1-O-Methyl-2-O-hexadecylglycerol | 85311-35-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 1-O-Methyl-2-O-hexadecylglycerol
• 英文别名: 2-(hexadecyloxy)-3-methoxypropan-1-ol；2-Hexadecyloxy-3-methoxy-1-propanol；1-Propanol, 2-(hexadecyloxy)-3-methoxy-；2-hexadecoxy-3-methoxypropan-1-ol
• CAS: 85311-35-9
• 化学式: C₂₀H₄₂O₃
• 分子量: 330.552
• InChiKey: RNPRHEZJHMDWEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  23
• 可旋转键数：
  19
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-O-Methyl-2-O-hexadecylglycerol 在 吡啶 、 四氮唑 、 二硫化碳 、 sulfur 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 O,O-bis(2-cyanoethyl) O-2-(hexadecyloxy)-3-methoxypropyl phosphorothioate
  参考文献：
  名称：

  Phosphorothioate analogs of sn-2 radyl lysophosphatidic acid (LPA): Metabolically stabilized LPA receptor agonists

  摘要：

  We describe an efficient synthesis of metabolically stabilized sn-2 radyl phosphorothioate analogs of lysophosphatidic acid (LPA), and the determination of the agonist activity of each analog for the six LPA receptors (LPA(1-6)) using a recently developed TGF alpha shedding assay. In general, the sn-2 radyl OMPT analogs showed similar agonist activities to the previous 1-oleoyl-2-O-methyl-glycerophosphothioate (sn-1 OMPT) analogs for LPA(1-6) receptors. In most cases, the sn-2 radyl-OMPT analogs were more potent agonists than LPA itself. Most importantly, sn-2 alkyl OMPT analogs were very potent LPA(5) and LPA(6) agonists. The availability of sn-2 radyl OPMT analogs further refines the structure-activity relationships for ligand-receptor interactions for this class of GPCRs. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.002
• 作为产物：
  描述：

  ((2-(十六烷氧基)-3-甲氧基丙氧基)甲三基)三苯 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 1-O-Methyl-2-O-hexadecylglycerol
  参考文献：
  名称：

  Phosphorothioate analogs of sn-2 radyl lysophosphatidic acid (LPA): Metabolically stabilized LPA receptor agonists

  摘要：

  We describe an efficient synthesis of metabolically stabilized sn-2 radyl phosphorothioate analogs of lysophosphatidic acid (LPA), and the determination of the agonist activity of each analog for the six LPA receptors (LPA(1-6)) using a recently developed TGF alpha shedding assay. In general, the sn-2 radyl OMPT analogs showed similar agonist activities to the previous 1-oleoyl-2-O-methyl-glycerophosphothioate (sn-1 OMPT) analogs for LPA(1-6) receptors. In most cases, the sn-2 radyl-OMPT analogs were more potent agonists than LPA itself. Most importantly, sn-2 alkyl OMPT analogs were very potent LPA(5) and LPA(6) agonists. The availability of sn-2 radyl OPMT analogs further refines the structure-activity relationships for ligand-receptor interactions for this class of GPCRs. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.002

文献信息

• Hair growers
  申请人：——

  公开号：US20030198614A1

  公开（公告）日：2003-10-23

  The present invention provides a hair growth promoting composition having an excellent hair growth promoting effect. The hair promoting composition comprises, as an effective ingredient, a composition expressed by following Formula (I): 1 wherein one of R 1 to R 4 is selected from a group of C 14-22 alkyl, C 14-22 alkoxy and C 14-22 acyloxy groups, and the others are selected from a group of H, OH, C 1-3 alkyl and C 1-3 alkoxy groups; and when R 1 is C 14-22 alkoxy group and one of R 2 and R 4 is C 1-3 alkoxy group, R 3 is H, C 1-3 alkyl or C 1-3 alkoxy group; and when R 1 is C 14-22 acyloxy group, at least one of R 2 to R 4 is C 1-3 alkoxy group.

  本发明提供了一种具有优异的促进头发生长效果的促进头发生长的组合物。该促进头发生长的组合物包括以下式（I）所表示的组合物作为有效成分：其中R1至R4中的一个选择自C14-22烷基，C14-22烷氧基和C14-22酰氧基的一组，而其他的选择自H，OH，C1-3烷基和C1-3烷氧基的一组；当R1为C14-22烷氧基且R2和R4中的一个为C1-3烷氧基时，R3为H，C1-3烷基或C1-3烷氧基；当R1为C14-22酰氧基时，R2至R4中至少有一个为C1-3烷氧基。
• HAIR GROWERS
  申请人：Shiseido Co., Ltd.

  公开号：EP1314417A1

  公开（公告）日：2003-05-28

  The present invention provides a hair growth promoting composition having an excellent hair growth promoting effect. The hair promoting composition comprises, as an effective ingredient, a composition expressed by following Formula (I): wherein one of R1 to R4 is selected from a group of C14-22 alkyl, C14-22 alkoxy and C14-22 acyloxy groups, and the others are selected from a group of H, OH, C1-3 alkyl and C1-3 alkoxy groups; and when R1 is C14-22 alkoxy group and one of R2 and R4 is C1-3 alkoxy group, R3 is H, C1-3 alkyl or C1-3 alkoxy group; and when R1 is C14-22 acyloxy group, at least one of R2 to R4 is C1-3 alkoxy group.

  本发明提供了一种具有极佳生发效果的生发组合物。该生发组合物包括作为有效成分的由下式（I）表示的组合物： 其中 R1 至 R4 中的一个选自 C14-22 烷基、C14-22 烷氧基和 C14-22 乙酰氧基，其它选自 H、OH、C1-3 烷基和 C1-3 烷氧基；当 R1 为 C14-22 烷氧基且 R2 和 R4 中的一个为 C1-3 烷氧基时，R3 为 H、C1-3 烷基或 C1-3 烷氧基；当 R1 为 C14-22 乙酰氧基时，R2 至 R4 中至少有一个为 C1-3 烷氧基。
• Nuhn; Kertscher; Dobner, Pharmazie, 1982, vol. 37, # 10, p. 706 - 708
  作者：Nuhn、Kertscher、Dobner、Braune、Kluge

  DOI：——

  日期：——
• PREVENTION AND TREATMENT OF INFLAMMATORY CONDITIONS
  申请人：GRI Bio, Inc.

  公开号：EP3229811B1

  公开（公告）日：2021-02-24
• METHODS FOR THE TREATMENT AND AMELIORATION OF ATOPIC DERMATITIS
  申请人：BRAXMEIER Tobias

  公开号：US20110263531A1

  公开（公告）日：2011-10-27

  The present invention relates of the use of certain inner ionic (zwitter ionic) phospholipids, phosphonolipids and phosphate derivatives for the preparation of a pharmaceutical composition for the treatment, prevention and/or amelioration of an immunological disorder related to mast cell sensitization and/or activation. Preferred in this context are Edelfosine, Miltefosine and Perifosine. In a particularly preferred embodiment, the present invention relates to the use of Miltefosine for the preparation of a pharmaceutical composition for the treatment, prevention and/or amelioration of allergic diseases, in particular acute hyperallergic diseases, like asthma, atopic dermatitis and mastocytosis.