ethyl 3-nonyldodec-2-enoate | 1223421-30-4

• 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-nonyldodec-2-enoate
• CAS: 1223421-30-4
• 化学式: C₂₃H₄₄O₂
• 分子量: 352.601
• InChiKey: PKWVFCXUHINHEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.4
• 重原子数：
  25
• 可旋转键数：
  19
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 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-nonyldodec-2-enoate 在 platinum(IV) oxide 、 lithium aluminium tetrahydride 、 氢气 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 47.0h， 生成 3-(Nonyl)dodecan-1-ol
  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：

  N-甲氧基-N-甲基癸酰胺 在 sodium hydride 、 magnesium 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 2.5h， 生成 ethyl 3-nonyldodec-2-enoate
  参考文献：
  名称：

  EP2351764

  摘要：

  公开号：

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。
• US8741871B2
  申请人：——

  公开号：US8741871B2

  公开（公告）日：2014-06-03
• EP2351764
  申请人：——

  公开号：——

  公开（公告）日：——
• 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.