(4R)-2-(4-acetamidophenyl)-N-dodecylthiazolidine-4-carboxamide | 948052-63-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4R)-2-(4-acetamidophenyl)-N-dodecylthiazolidine-4-carboxamide
• 英文别名: (4R)-2-(4-acetamidophenyl)-N-dodecyl-1,3-thiazolidine-4-carboxamide
• CAS: 948052-63-9
• 化学式: C₂₄H₃₉N₃O₂S
• 分子量: 433.659
• InChiKey: KNBOUTIQZFCLKR-OWJIYDKWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  30
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  95.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4R)-2-(4-acetamidophenyl)-N-dodecylthiazolidine-4-carboxamide 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 生成 (4R)-2-(4-aminophenyl)-thiazolidine-4-carboxylic acid dodecylamide
  参考文献：
  名称：

  THIAZOLIDINONE AMIDES, THIAZOLIDINE CARBOXYLIC ACID AMIDES, AND SERINE AMIDES, INCLUDING POLYAMINE CONJUGATES THEREOF, AS SELECTIVE ANTI-CANCER AGENTS

  摘要：

  具有结构的取代噻唑烷酮羧酸酰胺和取代噻唑烷羧酸酰胺，其中各种取代基如规范中定义。还披露了制备这些化合物的方法、含有这些化合物的药物组合物，以及它们的用途，特别是用于治疗或预防癌症。

  公开号：

  US20080255213A1
• 作为产物：
  描述：

  2-(4-乙酰胺基苯基)噻唑烷-4-羧酸 在 sodium hydroxide 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 三氟乙酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 (4R)-2-(4-acetamidophenyl)-N-dodecylthiazolidine-4-carboxamide
  参考文献：
  名称：

  Synthesis and antiproliferative activity of thiazolidine analogs for melanoma

  摘要：

  We have previously described 2-aryl-thiazolidine-4-carboxylic acid amides as a novel class of antiproliferative agents for prostate cancer. Screening these compounds with melanoma cell lines revealed that several of them have potent antiproliferative activity and selectivity against melanoma. To further improve the potency and selectivity, we synthesized a new series of analogs and tested them in two melanoma cell lines and fibroblast cells (negative controls). Comparison of anticancer effects of these compounds with a standard chemotherapeutic agent, sorafenib, showed that they are very effective in killing melanoma cells with low micromolar to nanomolar antiproliferative activity and provide us a new lead for developing potential drugs for melanoma. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.059

文献信息

• THIAZOLIDINONE AMIDES, THIAZOLIDINE CARBOXYLIC ACID AMIDES, AND SERINE AMIDES, INCLUDING POLYAMINE CONJUGATES THEREOF, AS SELECTIVE ANTI-CANCER AGENTS
  申请人：Miller Duane D.

  公开号：US20080255213A1

  公开（公告）日：2008-10-16

  Substituted thiazolidinone carboxylic acid amides and substituted thiazolidine carboxylic acid amides having a structure where the various substituent groups are as defined in the specification. Methods of making these compounds, pharmaceutical compositions containing the compounds, and their use, particularly for treating or preventing cancer, are also disclosed.

  具有结构的取代噻唑烷酮羧酸酰胺和取代噻唑烷羧酸酰胺，其中各种取代基如规范中定义。还披露了制备这些化合物的方法、含有这些化合物的药物组合物，以及它们的用途，特别是用于治疗或预防癌症。
• [EN] THIAZOLIDINONE AMIDES, THIAZOLIDINE CARBOXYLIC ACID AMIDES, AND SERINE AMIDES, INCLUDING POLYAMINE CONJUGATES THEREOF, AS SELECTIVE ANTI-CANCER AGENTS<br/>[FR] AMIDES DE THIAZOLIDINONE, AMIDES D'ACIDE CARBOXYLIQUE DE THIAZOLIDINE ET AMIDES DE SÉRINE, Y COMPRIS LEURS CONJUGUÉS AVEC LA POLYAMINE, UTILISABLES EN TANT QU'AGENTS ANTICANCÉREUX SÉLECTIFS
  申请人：UNIV TENNESSEE RES FOUNDATION

  公开号：WO2008128179A1

  公开（公告）日：2008-10-23

  [EN] Substituted thiazolidinone carboxylic acid amides and substituted thiazolidine carboxylic acid amides having a structure (A) or (B) or where the various substituent groups are as defined in the specification. Methods of making these compounds, pharmaceutical compositions containing the compounds, and their use, particularly for treating or preventing cancer, are also disclosed.
  [FR] La présente invention concerne des amides d'acide carboxylique de thiazolidinone substitués et des amides d'acide carboxylique de thiazolidine substitués de structure (A) ou (B) ou d'une structure dans laquelle les divers groupes substituants sont tels que définis dans le mémoire descriptif. Elle concerne également des procédés de fabrication de ces composés, des compositions pharmaceutiques contenant ces composés, ainsi que leur utilisation, en particulier dans le cadre du traitement ou de la prévention des cancers.
• Synthesis and antiproliferative activity of thiazolidine analogs for melanoma
  作者：Wei Li、Yan Lu、Zhao Wang、James T. Dalton、Duane D. Miller

  DOI：10.1016/j.bmcl.2007.05.059

  日期：2007.8

  We have previously described 2-aryl-thiazolidine-4-carboxylic acid amides as a novel class of antiproliferative agents for prostate cancer. Screening these compounds with melanoma cell lines revealed that several of them have potent antiproliferative activity and selectivity against melanoma. To further improve the potency and selectivity, we synthesized a new series of analogs and tested them in two melanoma cell lines and fibroblast cells (negative controls). Comparison of anticancer effects of these compounds with a standard chemotherapeutic agent, sorafenib, showed that they are very effective in killing melanoma cells with low micromolar to nanomolar antiproliferative activity and provide us a new lead for developing potential drugs for melanoma. (c) 2007 Elsevier Ltd. All rights reserved.