N-苄基-2-溴-2-苯基乙酰胺 | 17172-88-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-苄基-2-溴-2-苯基乙酰胺
• 英文名称: N-benzyl-2-bromo-2-phenylethanamide
• 英文别名: N-benzyl-2-bromo-2-phenylacetamide；N-Benzyl-α-bromphenylacetamid；bromo-phenyl-acetic acid benzylamide；Brom-phenyl-essigsaeure-benzylamid；C-Brom-C-phenyl-N-benzyl-acetamid
• CAS: 17172-88-2
• 化学式: C₁₅H₁₄BrNO
• 分子量: 304.186
• InChiKey: AFFXEGNIYQJTQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-苄基-2-溴-2-苯基乙酰胺 在 三氯化铝 、 苯 作用下， 生成 N-benzyl-2,2-diphenylacetamide
  参考文献：
  名称：

  Window observers for linear systems

  摘要：

  Given a linear system (x) over dot = Ax + Bu with output y = Cx and a window function omega>(*) over bar * (t), i.e., For Allt, omega>(*) over bar * (t) is an element of {0,1}, and assuming that the window function is Lebesgue measurable, we refer to the following observer, (x) over cap = A (x) over cap + Bu + omega>(*) over bar * (t)LC(x - (x) over cap) as a window observer. The stability issue is treated in this paper. It is proven that for linear time-invariant systems, the window observer can be stabilized by an appropriate design under a very mild condition on the window functions, albeit for linear time-varying system, some regularity of the window functions is required to achieve observer designs with the asymptotic stability. The corresponding design methods are developed. An example is included to illustrate the possible applications.

  DOI：

  10.1155/s1024123x0000140x
• 作为产物：
  描述：

  [2-(Benzylamino)-2-oxo-1-phenylethyl] methanesulfonate 在 四丁基溴化铵 作用下， 以 苯 为溶剂， 反应 2.0h， 以82%的产率得到N-苄基-2-溴-2-苯基乙酰胺
  参考文献：
  名称：

  The anticonvulsant activities of functionalized N-benzyl 2-acetamidoacetamides. The importance of the 2-acetamido substituent

  摘要：

  Recent studies have demonstrated that substituted N-benzyl 2-acetamidoacetamides provide significant protection against maximal electroshock (MES)-induced seizures in mice and rats. In this study, we investigated whether the 2-acetamido moiety was necessary for anticonvulsant activity. Ten derivatives of the known anticonvulsant, N-benzyl 2-acetamido-2-phenyl acetamide were prepared in which the 2-acetamido group was replaced by hydrogen, methyl, oxygen, and halogen substituents. Evaluation of these compounds in the MES-induced seizure test demonstrated that both the hydroxy and the methoxy compounds provided full protection against MES-induced seizures in mice given ip at 100 mg/kg. Moreover, evaluation of the individual stereoisomers for the hydroxy compound showed that the principal activity resided in the (R)-isomer. These findings demonstrated that the 2-acetamido substituent is important but not obligatory for the prevention of MES-induced seizures. Further supporting evidence was provided by comparing the pharmacological activities of N-benzyl 2,3-dimethoxypropionamide with N-benzyl 2-acetamido-3-methoxypropionamide. The ED(50) value for the former in the MES test was 30 mg/kg (ip), which compared favorably with phenobarbital (ED(50) = 22 mg/kg), but the ED(50) value for N-benzyl 2-acetamido-3-methoxypropionamide was 8.3 mg/kg. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0968-0896(96)00225-8

文献信息

• One-Carbon Homologation of Aldehydes to <i>N</i>-(α-Haloacyl)benzotriazoles
  作者：Alan Katritzky、Srinivasa Tala、Sandeep Singh

  DOI：10.1055/s-2006-950183

  日期：——

  One-carbon homologated N-(α-haloacyl)benzotriazoles have been synthesized from the corresponding aromatic and aliphatic aldehydes. Vinylbenzotriazoles, prepared by the reaction of aldehydes with the one-carbon synthon BtCH 2 P + Ph 3 Cl - , were subsequently treated with Br 2 /Et 3 N to give 1-bromovinylbenzotriazoles. These were then treated with NBS/NIS in CH 3 CN-H 2 O to furnish one-carbon homologated

  由相应的芳香族和脂肪族醛合成了单碳同系的 N-(α-卤代酰基)苯并三唑。通过醛与单碳合成子BtCH 2 P + Ph 3 Cl - 反应制备的乙烯基苯并三唑随后用Br 2 /Et 3 N 处理得到1-溴乙烯基苯并三唑。然后将它们在 CH 3 CN-H 2 O 中用 NBS/NIS 处理，以 53-77% 的产率提供单碳同系化 N-(α-卤代酰基)苯并三唑。我们还展示了这些新试剂在有机合成中的实用性。
• Base-promoted reaction of O-sulfonylated hydroxamic acids with nucleophiles. A new method for the synthesis of .alpha.-substituted amides
  作者：Robert V. Hoffman、Naresh K. Nayyar、Wenting Chen

  DOI：10.1021/jo00047a024

  日期：1992.10

  Treatment of a series of hydroxamic acids 2 with mesyl chloride in the presence of 2 equiv of triethylamine at 0-degrees-C gives 2-chloroamides 3 in good yields. Use of a single equivalent of triethylamine gives the (N-mesyl-oxy)amides 1, which are versatile synthetic intermediates as they can be readily converted to 2-bromoamides 4 with lithium bromide and triethylamine and to 2-hydroxyamides 5 with triethylamine in aqueous acetonitrile.
• Efficient conversion of O-sulfonylated arylacetohydroxamic acids to 2-substituted secondary amides
  作者：Robert V. Hoffman、Naresh K. Nayyar、Bruce W. Klinekole

  DOI：10.1021/ja00041a064

  日期：1992.7
• US7504421B2
  申请人：——

  公开号：US7504421B2

  公开（公告）日：2009-03-17
• The anticonvulsant activities of functionalized N-benzyl 2-acetamidoacetamides. The importance of the 2-acetamido substituent
  作者：Daeock Choi、James P Stables、Harold Kohn

  DOI：10.1016/s0968-0896(96)00225-8

  日期：1996.12

  Recent studies have demonstrated that substituted N-benzyl 2-acetamidoacetamides provide significant protection against maximal electroshock (MES)-induced seizures in mice and rats. In this study, we investigated whether the 2-acetamido moiety was necessary for anticonvulsant activity. Ten derivatives of the known anticonvulsant, N-benzyl 2-acetamido-2-phenyl acetamide were prepared in which the 2-acetamido group was replaced by hydrogen, methyl, oxygen, and halogen substituents. Evaluation of these compounds in the MES-induced seizure test demonstrated that both the hydroxy and the methoxy compounds provided full protection against MES-induced seizures in mice given ip at 100 mg/kg. Moreover, evaluation of the individual stereoisomers for the hydroxy compound showed that the principal activity resided in the (R)-isomer. These findings demonstrated that the 2-acetamido substituent is important but not obligatory for the prevention of MES-induced seizures. Further supporting evidence was provided by comparing the pharmacological activities of N-benzyl 2,3-dimethoxypropionamide with N-benzyl 2-acetamido-3-methoxypropionamide. The ED(50) value for the former in the MES test was 30 mg/kg (ip), which compared favorably with phenobarbital (ED(50) = 22 mg/kg), but the ED(50) value for N-benzyl 2-acetamido-3-methoxypropionamide was 8.3 mg/kg. Copyright (C) 1996 Elsevier Science Ltd