4-(5-anthracen-9-yl-3-trifluoromethyl-pyrazol-1-yl)-benzamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 4-(5-anthracen-9-yl-3-trifluoromethyl-pyrazol-1-yl)-benzamide
• 英文别名: 4-[5-(9-anthryl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenecarboxamide；4-[5-Anthracen-9-yl-3-(trifluoromethyl)pyrazol-1-yl]benzamide
• 化学式: C₂₅H₁₆F₃N₃O
• 分子量: 431.417
• InChiKey: SJMMMOBFILDGOV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  60.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(5-anthracen-9-yl-3-trifluoromethyl-pyrazol-1-yl)-benzamide 生成 塞来西布
  参考文献：
  名称：

  ANTI-STAPHYLOCOCCAL CELECOXIB DERIVATIVES

  摘要：

  公开号：

  EP2635274B1
• 作为产物：
  描述：

  9-乙酰基蒽 在 盐酸 、 双氧水 、 sodium hydride 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 二甲基亚砜 为溶剂， 反应 8.0h， 生成 4-(5-anthracen-9-yl-3-trifluoromethyl-pyrazol-1-yl)-benzamide
  参考文献：
  名称：

  Development of novel antibacterial agents against methicillin-resistant Staphylococcus aureus

  摘要：

  Methicillin-resistant Staphylococcus aureus (MRSA) poses a serious threat to public health because of its resistance to multiple antibiotics most commonly used to treat infection. In this study, we report the unique ability of the cyclooxygenase-2 (COX-2) inhibitor celecoxib to kill Staphylococcus aureus and MRSA with modest potency. We hypothesize that the anti-Staphylococcus activity of celecoxib could be pharmacologically exploited to develop novel anti-MRSA agents with a distinct mechanism. Examination of an in-house, celecoxib-based focused compound library in conjunction with structural modifications led to the identification of compound 46 as the lead agent with high antibacterial potency against a panel of Staphylococcus pathogens and different strains of MRSA. Moreover, this killing effect is bacteria-specific, as human cancer cells are resistant to 46. In addition, a single intraperitoneal administration of compound 46 at 30 mg/kg improved the survival of MRSA-infected C57BL/6 mice. In light of its high potency in eradicating MRSA in vitro and its in vivo activity, compound 46 and its analogues warrant continued preclinical development as a potential therapeutic intervention against MRSA. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.06.018

文献信息

• Compounds and methods for inducing apoptosis in proliferating cells
  申请人：——

  公开号：US20030236294A1

  公开（公告）日：2003-12-25

  Compounds useful for inducing apoptosis in proliferative cells, particularly cancer cells, including but not limited to prostate cancer, leukemia, non-smalll cell lung cancer, colon cancer, CNS cancer, melanoma, ovarian cancer, renal cancer, bladder cancer, lymphoma, and breast cancer. These compounds are particularly useful in the treatment of androgen-independent cancers, including hormone-refractory prostate cancer. Further provided are methods of treating cancer in a subject in need of such treatment using the compounds of the present invention. Further provided are methods for using the compounds of the present invention to treat, inhibit, or delay the onset of cancer in a subject. Further provided are methods of inducing apoptosis in rapidly proliferating cells, particularly, though not necessarily cancer cells, using the compounds of the present invention.

  用于诱导增殖细胞凋亡的化合物，特别是癌细胞，包括但不限于前列腺癌、白血病、非小细胞肺癌、结肠癌、中枢神经系统癌、黑色素瘤、卵巢癌、肾癌、膀胱癌、淋巴瘤和乳腺癌。这些化合物在治疗雄激素非依赖性癌症特别有效，包括激素难治性前列腺癌。还提供了使用本发明化合物治疗患有癌症的受试者的方法。此外，还提供了使用本发明化合物治疗、抑制或延迟受试者癌症发生的方法。此外，还提供了使用本发明化合物诱导快速增殖细胞凋亡的方法，特别是虽然不一定是癌细胞。
• ANTI-FRANCISELLA AGENTS
  申请人：Chen Ching-Shih

  公开号：US20120108823A1

  公开（公告）日：2012-05-03

  A series of celecoxib derivatives defined by Formula I: were prepared and evaluated for their ability to inhibit the gram-negative bacteria Francisella tularensis . Pharmaceutical compositions including celecoxib derivatives and their use in methods for treating or preventing infection by Francisella tularensis in a subject are described.

  一系列由公式I定义的Celecoxib衍生物被制备并评估其抑制革兰氏阴性细菌Francisella tularensis的能力。描述了包括Celecoxib衍生物的制药组合物及其在治疗或预防受体内Francisella tularensis感染的方法中的使用。
• Pyrazole derivatives as anti-francisella agents
  申请人：The Ohio State University Research Foundation

  公开号：EP2246332B1

  公开（公告）日：2013-09-18
• COMPOUNDS AND METHODS FOR INDUCING APOPTOSIS IN PROLIFERATING CELLS
  申请人：THE OHIO STATE UNIVERSITY RESEARCH FOUNDATION

  公开号：EP1499597A2

  公开（公告）日：2005-01-26
• EP1499597A4
  申请人：——

  公开号：EP1499597A4

  公开（公告）日：2006-01-25