sodium (E)-4-(3-(4-chlorophenyl)-3-oxoprop-1-en-1-yl)-2-methoxyphenyl sulfate | 1352508-89-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: sodium (E)-4-(3-(4-chlorophenyl)-3-oxoprop-1-en-1-yl)-2-methoxyphenyl sulfate
• 英文别名: sodium;[4-[(E)-3-(4-chlorophenyl)-3-oxoprop-1-enyl]-2-methoxyphenyl] sulfate
• CAS: 1352508-89-4
• 化学式: C₁₆H₁₂ClO₆S*Na
• 分子量: 390.776
• InChiKey: ZUMNTSWUSNVMEL-VOKCZWNHSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.09
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-甲氧基-4-(甲氧基甲氧基)苯甲醛 在 吡啶 、 盐酸 、 氯磺酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 10.5h， 生成 sodium (E)-4-(3-(4-chlorophenyl)-3-oxoprop-1-en-1-yl)-2-methoxyphenyl sulfate
  参考文献：
  名称：

  Prodrugs of a CXC Chemokine-12 (CXCL12) Neutraligand Prevent Inflammatory Reactions in an Asthma Model in Vivo

  摘要：

  Chalcone 4 (compound 1) is a small molecule that neutralizes the CXC chemokine CXCL12 and prevents it from acting on the CXCR4 and CXCR7 receptors. To overcome its poor solubility in aqueous buffers, we designed highly soluble analogues of compound 1, phosphate, L-seryl, and sulfate, all inactive by themselves on CXCL12 but when cleaved in vivo into 1, highly active locally at a low dose in a mouse airway hypereosinophilia model.

  DOI：

  10.1021/ml200017d

文献信息

• Prodrugs of a CXC Chemokine-12 (CXCL12) Neutraligand Prevent Inflammatory Reactions in an Asthma Model in Vivo
  作者：Vincent Gasparik、François Daubeuf、Muriel Hachet-Haas、François Rohmer、Patrick Gizzi、Jacques Haiech、Jean-Luc Galzi、Marcel Hibert、Dominique Bonnet、Nelly Frossard

  DOI：10.1021/ml200017d

  日期：2012.1.12

  Chalcone 4 (compound 1) is a small molecule that neutralizes the CXC chemokine CXCL12 and prevents it from acting on the CXCR4 and CXCR7 receptors. To overcome its poor solubility in aqueous buffers, we designed highly soluble analogues of compound 1, phosphate, L-seryl, and sulfate, all inactive by themselves on CXCL12 but when cleaved in vivo into 1, highly active locally at a low dose in a mouse airway hypereosinophilia model.