3-bromo-5-fluoro-4-methoxymethoxybenzoic acid methyl ester | 883241-17-6

• 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: 3-bromo-5-fluoro-4-methoxymethoxybenzoic acid methyl ester
• 英文别名: methyl 3-bromo-5-fluoro-4-(methoxymethoxy)benzoate
• CAS: 883241-17-6
• 化学式: C₁₀H₁₀BrFO₄
• 分子量: 293.089
• InChiKey: KEXPFTSFVGCROM-UHFFFAOYSA-N

物化性质

• 沸点：
  348.5±42.0 °C(Predicted)
• 密度：
  1.506±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-bromo-5-fluoro-4-methoxymethoxybenzoic acid methyl ester 在 lithium aluminium tetrahydride 、 正丁基锂 、 15-冠醚-5 、 三氟化硼乙醚 、 双氧水 、 sodium hydride 、 对甲苯磺酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 水 、 乙腈 、 mineral oil 为溶剂， 反应 1.5h， 生成
  参考文献：
  名称：

  Relevance of the C-5 position to schweinfurthin induced cytotoxicity

  摘要：

  The schweinfurthins are an intriguing group of anti-proliferative agents that display low nanomolar activities against several cell types, including the human-derived glioblastoma cell line SF-295, but have little impact on other cell lines even at micromolar concentrations. This activity has inspired the synthesis of seven of the natural schweinfurthins, all with the correct absolute stereochemistry, and a variety of analogues designed to probe different facets of the pharmacophore. Reported herein is the synthesis of several new schweinfurthin analogues varied at the C-5 position along with data on their biological activity in the NCI 60 cell-line assay. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.10.034
• 作为产物：
  描述：

  氯甲基甲基醚 、 methyl 3-bromo-5-fluoro-4-hydroxybenzoate 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 3-bromo-5-fluoro-4-methoxymethoxybenzoic acid methyl ester
  参考文献：
  名称：

  Ester derivatives and medicinal use thereof

  摘要：

  本发明涉及如下公式[1]所示的酯： 或其药用可接受的盐，或其使用。由于公式[1]所示的化合物或其药用可接受的盐在生物体内消失得非常快，并且具有出色的MTP抑制活性，因此它可用作治疗或预防高脂血症等的药物。

  公开号：

  US20060089392A1

文献信息

• ESTER DERIVATIVE AND PHARMACEUTICAL USE THEREOF
  申请人：Japan Tobacco, Inc.

  公开号：EP1803452A1

  公开（公告）日：2007-07-04

  The present invention relates to an ester represented by the formula [1]: or its pharmaceutically acceptable salt, or use of the same. The compound represented by the formula [1] or its pharmaceutically acceptable salt is useful as an agent for the treatment or prophylaxis of hyperlipidemia or the like, since it disappears very rapidly in the living body and has an excellent MTP inhibitory activity.

  本发明涉及一种由式 [1] 表示的酯： 或其药学上可接受的盐，或其用途。 由式[1]代表的化合物或其药学上可接受的盐可用作治疗或预防高脂血症或类似疾病的药物，因为它在活体内消失得非常快，并且具有极好的 MTP 抑制活性。
• US8101774B2
  申请人：——

  公开号：US8101774B2

  公开（公告）日：2012-01-24
• Ester derivatives and medicinal use thereof
  申请人：Hagiwara Atsushi

  公开号：US20060089392A1

  公开（公告）日：2006-04-27

  The present invention relates to an ester represented by the formula [1]: or its pharmaceutically acceptable salt, or use of the same. The compound represented by the formula [1] or its pharmaceutically acceptable salt is useful as an agent for the treatment or prophylaxis of hyperlipidemia or the like, since it disappears very rapidly in the living body and has an excellent MTP inhibitory activity.

  本发明涉及如下公式[1]所示的酯： 或其药用可接受的盐，或其使用。由于公式[1]所示的化合物或其药用可接受的盐在生物体内消失得非常快，并且具有出色的MTP抑制活性，因此它可用作治疗或预防高脂血症等的药物。
• Relevance of the C-5 position to schweinfurthin induced cytotoxicity
  作者：Joseph J. Topczewski、Michael P. Callahan、John G. Kodet、Jery D. Inbarasu、Nolan R. Mente、John A. Beutler、David F. Wiemer

  DOI：10.1016/j.bmc.2011.10.034

  日期：2011.12

  The schweinfurthins are an intriguing group of anti-proliferative agents that display low nanomolar activities against several cell types, including the human-derived glioblastoma cell line SF-295, but have little impact on other cell lines even at micromolar concentrations. This activity has inspired the synthesis of seven of the natural schweinfurthins, all with the correct absolute stereochemistry, and a variety of analogues designed to probe different facets of the pharmacophore. Reported herein is the synthesis of several new schweinfurthin analogues varied at the C-5 position along with data on their biological activity in the NCI 60 cell-line assay. (C) 2011 Elsevier Ltd. All rights reserved.