2,6-dimethoxy-4-(2-phenylthiazole-4-carbonyl)phenyl 2,2,2-trifluoroacetate | 1332881-49-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,6-dimethoxy-4-(2-phenylthiazole-4-carbonyl)phenyl 2,2,2-trifluoroacetate
• 英文别名: 2,6-Dimethoxy-4-[(2-phenyl-4-thiazolyl)carbonyl]phenyl 2,2,2-trifluoroacetate；[2,6-dimethoxy-4-(2-phenyl-1,3-thiazole-4-carbonyl)phenyl] 2,2,2-trifluoroacetate
• CAS: 1332881-49-8
• 化学式: C₂₀H₁₄F₃NO₅S
• 分子量: 437.396
• InChiKey: PHXAIBQTRIRDKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  (R)-N-methoxy-N-methyl-2-phenyl-4,5-dihydrothiazole-4-carboxamide 在 4-二甲氨基吡啶 、 aluminum (III) chloride 、 正丁基锂 、 三氯溴甲烷 、 水 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 2,6-dimethoxy-4-(2-phenylthiazole-4-carbonyl)phenyl 2,2,2-trifluoroacetate
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of Stable Colchicine Binding Site Tubulin Inhibitors as Potential Anticancer Agents

  摘要：

  To block the metabolically labile sites of novel tubulin inhibitors targeting the colchicine binding site based on SMART, ABI, and PAT templates, we have designed, synthesized, and biologically tested three focused sets of new derivatives with modifications at the carbonyl linker, the para-position in the C ring of SMART template, and modification of A ring of the PAT template. Structure-activity relationships of these compounds led to the identification of new benzimidazole and imidazo[4,5-c]pyridine-fused ring templates, represented by compounds 4 and 7, respectively, which showed enhanced antitumor activity and substantially improved the metabolic stability in liver microsomes compared to SMART. MOM group replaced TMP C ring and generated a potent analogue 15, which showed comparable potency to the parent SMART compound. Further modification of PAT template yielded another potent analogue 33 with 5-indolyl substituent at A ring.

  DOI：

  10.1021/jm500764v

文献信息

• COMPOUNDS FOR TREATMENT OF CANCER
  申请人：Lu Yan

  公开号：US20120071524A1

  公开（公告）日：2012-03-22

  The present invention relates to novel compounds having anti-cancer activity, methods of making these compounds, and their use for treating cancer and drug-resistant tumors, e.g. melanoma, metastatic melanoma, drug resistant melanoma, prostate cancer and drug resistant prostate cancer.

  本发明涉及具有抗癌活性的新化合物，制备这些化合物的方法以及它们用于治疗癌症和耐药肿瘤的应用，例如黑色素瘤、转移性黑色素瘤、耐药性黑色素瘤、前列腺癌和耐药性前列腺癌。
• Compounds for treatment of cancer
  申请人：Lu Yan

  公开号：US10155728B2

  公开（公告）日：2018-12-18

  The present invention relates to colchicine-binding site compounds having anti-cancer activity, compositions comprising the same, and their use for treating various forms of cancer.

  本发明涉及具有抗癌活性的秋水仙碱结合位点化合物、包含秋水仙碱结合位点化合物的组合物及其用于治疗各种癌症的用途。
• METHODS OF TREATING CORONAVIRUS
  申请人：VERU INC.

  公开号：US20210308105A1

  公开（公告）日：2021-10-07

  The present invention relates to methods of treating coronavirus infections using compounds having anti-tubulin or tubulin disruption activity.
• US8822513B2
  申请人：——

  公开号：US8822513B2

  公开（公告）日：2014-09-02
• US9029408B2
  申请人：——

  公开号：US9029408B2

  公开（公告）日：2015-05-12