2-methyl-2-phthalimidophenylacetyl chloride | 24540-00-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-methyl-2-phthalimidophenylacetyl chloride
• 英文别名: 1,3-Dihydro-I+/--methyl-1,3-dioxo-I+/--phenyl-2H-isoindole-2-acetyl chloride；2-(1,3-dioxoisoindol-2-yl)-2-phenylpropanoyl chloride
• CAS: 24540-00-9
• 化学式: C₁₇H₁₂ClNO₃
• 分子量: 313.74
• InChiKey: GEYJMZOBIHWECO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  54.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methyl-2-phthalimidophenylacetyl chloride 在 三氯化铝 、 乙烯 作用下， 以 二氯甲烷 为溶剂， 以14.3%的产率得到1-methyl-1-phthalimido-2-tetralone
  参考文献：
  名称：

  Aminotetralone analogs of ketamine: synthesis and evaluation of hypnotic and locomotor properties in mice

  摘要：

  Ketamine and phencyclidine are structurally similar compounds that share many pharmacological actions, some of which are similar to the phenethylamines amphetamine and cathione. In order to integrate structural features of ketamine and cathinone, two groups of analogues, which are more conformationally restricted compared to the parent compounds, were synthesized for biological evaluation. These included 1-amino-1-methyl-2-tetralone and 2-amino-2-methyl-1-tetralone was well as several N-substituted derivatives of these molecules. Locomotor activity testing in mice revealed that 2-amino-2-methyl-1-tetralone caused an increase in locomotor activity while 1-amino-1-methyl-2-tetralone depressed spontaneous locomotor activity. None of the compounds produced hypnosis or profound ataxia.

  DOI：

  10.1021/jm00147a044
• 作为产物：
  描述：

  DL-2-氨基-2-苯基丙酸 在 氯化亚砜 作用下， 以 苯 为溶剂， 反应 48.5h， 生成 2-methyl-2-phthalimidophenylacetyl chloride
  参考文献：
  名称：

  Aminotetralone analogs of ketamine: synthesis and evaluation of hypnotic and locomotor properties in mice

  摘要：

  Ketamine and phencyclidine are structurally similar compounds that share many pharmacological actions, some of which are similar to the phenethylamines amphetamine and cathione. In order to integrate structural features of ketamine and cathinone, two groups of analogues, which are more conformationally restricted compared to the parent compounds, were synthesized for biological evaluation. These included 1-amino-1-methyl-2-tetralone and 2-amino-2-methyl-1-tetralone was well as several N-substituted derivatives of these molecules. Locomotor activity testing in mice revealed that 2-amino-2-methyl-1-tetralone caused an increase in locomotor activity while 1-amino-1-methyl-2-tetralone depressed spontaneous locomotor activity. None of the compounds produced hypnosis or profound ataxia.

  DOI：

  10.1021/jm00147a044

文献信息

• Compositions, Methods of Use, and Methods of Treatment
  申请人：Amin Jahanshah

  公开号：US20140221473A1

  公开（公告）日：2014-08-07

  Embodiments of the present disclosure provide compositions including ketamine analogues, salts, and disalts, pharmaceutical compositions including ketamine analogues, salts, or disalts, methods of treatment of a condition or disease, methods of treatment using compositions or pharmaceutical compositions, and the like.

  本公开的实施例提供了包括氯胺酮类似物、盐和双盐在内的组合物，包括氯胺酮类似物、盐或双盐的药物组合物，治疗疾病或疾病的方法，使用组合物或药物组合物进行治疗的方法等。
• YANG, D. J.;DAVISSON, J. N., J. MED. CHEM., 1985, 28, N 9, 1361-1365
  作者：YANG, D. J.、DAVISSON, J. N.

  DOI：——

  日期：——
• US9073819B2
  申请人：——

  公开号：US9073819B2

  公开（公告）日：2015-07-07
• [EN] COMPOSITIONS, METHODS OF USE, AND METHODS OF TREATMENT<br/>[FR] COMPOSITIONS, MÉTHODES D'UTILISATION ET MÉTHODES DE TRAITEMENT
  申请人：UNIV SOUTH FLORIDA

  公开号：WO2013003669A2

  公开（公告）日：2013-01-03

  Embodiments of the present disclosure provide compositions including ketamine analogues, salts, and disalts, pharmaceutical compositions including ketamine analogues, salts, or disalts, methods of treatment of a condition or disease, methods of treatment using compositions or pharmaceutical compositions, and the like.
• Aminotetralone analogs of ketamine: synthesis and evaluation of hypnotic and locomotor properties in mice
  作者：David J. Yang、John N. Davisson

  DOI：10.1021/jm00147a044

  日期：1985.9

  Ketamine and phencyclidine are structurally similar compounds that share many pharmacological actions, some of which are similar to the phenethylamines amphetamine and cathione. In order to integrate structural features of ketamine and cathinone, two groups of analogues, which are more conformationally restricted compared to the parent compounds, were synthesized for biological evaluation. These included 1-amino-1-methyl-2-tetralone and 2-amino-2-methyl-1-tetralone was well as several N-substituted derivatives of these molecules. Locomotor activity testing in mice revealed that 2-amino-2-methyl-1-tetralone caused an increase in locomotor activity while 1-amino-1-methyl-2-tetralone depressed spontaneous locomotor activity. None of the compounds produced hypnosis or profound ataxia.