10,10-Dimethyl-9,10-dihydroanthracene-9-carboxamide | 66827-79-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 10,10-Dimethyl-9,10-dihydroanthracene-9-carboxamide
• 英文别名: 9,9-Dimethyl-9,10-dihydro-anthracen-10-carboxamid；10-Anthracenecarboxamide, 9,10-dihydro-9,9-dimethyl-；10,10-dimethyl-9H-anthracene-9-carboxamide
• CAS: 66827-79-0
• 化学式: C₁₇H₁₇NO
• 分子量: 251.328
• InChiKey: UWMZNKWXDLPJBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  10,10-Dimethyl-9,10-dihydroanthracene-9-carboxamide 在 三氯氧磷 作用下， 反应 0.5h， 以86%的产率得到9-cyano-10,10-Dimethyl-9,10-dihydroanthracene
  参考文献：
  名称：

  Selective serotonin receptor antagonists and therapeutic applications thereof

  摘要：

  Spiro[9,10-二氢蒽]-9,3'-吡咯烷（SPAN）及其衍生物被提供为选择性5-羟色胺受体拮抗剂。这些化合物是5-HT2 5-羟色胺受体的选择性、高亲和力拮抗剂。这些化合物可用作抗抑郁和抗焦虑药物。

  公开号：

  US20030232872A1
• 作为产物：
  描述：

  10,10-dimethyl-9,10-dihydroindole-9-carboxylic acid 生成 10,10-Dimethyl-9,10-dihydroanthracene-9-carboxamide
  参考文献：
  名称：

  抗惊厥。I.二苯并（A，D）环庚二烯-5-羧酰胺和相关化合物。

  摘要：

  DOI：

  10.1021/jm00331a019

文献信息

• Geometry−Affinity Relationships of the Selective Serotonin Receptor Ligand 9-(Aminomethyl)-9,10-dihydroanthracene
  作者：Scott P. Runyon、Srinivas Peddi、Jason E. Savage、Bryan L. Roth、Richard A. Glennon、Richard B. Westkaemper

  DOI：10.1021/jm010354g

  日期：2002.4.1

  With the exception of its two aromatic rings and basic nitrogen atom, 9-(aminomethyl)-9,10-dihydroanthracene (AMDA; 1) is remarkably devoid of the pharmacophore features usually associated with high-affinity receptor ligands such as the heteroatom hydrogen bonding features of the endogenous ligand serotonin. AMDA does contain a phenylethylamine skeleton within a tricyclic ring system, and the presence of the second aromatic group is necessary for optimal receptor affinity. The structural requirements for the binding of AMDA at 5-HT2A receptors were investigated with respect to the geometric relationship between the two aromatic rings. It appears that the geometry of the AMDA parent is in the optimal range for fold angle between aromatic moieties. Evaluation of conformationally constrained derivatives of AMDA suggests that a chain extended trans, gauche form is most likely responsible for high affinity.
• US6806283B2
  申请人：——

  公开号：US6806283B2

  公开（公告）日：2004-10-19
• Anticonvulsants. I. Dibenzo[a,d]cycloheptadiene-5-carboxamide and Related Compounds
  作者：M. A. Davis、Stanley O. Winthrop、R. A. Thomas、F. Herr、Marie-Paule Charest、Roger Gaudry

  DOI：10.1021/jm00331a019

  日期：1964.1
• Selective serotonin receptor antagonists and therapeutic applications thereof
  申请人：——

  公开号：US20030232872A1

  公开（公告）日：2003-12-18

  Spiro[9,10-dihydroanthracene]-9,3′-pyrrolidine (SPAN) and derivatives thereof are provided as selective serotonin receptor antagonists. The compounds are selective, high affinity antagonists of 5-HT 2 serotonin receptors. The compounds are useful as antidepressant and antianxiety agents.

  Spiro[9,10-二氢蒽]-9,3'-吡咯烷（SPAN）及其衍生物被提供为选择性5-羟色胺受体拮抗剂。这些化合物是5-HT2 5-羟色胺受体的选择性、高亲和力拮抗剂。这些化合物可用作抗抑郁和抗焦虑药物。