3-methyl-3-hydroxy-8-azabicyclo[3.2.1]octane hydrochloride | 870889-89-7

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 托烷生物碱
• 英文名称: 3-methyl-3-hydroxy-8-azabicyclo[3.2.1]octane hydrochloride
• 英文别名: endo-3-exo-methyl-8-azabicyclo[3.2.1]octan-3-ol hydrochloride
• CAS: 870889-89-7
• 化学式: C₈H₁₅NO*ClH
• 分子量: 177.674
• InChiKey: IPLBQEHOXUCVRY-OQBUZWGDSA-N

物化性质

• 溶解度：
  溶于二氯甲烷；甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  1.07
• 重原子数：
  11.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32.26
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-氯-3-甲基-4-氟苯甲腈 、 3-methyl-3-hydroxy-8-azabicyclo[3.2.1]octane hydrochloride 在 potassium carbonate 、 盐酸 作用下， 以 二甲基亚砜 、 1,4-二氧六环 、 乙醚 、 水 为溶剂， 反应 18.25h， 生成 2-chloro-4-(3-endo-hydroxy-3-exo-methyl-8-azabicyclo[3.2.1]-oct-8-yl)-3-methylbenzonitrile hydrochloride
  参考文献：
  名称：

  Synthesis, Structure−Activity Relationships, and Characterization of Novel Nonsteroidal and Selective Androgen Receptor Modulators

  摘要：

  Herein we describe the discovery of ACP-105 (1), a novel and potent nonsteroidal selective androgen receptor modulator (SARM) with partial agonist activity relative to the natural androgen testosterone. Compound 1 was developed from a series of compounds found in a HTS screen using the receptor selection and amplification technology (R-SAT). In vivo, 1 improved anabolic parameters in a 2-week chronic study in castrated male rats. In addition to compound 1, a number of potent antiandrogens were discovered from the same series of compounds whereof one compound, 13, had antagonist activity at the AR T877A mutant involved in prostate cancer.

  DOI：

  10.1021/jm901149c
• 作为产物：
  描述：

  2-Methyl-2-propanyl (3-endo)-3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octane-8-carboxylate 在 盐酸 作用下， 以 1,4-二氧六环 、 乙醚 为溶剂， 反应 2.0h， 以77%的产率得到3-methyl-3-hydroxy-8-azabicyclo[3.2.1]octane hydrochloride
  参考文献：
  名称：

  Aminophenyl derivatives as selective androgen receptor modulators

  摘要：

  本文揭示了一类新颖的氨基苯基化合物，其结构为：其中R1为氰基或硝基，环A为双环或三环桥联杂环，并且它们可用作雄激素受体调节剂，用于治疗或预防相关疾病。

  公开号：

  US20060160845A1

文献信息

• [EN] COMPOUNDS AND COMPOSITIONS FOR TREATING NEURODEGENERATIVE DISEASES<br/>[FR] COMPOSÉS ET COMPOSITIONS UTILISÉS POUR TRAITER LES MALADIES NEURODÉGÉNÉRATIVES
  申请人：ACADIA PHARM INC

  公开号：WO2014125121A1

  公开（公告）日：2014-08-21

  The present application relates to a composition comprising a selective androgen modulating compound of formula (I) and selective estrogen receptor β agonist of formula (II). The present application also relates to the use of a selective androgen modulating compound of formula (I) in combination with a selective estrogen receptor β agonist of formula (II) in the treatment or prevention of neurodegenerative diseases or disorders,such as Alzheimer's disease, Huntigton's disease, Parkinson's disease, depression, anxiety, multiple sclerosis, symptoms associated with or caused by multiple sclerosis, and acute or chronic pain.

  本申请涉及一种包含公式（I）的选择性雄激素调节化合物和公式（II）的选择性雌激素受体β激动剂的组合物。本申请还涉及将公式（I）的选择性雄激素调节化合物与公式（II）的选择性雌激素受体β激动剂结合使用，用于治疗或预防神经退行性疾病或障碍，例如阿尔茨海默病、亨廷顿病、帕金森病、抑郁症、焦虑症、多发性硬化症、与多发性硬化症相关或由其引起的症状，以及急性或慢性疼痛。
• Androgen receptor modulators and methods of treating disease using the same
  申请人：Schlienger Nathalie

  公开号：US20070004679A1

  公开（公告）日：2007-01-04

  Disclosed herein are bicycloaryl compounds of Formula (I) that selectively modulate nuclear receptors, preferably the androgen receptor, or a pharmaceutically acceptable salt, ester, amide, or prodrug thereof, and methods of treating disease comprising administering a compound of Formula (I) to a patient in need thereof.

  本文公开了一种公式（I）的双环芳基化合物，其选择性调节核受体，优选为雄激素受体，或其药学上可接受的盐、酯、酰胺或前药，以及包括向需要治疗的患者给予公式（I）化合物的治疗疾病的方法。
• Androgen receptor modulators and method of treating disease using the same
  申请人：Schlienger Nathalie

  公开号：US20060014739A1

  公开（公告）日：2006-01-19

  Disclosed herein are bicycloaryl compounds of Formula (I) that selectively modulate nuclear receptors, preferably the androgen receptor, or a pharmaceutically acceptable salt, ester, amide, or prodrug thereof, and methods of treating disease comprising administering a compound of Formula (I) to a patient in need thereof.

  本文公开了式(I)的双环芳基化合物，其选择性调节核受体，优选为雄激素受体，或其药学上可接受的盐、酯、酰胺或前药，以及通过向需要治疗的患者施用式(I)化合物的方法治疗疾病。
• AMINOPHENYL DERIVATIVES AS SELECTIVE ANDROGEN RECEPTOR MODULATORS
  申请人：SCHLIENGER NATHALIE

  公开号：US20090270449A1

  公开（公告）日：2009-10-29

  Disclosed herein is a novel class of aminophenyl compounds having the structure: wherein R 1 is cyano or nitro and ring A is a bi- or tricyclic bridged heterocycle and to their use as modulators of androgen receptor for the treatment or prevention of conditions relating thereto.

  本文揭示了一种新的氨基苯基化合物类，具有以下结构：其中R1是氰基或硝基，环A是一个双环或三环的桥接杂环，并且这些化合物可用作雄激素受体调节剂，用于治疗或预防与之相关的疾病。
• ANDROGEN RECEPTOR MODULATORS AND METHOD OF TREATING DISEASE USING THE SAME
  申请人：Schlienger Nathalie

  公开号：US20080009489A1

  公开（公告）日：2008-01-10

  Disclosed herein are bicycloaryl compounds of Formula (I) that selectively modulate nuclear receptors, preferably the androgen receptor, or a pharmaceutically acceptable salt, ester, amide, or prodrug thereof, and methods of treating disease comprising administering a compound of Formula (I) to a patient in need thereof.

  本文披露了公式(I)的双环芳基化合物，其有选择性地调节核受体，优选为雄激素受体，或其药学上可接受的盐、酯、酰胺或前药，以及治疗疾病的方法，包括向需要该化合物的患者施用公式(I)的化合物。