(±)-8-aminooctanoic acid 2,5,7,8-tetramethyl-2-[4-(3-methyl-2,4-dioxothiazolidin-(5Z)-ylidenemethyl)phenoxymethyl]chroman-6-yl ester trifluoroacetic acid salt | 1448960-21-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: (±)-8-aminooctanoic acid 2,5,7,8-tetramethyl-2-[4-(3-methyl-2,4-dioxothiazolidin-(5Z)-ylidenemethyl)phenoxymethyl]chroman-6-yl ester trifluoroacetic acid salt
• 英文别名: {2,5,7,8-tetramethyl-2-[4-(5Z)-(3-methyl-2,4-dioxothiazolidin-5-ylidenemethyl)phenoxymethyl]chroman-6-yl} 8-aminooctanoate trifluoroacetate；[2,5,7,8-tetramethyl-2-[[4-[(Z)-(3-methyl-2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]phenoxy]methyl]-3,4-dihydrochromen-6-yl] 8-aminooctanoate;2,2,2-trifluoroacetic acid
• CAS: 1448960-21-1
• 化学式: C₂HF₃O₂*C₃₃H₄₂N₂O₆S
• 分子量: 708.796
• InChiKey: YEKBSAVGVADXLB-MORRFHCESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.28
• 重原子数：
  49
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  171
• 氢给体数：
  2
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  8-tert-butoxycarbonylamino-octanoic acid 2-{4-[2,4-dioxo-thiazolidin-(5Z)-ylidenemethyl]-phenoxymethyl}-2,5,7,8-tetramethyl-chroman-6-yl ester 在 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 (±)-8-aminooctanoic acid 2,5,7,8-tetramethyl-2-[4-(3-methyl-2,4-dioxothiazolidin-(5Z)-ylidenemethyl)phenoxymethyl]chroman-6-yl ester trifluoroacetic acid salt
  参考文献：
  名称：

  THIAZOLIDINEDIONE DERIVATIVES, PREPARATION THEREOF AND USE THEREOF IN CANCER TREATMENT

  摘要：

  本发明涉及噻唑烷二酮衍生物、其制备方法以及预防或治疗癌症（更具体地说是乳腺癌）的治疗用途。这些化合物的化学式为（I），在浓度为100μM时，具有肝细胞存活率优选大于60％，更优选大于80％，最优选大于85％。

  公开号：

  US20140364465A1

文献信息

• THIAZOLIDINEDIONE DERIVATIVES, PREPARATION THEREOF AND USE THEREOF IN CANCER TREATMENT
  申请人：Boisbrun Michel

  公开号：US20140364465A1

  公开（公告）日：2014-12-11

  The present invention relates to thiazolidinedione derivatives, to the processes for preparing same and to the therapeutic use thereof for preventing or treating cancer, and more specifically breast cancer. These compounds are of formula (I) and exhibit, at a concentration of 100 μM, a hepatocyte viability preferably greater than 60%, preferably greater than 80% and more preferentially greater than 85%.

  本发明涉及噻唑烷二酮衍生物、其制备方法以及预防或治疗癌症（更具体地说是乳腺癌）的治疗用途。这些化合物的化学式为（I），在浓度为100μM时，具有肝细胞存活率优选大于60％，更优选大于80％，最优选大于85％。
• Optimization of troglitazone derivatives as potent anti-proliferative agents: Towards more active and less toxic compounds
  作者：Andrea Bordessa、Christelle Colin-Cassin、Isabelle Grillier-Vuissoz、Sandra Kuntz、Sabine Mazerbourg、Gauthier Husson、Myriam Vo、Stéphane Flament、Hélène Martin、Yves Chapleur、Michel Boisbrun

  DOI：10.1016/j.ejmech.2014.06.015

  日期：2014.8

  Δ2-Troglitazone derivatives were shown to exhibit anti-proliferative activity in a PPARγ-independent manner. We prepared various compounds in order to increase their potency and decrease their toxicity towards non-malignant primary cultured hepatocytes. Many compounds induced viabilities less than 20% at 10 μM on various cancer cell lines. Furthermore, five of them showed hepatocyte viability of 80% or more at 200 μM. In addition, compounds 17 and 18 exhibited promising maximum tolerated doses on a murine model, enabling future investigations.