7-Methoxy-1,2,3,4-tetrahydro-naphthalene-1-carboxylic acid (2,2-dimethoxy-ethyl)-methyl-amide | 123883-10-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 7-Methoxy-1,2,3,4-tetrahydro-naphthalene-1-carboxylic acid (2,2-dimethoxy-ethyl)-methyl-amide
• CAS: 123883-10-3
• 化学式: C₁₇H₂₅NO₄
• 分子量: 307.39
• InChiKey: OZMXCJDTJUEXFK-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  7-Methoxy-1,2,3,4-tetrahydro-naphthalene-1-carboxylic acid (2,2-dimethoxy-ethyl)-methyl-amide 在 platinum on activated charcoal 盐酸 、 氢气 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 30.0h， 生成 1-oxo-2-methyl-5-methoxy-1,2,3,4,8,9,10,10a-octahydronaphth[1,8-cd]azepine
  参考文献：
  名称：

  1,9-Alkano-bridged 2,3,4,5-tetrahydro-1H-3-benzazepines with affinity for the .alpha.2-adrenoceptor and the 5-HT1A receptor

  摘要：

  A number of 1,9-alkano-bridged 2,3,4,5-tetrahydro-1H-3-benzazepines were prepared and evaluated for 5-HT1A receptor and alpha 2-adrenoceptor affinity by using radioligand receptor binding techniques. Several compounds displayed 5-HT1A receptor affinity comparable to, or greater than, the known 5-HT1A ligand buspirone. The highest affinity 5-HT1A receptor ligands were N-alkyl-, N-allyl-5-chloro-, and 5-methoxy-1,2,3,4,8,9,10,10a-octahydronaphth[1,8-cd]azapines (4c, 4m, 4n), which had pKi values of 7.9-8.1. The S enantiomer of 4c had a higher affinity for the 5-HT1A receptor than the corresponding R isomer (pKi of 8.2 for (S)-4c vs 7.7 for (R)-4c). These compounds had a relatively low affinity for the alpha 2-adrenoceptor (pKi of 7 or less). On the other hand, the closely related 5-chloro-2-methyl-2,3,4,8,9,9a-hexahydro-1H-indeno[1,7-cd]azepine (3b) had high affinity for both the alpha 2-adrenoceptor (pKi = 8.1) and 5-HT1A receptor (pKi = 7.6). These results indicate that the two receptors may share common recognition sites.

  DOI：

  10.1021/jm00164a026