4-(vinyldimethylsilyl)benzoic acid | 66259-07-2

• 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-(vinyldimethylsilyl)benzoic acid
• 英文别名: 4-(Vinyldimethylsilyl)-benzoesaeure；4-[Ethenyl(dimethyl)silyl]benzoic acid
• CAS: 66259-07-2
• 化学式: C₁₁H₁₄O₂Si
• 分子量: 206.316
• InChiKey: SFTHLIGYLPKZDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.03
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(vinyldimethylsilyl)benzoic acid 在 platinum(IV) oxide N-甲基吗啉 、 copper(l) iodide 、 2-氯-4,6-二甲氧基-1,3,5-三嗪 、 氢气 、 palladium diacetate 、 三乙胺 、 三(邻甲基苯基)磷 作用下， 以 甲醇 、 乙腈 为溶剂， 4.0~25.0 ℃ 、344.74 kPa 条件下， 反应 26.0h， 生成 dimethyl N-<4-<3-(2-pivaloylamino-4(3H)-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidin-6-yl)-1,1-dimethyl-1-silapropyl>benzoyl>-L-glutamate
  参考文献：
  名称：

  Potential silicon-containing antifolates

  摘要：

  Novel silicon-containing folate derivatives were synthesized as potential inhibitors of folate-dependent enzymes in an attempt to develop more effective antitumor agents. A dimethylsilyl moiety was inserted into the sidechain of two known antifolates with the aim of improving passive transport properties and sidechain conformational flexibility. An efficient, convergent palladium-catalyzed coupling methodology was used to link known heterocycles to novel, highly functionalized vinyl and ethynyl silanes. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01207-1
• 作为产物：
  描述：

  2-(4-溴苯基)-4,4-二甲基-4,5-二氢噁唑 在 sodium hydroxide 、 碘 、 magnesium 作用下， 以 乙腈 为溶剂， 反应 78.5h， 生成 4-(vinyldimethylsilyl)benzoic acid
  参考文献：
  名称：

  Potential silicon-containing antifolates

  摘要：

  Novel silicon-containing folate derivatives were synthesized as potential inhibitors of folate-dependent enzymes in an attempt to develop more effective antitumor agents. A dimethylsilyl moiety was inserted into the sidechain of two known antifolates with the aim of improving passive transport properties and sidechain conformational flexibility. An efficient, convergent palladium-catalyzed coupling methodology was used to link known heterocycles to novel, highly functionalized vinyl and ethynyl silanes. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01207-1

文献信息

• [EN] SILICON DERIVATIVES AS HISTONE DEACETYLASE INHIBITORS<br/>[FR] DÉRIVÉS DE SILICIUM SOUS LA FORME D'INHIBITEURS D'HISTONE DÉSACÉTYLASE
  申请人：MERCK & CO INC

  公开号：WO2009020589A1

  公开（公告）日：2009-02-12

  The present invention relates to a novel class of Silicon derivatives. The Silicon compounds can be used to treat cancer. The Silicon compounds can also inhibit histone deacetylase and are suitable for use in selectively inducing terminal differentiation, and arresting cell growth and/or apoptosis of neoplastic cells, thereby inhibiting proliferation of such cells. Thus, the compounds of the present invention are useful in treating a patient having a tumor characterized by proliferation of neoplastic cells. The compounds of the invention may also be useful in the prevention and treatment of TRX-mediated diseases, such as autoimmune, allergic and inflammatory diseases, and in the prevention and/or treatment of diseases of the central nervous system (CNS), such as neurodegenerative diseases. The present invention further provides pharmaceutical compositions comprising the Silicon derivatives and safe dosing regimens of these pharmaceutical compositions, which are easy to follow, and which result in a therapeutically effective amount of the Silicon derivatives in vivo.

  本发明涉及一类新型的硅衍生物。这些硅化合物可用于治疗癌症。这些硅化合物还可以抑制组蛋白去乙酰化酶，并适用于选择性诱导终末分化，阻止肿瘤细胞的生长和/或凋亡，从而抑制这些细胞的增殖。因此，本发明的化合物在治疗具有肿瘤特征的患者方面是有用的。该发明的化合物还可能在预防和治疗TRX介导的疾病方面有用，如自身免疫、过敏和炎症性疾病，以及预防和/或治疗中枢神经系统（CNS）疾病，如神经退行性疾病。本发明还提供了包含这些硅衍生物的药物组合物以及这些药物组合物的安全用量方案，易于遵循，并在体内产生治疗有效量的硅衍生物。
• Potential silicon-containing antifolates
  作者：Edward C. Taylor、Rajendra P. Chaudhuri、Samuel E. Watson

  DOI：10.1016/s0040-4020(98)01207-1

  日期：1999.2

  Novel silicon-containing folate derivatives were synthesized as potential inhibitors of folate-dependent enzymes in an attempt to develop more effective antitumor agents. A dimethylsilyl moiety was inserted into the sidechain of two known antifolates with the aim of improving passive transport properties and sidechain conformational flexibility. An efficient, convergent palladium-catalyzed coupling methodology was used to link known heterocycles to novel, highly functionalized vinyl and ethynyl silanes. (C) 1999 Elsevier Science Ltd. All rights reserved.