acid chloride ethyl ester of 3,3-dimethylglutaric acid | 102942-70-1

• 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: acid chloride ethyl ester of 3,3-dimethylglutaric acid
• 英文别名: 3,3-dimethyl-glutaric acid ethyl ester chloride；3,3-Dimethyl-glutarsaeure-aethylester-chlorid；ethyl-(3,3-dimethyl)-glutaryl chloride；ethyl 5-chloro-3,3-dimethyl-5-oxopentanoate
• CAS: 102942-70-1
• 化学式: C₉H₁₅ClO₃
• 分子量: 206.669
• InChiKey: VJVFDQUMLWPIDK-UHFFFAOYSA-N

物化性质

• 沸点：
  121 °C(Press: 16 Torr)
• 密度：
  1.092±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  acid chloride ethyl ester of 3,3-dimethylglutaric acid 在 盐酸 、 sodium hydride 、 溶剂黄146 、 三乙胺 作用下， 以 水 为溶剂， 反应 25.0h， 生成 4-<1-<(4-methoxyphenyl)methyl>benzimidazol-2-yl>-3,3-dimethylbutanoic acid
  参考文献：
  名称：

  Nicolai, Eric; Goyard, Joel; Benchetrit, Thierry, Journal of Medicinal Chemistry, 1993, vol. 36, # 9, p. 1176 - 1187

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氯化亚砜 作用下， 生成 acid chloride ethyl ester of 3,3-dimethylglutaric acid
  参考文献：
  名称：

  Qudrat-I-Khuda, Journal of the Chemical Society, 1929, p. 207

  摘要：

  DOI：

文献信息

• Birch; Robinson, Journal of the Chemical Society, 1942, p. 494
  作者：Birch、Robinson

  DOI：——

  日期：——
• ONO-8430506: A Novel Autotaxin Inhibitor That Enhances the Antitumor Effect of Paclitaxel in a Breast Cancer Model
  作者：Yuzo Iwaki、Akira Ohhata、Shingo Nakatani、Katsuya Hisaichi、Yasuyuki Okabe、Atsushi Hiramatsu、Toshihide Watanabe、Shingo Yamamoto、Taihei Nishiyama、Juta Kobayashi、Yasuo Hirooka、Hideki Moriguchi、Tatsuo Maeda、Makoto Katoh、Yuka Komichi、Hiroto Ota、Naoya Matsumura、Masahiro Okada、Tetsuya Sugiyama、Hiroshi Saga、Akira Imagawa

  DOI：10.1021/acsmedchemlett.0c00200

  日期：2020.6.11

  Lysophosphatidic acid (LPA) is a bioactive lipid mediator that elicits a number of biological functions, including smooth muscle contraction, cell motility, proliferation, and morphological change. LPA is endogenously produced by autotaxin (ATX) from extracellular lysophosphatidylcholine (LPC) in plasma. Herein, we report our medicinal chemistry effort to identify a novel and highly potent ATX inhibitor, ONO-8430506 (20), with good oral availability. To enhance the enzymatic ATX inhibitory activity, we designed several compounds by structurally comparing our hit compound with the endogenous ligand LPC. Further optimization to improve the pharmacokinetic profile and enhance the ATX inhibitory activity in human plasma resulted in the identification of ONO-8430506 (20), which enhanced the antitumor effect of paclitaxel in a breast cancer model.
• EP1167360
  申请人：——

  公开号：——

  公开（公告）日：——
• 137. Dihydroresorcinols. Part I. The alkylation of substituted dihydroresorcinols
  作者：Ranchhodji Dajibhai Desai

  DOI：10.1039/jr9320001079

  日期：——
• The Kinetics of Ring Closure of Alkyl-substituted 3,3-Dimethyl-5-keto-hexanoic Acids by Sulfuric Acid
  作者：W. E. Silbermann、T. Henshall

  DOI：10.1021/ja01572a037

  日期：1957.8