cis-3,3,5-trimethyl-5-[(2-trifluoromethyl-phenylamino)-methyl]-cyclohexanol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: cis-3,3,5-trimethyl-5-[(2-trifluoromethyl-phenylamino)-methyl]-cyclohexanol
• 英文别名: 3,3,5-Trimethyl-5-[[2-(trifluoromethyl)anilino]methyl]cyclohexan-1-ol
• 化学式: C₁₇H₂₄F₃NO
• 分子量: 315.379
• InChiKey: YCXXTXOBJYSQOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  邻溴三氟甲苯 、 C₁₀H₂₁NO 在 potassium phosphate 、 copper(l) iodide 、 L-脯氨酸 作用下， 以 二甲基亚砜 为溶剂， 生成 cis-3,3,5-trimethyl-5-[(2-trifluoromethyl-phenylamino)-methyl]-cyclohexanol
  参考文献：
  名称：

  Design and Synthesis of Benzenesulfonamide Derivatives as Potent Anti-Influenza Hemagglutinin Inhibitors

  摘要：

  Structural optimization of salicylamide-based hemagglutinin (HA) inhibitor 1 resulted in the identification of cis-3-(5-hydroxy-1,3,3-timethylcyclohexylmethylamino)benzenesulfonamide 28 and its derivatives as potent anti-influenza agents. The lead compound 28 and its 2-chloro analogue 40 can effectively prevent cytopathic effects (CPE) caused by infection of influenza A/Weiss/43 strain (H1N1) with EC(50) values of 210 and 86 nM, respectively. Mechanism of action studies indicate that 40 and its analogues inhibit the virus fusion with host endosome membrane by binding to HA and stabilizing the prefusion HA structure. With significantly improved metabolic stability, the reported series represents the first generation of orally bioavailable HA inhibitors that have a good selectivity window and potential for further development as novel anti-influenza agents.

  DOI：

  10.1021/ml2000627

文献信息

• [EN] COMPOUNDS FOR THE TREATMENT AND PREVENTION OF INFLUENZA<br/>[FR] COMPOSÉS POUR LE TRAITEMENT ET LA PRÉVENTION DE LA GRIPPE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2011094953A1

  公开（公告）日：2011-08-11

  A compound of formula (I) as well as pharmaceutically acceptable salt thereof, wherein R1 to R4 and Ar are as defined in description and in claims, can be used as a medicament.

  化合物的化学式（I）及其药学上可接受的盐，其中R1至R4和Ar如描述和索赔中定义的那样，可用作药物。
• COMPOUNDS FOR THE TREATMENT AND PREVENTION OF INFLUENZA
  申请人：Chen Li

  公开号：US20110195979A1

  公开（公告）日：2011-08-11

  A compound of formula (I) as well as pharmaceutically acceptable salt thereof, wherein R 1 to R 4 and Ar are as defined in description and in claims, can be used as a medicament.

  化合物的化学式（I）及其药用盐，其中R1至R4和Ar如描述和权利要求中所定义，可用作药物。