endo-8-benzyl-3-methyl-8-azabicyclo[3.2.1]octan-3-ol | 867029-83-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: endo-8-benzyl-3-methyl-8-azabicyclo[3.2.1]octan-3-ol
• CAS: 867029-83-2
• 化学式: C₁₅H₂₁NO
• 分子量: 231.338
• InChiKey: JJEDXOPZTSQJJJ-FICVDOATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.56
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  23.47
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  endo-8-benzyl-3-methyl-8-azabicyclo[3.2.1]octan-3-ol 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 以100%的产率得到endo-3-methyl-8-azabicyclo[3.2.1]octan-3-ol
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Second-Generation Tropanol-Based Androgen Receptor Modulators

  摘要：

  To circumvent antiandrogen resistance in prostate cancer, antiandrogens effective for both the androgen receptor (AR) and AR mutants are required. The AR antagonists in this study originate from previous findings, which showed that subtle differences in substitution pattern lead to a conformational change that alters the ligand activity, rendering an agonist to an antagonist. We have identified small yet potent tropanol-based ligands possessing significant antiandrogenic activity with both wild-type AR and the two most common AR ligand binding domain (LBD) mutants.

  DOI：

  10.1021/jm501995n
• 作为产物：
  描述：

  N-苄基托品酮 、 甲基锂 以 四氢呋喃 、 乙醚 为溶剂， 反应 18.0h， 以26%的产率得到endo-8-benzyl-3-methyl-8-azabicyclo[3.2.1]octan-3-ol
  参考文献：
  名称：

  Alkyne compounds with MCH antagonistic activity and medicaments comprising these compounds

  摘要：

  炔烃化合物具有MCH受体拮抗活性，可用于制备用于治疗代谢性疾病和/或进食障碍的药物组合物，特别是肥胖症和糖尿病。

  公开号：

  US20050234101A1

文献信息

• NEUE ALKIN-VERBINDUNGEN MIT MCH-ANTAGONISTISCHER WIRKUNG UND DIESE VERBINDUNGEN ENTHALTENDE ARZNEIMITTEL
  申请人：Boehringer Ingelheim International GmbH

  公开号：EP1737823A2

  公开（公告）日：2007-01-03
• US7592358B2
  申请人：——

  公开号：US7592358B2

  公开（公告）日：2009-09-22
• [DE] NEUE ALKIN-VERBINDUNGEN MIT MCH-ANTAGONISTISCHER WIRKUNG UND DIESE VERBINDUNGEN ENTHALTENDE ARZNEIMITTEL<br/>[EN] NOVEL ALKYNE COMPOUNDS WITH AN MCH-ANTAGONISTIC ACTION AND MEDICAMENTS COMPRISING SAID COMPOUNDS<br/>[FR] NOUVEAUX COMPOSES D'ALCYNE A EFFET ANTAGONISTE VIS-A-VIS DE MCH ET MEDICAMENTS CONTENANT CES COMPOSES
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2005103002A2

  公开（公告）日：2005-11-03

  Die vorliegende Erfindung betrifft einzelne Alkin-Verbindungen mit MCH-Rezeptor antagonistischer Aktivität, die sich zur Herstellung von Arzneimitteln zur Behandlung von metabolischen Störungen und/oder Essstörungen, insbesondere von Adipositas und Diabetes, eignen.
• Synthesis and Biological Evaluation of Second-Generation Tropanol-Based Androgen Receptor Modulators
  作者：Henrik Sundén、Mareike C. Holland、Pekka K. Poutiainen、Tiina Jääskeläinen、Juha T. Pulkkinen、Jorma J. Palvimo、Roger Olsson

  DOI：10.1021/jm501995n

  日期：2015.2.12

  To circumvent antiandrogen resistance in prostate cancer, antiandrogens effective for both the androgen receptor (AR) and AR mutants are required. The AR antagonists in this study originate from previous findings, which showed that subtle differences in substitution pattern lead to a conformational change that alters the ligand activity, rendering an agonist to an antagonist. We have identified small yet potent tropanol-based ligands possessing significant antiandrogenic activity with both wild-type AR and the two most common AR ligand binding domain (LBD) mutants.
• Alkyne compounds with MCH antagonistic activity and medicaments comprising these compounds
  申请人：Stenkamp Dirk

  公开号：US20050234101A1

  公开（公告）日：2005-10-20

  Alkyne compounds having MCH-receptor antagonistic activity, which are useful for preparing pharmaceutical compositions for the treatment of metabolic disorders and/or eating disorders, particularly obesity and diabetes.

  炔烃化合物具有MCH受体拮抗活性，可用于制备用于治疗代谢性疾病和/或进食障碍的药物组合物，特别是肥胖症和糖尿病。