diethyl 3-hydroxy-1,1-difluoropropylphosphonate | 1225194-19-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: diethyl 3-hydroxy-1,1-difluoropropylphosphonate
• 英文别名: diethyl 1,1-difluoro-3-hydroxypropylphosphonate；Diethyl (1,1-difluoro-3-hydroxypropyl)phosphonate；3-diethoxyphosphoryl-3,3-difluoropropan-1-ol
• CAS: 1225194-19-3
• 化学式: C₇H₁₅F₂O₄P
• 分子量: 232.164
• InChiKey: HPDINZIWOKSAIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  diethyl 3-hydroxy-1,1-difluoropropylphosphonate 在 4-二甲氨基吡啶 、 sodium azide 、 氢气 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、413.7 kPa 条件下， 反应 170.5h， 生成 ethyl hydrogen 3-amino-1,1-difluoropropylphosphonate
  参考文献：
  名称：

  NOVEL AROMATIC THIO COMPOUNDS AS RECEPTOR MODULATORS

  摘要：

  本发明涉及新型芳香硫代衍生物，制备它们的方法，含有它们的药物组合物以及它们作为调节鞘氨醇-1-磷酸受体的药物的用途。

  公开号：

  US20140171393A1
• 作为产物：
  描述：

  diethyl 1,1-difluoro-3-butenylphosphonate 在 臭氧 、 sodium tetrahydroborate 、 二甲基硫 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 23.0h， 以60%的产率得到diethyl 3-hydroxy-1,1-difluoropropylphosphonate
  参考文献：
  名称：

  Trimeric purine nucleoside phosphorylase: Exploring postulated one-third-of-the-sites binding in the transition state

  摘要：

  Transition-state analogue inhibitors, immucillins, were reported to bind to trimeric purine nucleoside phosphorylase (PNP) with the stoichiometry of one molecule per enzyme trimer [ Miles, R. W.; Tyler, P. C.; Furneaux, R. H.; Bagdassarian, C. K.; Schramm, V. L. Biochem. 1998, 37, 8615]. In attempts to observe and better understand the nature of this phenomenon we have conducted calorimetric titrations of the recombinant calf PNP complexed with immucillin H. However, by striking contrast to the earlier reports, we have not observed negative cooperativity and we got the stoichiometry of three immucillin molecules per enzyme trimer. Similar results were obtained from fluorimetric titrations, and for other inhibitors bearing features of the transition state. However, we observed apparent cooperativity between enzyme subunits and apparent lower stoichiometry when we used the recombinant enzyme not fully purified from hypoxanthine, which is moped from Escherichia coli cells. Results presented here prove that one-third-of-the-sites binding does not occur for trimeric PNP, and give the highly probable explanation why previous experiments were interpreted in terms of this phenomenon. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.08.045

文献信息

• NOVEL COMPOUNDS AS RECEPTOR MODULATORS WITH THERAPEUTIC UTILITY
  申请人：ALLERGAN, INC.

  公开号：US20130157982A1

  公开（公告）日：2013-06-20

  The present invention relates to novel amine derivatives, processes for preparing them, pharmaceutical compositions containing them and their use as pharmaceuticals as modulators of sphingosine-1-phosphate receptors.

  本发明涉及新型胺衍生物、其制备方法、包含它们的制药组合物以及它们作为调节鞘氨醇-1-磷酸受体的药物的用途。
• Compounds as receptor modulators with therapeutic utility
  申请人：Allergan, Inc.

  公开号：US08741875B2

  公开（公告）日：2014-06-03

  The present invention relates to novel amine derivatives, processes for preparing them, pharmaceutical compositions containing them and their use as pharmaceuticals as modulators of sphingosine-1-phosphate receptors.

  本发明涉及新型胺衍生物，其制备过程，包含它们的制药组合物以及它们作为拟调节鞘氨醇-1-磷酸受体的药物的用途。
• Structural-based design and synthesis of novel 9-deazaguanine derivatives having a phosphate mimic as multi-substrate analogue inhibitors for mammalian PNPs
  作者：Sadao Hikishima、Mariko Hashimoto、Lucyna Magnowska、Agnieszka Bzowska、Tsutomu Yokomatsu

  DOI：10.1016/j.bmc.2010.01.062

  日期：2010.3

  9-(5',5'-Difluoro-5'-phosphonopentyl)-9-deazaguanine (DFPP-DG) was designed as a multi-substrate analogue inhibitor against purine nucleoside phosphorylase (PNP) on the basis of X-ray crystallographic data obtained for a binary complex of 9-(5',5'-difluoro-5'-phosphonopentyl)guanine (DFPP-G) with calf-spleen PNP. DFPP-DG and its analogous compounds were synthesized by the Sonogashira coupling reaction between a 9-deaza-9-iodoguanine derivative and omega-alkynyldifluoromethylene phosphonates as a key reaction. The experimental details focused on the synthetic chemistry along with some insights into the physical and biological properties of newly synthesized DFPP-DG derivatives are disclosed. (C) 2010 Elsevier Ltd. All rights reserved.
• US8741875B2
  申请人：——

  公开号：US8741875B2

  公开（公告）日：2014-06-03
• US8828973B2
  申请人：——

  公开号：US8828973B2

  公开（公告）日：2014-09-09