ethyl 4-(3-fluoro-4-methoxyphenyl)butanoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: ethyl 4-(3-fluoro-4-methoxyphenyl)butanoate
• 英文别名: Ethyl 4-(3-fluoro-4-methoxyphenyl)butanoate
• 化学式: C₁₃H₁₇FO₃
• 分子量: 240.275
• InChiKey: HOTCDOZILINTGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 4-(3-fluoro-4-methoxyphenyl)butanoate 在 盐酸 、 三甲基铝 、 三溴化硼 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 硫脲 、 sodium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 10.25h， 生成 3-amino-4-{4-[4-(dimethylamino)-4-oxobutyl]-2-fluorophenoxy}-6-methylthieno[2,3-b]pyridine-2-carboxamide
  参考文献：
  名称：

  Synthesis and structure-activity relationship of 4-alkoxy-thieno[2,3-b]pyridine derivatives as potent alkaline phosphatase enhancers for osteoporosis treatment

  摘要：

  The synthesis and structure-activity relationships of a novel series of 3-aminothieno[2,3-b]pyridine-2-carbox-amides were explored. Our efforts were focused on modifying the C-4 substituent of the thienopyridine ring to develop orally available bone anabolic agents. 4-Alkoxy derivatives were found to be novel ALPase enhancers without inhibitory effect on P450 activity. Among these derivatives, compound 6k was orally administered to ovariectomized rats, and it was found to significantly improve areal bone mineral density at a dose of 30 mg/kg/day.

  DOI：

  10.1016/j.bmcl.2019.05.014
• 作为产物：
  描述：

  磷酰基乙酸三乙酯 、 2-(3-fluoro-4-methoxyphenyl)acetaldehyde 在 sodium hydride 、 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 、 mineral oil 、 乙醇 为溶剂， 反应 3.5h， 以71%的产率得到ethyl 4-(3-fluoro-4-methoxyphenyl)butanoate
  参考文献：
  名称：

  Synthesis and structure-activity relationship of 4-alkoxy-thieno[2,3-b]pyridine derivatives as potent alkaline phosphatase enhancers for osteoporosis treatment

  摘要：

  The synthesis and structure-activity relationships of a novel series of 3-aminothieno[2,3-b]pyridine-2-carbox-amides were explored. Our efforts were focused on modifying the C-4 substituent of the thienopyridine ring to develop orally available bone anabolic agents. 4-Alkoxy derivatives were found to be novel ALPase enhancers without inhibitory effect on P450 activity. Among these derivatives, compound 6k was orally administered to ovariectomized rats, and it was found to significantly improve areal bone mineral density at a dose of 30 mg/kg/day.

  DOI：

  10.1016/j.bmcl.2019.05.014

文献信息

• Synthesis and structure-activity relationship of 4-alkoxy-thieno[2,3-b]pyridine derivatives as potent alkaline phosphatase enhancers for osteoporosis treatment
  作者：Keiji Saito、Tsuyoshi Shinozuka、Akira Nakao、Toshihiro Kiho、Tomonori Kunikata、Takeshi Shiiki、Yoko Nagai、Satoru Naito

  DOI：10.1016/j.bmcl.2019.05.014

  日期：2019.7

  The synthesis and structure-activity relationships of a novel series of 3-aminothieno[2,3-b]pyridine-2-carbox-amides were explored. Our efforts were focused on modifying the C-4 substituent of the thienopyridine ring to develop orally available bone anabolic agents. 4-Alkoxy derivatives were found to be novel ALPase enhancers without inhibitory effect on P450 activity. Among these derivatives, compound 6k was orally administered to ovariectomized rats, and it was found to significantly improve areal bone mineral density at a dose of 30 mg/kg/day.