2-(3,4-Difluorophenyl)-2-pyrrolidin-1-ylacetic acid | 1170298-44-8

• 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-(3,4-Difluorophenyl)-2-pyrrolidin-1-ylacetic acid
• CAS: 1170298-44-8
• 化学式: C₁₂H₁₃F₂NO₂
• mdl: MFCD12064930
• 分子量: 241.238
• InChiKey: NTEGXJKSSLVWQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-methyl-3-(spiro[isobenzofuran-1(3H)-4'-piperidin]-1-yl)-1-propanamine 、 2-(3,4-Difluorophenyl)-2-pyrrolidin-1-ylacetic acid 在 碳酸氢钠 、 1-羟基苯并三唑一水物 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 生成 2-(3,4-difluorophenyl)-N-methyl-2-pyrrolidin-1-yl-N-(3-spiro[1H-2-benzofuran-3,4'-piperidine]-1'-ylpropyl)acetamide
  参考文献：
  名称：

  Discovery of novel spiro-piperidine derivatives as highly potent and selective melanin-concentrating hormone 1 receptor antagonists

  摘要：

  Optimization of high-throughput screening hit 1a led to the identification of a novel spiro-piperidine class of melanin-concentrating hormone 1 receptor (MCH-1R) antagonists. Compound 3c was identified as a highly potent and selective MCH-1R antagonist, which has an IC50 value of 0.09 nM at hMCH-1R. The synthesis and structure-activity relationships of the novel spiro-piperidine MCH-1R antagonists are described. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.016
• 作为产物：
  描述：

  Methyl 2-(3,4-difluorophenyl)-2-pyrrolidin-1-ylacetate 在 水 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 2-(3,4-Difluorophenyl)-2-pyrrolidin-1-ylacetic acid
  参考文献：
  名称：

  Discovery of novel spiro-piperidine derivatives as highly potent and selective melanin-concentrating hormone 1 receptor antagonists

  摘要：

  Optimization of high-throughput screening hit 1a led to the identification of a novel spiro-piperidine class of melanin-concentrating hormone 1 receptor (MCH-1R) antagonists. Compound 3c was identified as a highly potent and selective MCH-1R antagonist, which has an IC50 value of 0.09 nM at hMCH-1R. The synthesis and structure-activity relationships of the novel spiro-piperidine MCH-1R antagonists are described. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.016

文献信息

• Discovery of novel spiro-piperidine derivatives as highly potent and selective melanin-concentrating hormone 1 receptor antagonists
  作者：Takao Suzuki、Minoru Moriya、Toshihiro Sakamoto、Takuya Suga、Hiroyuki Kishino、Hidekazu Takahashi、Makoto Ishikawa、Keita Nagai、Yumiko Imai、Etsuko Sekino、Masahiko Ito、Hisashi Iwaasa、Akane Ishihara、Shigeru Tokita、Akio Kanatani、Nagaaki Sato、Takehiro Fukami

  DOI：10.1016/j.bmcl.2009.04.016

  日期：2009.6

  Optimization of high-throughput screening hit 1a led to the identification of a novel spiro-piperidine class of melanin-concentrating hormone 1 receptor (MCH-1R) antagonists. Compound 3c was identified as a highly potent and selective MCH-1R antagonist, which has an IC50 value of 0.09 nM at hMCH-1R. The synthesis and structure-activity relationships of the novel spiro-piperidine MCH-1R antagonists are described. (C) 2009 Elsevier Ltd. All rights reserved.