4-[7-(diethylamino)-2-oxo-2H-1-benzopyran-3-yl]benzeneisocyanate | 351010-99-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 4-[7-(diethylamino)-2-oxo-2H-1-benzopyran-3-yl]benzeneisocyanate
• 英文别名: 4-(7-diethylaminocoumarin-3-yl)benzeneisocyanate；7-(Diethylamino)-3-(4-isocyanatophenyl)chromen-2-one
• CAS: 351010-99-6
• 化学式: C₂₀H₁₈N₂O₃
• 分子量: 334.375
• InChiKey: BCEWDQPOJWZTOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  59
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-十六烷醇 、 4-[7-(diethylamino)-2-oxo-2H-1-benzopyran-3-yl]benzeneisocyanate 在 4-二甲氨基吡啶 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成 hexadecyl N-[4-[7-(diethylamino)-2-oxochromen-3-yl]phenyl]carbamate
  参考文献：
  名称：

  4-（7-二乙基氨基香豆素-3-基）苯异氰酸酯（DACB-NCO）的合成：高效液相色谱中用于醇类的高灵敏荧光衍生试剂†

  摘要：

  合成了4-（7-二乙基氨基香豆素-3-基）苯异氰酸酯（DACB-NCO），作为一种新型的荧光醇衍生荧光试剂，用于高效液相色谱法（hplc）。通过用DACB-NCO处理，将饱和醇（C 6 -C 22）以高收率衍生为相应的荧光DACB-氨基甲酸酯。这些醇的DACB-氨基甲酸酯在反相hplc色谱柱上（Inertsil ODS-2，流动相：甲醇-水，激发波长402 nm；发射波长488 nm）清楚地分离。作为测试化合物的鲸蜡醇的检出限（S / N ＝ 3）为5fmol /10μl。

  DOI：

  10.1002/jhet.5570380202
• 作为产物：
  描述：

  4-(7-diethylaminocoumarin-3-yl)benzenecarbohydrazide 在 溶剂黄146 、 sodium nitrite 作用下， 以 甲苯 为溶剂， 反应 2.5h， 以67%的产率得到4-[7-(diethylamino)-2-oxo-2H-1-benzopyran-3-yl]benzeneisocyanate
  参考文献：
  名称：

  4-（7-二乙基氨基香豆素-3-基）苯异氰酸酯（DACB-NCO）的合成：高效液相色谱中用于醇类的高灵敏荧光衍生试剂†

  摘要：

  合成了4-（7-二乙基氨基香豆素-3-基）苯异氰酸酯（DACB-NCO），作为一种新型的荧光醇衍生荧光试剂，用于高效液相色谱法（hplc）。通过用DACB-NCO处理，将饱和醇（C 6 -C 22）以高收率衍生为相应的荧光DACB-氨基甲酸酯。这些醇的DACB-氨基甲酸酯在反相hplc色谱柱上（Inertsil ODS-2，流动相：甲醇-水，激发波长402 nm；发射波长488 nm）清楚地分离。作为测试化合物的鲸蜡醇的检出限（S / N ＝ 3）为5fmol /10μl。

  DOI：

  10.1002/jhet.5570380202

文献信息

• LIPID COMPOSITIONS AND USE THEREOF
  申请人：Neopharm, Inc.

  公开号：EP1742661A2

  公开（公告）日：2007-01-17
• [EN] LIPID COMPOSITIONS AND USE THEREOF<br/>[FR] COMPOSITIONS LIPIDIQUES ET LEURS UTILISATIONS
  申请人：NEOPHARM INC

  公开号：WO2005067632A2

  公开（公告）日：2005-07-28

  The invention provides a composition suitable for use as a transfection agent, comprising a cationic cardiolipin analogue and, another lipid species. The composition of the present invention can facilitate transfection of a wide variety of polynucleotide species (e.g., oligodeoxyribonucleotides, plasmids, RNAi species, etc.). Moreover, the transfection agent of the present invention is effective in promoting transfection of primary cell cultures as well as transformed cells. Also, the inventive transfection agent is suitable for use both in vitro and in vivo. The inventive composition has additional uses as well, such as delivery of a variety of active agents, dermatological and cosmetic uses, and uses in agriculture. The invention further provides a method of introducing an active agent into a cell by contacting the cell with the inventive composition. The invention further provides a method of inhibiting the growth of neoplastic cells and a method of treating a patient suffering from a neoplastic disease by employing the inventive composition, wherein an active agent is an antineoplastic agent. The invention further provides a method for validating a genetic target, comprising (a) administering to a cell a composition comprising a cationic liposome and a siRNA, whereby the siRNA enters the cell inhibits the expression of a gene within the cell and (b) assaying for the inhibition of the gene. The method also provides a fluorescent/ luminescent cationic cardiolipin analogue and compositions including such analogues. Using a cationic cardiolipin analogue, the invention provides a method of tracking the migration of a lipid substance within an animal.
• Synthesis of 4-(7-diethylaminocoumarin-3-yl)benzeneisocyanate (DACB-NCO): A highly sensitive fluorescent derivatization reagent for alcohols in high-performance liquid chromatography
  作者：Haruko Takechi、Yasuo Goto、Hajime Takahashi、Minoru Machida

  DOI：10.1002/jhet.5570380202

  日期：2001.3

  4-(7-Diethylaminocoumarin-3-yl)benzeneisocyanate (DACB-NCO) was synthesized as a new fluorescent derivatization reagent for alcohols for use in high-performance liquid chromatography (hplc). Saturated alcohols (C6-C22) were derivatized in good yields into the corresponding fluorescent DACB-carbamic esters by treating with DACB-NCO. The DACB-carbamic esters of these alcohols were clearly separated on

  合成了4-（7-二乙基氨基香豆素-3-基）苯异氰酸酯（DACB-NCO），作为一种新型的荧光醇衍生荧光试剂，用于高效液相色谱法（hplc）。通过用DACB-NCO处理，将饱和醇（C 6 -C 22）以高收率衍生为相应的荧光DACB-氨基甲酸酯。这些醇的DACB-氨基甲酸酯在反相hplc色谱柱上（Inertsil ODS-2，流动相：甲醇-水，激发波长402 nm；发射波长488 nm）清楚地分离。作为测试化合物的鲸蜡醇的检出限（S / N ＝ 3）为5fmol /10μl。