11-Benzyloxyundecanoic acid | 22714-43-8

• 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: 11-Benzyloxyundecanoic acid
• 英文别名: 11-Benzyloxy-undecansaeure；11-Phenylmethoxyundecanoic acid
• CAS: 22714-43-8
• 化学式: C₁₈H₂₈O₃
• 分子量: 292.419
• InChiKey: OBJYWMKIALOVQU-UHFFFAOYSA-N

物化性质

• 沸点：
  424.2±18.0 °C(Predicted)
• 密度：
  1.014±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  21
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  11-Benzyloxyundecanoic acid 在 palladium(II) oxide hydrate 氢气 作用下， 以 溶剂黄146 为溶剂， 生成 N-(11-hydroxyundecanoyl)-11-aminoundecanoic acid
  参考文献：
  名称：

  Jasse,B., Bulletin de la Societe Chimique de France, 1969, p. 953 - 955

  摘要：

  DOI：
• 作为产物：
  描述：

  8-氯-1-辛醇 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 11-Benzyloxyundecanoic acid
  参考文献：
  名称：

  Lermer, Leonard; Neeland, Edward G.; Ounsworth, James P., Canadian Journal of Chemistry, 1992, vol. 70, # 5, p. 1427 - 1445

  摘要：

  DOI：

文献信息

• ALPHA-GALACTOSYLCERAMIDE DERIVATIVES, PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF, PREPARATION METHOD AND PHARMACEUTICAL COMPOSITION FOR THE IMMUNE ADJUVANT CONTAINING THE SAME AS AN ACTIVE INGREDIENT
  申请人：Kang Chang-Yuil

  公开号：US20100104590A1

  公开（公告）日：2010-04-29

  Disclosed are novel α-galactosylceramide derivatives, pharmaceutically acceptable salts thereof, preparation methods thereof, and pharmaceutical compositions for use in an immune adjuvant containing the same as an active ingredient. The derivatives, in which the amide moiety of α-GalCer is bioisosterically replaced with a triazole moiety, direct cytokine secretion toward IL-4 rather than IFN-γ and thus can be used as a therapeutic for autoimmune diseases regulated by IL-4, such as type 1 diabetes and multiple sclerosis.

  揭示了新颖的α-半乳糖鞘氨醇衍生物，其药用可接受的盐，其制备方法以及用于免疫佐剂的药物组合物，其中包含其作为活性成分。这些衍生物中，α-半乳糖鞘氨醇的酰胺基团被三唑基团生物异构地替代，将细胞因子分泌定向于IL-4而非IFN-γ，因此可以用作治疗由IL-4调节的自身免疫疾病，如1型糖尿病和多发性硬化症。
• Design and Evaluation of ω-Hydroxy Fatty Acids Containing α-GalCer Analogues for CD1d-Mediated NKT Cell Activation
  作者：Chaemin Lim、Jae Hyun Kim、Dong Jae Baek、Joo-Youn Lee、Minjae Cho、Yoon-Sook Lee、Chang-Yuil Kang、Doo Hyun Chung、Won-Jae Cho、Sanghee Kim

  DOI：10.1021/ml400517b

  日期：2014.4.10

  acids can form hydrogen bonds. Consequently, we have designed ω-hydroxy fatty acid-containing glycolipid derivatives of the prototypical CD1d ligand α-GalCer. The potency of the ω-hydroxy analogues of the proper length is comparable to that of α-GalCer. We propose, based on the biological results and molecular modeling studies, that a hydrogen bonding interaction is involved between the ω-hydroxy group

  CD1d 分子识别具有直链脂肪酸部分的糖脂抗原。尽管 CD1d 结合沟中的大部分残基是疏水的，但一些氨基酸可以形成氢键。因此，我们设计了原型 CD1d 配体 α-GalCer 的含 ω-羟基脂肪酸的糖脂衍生物。适当长度的 ω-羟基类似物的效力与 α-GalCer 的效力相当。我们建议，基于生物学结果和分子模型研究，ω-羟基与疏水结合沟中的极性氨基酸残基之间存在氢键相互作用。
• Lipase inhibiting polymers
  申请人：Mandeville Harry W.

  公开号：US20050085535A1

  公开（公告）日：2005-04-21

  The invention features a method for treating obesity in a patient by administering to the patient a polymer that has been substituted with one or more groups that inhibit lipases, which are enzymes responsible for the hydrolysis of fat. The invention further relates to the polymers employed in the methods described herein as well as novel intermediates and methods for preparing the polymers.

  该发明涉及一种治疗肥胖症的方法，通过向患者注射一种聚合物，该聚合物已被取代为一种或多种抑制脂肪水解酶的基团。该发明还涉及所述方法中使用的聚合物以及制备聚合物的新型中间体和方法。
• Synthesis and characterization of mitoQ and idebenone analogues as mediators of oxygen consumption in mitochondria
  作者：Damien Y. Duveau、Pablo M. Arce、Robert A. Schoenfeld、Nidhi Raghav、Gino A. Cortopassi、Sidney M. Hecht

  DOI：10.1016/j.bmc.2010.06.104

  日期：2010.9

  Analogues of mitoQ and idebenone were synthesized to define the structural elements that support oxygen consumption in the mitochondrial respiratory chain. Eight analogues were prepared and fully characterized, then evaluated for their ability to support oxygen consumption in the mitochondrial respiratory chain. While oxygen consumption was strongly inhibited by mitoQ analogues 2-4 in a chain length-dependent manner, modification of idebenone by replacement of the quinone methoxy groups by methyl groups (analogues 6-8) reduced, but did not eliminate, oxygen consumption. Idebenone analogues 6-8 also displayed significant cytoprotective properties toward cultured mammalian cells in which glutathione had been depleted by treatment with diethyl maleate. (C) 2010 Elsevier Ltd. All rights reserved.
• LIPASE INHIBITING POLYMERS
  申请人：Geltex Pharmaceuticals, Inc.

  公开号：EP1043982A2

  公开（公告）日：2000-10-18