benzyl 12-bromododecanoate | 178213-19-9

• 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: benzyl 12-bromododecanoate
• CAS: 178213-19-9
• 化学式: C₁₉H₂₉BrO₂
• 分子量: 369.342
• InChiKey: OZUOKKJGYMBNHE-UHFFFAOYSA-N

物化性质

• 沸点：
  426.4±18.0 °C(Predicted)
• 密度：
  1.152±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  22
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  benzyl 12-bromododecanoate 在 palladium on activated charcoal 、 氢气 、 potassium carbonate 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 11.0h， 生成 (R)-4-((1,1-dioxido-4-(6-((12-oxo-12-((2-sulfoethyl)amino)dodecyl)oxy)benzo[d]thiazol-2-yl)tetrahydro-2H-thiopyran-4-yl)amino)-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-aminium trifluoroacetate
  参考文献：
  名称：

  Discovery of Highly Polar β-Homophenylalanine Derivatives as Nonsystemic Intestine-Targeted Dipeptidyl Peptidase IV Inhibitors

  摘要：

  Although intensively expressed within intestine, the precise roles of intestinal dipeptidyl peptidase IV (DPPIV) in numerous pathologies remain incompletely understood. Here, we first reported a nonsystemic intestine-targeted (NSIT) DPPIV inhibitor with beta-homophenylalanine scaffold, compound 7, which selectively inhibited the intestinal rather than plasmatic DPPIV at an oral dosage as high as 30 mg/kg. We expect that compound 7 could serve as a qualified tissue selective tool to determine undetected physiological or pathological roles of intestinal DPPIV.

  DOI：

  10.1021/acs.jmedchem.9b01649
• 作为产物：
  描述：

  12-溴十二烷酸 、 苯甲醇 在 4-二甲氨基吡啶 、 N,N'-二异丙基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以96%的产率得到benzyl 12-bromododecanoate
  参考文献：
  名称：

  活细胞中电生理方法记录的合成离子通道活性

  摘要：

  Hydraphiles 是合成离子通道，使用冠醚作为入口并跨越磷脂双层膜。这些化合物的质子和钠阳离子传输已在脂质体和平面双层中得到证实。在目前的工作中，全细胞膜片钳实验表明亲水胶整合到人胚胎肾 (HEK 293) 细胞的膜中并显着增加膜电导。膜通透性的改变是可逆的，研究中的细胞在实验过程中仍然至关重要。太短（C(8)-苄基通道）无法跨越双层或由于中央继电器缺陷而处于非活动状态的对照化合物不会引起类似的电导增加。对照实验证实非活性通道类似物不显示非特异性效应，例如激活天然通道。

  DOI：

  10.1021/ja046626x

文献信息

• Methods for delivery of nucleic acids
  申请人：Satishchandran C.

  公开号：US20060084617A1

  公开（公告）日：2006-04-20

  This invention features methods and compositions for delivery of nucleic acids (e.g., DNA, RNA, PNA, and hybrids thereof) to cells. The nucleic acid delivery complexes of the invention permit biologically active nucleic acids to be delivered to cells and organisms in vitro and in vivo in a manner and form that allows the nucleic acids to carry out their desired biological function.

  这项发明涉及用于将核酸（例如，DNA、RNA、PNA及其杂合体）递送到细胞中的方法和组合物。本发明的核酸递送复合物使得生物活性的核酸能够以某种方式和形式递送到体外和体内的细胞和生物体中，从而允许核酸执行其所需的生物学功能。
• Multivalent indole compounds and use thereof as phospholipase-A2 inhibitors
  申请人：Chang Han-Ting

  公开号：US20070135385A1

  公开（公告）日：2007-06-14

  Indole and indole-related compounds, compositions and methods are disclosed. The compounds of the invention are useful as phospholipase inhibitors. The compounds and compositions of the invention are useful for treatment of phospholipase-related conditions, such as insulin-related, weight-related and/or cholesterol-related conditions in an animal subject.

  吲哚和与吲哚相关的化合物、组合物以及方法被披露。发明中的这些化合物作为磷脂酶抑制剂非常有用。发明中的这些化合物和组合物用于治疗动物受试者中的磷脂酶相关状况，例如胰岛素相关、体重相关和/或胆固醇相关状况。
• Multifunctional molecular complexes for gene transfer to cells
  申请人：American Home Products Corporation

  公开号：US20020155607A1

  公开（公告）日：2002-10-24

  A multifunctional molecular complex for the transfer of a nucleic acid composition to a target cell is provided The complex is comprised of A) said nucleic acid composition and B) a transfer moiety comprising 1) one or more cationic polyamines bound to said nucleic acid composition, 2) one or more endosome membrane disrupting components attached to at least one nitrogen of the polyamine and 3) one or more receptor specific binding components.

  提供了一种用于将核酸组合物转移至靶细胞的多功能分子复合物。该复合物由A）所述核酸组合物和B）转移基团组成，其中包括1）与所述核酸组合物结合的一个或多个阳离子聚胺，2）连接到聚胺的至少一个氮的一个或多个内体膜破坏成分，以及3）一个或多个受体特异性结合成分。
• Molecules for Gene Delivery and Gene Therapy, and Methods of Use Thereof
  申请人：Grinstaff Mark W.

  公开号：US20090221684A1

  公开（公告）日：2009-09-03

  One aspect of the present invention relates to a synthetic non-viral vector composition for gene therapy. Another aspect of the invention relates to the use of the composition for in vitro, ex vivo and/or in vivo transfer of genetic material. The invention also encompasses a pharmaceutical composition (useful for delivery of nucleic acids to a cell), containing a non-cationic amphiphilic molecule or macro-molecule; or a cationic amphiphilic molecule or macromolecule that transforms from a cationic entity to an anionic, neutral, or zwitterionic entity upon a chemical, photochemical, or biological reaction. Another aspect of the invention relates to multicationic compounds that are composed of three or more amino acids. The present invention also relates to the use of the pharmaceutical composition for delivery of nucleic acids to a cell. Moreover, the invention encompasses the non-viral vector compositions tethered to a surface. The surface-tethered compositions are useful for the delivery of nucleic acids to cells in contact with the surface. An additional embodiment of the invention relates to a hydrogel comprising a composition of the invention, and methods of using same for the delivery of genetic material to a cell.

  本发明的一个方面涉及用于基因治疗的合成非病毒载体组合物。另一个方面涉及使用该组合物在体外、体内和/或体外转移遗传物质。该发明还包括一种制药组合物（用于向细胞传递核酸），其中包含非阳离子性的两性分子或大分子；或者是一个阳离子性的两性分子或大分子，在化学、光化学或生物反应中从阳离子实体转变为阴离子、中性或带电离子实体。该发明的另一个方面涉及由三个或更多氨基酸组成的多阳离子化合物。本发明还涉及使用该制药组合物向细胞传递核酸的方法。此外，该发明还涉及附着在表面上的非病毒载体组合物。附着在表面上的组合物可用于将核酸传递到与表面接触的细胞中。该发明的另一个实施例涉及包含本发明组合物的水凝胶，并使用该水凝胶将遗传物质传递给细胞的方法。
• METHODS FOR DELIVERY OF NUCLEIC ACIDS
  申请人：Satishchandran C.

  公开号：US20090163436A1

  公开（公告）日：2009-06-25

  This invention features methods and compositions for delivery of nucleic acids (e.g., DNA, RNA, PNA, and hybrids thereof) to cells. The nucleic acid delivery complexes of the invention permit biologically active nucleic acids to be delivered to cells and organisms in vitro and in vivo in a manner and form that allows the nucleic acids to carry out their desired biological function.

  这项发明涉及将核酸（如DNA、RNA、PNA及其混合物）传递到细胞的方法和组合物。该发明的核酸传递复合物允许生物活性核酸以一种形式和方式被传递到体外和体内的细胞和生物体中，使得这些核酸可以执行其所需的生物学功能。