ethyl 3-dodecylpentadecanoate | 1416474-18-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 3-dodecylpentadecanoate
• 英文别名: Ethyl 3-dodecylpentadecanoate
• CAS: 1416474-18-4
• 化学式: C₂₉H₅₈O₂
• 分子量: 438.778
• InChiKey: PWPJUHSDROPSSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.7
• 重原子数：
  31
• 可旋转键数：
  26
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.97
• 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：

  ethyl 3-dodecylpentadecanoate 在 potassium hydroxide 作用下， 以 水 、 正丁醇 为溶剂， 反应 4.5h， 以76%的产率得到3-dodecylpentadecanoic acid
  参考文献：
  名称：

  Development of Vizantin, a Safe Immunostimulant, Based on the Structure–Activity Relationship of Trehalose-6,6′-dicorynomycolate

  摘要：

  Vizantin, 6,6'-bis-O-(3-nonyldodecanoy1)-alpha,alpha'-trehalose, was developed as a safe immunostimulator on the basis of a structure-activity relationship (SAR) study with trehalose 6,6'-dicorynomycolate (TDCM). It was possible to synthesize vizantin on a large scale more easily than in the case of TDCM, and the compound exhibited more potent prophylactic effect on experimental lung metastasis of B16-F0 melanoma cells. Because vizantin stimulated human macrophages, it is a promising candidate for clinical application.

  DOI：

  10.1021/jm3016443
• 作为产物：
  描述：

  二十五烷-13-酮 在 platinum(IV) oxide 、 氢气 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 、 mineral oil 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 41.5h， 生成 ethyl 3-dodecylpentadecanoate
  参考文献：
  名称：

  Development of Vizantin, a Safe Immunostimulant, Based on the Structure–Activity Relationship of Trehalose-6,6′-dicorynomycolate

  摘要：

  Vizantin, 6,6'-bis-O-(3-nonyldodecanoy1)-alpha,alpha'-trehalose, was developed as a safe immunostimulator on the basis of a structure-activity relationship (SAR) study with trehalose 6,6'-dicorynomycolate (TDCM). It was possible to synthesize vizantin on a large scale more easily than in the case of TDCM, and the compound exhibited more potent prophylactic effect on experimental lung metastasis of B16-F0 melanoma cells. Because vizantin stimulated human macrophages, it is a promising candidate for clinical application.

  DOI：

  10.1021/jm3016443

文献信息

• TREHALOSE COMPOUND, METHOD FOR PRODUCING SAME, AND PHARMACEUTICAL PRODUCT CONTAINING THE COMPOUND
  申请人：Nishizawa Mugio

  公开号：US20110218171A1

  公开（公告）日：2011-09-08

  A trehalose compound having high immunopotentiating activity and low toxicity is represented by formula (1). (In the formula, X and X′ each represents a phenyl, a naphthyl, R 1 —CHR 1 — (wherein R 1 and R 2 each represents a C 7 -C 21 alkyl group or the like) or the like; and n and n′ each independently represents an integer of 0-3). The compound exhibits a high activating effect on macrophages and neutrophils.

  具有高免疫增强活性和低毒性的海藻糖化合物由公式（1）表示。（在公式中，X和X'分别表示苯基，萘基，R1-CHR1-（其中R1和R2各代表C7-C21烷基或类似物），n和n'各自独立地表示0-3的整数）。该化合物对巨噬细胞和中性粒细胞具有高激活作用。
• Trehalose compound, method for producing same, and pharmaceutical product containing the compound
  申请人：Otsuka Chemical Co., Ltd.

  公开号：EP2567963A1

  公开（公告）日：2013-03-13

  It is an object of the present invention to provide a trehalose compound having high immunopotentiating activity and low toxicity. The compound exhibits a high activating effect on macrophages and neutrophils. The trehalose compound is represented by formula (1), wherein X represents R1-CHR2-, and X' represents R1'-CHR2'-, wherein R1, R1', R2 and R2' independently represent a C1-C21 alkyl group or a hydrogen atom, and wherein n and n' independently represent an integer of 0 to 3.

  本发明的目的是提供一种具有高免疫增强活性和低毒性的三卤糖化合物。该化合物对巨噬细胞和中性粒细胞具有很高的激活作用。 该曲卤糖化合物由式（1）表示，其中 X 代表 R1-CHR2-，X'代表 R1'-CHR2'-，其中 R1、R1'、R2 和 R2'独立地代表 C1-C21 烷基或氢原子，n 和 n'独立地代表 0 至 3 的整数。
• US8741871B2
  申请人：——

  公开号：US8741871B2

  公开（公告）日：2014-06-03
• Development of Vizantin, a Safe Immunostimulant, Based on the Structure–Activity Relationship of Trehalose-6,6′-dicorynomycolate
  作者：Hirofumi Yamamoto、Masataka Oda、Mayo Nakano、Naoyuki Watanabe、Kenta Yabiku、Masahiro Shibutani、Masahisa Inoue、Hiroshi Imagawa、Masahiro Nagahama、Seiichiro Himeno、Kojun Setsu、Jun Sakurai、Mugio Nishizawa

  DOI：10.1021/jm3016443

  日期：2013.1.10

  Vizantin, 6,6'-bis-O-(3-nonyldodecanoy1)-alpha,alpha'-trehalose, was developed as a safe immunostimulator on the basis of a structure-activity relationship (SAR) study with trehalose 6,6'-dicorynomycolate (TDCM). It was possible to synthesize vizantin on a large scale more easily than in the case of TDCM, and the compound exhibited more potent prophylactic effect on experimental lung metastasis of B16-F0 melanoma cells. Because vizantin stimulated human macrophages, it is a promising candidate for clinical application.