2-Hydroxy-2-hydroxymethyl-8-(thiophen-2-ylmethoxy)-octanoic acid ethyl ester | 201598-24-5

• 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-(thiophen-2-ylmethoxy)-octanoic acid ethyl ester
• 英文别名: Ethyl 2-hydroxy-2-(hydroxymethyl)-8-(thiophen-2-ylmethoxy)octanoate
• CAS: 201598-24-5
• 化学式: C₁₆H₂₆O₅S
• 分子量: 330.445
• InChiKey: LQKGHQFFTNTLHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  22
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 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-(thiophen-2-ylmethoxy)-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-(2-thiophenemethoxy)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-(thiophen-2-ylmethoxy)-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
• [EN] 2-HYDROXYPROPIONIC ACID DERIVATIVE AND ITS MANUFACTURING METHOD<br/>[FR] DERIVE D'ACIDE 2-HYDROXYPROPIONIQUE ET SON PROCEDE DE FABRICATION
  申请人：JEW, Sang, Sup

  公开号：WO1998000389A1

  公开（公告）日：1998-01-08

  (EN) This invention relates to a novel 2-hydroxypropionic acid derivative and its manufacturing method. Based on its mechanism to inhibit the CPT I, 2-hydroxypropionic acid derivative of this invention has blood glucose lowering effects so that the derivative may be effectively used as an antidiabetic agent having remarkable antidiabetic activity and fewer side effects.(FR) Cette invention concerne un nouveau dérivé d'acide 2-hydroxypropionique et son procédé de fabrication. Sur la base de son mécanisme qui inhibe CPT I, le dérivé d'acide 2-hydroxypropionique a la propriété de réduire le taux de glucose dans le sang de sorte qu'il peut être utilisé efficacement comme agent antidiabétique dont l'activité antidiabétique est remarquable et présente des effets secondaires réduits.
• 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)).