N,N-dimethyl-N-(9,10-dihydroanthryl-9-methyl)amine | 28869-11-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: N,N-dimethyl-N-(9,10-dihydroanthryl-9-methyl)amine
• 英文别名: 9-Dimethylaminomethyl-9,10-dihydroanthracen；(9,10-Dihydro-anthracen-9-ylmethyl)-dimethyl-amine；1-(9,10-dihydroanthracen-9-yl)-N,N-dimethylmethanamine
• CAS: 28869-11-6
• 化学式: C₁₇H₁₉N
• 分子量: 237.345
• InChiKey: FCRIMCQUUZFBDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• 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：

  N,N-dimethyl-N-(9,10-dihydroanthryl-9-methyl)amine 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 80.0 ℃ 、13.33 Pa 条件下， 反应 0.5h， 生成 9-methylene-9,10-dihydroanthracene (dibenzo-p-isotoluene)
  参考文献：
  名称：

  Bimolecular reactions of 3-methylene-1,4-cyclohexadiene (p-isotoluene), 5-methylene-1,3-cyclohexadiene (o-isotoluene), 1-methylene-1,4-dihydronaphthalene (benzo-p-isotoluene), and 9-methylene-9,10-dihydroanthracene (dibenzo-p-isotoluene)

  摘要：

  DOI：

  10.1021/jo00263a021
• 作为产物：
  描述：

  N,N-dimethyl-9,10-dihydro-9-anthramide 在 三氟化硼四氢呋喃络合物 作用下， 生成 N,N-dimethyl-N-(9,10-dihydroanthryl-9-methyl)amine
  参考文献：
  名称：

  Influence of chain length and N-alkylation on the selective serotonin receptor ligand 9-(aminomethyl)-9,10-dihydroanthracene

  摘要：

  Comparison of the serotonin 5-HT2A receptor affinities of chain lengthened and N-alkylated analogues of the novel ligand 9-aminomethyl-9,10-dihydroanthracene (AMDA) and a structurally similar prototypical tricyclic amine imipramine suggests that the two agents bind to the receptor in different fashions. The demonstration that AMDA is highly selective for serotonin receptors (5-HT2A, K-i = 20 nM; 5-HT2c, K-i = 43 nM) versus the dopamine D-2 receptor (K-i >10,000 nM), as well as the serotonin and norepinephrine transporters (Ki >10,000 nM) further suggests that AMDA and the nonselective ligand imipramine interact with these target macromolecules in different ways. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00023-3

文献信息

• Fouche,J., Bulletin de la Societe Chimique de France, 1970, p. 1376 - 1389
  作者：Fouche,J.

  DOI：——

  日期：——
• GAJEWSKI, JOSEPH J.;GORTVA, ANDREA M., J. ORG. CHEM., 54,(1989) N, C. 373-378
  作者：GAJEWSKI, JOSEPH J.、GORTVA, ANDREA M.

  DOI：——

  日期：——
• Bimolecular reactions of 3-methylene-1,4-cyclohexadiene (p-isotoluene), 5-methylene-1,3-cyclohexadiene (o-isotoluene), 1-methylene-1,4-dihydronaphthalene (benzo-p-isotoluene), and 9-methylene-9,10-dihydroanthracene (dibenzo-p-isotoluene)
  作者：Joseph J. Gajewski、Andrea M. Gortva

  DOI：10.1021/jo00263a021

  日期：1989.1
• Influence of chain length and N-alkylation on the selective serotonin receptor ligand 9-(aminomethyl)-9,10-dihydroanthracene
  作者：Scott P. Runyon、Jason E. Savage、Mohamed Taroua、Bryan L. Roth、Richard A. Glennon、Richard B. Westkaemper

  DOI：10.1016/s0960-894x(01)00023-3

  日期：2001.3

  Comparison of the serotonin 5-HT2A receptor affinities of chain lengthened and N-alkylated analogues of the novel ligand 9-aminomethyl-9,10-dihydroanthracene (AMDA) and a structurally similar prototypical tricyclic amine imipramine suggests that the two agents bind to the receptor in different fashions. The demonstration that AMDA is highly selective for serotonin receptors (5-HT2A, K-i = 20 nM; 5-HT2c, K-i = 43 nM) versus the dopamine D-2 receptor (K-i >10,000 nM), as well as the serotonin and norepinephrine transporters (Ki >10,000 nM) further suggests that AMDA and the nonselective ligand imipramine interact with these target macromolecules in different ways. (C) 2001 Elsevier Science Ltd. All rights reserved.