N-(5-cyclohexylpentyl)-N-phenylquinolin-3-amine | 1268525-90-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(5-cyclohexylpentyl)-N-phenylquinolin-3-amine
• CAS: 1268525-90-1
• 化学式: C₂₆H₃₂N₂
• 分子量: 372.553
• InChiKey: MNEOPFZECQSPRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  16.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(5-cyclohexylpentyl)-N-phenylquinolin-3-amine 、 碘甲烷 以 甲苯 为溶剂， 反应 24.0h， 以74%的产率得到3-((5-cyclohexylpentyl)(phenyl)amino)-1-methylquinolinium iodide
  参考文献：
  名称：

  Identification of 3-phenylaminoquinolinium and 3-phenylaminopyridinium salts as new agents against opportunistic fungal pathogens

  摘要：

  Previous studies on the indoloquinoline alkaloid, cryptolepine (2), revealed that it has antii-nfective properties among other activities. Using Structure-activity relationship (SAR) techniques, several ring-opened analogs of cryptolepine (3-phenylaminopyridinium and 3-phenylaminoquinolinium derivatives) were designed to improve the potency and lower the cytotoxicity shown by several of the precursor agents. Results indicate that these ring-opened analogs constitute new anti-infective agents with over a 100-fold potency and several fold lower cytotoxicity than cryptolepine from which they are derived. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2010.10.065
• 作为产物：
  描述：

  5-(iodopentyl) cyclohexane 、 苯基喹啉-3-基-胺 在 sodium hydride 作用下， 以 乙二醇二甲醚 为溶剂， 反应 12.0h， 生成 N-(5-cyclohexylpentyl)-N-phenylquinolin-3-amine
  参考文献：
  名称：

  Identification of 3-phenylaminoquinolinium and 3-phenylaminopyridinium salts as new agents against opportunistic fungal pathogens

  摘要：

  Previous studies on the indoloquinoline alkaloid, cryptolepine (2), revealed that it has antii-nfective properties among other activities. Using Structure-activity relationship (SAR) techniques, several ring-opened analogs of cryptolepine (3-phenylaminopyridinium and 3-phenylaminoquinolinium derivatives) were designed to improve the potency and lower the cytotoxicity shown by several of the precursor agents. Results indicate that these ring-opened analogs constitute new anti-infective agents with over a 100-fold potency and several fold lower cytotoxicity than cryptolepine from which they are derived. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2010.10.065

文献信息

• 3-SUBSTITUTED QUINOLINIUM AND 7H-INDOLO[2,3-c]QUINOLINIUM SALTS AS NEW ANTIINFECTIVES
  申请人：Ablordeppey Seth Y.

  公开号：US20120165369A1

  公开（公告）日：2012-06-28

  The present invention relates to quinolinium antiinfective agents in which the qunolinium nucleus is fused to an indole ring or the qunolinium nucleus is linked to a cyclic structure through an opened indole or a benzothiophene or benzofuran ring. The compound is further substituted with various substituent groups. The compounds are represented by formula (I), (II) and (III): Pharmaceutical compositions and methods of use are also included.

  本发明涉及喹啉类抗感染剂，其中喹啉核与吲哚环融合，或者喹啉核通过打开的吲哚或苯硫醚或苯并呋喃环与一个环状结构连接。该化合物进一步被各种取代基取代。这些化合物由化学式(I)、(II)和(III)表示。还包括药物组合物和使用方法。
• US8288410B2
  申请人：——

  公开号：US8288410B2

  公开（公告）日：2012-10-16