4-Amino-5-chloro-2-methoxy-N-(4-oxa-1-aza-bicyclo[3.3.1]non-6-yl)-benzamide | 107904-10-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-Amino-5-chloro-2-methoxy-N-(4-oxa-1-aza-bicyclo[3.3.1]non-6-yl)-benzamide
• 英文别名: 4-amino-5-chloro-2-methoxy-N-(4-oxa-1-azabicyclo[3.3.1]nonan-6-yl)benzamide
• CAS: 107904-10-9
• 化学式: C₁₅H₂₀ClN₃O₃
• 分子量: 325.795
• InChiKey: DJOWCLQOXZPXAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  76.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-Oxa-1-aza-bicyclo[3.3.1]nonan-6-one oxime; hydrochloride 在 sodium hydroxide 、 lithium aluminium tetrahydride 作用下， 生成 4-Amino-5-chloro-2-methoxy-N-(4-oxa-1-aza-bicyclo[3.3.1]non-6-yl)-benzamide
  参考文献：
  名称：

  The synthesis of 2-morpholine carboxylic acid derivatives and their elaboration to 1-aza-4-oxabicyclo[3.3.1]nonan-6-one.

  摘要：

  Two syntheses of novel 2-morpholine carboxylic acid derivatives are described. The esters were converted into 1-aza-4-oxabicyclo[3.3.1]nonan-6-one, the first example of this ring system, which was further elaborated to the ortho-methoxy benzamide derivative (2).

  DOI：

  10.1016/s0040-4039(00)79702-4

文献信息

• Substituted benzamides with conformationally restricted side chains. 5. Azabicyclo[x.y.z] derivatives as 5-HT4 receptor agonists and gastric motility stimulants
  作者：Frank D. King、Michael S. Hadley、Karen T. Joiner、Roger T. Martin、Gareth J. Sanger、Duncan M. Smith、Gillian E. Smith、Paul Smith、David H. Turner、Eric A. Watts

  DOI：10.1021/jm00058a004

  日期：1993.3

  The syntheses of benzamides containing azabicyclo[x.y.z] side chains and their 5-HT4 receptor agonist and 5-HT3 receptor antagonist properties are described. These compounds were designed to mimic higher energy conformations of quinolizidine and indolizidine. High potency was achieved for both activities although an exactly paralleling SAR was not apparent. Introduction of O and S resulted in only

  描述了含氮杂双环[xyz]侧链的苯甲酰胺的合成及其5-HT4受体激动剂和5-HT3受体拮抗剂的性质。这些化合物被设计为模拟喹oli嗪和吲哚并idine啶的更高能构象。两种活动均获得了很高的效价，尽管尚不存在完全平行的SAR。O和S的引入仅导致效力的边际差异，这对于5-HT 3拮抗作用更为明显。将甲基α引入碱性氮导致5-HT 4受体激动剂效力降低。鉴定了伦扎必利（5f）进行进一步评估，两种对映体均具有相同的药理学特征，氮杂三环9b也具有相同的药理学特征，其中三者分别包含两种独立对映体的空间体积。