N-(3-amino-5-trifluoromethylphenyl)-N-methyl-acetamide | 350800-54-3

• 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: N-(3-amino-5-trifluoromethylphenyl)-N-methyl-acetamide
• 英文别名: N-[3-amino-5-(trifluoromethyl)phenyl]-N-methylacetamide
• CAS: 350800-54-3
• 化学式: C₁₀H₁₁F₃N₂O
• 分子量: 232.205
• InChiKey: KLRQEAFTHYPJAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(3-amino-5-trifluoromethylphenyl)-N-methyl-acetamide 在 吡啶 、 sodium hydroxide 作用下， 以 丙酮 为溶剂， 反应 3.0h， 生成 4-amino-N-(3-methylamino-5-trifluoromethylphenyl)benzenesulfonamide
  参考文献：
  名称：

  5-HT6 receptor antagonists: lead optimisation and biological evaluation of N-aryl and N-heteroaryl 4-amino-benzene sulfonamides

  摘要：

  RO-04-6790 (6a) has been identified in a random screen for 5-HT6 receptor antagonists. In a medicinal chemistry optimisation program a series of analogs comprising N-heteroaryl- and N-arylbenzenesulfonamides have been synthesised and investigated for their binding affinity. Compounds with a log D profile indicative of brain penetration have been subjected to in vivo testing for reversal of a scopolamine-induced retention deficit in a passive avoidance paradigm. (C) 2001 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(00)01209-5
• 作为产物：
  描述：

  acetic acid-(3-nitro-5-trifluoromethyl-anilide) 在 palladium on activated charcoal 氢气 、 sodium hydride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-(3-amino-5-trifluoromethylphenyl)-N-methyl-acetamide
  参考文献：
  名称：

  5-HT6 receptor antagonists: lead optimisation and biological evaluation of N-aryl and N-heteroaryl 4-amino-benzene sulfonamides

  摘要：

  RO-04-6790 (6a) has been identified in a random screen for 5-HT6 receptor antagonists. In a medicinal chemistry optimisation program a series of analogs comprising N-heteroaryl- and N-arylbenzenesulfonamides have been synthesised and investigated for their binding affinity. Compounds with a log D profile indicative of brain penetration have been subjected to in vivo testing for reversal of a scopolamine-induced retention deficit in a passive avoidance paradigm. (C) 2001 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(00)01209-5

文献信息

• 5-HT6 receptor antagonists: lead optimisation and biological evaluation of N-aryl and N-heteroaryl 4-amino-benzene sulfonamides
  作者：Michael Bös、Andrew J Sleight、Thierry Godel、James R Martin、Claus Riemer、Heinz Stadler

  DOI：10.1016/s0223-5234(00)01209-5

  日期：2001.2

  RO-04-6790 (6a) has been identified in a random screen for 5-HT6 receptor antagonists. In a medicinal chemistry optimisation program a series of analogs comprising N-heteroaryl- and N-arylbenzenesulfonamides have been synthesised and investigated for their binding affinity. Compounds with a log D profile indicative of brain penetration have been subjected to in vivo testing for reversal of a scopolamine-induced retention deficit in a passive avoidance paradigm. (C) 2001 Editions scientifiques et medicales Elsevier SAS.