5-[3-Ethoxy-4-(3-methyl-butoxy)-phenyl]-thiazolidine-2,4-dione | 79712-17-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-[3-Ethoxy-4-(3-methyl-butoxy)-phenyl]-thiazolidine-2,4-dione
• 英文别名: 5-[3-Ethoxy-4-(3-methylbutoxy)phenyl]-1,3-thiazolidine-2,4-dione
• CAS: 79712-17-7
• 化学式: C₁₆H₂₁NO₄S
• 分子量: 323.413
• InChiKey: MOZSGWVAOFMDQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  89.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-[3-Ethoxy-4-(3-methyl-butoxy)-phenyl]-2-imino-thiazolidin-4-one 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 5-[3-Ethoxy-4-(3-methyl-butoxy)-phenyl]-thiazolidine-2,4-dione
  参考文献：
  名称：

  Studies on antidiabetic agents. III. 5-Arylthiazolidine-2,4-diones as potent aldose reductase inhibitors.

  摘要：

  具有一个或两个取代基（如苯基、杂基和烷基）的噻唑烷-2,4-二酮衍生物在5位合成并评估为醛糖还原酶抑制剂。在鼠晶状体培养检测中，活性化合物的抑制作用也被测量。在这些化合物中，一系列5-(3,4-二烷氧基苯基)噻唑烷-2,4-二酮在两种检测中显示出显著的活性。结构-活性关系进行了讨论，并描述了一种合成5-芳基噻唑烷-2,4-二酮的新方法。

  DOI：

  10.1248/cpb.30.3601

文献信息

• Thiazolidine derivatives and their production and medicinal compositions containing them
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0033617A2

  公开（公告）日：1981-08-12

  A thiazolidine derivatives of the formula: wherein R is a phenyl group having 2 nuclear substituent groups selected from the class consisting of a lower alkyl having 1 to 6 carbon atoms, a lower alkoxy having 1 to 7 carbon atoms, hydroxyl and a carboxylic acyloxy having 1 to4 carbon atoms or a phenyl group having a methylenedioxy group in adjacent positions on its ring; R' is H or an alkyl having 1 to 6 carbon atoms, or a physiologically acceptable salt thereof is a novel compound and is having the activity to control certain chronic symptoms due to diabetes, such as diabetic cataract, diabetic neuropathy and diabetic retinosis.

  一种式中的噻唑烷衍生物： 其中 R 是苯基，具有 2 个核取代基团，这些取代基团选自具有 1 至 6 个碳原子的低级烷基、具有 1 至 7 个碳原子的低级烷氧基、羟基和具有 1 至 4 个碳原子的羧基酰氧基或在其环上相邻位置具有亚甲二氧基的苯基；R'是 H 或具有 1 至 6 个碳原子的烷基，或其生理上可接受的盐，是一种新型化合物，具有控制糖尿病引起的某些慢性症状（如糖尿病性白内障、糖尿病性神经病变和糖尿病性视网膜病变）的活性。
• KAVAMATSU, YUTAKA;YAMAMOTO, YUDZIRO
  作者：KAVAMATSU, YUTAKA、YAMAMOTO, YUDZIRO

  DOI：——

  日期：——
• US4387101A
  申请人：——

  公开号：US4387101A

  公开（公告）日：1983-06-07
• Studies on antidiabetic agents. III. 5-Arylthiazolidine-2,4-diones as potent aldose reductase inhibitors.
  作者：TAKASHI SOHDA、KATSUTOSHI MIZUNO、EIKO IMAMIYA、HIROYUKI TAWADA、KANJI MEGURO、YUTAKA KAWAMATSU、YUJIRO YAMAMOTO

  DOI：10.1248/cpb.30.3601

  日期：——

  Thiazolidine-2, 4-dione derivatives having one or two substituent (s) such as phenyl, heteryl and alkyl group (s) at the 5-position were synthesized and evaluated as aldose reductase inhibitors. Inhibition by the active compounds of the swelling of the lens in a rat-lens-culture assay was also measured. Among these compounds, a series of 5-(3, 4-dialkoxyphenyl) thiazolidine-2, 4-diones showed pronounced activities in both assays. Structure-activity relationships are discussed and a new approach to the synthesis of 5-arylthiazolidine-2, 4-diones is described.

  具有一个或两个取代基（如苯基、杂基和烷基）的噻唑烷-2,4-二酮衍生物在5位合成并评估为醛糖还原酶抑制剂。在鼠晶状体培养检测中，活性化合物的抑制作用也被测量。在这些化合物中，一系列5-(3,4-二烷氧基苯基)噻唑烷-2,4-二酮在两种检测中显示出显著的活性。结构-活性关系进行了讨论，并描述了一种合成5-芳基噻唑烷-2,4-二酮的新方法。