N-octadecyl-2-(4-oxo-2-phenylthiazolidin-3-yl)acetamide | 793669-19-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-octadecyl-2-(4-oxo-2-phenylthiazolidin-3-yl)acetamide
• 英文别名: N-octadecyl-2-(4-oxo-2-phenyl-1,3-thiazolidin-3-yl)acetamide
• CAS: 793669-19-9
• 化学式: C₂₉H₄₈N₂O₂S
• 分子量: 488.778
• InChiKey: RGMOAFLMEWZURR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10
• 重原子数：
  34
• 可旋转键数：
  20
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  74.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-octadecyl-2-(4-oxo-2-phenylthiazolidin-3-yl)acetamide 在 双氧水 作用下， 以 溶剂黄146 为溶剂， 生成 N-octadecyl-2-(4-oxo-2-phenyl-1-sulfoxide-thiazolidin-3-yl) acetamide
  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-(2-Phenyl-4-oxothiazolidin-3-yl)acetic acid methyl ester 在 sodium hydroxide 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 N-octadecyl-2-(4-oxo-2-phenylthiazolidin-3-yl)acetamide
  参考文献：
  名称：

  Synthesis and antiproliferative activity of 2-aryl-4-oxo-thiazolidin-3-yl-amides for prostate cancer

  摘要：

  We have previously described serine amide phosphates (SAPs) as a novel class of cytotoxic agents for prostate cancer. Several of them showed potent cytotoxicity against human prostate cancer cell lines, but were not selective in non-tumor cells. To improve the selectivity and further enhance the potency, we designed a new series of 2-aryl-4-oxo-thiazolidin-3-yl amides. The current work describes synthesis, SAR, and biological evaluation of these compounds for their ability to inhibit the growth of prostate cancer cells. The antiproliferative effects of synthesized compounds were examined in five human prostate cancer cell lines (DU-145, PC-3, LNCaP, PPC-1, and TSU), and in RH7777 cells (negative controls). From this study, three potent compounds (8, 20, and 21) have been detected, which are effective in killing prostate cancer cells with improved selectivity compared to SAPs. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2004.08.029

文献信息

• [EN] THIAZOLIDINONE AMIDES, THIAZOLIDINE CARBOXYLIC ACID AMIDES, METHODS OF MAKING, AND USES THEREOF<br/>[FR] AMIDES DE THIAZOLIDINONE, AMIDES D'ACIDE CARBOXYLIQUE DE THIAZOLIDINE, PROCEDES DE FABRICATION ET UTILISATIONS CORRESPONDANTS
  申请人：UNIV TENNESSEE RES FOUNDATION

  公开号：WO2005049591A1

  公开（公告）日：2005-06-02

  Substituted thiazolidinone carboxylic acid amides and substituted thiazolidine carboxylic acid amides according to formulae (I) and (II) are disclosed 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.

  根据公式(I)和(II)披露了替代噻唑烷酮羧酸酰胺和替代噻唑烷羧酸酰胺，其中各种取代基如规范中所定义。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。
• Analogs exhibiting inhibition of cell proliferation, methods of making, and uses thereof
  申请人：Miller D. Duane

  公开号：US20060014740A1

  公开（公告）日：2006-01-19

  Analogs exhibiting inhibition of cell proliferation are provided. Methods of making the analogs are also included. The analogs can be used to treat cancerous conditions such as prostate, breast, and ovarian cancer.

  提供了抑制细胞增殖的类似物。方法包括制备这些类似物。这些类似物可用于治疗癌症状况，如前列腺癌、乳腺癌和卵巢癌。
• Thiazolidinone amides, thiazolidine carboxylic acid amides, methods of making, and uses thereof
  申请人：Miller D. Duane

  公开号：US20060040998A1

  公开（公告）日：2006-02-23

  Substituted thiazolidinone carboxylic acid amides and substituted thiazolidine carboxylic acid amides according to formulae (I) and (II) are disclosed 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.

  本发明公开了根据式（I）和（II）的取代噻唑啉酮羧酸酰胺和取代噻唑啉羧酸酰胺，其中各种取代基团如规范中所定义。还公开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。
• THIAZOLIDINONE AMIDES, THIAZOLIDINE CARBOXYLIC ACID AMIDES, METHODS OF MAKING, AND USES THEREOF
  申请人：Miller Duane D.

  公开号：US20090143446A1

  公开（公告）日：2009-06-04

  Substituted thiazolidinone carboxylic acid amides and substituted thiazolidine carboxylic acid amides according to formulae (I) and (II) are disclosed 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.

  本发明揭示了按式（I）和（II）公式的取代噻唑啉酮羧酸酰胺和取代噻唑啉羧酸酰胺，其中各种取代基团如规范中所定义。还揭示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。
• ANALOGS EXHIBITING INHIBITION OF CELL PROLIFERATION, METHODS OF MAKING, AND USES THEREOF
  申请人：THE OHIO STATE UNIVERSITY RESEARCH FOUNDATION

  公开号：EP1723127A2

  公开（公告）日：2006-11-22