di(3-fluorophenyl) malonate | 1810-24-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: di(3-fluorophenyl) malonate
• 英文别名: Malonsaeure-bis-<3-fluor-phenylester>；Bis(3-fluorophenyl) propanedioate；bis(3-fluorophenyl) propanedioate
• CAS: 1810-24-8
• 化学式: C₁₅H₁₀F₂O₄
• 分子量: 292.239
• InChiKey: ZGIFFVATPHKLQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  di(3-fluorophenyl) malonate 在 哌啶 、 吡啶 、 二溴亚砜 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 3-fluorophenyl 6-(bromomethyl)-2-oxo-2H-1-benzopyran-3-carboxylate
  参考文献：
  名称：

  Toward the First Class of Suicide Inhibitors of Kallikreins Involved in Skin Diseases

  摘要：

  The inhibition of kallikreins 5 and 7, and possibly kallikrein 14 and matriptase, (that initiates the kallikrein proteolytic cascade) constitutes an innovative way to treat some skin diseases such as Netherton syndrome. We present here the inhibitory properties of coumarin-3-carboxylate derivatives against these enzymes. Our small collection of these versatile organic compounds was enriched by newly synthesized derivatives in order to obtain molecules selective against one, two, three enzymes or acting on the four ones. We evidenced a series of compounds with IC50 values in the nanomolar range. A suicide mechanism was observed against kallikrein 7 whereas the inactivation was either definitive (suicide type) or transient for kallikreins 5 and 14, and matriptase. Most of these potent inhibitors were devoid of cytotoxicity toward healthy human keratinocytes. In situ zymography investigations on skin sections from human kallikrein 5 transgenic mouse revealed significant reduction of the global proteolytic activity by several compounds.

  DOI：

  10.1021/jm500988d
• 作为产物：
  描述：

  丙二酸 、 3-氟苯酚 在 三氯氧磷 作用下， 反应 1.5h， 生成 di(3-fluorophenyl) malonate
  参考文献：
  名称：

  Toward the First Class of Suicide Inhibitors of Kallikreins Involved in Skin Diseases

  摘要：

  The inhibition of kallikreins 5 and 7, and possibly kallikrein 14 and matriptase, (that initiates the kallikrein proteolytic cascade) constitutes an innovative way to treat some skin diseases such as Netherton syndrome. We present here the inhibitory properties of coumarin-3-carboxylate derivatives against these enzymes. Our small collection of these versatile organic compounds was enriched by newly synthesized derivatives in order to obtain molecules selective against one, two, three enzymes or acting on the four ones. We evidenced a series of compounds with IC50 values in the nanomolar range. A suicide mechanism was observed against kallikrein 7 whereas the inactivation was either definitive (suicide type) or transient for kallikreins 5 and 14, and matriptase. Most of these potent inhibitors were devoid of cytotoxicity toward healthy human keratinocytes. In situ zymography investigations on skin sections from human kallikrein 5 transgenic mouse revealed significant reduction of the global proteolytic activity by several compounds.

  DOI：

  10.1021/jm500988d

文献信息

• Danek,O., Collection of Czechoslovak Chemical Communications, 1964, vol. 29, p. 1035 - 1041
  作者：Danek,O.

  DOI：——

  日期：——
• NON-AQUEOUS ELECTROLYTE AND ELECTRICITY STORAGE DEVICE USING SAME
  申请人：Abe Koji

  公开号：US20140154587A1

  公开（公告）日：2014-06-05

  The present invention provides a nonaqueous electrolytic solution capable of improving electrochemical characteristics in a broad temperature range, such as low-temperature cycle properties and low-temperature discharge properties after high-temperature storage, and provides an energy storage device using the nonaqueous electrolytic solution. The invention includes (1) a nonaqueous electrolytic solution of an electrolyte salt dissolved in a nonaqueous solvent, which comprises from 0.001 to 10% by mass of a compound represented by the following general formula (I), and (2) an energy storage device comprising a positive electrode, a negative electrode, and a nonaqueous electrolytic solution of an electrolyte salt dissolved in a nonaqueous solvent, wherein the nonaqueous electrolytic solution is the nonaqueous electrolytic solution of (1). (In the formula, Y represents a group —C(═O)— or a group —S(═O) 2 —; R 3 and R 4 each independently represent an aryl group having from 6 to 10 carbon atoms in which at least one hydrogen atom is substituted with a halogen atom, or R 3 and R 4 bonding to each other represent a cycloalkanediyl group or a benzenediyl group, having from 5 to 12 carbon atoms. R represents —C(R 1 )(R 2 )— or -L-; R 1 and R 2 each independently represent a hydrogen atom, a halogen atom, or an alkyl group having from 1 to 4 carbon atoms; and L represents a divalent linking group having from 1 to 6 carbon atoms and optionally substituted with a halogen atom.)
• US9236635B2
  申请人：——

  公开号：US9236635B2

  公开（公告）日：2016-01-12