2-Hydroxy-2-hydroxymethyl-8-(2-thiophen-3-yl-ethoxy)-octanoic acid ethyl ester | 201598-21-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: 2-Hydroxy-2-hydroxymethyl-8-(2-thiophen-3-yl-ethoxy)-octanoic acid ethyl ester
• 英文别名: Ethyl 2-hydroxy-2-(hydroxymethyl)-8-(2-thiophen-3-ylethoxy)octanoate
• CAS: 201598-21-2
• 化学式: C₁₇H₂₈O₅S
• 分子量: 344.472
• InChiKey: SMFNPTIEQYBVEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-Hydroxy-2-hydroxymethyl-8-(2-thiophen-3-yl-ethoxy)-octanoic acid ethyl ester 在 吡啶 、 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 9.0h， 生成 ethyl 2-[6-(3-thiopheneethoxy)hexyl]oxirane-2-carboxylate
  参考文献：
  名称：

  Design and Syntheses of 2-Oxiranecarboxylate Derivatives and Their Hypoglycemic Activities

  摘要：

  A series of 2-oxiranecarboxylate derivatives were prepared as carnitine palmitoyl transferase I (CPT-I) inhibitors for the development of new antidiabetic agents. The syntheses and biological activities were reported. The most promising derivative (13b) showed 2.5 times more hypoglycemic activity and 2 times lower acute toxicity compared to Etomoxir ((3)).

  DOI：

  10.3987/com-98-8235
• 作为产物：
  描述：

  1,6-二(甲磺酰基氧基)己烷 在 氢氧化钾 、 四氧化锇 、 n,n-二甲基亚甲基碘化胺 、 sodium hydride 、 N-甲基吗啉氧化物 作用下， 以 四氢呋喃 、 乙醇 、 水 、 丙酮 、 叔丁醇 为溶剂， 反应 55.5h， 生成 2-Hydroxy-2-hydroxymethyl-8-(2-thiophen-3-yl-ethoxy)-octanoic acid ethyl ester
  参考文献：
  名称：

  Design and Syntheses of 2-Oxiranecarboxylate Derivatives and Their Hypoglycemic Activities

  摘要：

  A series of 2-oxiranecarboxylate derivatives were prepared as carnitine palmitoyl transferase I (CPT-I) inhibitors for the development of new antidiabetic agents. The syntheses and biological activities were reported. The most promising derivative (13b) showed 2.5 times more hypoglycemic activity and 2 times lower acute toxicity compared to Etomoxir ((3)).

  DOI：

  10.3987/com-98-8235

文献信息

• US6030993A
  申请人：——

  公开号：US6030993A

  公开（公告）日：2000-02-29
• Design and Syntheses of 2-Oxiranecarboxylate Derivatives and Their Hypoglycemic Activities
  作者：Sang-sup Jew、Eun-kyung Kim、Sun-mi Je、Long-Xuan Zhao、Hyung-ook Kim、Hyeung-geun Park、Kwang-ho Ko、Won-ki Kim、Hwa-Jung Kim、Jae Hoon Cheong、Eung-Seok Lee

  DOI：10.3987/com-98-8235

  日期：——

  A series of 2-oxiranecarboxylate derivatives were prepared as carnitine palmitoyl transferase I (CPT-I) inhibitors for the development of new antidiabetic agents. The syntheses and biological activities were reported. The most promising derivative (13b) showed 2.5 times more hypoglycemic activity and 2 times lower acute toxicity compared to Etomoxir ((3)).