(4-bromomethylphenyl) difluoromethylphosphonic acid di-tert-butyl ester | 261176-00-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4-bromomethylphenyl) difluoromethylphosphonic acid di-tert-butyl ester
• 英文别名: di(tert-butyl) [[4-(bromomethyl)phenyl](difluoro)methyl]phosphonate；di(tert-butyl) [4-(bromomethyl)phenyl](difluoro)methylphosphonate；di(tert-butyl)[4-(bromomethyl)phenyl](difluoro)methylphosphonate；1-[bis[(2-methylpropan-2-yl)oxy]phosphoryl-difluoromethyl]-4-(bromomethyl)benzene
• CAS: 261176-00-5
• 化学式: C₁₆H₂₄BrF₂O₃P
• 分子量: 413.239
• InChiKey: YRHWKIFDDQALBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (4-bromomethylphenyl) difluoromethylphosphonic acid di-tert-butyl ester 在 sodium hydride 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-(3-oxo-2,3-diphenylpropyl)-phenyl-difluoromethyl-phosphonic acid
  参考文献：
  名称：

  The development of potent non-peptidic PTP-1B inhibitors

  摘要：

  The SAR from our peptide libraries was exploited to design a series of potent deoxybenzoin PTP-1B inhibitors. The introduction of an ortho bromo substituent next to the difluoromethylphosphonate warhead gave up to 20-fold increase in potency compared to the desbromo analogues. In addition, these compounds were orally bioavailable and active in the animal models of non-insulin dependent diabetes mellitus (NIDDM). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.048
• 作为产物：
  描述：

  di(tert-butyl) [4-(bromomethyl)benzoyl]phosphonate 在 i-Pr₂NEt 、 diethylaminosulfur trifluoride 、 碳酸氢钠 作用下， 以 正己烷 、 乙酸乙酯 为溶剂， 生成 (4-bromomethylphenyl) difluoromethylphosphonic acid di-tert-butyl ester
  参考文献：
  名称：

  Phosphonic acids derivatives as inhibitors of protein tyrosine phosphate 1B (PTP-1B)

  摘要：

  该发明涵盖了由公式I表示的新型化合物类，这些化合物是PTP-1B酶的抑制剂。该发明还涵盖了制药组合物和治疗或预防PTP-1B介导疾病的方法。

  公开号：

  US06174874B1

文献信息

• Phosphonic acid derivatives as inhibitors of protein tyrosine phosphatase IB (PTP-IB)
  申请人：——

  公开号：US20020052344A1

  公开（公告）日：2002-05-02

  The invention encompasses the novel class of compounds represented by formula I which are inhibitors of the PTP-1B enzyme. 1 The invention also encompasses pharmaceutical compositions and methods of treating or preventing PTP-1B mediated diseases, including diabetes, obesity, and diabetes-related diseases.

  本发明包括一类新颖的化合物，这些化合物由公式I表示，是PTP-1B酶的抑制剂。 本发明还包括用于治疗或预防PTP-1B介导的疾病的药物组合物和方法，包括糖尿病、肥胖症和与糖尿病相关的疾病。
• Phosphonic acid derivatives as inhibitors of protein tyrosine phosphatase 1B (PTP-1B)
  申请人：——

  公开号：US20020058644A1

  公开（公告）日：2002-05-16

  The invention encompasses the novel class of compounds represented by formula I, which are inhibitors of the PTP-1B enzyme. 1 The invention also encompasses pharmaceutical compositions and methods of treating or preventing PTP-1B mediated diseases, including diabetes, obesity, and conditions related to diabetes.

  该发明涵盖了由公式I代表的新型化合物类别，这些化合物是PTP-1B酶的抑制剂。该发明还涵盖了药物组合物和治疗或预防PTP-1B介导的疾病的方法，包括糖尿病、肥胖以及与糖尿病相关的疾病。
• Phosphonic acid biaryl derivatives as inhibitors of protein tyrosine phosphatase 1B (PTP-1B)
  申请人：——

  公开号：US20020052346A1

  公开（公告）日：2002-05-02

  The invention encompasses the novel class of compounds represented by formula I which are inhibitors of the PTP-1B enzyme. 1 The invention also encompasses pharmaceutical compositions and methods of treating or preventing PTP-1B mediated diseases, including diabetes, obesity, and diabetes-related conditions.

  该发明涵盖了由公式I表示的新型化合物类别，这些化合物是PTP-1B酶的抑制剂。该发明还涵盖了制备药物组合物和治疗或预防PTP-1B介导的疾病的方法，包括糖尿病、肥胖症和与糖尿病相关的疾病。
• PHOSPHONIC ACID DERIVATIVES AS INHIBITORS OF PTP-1B
  申请人：Merck Frosst Canada & Co.

  公开号：EP1115729A1

  公开（公告）日：2001-07-18
• PHOSPHONIC ACID BIARYL DERIVATIVES AS INHIBITORS OF PROTEIN TYROSINE PHOSPHATASE 1B (PTP-1B)
  申请人：MERCK FROSST CANADA INC.

  公开号：EP1244677A1

  公开（公告）日：2002-10-02