请的化合物在预防或治疗前列腺癌、良性前列腺增生等方面具有用途。本发明还提供了一种新型中间体，用于制备本发明的化合物。
• N-phenyl-(2R,5S) dimethylpiperazine derivative
  申请人：Astellas Pharma Inc.

  公开号：US07297698B2

  公开（公告）日：2007-11-20

  The present invention relates to a novel N-phenyl-(2R,5S)dimethylpiperazine derivatives useful as antiandrogenic agent which exhibits a sufficient prostate gland reducing effect as compared with conventional compounds and are excellent in oral activity. The compound of the present application is useful in preventing or treating prostate cancer, benign prostatic hyperplasia, and the like. The present invention also provides a novel intermediate useful in producing the compound of the present invention.

  本发明涉及一种新型N-苯基-(2R,5S)二甲基哌嗪衍生物，可用作抗雄激素剂，与传统化合物相比具有足够的前列腺缩小效果，并且口服活性优异。本申请的化合物可用于预防或治疗前列腺癌、良性前列腺增生等疾病。本发明还提供了一种新型中间体，用于生产本发明的化合物。
• N-phenyl-(2R,5S)dimethylpiperazine derivative
  申请人：Astellas Pharma Inc.

  公开号：US07666873B2

  公开（公告）日：2010-02-23

  The present invention relates to a novel N-phenyl-(2R,5S)dimethylpiperazine derivatives useful as antiandrogenic agent which exhibits a sufficient prostate gland reducing effect as compared with conventional compounds and are excellent in oral activity. The compound of the present application is useful in preventing or treating prostate cancer, benign prostatic hyperplasia, and the like. The present invention also provides a novel intermediate useful in producing the compound of the present invention.

  本发明涉及一种新型N-苯基-(2R,5S)二甲基哌嗪衍生物，其作为抗雄激素药物具有足够的前列腺缩小效果，与传统化合物相比具有优异的口服活性。本申请的化合物可用于预防或治疗前列腺癌、良性前列腺增生等疾病。本发明还提供了一种新型中间体，可用于生产本发明的化合物。