2-氯-3,4-双(特戊酰氧基)苯乙酮 | 185448-73-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-氯-3,4-双(特戊酰氧基)苯乙酮
• 英文名称: 2-Chloro-3',4'-bis(pivaloyloxy)acetophenone
• 英文别名: [4-(2-chloroacetyl)-2-(2,2-dimethylpropanoyloxy)phenyl] 2,2-dimethylpropanoate
• CAS: 185448-73-1
• 化学式: C₁₈H₂₃ClO₅
• mdl: MFCD08060106
• 分子量: 354.831
• InChiKey: QEIBROVFKBAHDN-UHFFFAOYSA-N

物化性质

• 沸点：
  466.2±45.0 °C(Predicted)
• 密度：
  1.156±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2918300090

反应信息

• 作为反应物：
  描述：

  2-氯-3,4-双(特戊酰氧基)苯乙酮 在 sodium tetrahydroborate 、 三乙胺 、 sodium iodide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 [4-[2-[Benzyl-(3-ethoxy-3-oxopropyl)amino]-1-hydroxyethyl]-2-(2,2-dimethylpropanoyloxy)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
• 作为产物：
  描述：

  3,4-二羟基-2'-氯苯乙酮 、 三甲基乙酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以88%的产率得到2-氯-3,4-双(特戊酰氧基)苯乙酮
  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