3-acetyl-4-isopropyl-1,3-thiazolidine-2-thione | 180713-39-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 3-acetyl-4-isopropyl-1,3-thiazolidine-2-thione
• 英文别名: (R)-3-Acetyl-4-isopropyl-1,3-thiazolidine-2-thione；1-(4-propan-2-yl-2-sulfanylidene-1,3-thiazolidin-3-yl)ethanone
• CAS: 180713-39-7
• 化学式: C₈H₁₃NOS₂
• 分子量: 203.329
• InChiKey: CYDMQPSVCPSMSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  77.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-羟基-4-甲氧基苯甲醇 、 3-acetyl-4-isopropyl-1,3-thiazolidine-2-thione 以 甲苯 为溶剂， 反应 120.0h， 生成 3-hydroxy-4-methoxy-benzyl acetate 、 5-acetoxymethyl-2-methoxyphenyl acetate 、 3-乙酰氧基-4-甲氧基苄醇
  参考文献：
  名称：

  Twisted Amides as Selective Acylating Agents for Hydroxyl Groups under Neutral Conditions:  Models for Activated Peptides during Enzymatic Acyl Transfer Reaction

  摘要：

  The highly twisted amide 2 served as a selective acylating agent; for dials under neutral conditions. The reaction of primary-secondary dials with 2 led to the corresponding primary alkyl monopivalates. For dials containing alcoholic and phenolic hydroxyl groups, alcoholic hydroxyl groups were selectively acylated under neutral conditions, whereas, the opposite selectivity was observed under basic conditions, similar to the cases using acyl halides or acid anhydrides. Although 1 and 3 were unreactive to alcohols, 5-10 having substituent groups at C-4 were reactive to alcohols to give the corresponding acetates or benzoates.

  DOI：

  10.1021/jo9522015
• 作为产物：
  描述：

  4-isopropylthiazolidine-2-thione 、 乙酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以93%的产率得到3-acetyl-4-isopropyl-1,3-thiazolidine-2-thione
  参考文献：
  名称：

  Twisted Amides as Selective Acylating Agents for Hydroxyl Groups under Neutral Conditions:  Models for Activated Peptides during Enzymatic Acyl Transfer Reaction

  摘要：

  The highly twisted amide 2 served as a selective acylating agent; for dials under neutral conditions. The reaction of primary-secondary dials with 2 led to the corresponding primary alkyl monopivalates. For dials containing alcoholic and phenolic hydroxyl groups, alcoholic hydroxyl groups were selectively acylated under neutral conditions, whereas, the opposite selectivity was observed under basic conditions, similar to the cases using acyl halides or acid anhydrides. Although 1 and 3 were unreactive to alcohols, 5-10 having substituent groups at C-4 were reactive to alcohols to give the corresponding acetates or benzoates.

  DOI：

  10.1021/jo9522015

文献信息

• Cytoskeletal active compounds, compositions and use
  申请人：Lampe W. John

  公开号：US20060217427A1

  公开（公告）日：2006-09-28

  The present invention is directed to synthetic cytoskeletal active compounds that are related to natural Latrunculin A or Latrunculin B. The present invention is also directed to pharmaceutical compositions comprising such compounds and a pharmaceutically acceptable carrier. The invention is additionally directed to a method of preventing or treating diseases or conditions associated with actin polymerization. In one embodiment of the invention, the method treats increased intraocular pressure, such as primary open-angle glaucoma. The method comprises administering to a subject a therapeutically effective amount of a cytoskeletal active compound of Formula I or II, wherein said amount is effective to influence the cytoskeleton, for example by inhibiting actin polymerization.

  本发明涉及与天然拉曲林A或拉曲林B相关的合成细胞骨架活性化合物。本发明还涉及包含这些化合物和药用可接受载体的药物组合物。该发明还涉及一种预防或治疗与肌动蛋白聚合有关的疾病或症状的方法。在该发明的一个实施例中，该方法治疗增加的眼内压，如原发性开角型青光眼。该方法包括向受试者施用公式I或II的细胞骨架活性化合物的治疗有效量，其中所述量有效地影响细胞骨架，例如通过抑制肌动蛋白聚合。
• ASYMMETRIC CATALYSTS
  申请人：Canary James

  公开号：US20150112066A1

  公开（公告）日：2015-04-23

  The present invention relates to asymmetric catalysts, including redox-reconfigurable asymmetric catalysts. Methods of producing compounds having one or more stereocenters using the asymmetric catalysts of the present invention are also disclosed.

  本发明涉及不对称催化剂，包括氧化还原可重构的不对称催化剂。还公开了利用本发明的不对称催化剂制备具有一个或多个立体中心的化合物的方法。
• CYTOSKELETAL ACTIVE COMPOUNDS, COMPOSITION AND USE
  申请人：Lampe W. John

  公开号：US20080076735A1

  公开（公告）日：2008-03-27

  The present invention is directed to synthetic cytoskeletal active compounds that are related to natural Latrunculin A or Latrunculin B. The present invention is also directed to pharmaceutical compositions comprising such compounds and a pharmaceutically acceptable carrier. The invention is additionally directed to a method of preventing or treating diseases or conditions associated with actin polymerization. In one embodiment of the invention, the method treats increased intraocular pressure, such as primary open-angle glaucoma. The method comprises administering to a subject a therapeutically effective amount of a cytoskeletal active compound of Formula I or II, wherein said amount is effective to influence the cytoskeleton, for example by inhibiting actin polymerization.

  本发明涉及合成的细胞骨架活性化合物，其与天然拉曲林A或拉曲林B相关。本发明还涉及包含这种化合物和药学上可接受的载体的制药组合物。此外，本发明还涉及一种预防或治疗与肌动蛋白聚合有关的疾病或病症的方法。在本发明的一种实施例中，该方法治疗增加的眼内压，如原发性开角型青光眼。该方法包括向受试者给予公式I或II的细胞骨架活性化合物的治疗有效量，其中该量对细胞骨架产生影响，例如通过抑制肌动蛋白聚合。
• PROCESS FOR THE PREPARATION OF CYCLIC DEPSIPEPTIDES
  申请人：OnKure, Inc.

  公开号：EP3578179A1

  公开（公告）日：2019-12-11

  A thioester compound of Formula (XXV) is described: or a pharmaceutically acceptable salt thereof, wherein X, Y, Z, R1-R14 are defined herein. The compounds are useful in medicine, for example for use in the treatment of a disorder mediated by inhibition of histone deacetylase.

  描述了一种式 (XXV) 的硫酯化合物： 或其药学上可接受的盐，其中 X、Y、Z、R1-R14 在此定义。这些化合物可用于医药，例如用于治疗由抑制组蛋白去乙酰化酶介导的疾病。
• Process for the preparation of cyclic depsipeptides
  申请人：ONKURE, INC.

  公开号：US10100089B2

  公开（公告）日：2018-10-16

  Processes for preparing compounds of Formula (1) and Formula (2) are described, wherein X, Y, Z, R1-R7, L and n are defined herein. Intermediates useful in the preparation of the compounds of Formula (1) and Formula (2) are also described.

  描述了制备式（1）和式（2）化合物的工艺，其中 X、Y、Z、R1-R7、L 和 n 在本文中定义。还描述了用于制备式（1）和式（2）化合物的中间体。