tropinone hydrochloride | 4827-85-4

• 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: tropinone hydrochloride
• 英文别名: tropan-3-one; hydrochloride；Tropan-3-on; Hydrochlorid；8-methyl-8-azabicyclo[3.2.1]octan-3-one hydrochloride；Tropanon hydrochloride；8-methyl-8-azabicyclo[3.2.1]octan-3-one;hydrochloride
• CAS: 4827-85-4
• 化学式: C₈H₁₃NO*ClH
• 分子量: 175.658
• InChiKey: HUGYQXFQBHWMQD-UHFFFAOYSA-N

物化性质

• 熔点：
  183.5-185 °C (decomp)

计算性质

• 辛醇/水分配系数(LogP)：
  1.23
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  20.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tropinone hydrochloride 以 水 为溶剂， 反应 15.0h， 以80%的产率得到2-(1,5-dimethylpyrrolidin-2-yl)acetic acid
  参考文献：
  名称：

  一种制备7-烷基-7-氮杂双环[2.2.1]庚烷的简单方法

  摘要：

  三苯基膦-四氯化碳对反式-4-烷基氨基环己醇的作用可产生高收率的7-烷基-7-氮杂双环[2.2.1]庚烷。起始氨基醇可通过四步法轻松地从1,4-环己二酮和伯胺的单亚乙基缩酮中获得，而无需分离中间体。

  DOI：

  10.1016/0040-4039(95)00051-d

文献信息

• [EN] BRIDGED HETEROCYCLIC COMPOUNDS AND METHODS OF USE<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES PONTÉS ET LEURS PROCÉDÉS D'UTILISATION
  申请人：MEDIVATION TECHNOLOGIES INC

  公开号：WO2009120720A1

  公开（公告）日：2009-10-01

  This disclosure relates to new compounds that may be used to modulate a histamine receptor in an individual. Novel compounds are described, including new bridged heterocyclic [4,3-b]indole compounds. Pharmaceutical compositions are also provided. Pharmaceutical compositions comprising the compounds are also provided, as are methods of using the compounds in a variety of therapeutic applications, including the treatment of a cognitive disorder, psychotic disorder, neurotransmitter-mediated disorder and/or a neuronal disorder.

  这项披露涉及可能用于调节个体组织中组胺受体的新化合物。描述了新的化合物，包括新的桥接杂环[4,3-b]吲哚化合物。还提供了药物组合物。提供了包含这些化合物的药物组合物，以及使用这些化合物在各种治疗应用中的方法，包括治疗认知障碍、精神障碍、神经递质介导的障碍和/或神经元障碍。
• BRIDGED HETEROCYCLIC COMPOUNDS AND METHODS OF USE
  申请人：MEDIVATION TECHNOLOGIES, INC.

  公开号：US20130190303A1

  公开（公告）日：2013-07-25

  This disclosure relates to new compounds that may be used to modulate a histamine receptor in an individual. Novel compounds are described, including new bridged heterocyclic [4,3-b]indole compounds. Pharmaceutical compositions are also provided. Pharmaceutical compositions comprising the compounds are also provided, as are methods of using the compounds in a variety of therapeutic applications, including the treatment of a cognitive disorder, psychotic disorder, neurotransmitter-mediated disorder and/or a neuronal disorder.

  本公开涉及可用于调节组织胺受体的新化合物。其中描述了新的桥接杂环[4,3-b]吲哚化合物。还提供了制药组合物，包括含有该化合物的制药组合物。还提供了使用该化合物进行各种治疗应用的方法，包括治疗认知障碍、精神障碍、神经递质介导的障碍和/或神经元障碍。
• Synthesis and in vitro evaluation of 5,6,7,8,9,10-hexahydro-7,10-iminocyclohept[b]indoles: high-affinity ligands for the N,N'-di-o-tolylguanidine-labeled .sigma. binding site
  作者：Richard E. Mewshaw、Ronald G. Sherrill、Rose M. Mathew、Carl Kaiser、Michael A. Bailey、E. William Karbon

  DOI：10.1021/jm00055a005

  日期：1993.2

  A series of 5,6,7,8,9,10-hexahydro-7,10-iminocyclo[b]indoles substituted at the 5 and/or 11 positions was synthesized from tropinone. Affinity for sigma binding sites was determined using [H-3]-N,N'-di-o-tolylguanidine ([H-3]DTG) and [H-3]-(+)-3-(3-hydroxyphenyl)-N-1-propylpiperidine ([H-3]-(+)-3-PPP) and for the dopamine D2 receptor labeled with [H-3]sulpiride. Nearly all compounds studied in this series possessed a higher affinity for [H-3]DTG than [H-3]-(+)-PPP-labeled sigma sites, suggesting that [H-3]DTG and [H-3]-(+)-3-PPP radioligands label pharmacologically distinct sigma binding sites, as reported previously. Substitution at the 11 position with side chains containing a four-carbon tether resulted in compounds having the highest affinity for the [H-3]DTG-labeled a site. The most potent and selective member of this series was 11-[4-(2-furanyl)butyl]-5,6,7,8,9, 10-hexahydro-7,10-iminocyclohept[b]indole(40). Enantioselectivity was investigated by preparing the (+)- and (-)-isomers of 40. These studies revealed that (+)-40 was more potent at the [H-3]-DTG-labeled sigma site whereas (-)-40 had a higher affinity at sigma sites labeled with [H-3]-(+)-PPP. Racemic 40 was observed to possess a higher affinity than either of its respective enantiomers at both the [H-3]DTG- and [H-3]-(+)-3-PPP-labeled sites, suggesting an allosteric interaction.
• Ketals and Hemithioketals of 1-Methyl-4-piperidone and Tropinone
  作者：Mathias P. Mertes、Ole Gisvold

  DOI：10.1002/jps.2600500606

  日期：1961.6
• Kostochka, L. M.; Belostotskii, A. M.; Skoldinov, A. P., Journal of Organic Chemistry USSR (English Translation), 1982, vol. 18, p. 2315 - 2316
  作者：Kostochka, L. M.、Belostotskii, A. M.、Skoldinov, A. P.

  DOI：——

  日期：——