[2-(2,2-Dimethylpropanoyloxy)-4-[2-[(3-ethoxy-3-oxopropyl)amino]-1-hydroxyethyl]phenyl] 2,2-dimethylpropanoate | 185448-94-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [2-(2,2-Dimethylpropanoyloxy)-4-[2-[(3-ethoxy-3-oxopropyl)amino]-1-hydroxyethyl]phenyl] 2,2-dimethylpropanoate
• CAS: 185448-94-6
• 化学式: C₂₃H₃₅NO₇
• 分子量: 437.533
• InChiKey: GKIHZYGQHZTZDO-UHFFFAOYSA-N

物化性质

• 沸点：
  547.0±50.0 °C(Predicted)
• 密度：
  1.122±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  31
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [2-(2,2-Dimethylpropanoyloxy)-4-[2-[(3-ethoxy-3-oxopropyl)amino]-1-hydroxyethyl]phenyl] 2,2-dimethylpropanoate 在 水 作用下， 生成 2,2-Dimethyl-propionic acid 5-[2-(2-carboxy-ethylamino)-1-hydroxy-ethyl]-2-(2,2-dimethyl-propionyloxy)-phenyl ester
  参考文献：
  名称：

  Soft β-adrenergic agonists for the topical treatment of psoriasis

  摘要：

  The soft-drug 1 (R = Me, Et) and pro-soft-drug 3 have been prepared as models of topical anti-psoriatic beta-adrenergic agonists. The chemical hydrolysis of 3 proceeded via the acid 18 with a maximum stability at apparent pH similar to 4.0. In the presence of PLCE, the required metabolism of 3 to the soft-drug 1 (R = Et) was achieved, which slowly degraded to the dihydroxy acid 2. Soft-drug 1 (R = Et) was poorly transported across a silicone membrane, whereas the pro-soft-drug 3 was more efficient and the rate increased over the donor apparent pH range 3-8. Soft-drug 1 (R = Et) was a full beta-agonist on the guinea-pig tracheal preparation, whereas the pro-soft-drug 3 produced only slowly developing responses at high concentrations (>10 mu M).

  DOI：

  10.1016/s0223-5234(97)89848-0
• 作为产物：
  描述：

  3,4-二羟基-2'-氯苯乙酮 在 palladium on activated charcoal sodium tetrahydroborate 、 氢气 、 三乙胺 、 sodium iodide 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.67h， 生成 [2-(2,2-Dimethylpropanoyloxy)-4-[2-[(3-ethoxy-3-oxopropyl)amino]-1-hydroxyethyl]phenyl] 2,2-dimethylpropanoate
  参考文献：
  名称：

  Soft β-adrenergic agonists for the topical treatment of psoriasis

  摘要：

  The soft-drug 1 (R = Me, Et) and pro-soft-drug 3 have been prepared as models of topical anti-psoriatic beta-adrenergic agonists. The chemical hydrolysis of 3 proceeded via the acid 18 with a maximum stability at apparent pH similar to 4.0. In the presence of PLCE, the required metabolism of 3 to the soft-drug 1 (R = Et) was achieved, which slowly degraded to the dihydroxy acid 2. Soft-drug 1 (R = Et) was poorly transported across a silicone membrane, whereas the pro-soft-drug 3 was more efficient and the rate increased over the donor apparent pH range 3-8. Soft-drug 1 (R = Et) was a full beta-agonist on the guinea-pig tracheal preparation, whereas the pro-soft-drug 3 produced only slowly developing responses at high concentrations (>10 mu M).

  DOI：

  10.1016/s0223-5234(97)89848-0