N-(4-nitro-3-trifluoromethyl-phenyl)-ferrocenyl-carboxamide | 1311959-77-9

• 英文名称: N-(4-nitro-3-trifluoromethyl-phenyl)-ferrocenyl-carboxamide
• CAS: 1311959-77-9
• 化学式: C₁₈H₁₃F₃FeN₂O₃
• 分子量: 418.155
• InChiKey: QUXFTNLRSSLJIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  二茂铁甲酸 、 5-氨基-2-硝基三氟甲苯 在 oxalyl chloride 、 DMF 、 triethyl amine 作用下， 以 二氯甲烷 为溶剂， 以40%的产率得到N-(4-nitro-3-trifluoromethyl-phenyl)-ferrocenyl-carboxamide
  参考文献：
  名称：

  Synthesis and biological activity of ferrocenyl derivatives of the non-steroidal antiandrogens flutamide and bicalutamide

  摘要：

  A series of ferrocenyl derivatives of the two non steroidal antiandrogens flutamide and bicalutamide have been prepared. Ferrocenyl bicalutamide complexes were initially synthesized in their racemic forms, and subsequently prepared as pure (R) and (S) enantiomers, and their structure was determined by X-ray crystallography. Most of the complexes retain a modest affinity for the androgen receptor and show an antiproliferative effect on both hormone-dependent (LNCaP) and -independent (PC-3) prostate cancer cells. Ferrocenyl derivatives of bicalutamide are the most cytotoxic (IC50 values on PC-3 around 15 mu M); however, they are less potent than the ferrocenyl derivatives of ethynyltestosterone or nilutamide (IC50 around 5 mu M). (C) 2010 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.10.051