methyl 4-(4-trimethyl-silylethynylbenzoyl)benzoate

• 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: methyl 4-(4-trimethyl-silylethynylbenzoyl)benzoate
• 英文别名: Methyl 4-(4-trimethylsilylethynylbenzoyl)benzoate；methyl 4-[4-(2-trimethylsilylethynyl)benzoyl]benzoate
• 化学式: C₂₀H₂₀O₃Si
• 分子量: 336.462
• InChiKey: NIKRCKXIDQDQIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.93
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 4-(4-trimethyl-silylethynylbenzoyl)benzoate 在 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 以100%的产率得到methyl 4-(4-ethynylbenzoyl)benzoate
  参考文献：
  名称：

  DICARBA-closo-DODECABORANE DERIVATIVES

  摘要：

  一种药物，其活性成分为由通式（I）表示的化合物或其生理上可接受的盐，其中R1代表可用较低的烷基基团、较低的烯基基团、羧基等取代的二碳杂十二硼基；R2代表羧基、较低的烷氧羰基，或羟基；X代表单键或类似-CO-Y1-的连接基团，其中Y1代表氧或-N（R3）-，其中R3代表氢或较低的烷基。

  公开号：

  EP1145718A1
• 作为产物：
  描述：

  methyl 4-(4-bromobenzoyl)benzoate 、 三甲基乙炔基硅 在 copper(l) iodide 、 (PPh)3PdCl₂ 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 生成 methyl 4-(4-trimethyl-silylethynylbenzoyl)benzoate
  参考文献：
  名称：

  Structure–activity study of retinoid agonists bearing substituted dicarba-closo-dodecaborane. Relation between retinoidal activity and conformation of two aromatic nuclei

  摘要：

  We have investigated the structure-activity relationships of the potent retinoid agonist, 4-[4-(2-propyl-1,2-dicarba-closo-dodecaboran-1-yl)phenylamino]benzoic acid (BR403), which we have previously reported. Substitution of a methyl group on the aromatic nucleus or a methyl group on the nitrogen atom, or replacement of the amino group with ether, methylene, carboxyl or 1,1-ethylene greatly decreased the activity. The relatively planar conformation at the phenyl-N-phenyl moiety seems to play a critical role in the appearance of the biological activity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00204-9

文献信息

• DICARBA-closo-DODECABORANE DERIVATIVES
  申请人：Institute of Medicinal Molecular Design, Inc.

  公开号：EP1145718A1

  公开（公告）日：2001-10-17

  A medicament comprising as an active ingredient a compound or a physiologically acceptable salt thereof represented by general formula (I): wherein R1 represents a dicarba-closo-dodecaboran-yl which may be substituted with a lower alkyl group, a lower alkenyl group, carboxyl group or the like; R2 represents carboxyl group, a lower alkoxycarbonyl group, or hydroxyl group; and X represents a single bond or a linking group such as -CO-Y1- wherein Y1 represents oxygen or -N(R3)-wherein R3 represents hydrogen or a lower alkyl.

  一种药物，其活性成分为由通式（I）表示的化合物或其生理上可接受的盐，其中R1代表可用较低的烷基基团、较低的烯基基团、羧基等取代的二碳杂十二硼基；R2代表羧基、较低的烷氧羰基，或羟基；X代表单键或类似-CO-Y1-的连接基团，其中Y1代表氧或-N（R3）-，其中R3代表氢或较低的烷基。
• Dicarba-closo-dodecarborane derivatives
  申请人：Endo Yasuyuki

  公开号：US06838574B1

  公开（公告）日：2005-01-04

  A medicament comprising as an active ingredient a compound or a physiologically acceptable salt thereof represented by general formula (I): wherein R 1 represents a dicarba-closo-dodecaboran-yl which may be substituted with a lower alkyl group, a lower alkenyl group, carboxyl group or the like; R 2 represents carboxyl group, a lower alkoxycarbonyl group, or hydroxyl group; and X represents a single bond or a linking group such as —CO—Y 1 — wherein Y 1 represents oxygen or —N(R 3 )— wherein R 3 represents hydrogen or a lower alkyl.

  一种药物，包含一种以通式（I）表示的化合物或其生理上可接受的盐作为活性成分，其中R1表示一种二羧基-克洛索-十二硼烷基，该基团可以被低碳烷基、低碳烯基、羧基或类似基团取代；R2表示羧基、低碳酰氧基或羟基；X表示单键或连接基团，例如—CO—Y1—，其中Y1表示氧或—N(R3)—，其中R3表示氢或低碳基。
• Structure–activity study of retinoid agonists bearing substituted dicarba-closo-dodecaborane. Relation between retinoidal activity and conformation of two aromatic nuclei
  作者：Yasuyuki Endo、Toru Iijima、Kyoko Yaguchi、Emiko Kawachi、Noriko Inoue、Hiroyuki Kagechika、Asako Kubo、Akiko Itai

  DOI：10.1016/s0960-894x(01)00204-9

  日期：2001.5

  We have investigated the structure-activity relationships of the potent retinoid agonist, 4-[4-(2-propyl-1,2-dicarba-closo-dodecaboran-1-yl)phenylamino]benzoic acid (BR403), which we have previously reported. Substitution of a methyl group on the aromatic nucleus or a methyl group on the nitrogen atom, or replacement of the amino group with ether, methylene, carboxyl or 1,1-ethylene greatly decreased the activity. The relatively planar conformation at the phenyl-N-phenyl moiety seems to play a critical role in the appearance of the biological activity. (C) 2001 Elsevier Science Ltd. All rights reserved.