4,4,4-trifluoro-1-(4-butylphenyl)butane-1,3-dione | 109777-27-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,4,4-trifluoro-1-(4-butylphenyl)butane-1,3-dione
• 英文别名: 1-(4-Butylphenyl)-4,4,4-trifluorobutane-1,3-dione
• CAS: 109777-27-7
• 化学式: C₁₄H₁₅F₃O₂
• 分子量: 272.267
• InChiKey: VZYACYWXASWUFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4,4,4-trifluoro-1-(4-butylphenyl)butane-1,3-dione 在 盐酸 、 双氧水 、 sodium carbonate 作用下， 以 乙醇 为溶剂， 生成 4-[5-(4-butylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenecarboxamide
  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
• 作为产物：
  描述：

  三氟乙酸乙酯 、 4'-丁基苯乙酮 在 sodium hydride 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以85%的产率得到4,4,4-trifluoro-1-(4-butylphenyl)butane-1,3-dione
  参考文献：
  名称：

  Compounds and methods for inducing apoptosis in proliferating cells

  摘要：

  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。

  公开号：

  US20030236294A1

文献信息

• Oligonucleotides having alkylphosphonate linkages and methods for their preparation
  申请人：Isis Pharmaceuticals, Inc.

  公开号：US20030078414A1

  公开（公告）日：2003-04-24

  The present invention provides alkylphosphonate dimers and oligonucleotides prepared therefrom. The invention further provides novel methods for the preparation of these alkylphosphonate dimers. Methods for the preparation of substantially diastereomerically pure alkylphosphonate dimers are also provided.

  本发明提供了烷基膦酸盐二聚体及其制备的寡核苷酸。本发明进一步提供了制备这些烷基膦酸盐二聚体的新方法。本发明还提供了制备基本上非对映异构纯的烷基膦酸盐二聚体的方法。
• Synthesis of β,β-Dithioketones by Merging C–C and C–S Bond Cleavage in [1 + 1 + 1 + 1 + 1 + 1] Annulation
  作者：Dong-Sheng Yang、Xiang-Long Chen、Chun-Yan Wu、Bo-Cheng Tang、Yong-Cheng Xiao、Yan-Dong Wu、An-Xin Wu

  DOI：10.1021/acs.orglett.4c01364

  日期：2024.5.24

  An unconventional [1 + 1 + 1 + 1 + 1 + 1] annulation process was developed for the construction of β,β-dithioketones by merging C–C and C–S bond cleavage. In this reaction, rongalite concurrently served as triple C1 units, dual sulfur(II) synthons, and a reductant for the first time. Mechanism investigation indicated that the reaction involved the self-mediated valence state change of rongalite. By

  开发了一种非常规的[1 + 1 + 1 + 1 + 1 + 1]成环工艺，通过合并C-C和C-S键断裂来构建β,β-二硫酮。在此反应中，雕白粉首次同时充当三C1单元、双硫(II)合成子和还原剂。机理研究表明该反应涉及雕白粉自介导的价态变化。通过执行这种经济的步骤，可以在温和且简单的条件下实现具有挑战性的C 5取代的1,3-二噻烷的构建。
• 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
• US6486313B1
  申请人：——

  公开号：US6486313B1

  公开（公告）日：2002-11-26