5,12-dimethyl-5,10-imino-10,11-dihydro-5H-dibenzocycloheptene | 70450-20-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 二苯并环庚烯
• 英文名称: 5,12-dimethyl-5,10-imino-10,11-dihydro-5H-dibenzocycloheptene
• 英文别名: 5,N-dimethyl-10,11-dihydro-5H-dibenzocyclohepten-5,10-imine；N,10-dimethyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imine；5,12-dimethyl-5,10-imino-10,11-dihydro-5H-dibenzo[a,d]cycloheptene；1,16-Dimethyl-16-azatetracyclo[7.6.1.02,7.010,15]hexadeca-2,4,6,10,12,14-hexaene
• CAS: 70450-20-3
• 化学式: C₁₇H₁₇N
• 分子量: 235.329
• InChiKey: VRDVKRKIXRRDOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5,12-dimethyl-5,10-imino-10,11-dihydro-5H-dibenzocycloheptene 在 sodium tetrahydroborate 、 rhodium(III) chloride 作用下， 以 乙醇 为溶剂， 以49%的产率得到(+)-(5R,5aS,9aR,10R)-5a,6,7,8,9,9a,10,11-octahydro-N,5-dimethyl-5H-dibenzocyclohepten-5,10-imine
  参考文献：
  名称：

  Structure and activity of hydrogenated derivatives of (+)-5-methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imine (MK-801)

  摘要：

  Several hydrogenated derivatives of the potent NMDA antagonist 1 have been prepared and evaluated as competitive inhibitors of [3H]-1 binding. These compounds were also tested for their ability to act as noncompetitive antagonists of NMDA in vitro. These studies indicate that two aromatic rings are not strictly required for high-affinity binding or NMDA antagonism.

  DOI：

  10.1021/jm00165a026
• 作为产物：
  描述：

  10,11-二氢二苯并[a,b]环庚烯-5-酮 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 [(Cp(TMS))2NdMe]2 、 potassium tert-butylate 作用下， 以 四氢呋喃 、 四氯化碳 、 乙醚 、 水 、 苯 为溶剂， 反应 53.0h， 生成 5,12-dimethyl-5,10-imino-10,11-dihydro-5H-dibenzocycloheptene
  参考文献：
  名称：

  Lanthanide-Catalyzed Hydroamination of Hindered Alkenes in Synthesis:  Rapid Access to 10,11-Dihydro-5H-dibenzo- [a,d]cyclohepten-5,10-imines

  摘要：

  DOI：

  10.1021/jo990626b

文献信息

• New Synthetic Route to 10,11-Dihydro-5<i>H</i>-dibenzo[<i>a</i>,<i>d</i>]cyclohepten-5,10-imines through Photoamination of 5-Alkoxy- and 5-Hydroxy-5<i>H</i>-dibenzo[<i>a</i>,<i>d</i>]cycloheptenes Followed by a Transannular Reaction with Acetic Acid
  作者：Masahide Yasuda、Tomoko Wakisaka、Ryuji Kojima、Kimiko Tanabe、Kensuke Shima

  DOI：10.1246/bcsj.68.3169

  日期：1995.11

  The photoadditions of ammonia and alkylamines (RNH2) to 5-hydroxy- and 5-alkoxy-5H-dibenzo[a,d]cycloheptene derivatives (2) occurred at the C10–C11 double bond upon the irradiation of 2 with RNH2 in the presence of p-dicyanobenzene. The resulting 5-substituted 10-alkylamino-10,11-dihydro-5H-dibenzo[a,d]cycloheptenes were converted to 5-substituted N-alkyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imines by a treatment with AcOH.

  氨和烷基胺（RNH2）对5-羟基和5-烷氧基-5H-二苯并[a,d]环庚烯衍生物（2）的加成发生在C10-C11双键处，这是在存在对二氰基苯的情况下，通过RNH2对2进行辐照实现的。所得到的5-取代的10-烷基氨基-10,11-二氢-5H-二苯并[a,d]环庚烯通过与AcOH处理，转化为5-取代的N-烷基-10,11-二氢-5H-二苯并[a,d]环庚烯-5,10-亚胺。
• Nomoto, Takashi; Takayama, Hiroaki, Heterocycles, 1984, vol. 22, # 9, p. 1969 - 1972
  作者：Nomoto, Takashi、Takayama, Hiroaki

  DOI：——

  日期：——
• NOMOTO, TAKASHI;TAKAYAMA, HIROAKI, HETEROCYCLES, 1984, 22, N 9, 1969-1972
  作者：NOMOTO, TAKASHI、TAKAYAMA, HIROAKI

  DOI：——

  日期：——
• TAKAYAMA H.; NOMOTO T.; SUZUKI T.; TAKAMOTO M.; OKAMOTO T., HETEROCYCLES, 1979, 12, NO 1, 179
  作者：TAKAYAMA H.、 NOMOTO T.、 SUZUKI T.、 TAKAMOTO M.、 OKAMOTO T.

  DOI：——

  日期：——
• CONJUGATES OF HUPERZINE AND ANALOGS THEREOF
  申请人：INSERO HEALTH INC.

  公开号：US20150191430A1

  公开（公告）日：2015-07-09

  Compounds and compositions for treating neurodegenerative diseases are described. The compounds include a therapeutic agent covalently linked with huperzine or an analog thereof through a linker. Methods of preparing the compounds are described. Methods of treating a neurodegenerative disease by administering compounds and compositions including a therapeutic agent covalently linked with huperzine or an analog thereof are described. Methods for delivering a therapeutic agent by administering the therapeutic agent covalently linked to huperzine or an analog thereof are described.