4-Methyl-N-(6-oxo-heptyl)-benzamide | 95484-28-9

• 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-Methyl-N-(6-oxo-heptyl)-benzamide
• 英文别名: 4-methyl-N-(6-oxoheptyl)benzamide
• CAS: 95484-28-9
• 化学式: C₁₅H₂₁NO₂
• 分子量: 247.337
• InChiKey: NUHXYIYBFQGXQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  7-羰基辛酸 在 三氯化铝 、 二苯基膦叠氮化物 、 三乙胺 作用下， 以 苯 为溶剂， 反应 2.75h， 生成 4-Methyl-N-(6-oxo-heptyl)-benzamide
  参考文献：
  名称：

  Conjugates of Catecholamines. 5. Synthesis and β-Adrenergic Activity of N-(Aminoalkyl)norepinephrine Derivatives

  摘要：

  A novel series of N-aminoalkyl congeners and model derivatives of norepinephrine has been synthesized. Compounds that were structurally related to epinephrine were prepared from fully protected intermediates. Alternatively, isoproterenol-related compounds were synthesized via reductive amination of preformed methyl ketone derivatives with norepinephrine. The beta-adrenergic activities of these new compounds were assessed through measurement of intracellular cyclic AMP accumulation in S49 mouse lymphoma cells and displacement of iodocyanopindolol (ICYP) from membrane preparations. Congeners that contained an underivatized primary amine function exhibited virtually no activity in these assays. However, when this amine function was acylated (e.g., to an amide, carbamate, urea, sulfonamide, etc.), the products exhibited generally increased beta-adrenergic activity, which was, however, strongly dependent on the nature of the acylating group and also the length of the spacer. In particular, a benzyl carbamate derivative containing a branched, seven-carbon spacer group was 40 times more potent than isoproterenol in the in vitro S49 assay.

  DOI：

  10.1021/jm50001a017

文献信息

• TRITERPENE SAPONIN ANALOGUES
  申请人：Adjuvance Technologies, Inc.

  公开号：EP4001290A1

  公开（公告）日：2022-05-25

  The present application relates to triterpene glycoside saponin-derived adjuvants, syntheses thereof, and intermediates thereto. The application also provides pharmaceutical compositions comprising compounds of the present invention and methods of using said compounds or compositions in the treatment of and immunization for infectious diseases.

  本申请涉及三萜糖苷皂甙衍生佐剂、其合成及其中间体。本申请还提供了包含本发明化合物的药物组合物，以及使用所述化合物或组合物治疗和免疫传染病的方法。