3-Fluoro-4-pyrrolidin-2-ylaniline | 859911-95-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 3-Fluoro-4-pyrrolidin-2-ylaniline
• CAS: 859911-95-8
• 化学式: C₁₀H₁₃FN₂
• 分子量: 180.225
• InChiKey: WFTJMXIDJHJMSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  38
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Fluoro-4-pyrrolidin-2-ylaniline 、 三氟乙酸酐 在 吡啶 作用下， 生成 2,2,2-trifluoro-N-(3-fluoro-4-(1-(trifluoroacetyl)pyrrolidin-2-yl)phenyl)acetamide
  参考文献：
  名称：

  Discovery of novel 2-(pyridine-2-yl)-1H-benzimidazole derivatives as potent glucokinase activators

  摘要：

  The synthesis and structure-activity-relationships (SARs) of novel 2-(pyridine-2-yl)-1H-benzimidazole glucokinase activators are described. Systematic modi. cation of benzimidazole lead 5a identified from a high-throughput screening led to the discovery of a potent and metabolically stable glucokinase activator 16p(R) with greater structural diversity from GKAs reported to date. The compound also demonstrated acute oral glucose lowering efficacy in rat OGTT model. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.038
• 作为产物：
  描述：

  t-Butyl 2-(4-amino-2-fluoro-phenyl)-pyrrolidine-1-carboxylate 在 三氟乙酸 作用下， 生成 3-Fluoro-4-pyrrolidin-2-ylaniline
  参考文献：
  名称：

  Discovery of novel 2-(pyridine-2-yl)-1H-benzimidazole derivatives as potent glucokinase activators

  摘要：

  The synthesis and structure-activity-relationships (SARs) of novel 2-(pyridine-2-yl)-1H-benzimidazole glucokinase activators are described. Systematic modi. cation of benzimidazole lead 5a identified from a high-throughput screening led to the discovery of a potent and metabolically stable glucokinase activator 16p(R) with greater structural diversity from GKAs reported to date. The compound also demonstrated acute oral glucose lowering efficacy in rat OGTT model. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.038

文献信息

• [EN] ACETYL PYRROLIDINYL INDOLE DERIVATIVE<br/>[FR] DÉRIVÉ ACÉTYLE PYRROLIDINYLE INDOLE
  申请人：BANYU PHARMA CO LTD

  公开号：WO2010018800A1

  公开（公告）日：2010-02-18

  The present invention relates to compounds, which are useful for treatment and/or prevention of diabetes mellitus, diabetes mellitus complications or obesity, since the compounds have glucokinase-activating effects, and are presented in Formula (I): wherein R1 represents a lower alkylsulfonyl group; R2 represents a hydrogen atom; R20 represents, e.g., a hydrogen atom; m represents an integer of from 1 to 3; and n represents zero or 1, or relates to a pharmaceutically acceptable salts thereof.

  本发明涉及一种化合物，用于治疗和/或预防糖尿病、糖尿病并发症或肥胖症，因为这些化合物具有激活葡萄糖激酶的作用，并且以式（I）呈现：其中R1代表较低的烷基磺酰基；R2代表氢原子；R20代表例如氢原子；m表示1至3之间的整数；n表示零或1，或者与其药学上可接受的盐有关。
• ACETYL PYRROLIDINYL INDOLE DERIVATIVE
  申请人：Banyu Pharmaceutical Co., Ltd.

  公开号：EP2328889A1

  公开（公告）日：2011-06-08
• US8592428B2
  申请人：——

  公开号：US8592428B2

  公开（公告）日：2013-11-26
• Discovery of novel 2-(pyridine-2-yl)-1H-benzimidazole derivatives as potent glucokinase activators
  作者：Makoto Ishikawa、Katsumasa Nonoshita、Yoshio Ogino、Yoshikazu Nagae、Daisuke Tsukahara、Hideka Hosaka、Hiroko Maruki、Sumika Ohyama、Riki Yoshimoto、Kaori Sasaki、Yasufumi Nagata、Jun-ichi Eiki、Teruyuki Nishimura

  DOI：10.1016/j.bmcl.2009.05.038

  日期：2009.8

  The synthesis and structure-activity-relationships (SARs) of novel 2-(pyridine-2-yl)-1H-benzimidazole glucokinase activators are described. Systematic modi. cation of benzimidazole lead 5a identified from a high-throughput screening led to the discovery of a potent and metabolically stable glucokinase activator 16p(R) with greater structural diversity from GKAs reported to date. The compound also demonstrated acute oral glucose lowering efficacy in rat OGTT model. (C) 2009 Elsevier Ltd. All rights reserved.