苄基亚甲基二膦酸 | 10596-19-7

• 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
• 中文名称: 苄基亚甲基二膦酸
• 英文名称: Benzylmethylen-diphosphonsaeure
• 英文别名: Benzylmethylenediphosphonic acid；(2-phenyl-1-phosphonoethyl)phosphonic acid
• CAS: 10596-19-7
• 化学式: C₈H₁₂O₆P₂
• 分子量: 266.127
• InChiKey: LKGJFSBVIBNBPW-UHFFFAOYSA-N

物化性质

• 沸点：
  604.8±65.0 °C(Predicted)
• 密度：
  1.653±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  115
• 氢给体数：
  4
• 氢受体数：
  6

安全信息

• 海关编码：
  2931900090

反应信息

• 作为反应物：
  描述：

  苄基亚甲基二膦酸 、 原甲酸三甲酯 以66%的产率得到
  参考文献：
  名称：

  NGUYEN, LAN M.;NIESOR, ERIC;BENTZEN, CRAIG L., J. MED. CHEM., 30,(1987) N 8, 1426-1433

  摘要：

  DOI：
• 作为产物：
  描述：

  Benzylmethylen-diphosphonsaeure-tetraisopropylester 在 盐酸 作用下， 生成 苄基亚甲基二膦酸
  参考文献：
  名称：

  金属化的亚甲基二膦酸酯。制备，表征和合成应用

  摘要：

  描述了亚甲基二膦酸四烷基酯与钠，钾，氢化钠和正丁基锂的金属化以形成相应的盐M + [ H（PO 3 R 2）2 ]。这些化合物的特征在于31 P和1 H NMR。通过制备各种烷基化物R'CH（PO 3 R 2）2，以及制备单和二卤代衍生物XCH（PO 3 R 2）2和X 2 C（PO 3）证明了它们的合成有用性。R 2）2，通过直接卤化。还描述了卤代亚甲基二膦酸四烷基酯的高级方法。金属化的亚甲基二膦酸四烷基酯与分子氧在甲苯溶液中的反应显示是复杂的。

  DOI：

  10.1016/s0022-328x(00)88873-7

文献信息

• Bis-phosphonate compounds
  申请人：——

  公开号：US20020042539A1

  公开（公告）日：2002-04-11

  The present invention provides a pharmaceutical compound, or pharmaceutically acceptable salt thereof, for use in medicine, wherein said compound is of formula I 1 wherein R is a pharmaceutically active moiety; Ar is an aromatic moiety; X is a linker group; and Y is a moiety comprising two phosphonate groups. Further aspects of the invention relate to a method for palliative and curative treatment of bone disorders and cancer related disorders, such as breast cancer.

  本发明提供了一种药物化合物，或其在医学上可接受的盐，用于药物，其中所述化合物为以下公式I1： 其中R为药用活性基团；Ar为芳香基团；X为连接基团；Y为包含两个膦酸酯基团的基团。该发明的进一步方面涉及一种用于缓解和治疗骨骼疾病和癌症相关疾病的方法，例如乳腺癌。
• Water enhanced synthesis of gem-bisphosphonates via Rh(i) mediated 1,4-conjugate addition of aryl boronic acids to vinylidenebisphosphonate esters
  作者：Giulio Bianchini、Alessandro Scarso、Andrea Chiminazzo、Laura Sperni、Giorgio Strukul

  DOI：10.1039/c2gc36800e

  日期：——

  A new synthetic method characterized by low environmental impact for the synthesis of a wide range of gem-bisphosphonates bearing aryl substituents in β position as potential anti-resorption species to contrast osteoporosis is reported. The pivotal role played by water ensures higher yields compared to the organic medium in the rhodium-catalyzed 1,4-conjugate addition of arylboronic acids to vinylidenebisphosphonate tetraethylester, as well as easy product isolation.

  本研究报告介绍了一种新的合成方法，该方法的特点是对环境影响小，可合成多种在 β 位带有芳基取代基的宝石双膦酸盐，作为潜在的抗骨质疏松药物。与有机介质相比，水在铑催化的芳基硼酸与亚乙烯基二膦酸四乙酯的 1,4-共轭加成反应中发挥了关键作用，确保了更高的产率，并使产物易于分离。
• BISPHOSPHONATE COMPOUNDS AND METHODS
  申请人：Oldfield Eric

  公开号：US20070275931A1

  公开（公告）日：2007-11-29

  The invention provides, inter alia, novel bisphosphonate compounds and methods of making and using. In embodiments, the invention provides compounds and methods in connection with research and therapeutic applications, e.g., for tumor cell growth inhibition, activation of gammadelta T cells, inhibition of farnesyldiphosphate (FPPS) and/or undecaprenyldiphosphate synthase enzymes, bone resorption diseases, cancer, immune disorders, immunotherapy, and infectious diseases. In regards to certain embodiments, a surprising advance has been the recognition that certain structural features can significantly enhance the activity of the compounds. For example, the presence of particular cationic species e.g., phosphonium, sulfonium, and arsonium moieties can contribute to desirable functional activity when positioned near a bisphosphonate moiety. In other embodiments of non-nitrogen containing bisphosphonates, terphenyl and benzyl bisphosphonate compounds and methods are provided. Further variations are also provided.

  本发明提供了新型双膦酸盐化合物及其制备和使用方法。在实施例中，本发明提供了与研究和治疗应用相关的化合物和方法，例如用于抑制肿瘤细胞生长、激活γδT细胞、抑制法尼酰二磷酸合酶（FPPS）和/或十一烷基二磷酸合酶酶、骨吸收疾病、癌症、免疫失调、免疫疗法和传染病。关于某些实施例，一个令人惊讶的进展是认识到某些结构特征可以显著增强化合物的活性。例如，特定阳离子物种的存在，例如磷酸铵、磺酸盐和砷酸盐基团，当位于双膦酸盐基团附近时，可以促进理想的功能活性。在另一些非氮双膦酸盐的实施例中，提供了苯并双膦酸盐化合物和方法。还提供了进一步的变化。
• gem-Diphosphonate and gem-phosphonate-phosphate compounds with specific high density lipoprotein inducing activity
  作者：Nguyen Lan Mong、Eric Niesor、Craig L. Bentzen

  DOI：10.1021/jm00391a027

  日期：1987.8

  New diphosphonate compounds and related derivatives were synthesized and investigated for their activity in specifically inducing plasma high density lipoproteins (HDL) and high density lipoprotein cholesterol (HDL-C) in normal rats. The screening of numerous compounds has permitted the determination of the structural variations leading to optimal plasma lipid altering activity, indicating antiatherosclerotic potential. Among the compounds observed to be the most active, dimethyl alpha-(dimethoxyphosphinyl)-p-chlorobenzyl phosphate (20, SR-202, mifobate) was selected for further pharmacological and subsequent clinical development.
• FABRIC ENHANCEMENT TREATMENT
  申请人：THE PROCTER & GAMBLE COMPANY

  公开号：EP1230332A1

  公开（公告）日：2002-08-14