2-bromo-N-(2,6-dichloro-4-nitrophenyl)acetamide

• 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: 2-bromo-N-(2,6-dichloro-4-nitrophenyl)acetamide
• 英文别名: N-(2,6-dichloro-4-nitrophenyl)bromoacetamide；N-(2,6-dichloro-4-nitro)-2-bromoacetanilide；N-(4-nitro-2,6-dichlorophenyl)-2-bromoacetamide；N-(2,6-di-chloro-4-nitrophenyl)bromoacetamide
• 化学式: C₈H₅BrCl₂N₂O₃
• 分子量: 327.949
• InChiKey: HWBILQWRUHFSAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-bromo-N-(2,6-dichloro-4-nitrophenyl)acetamide 、 cytisine 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以63%的产率得到N-(2',6'-dichloro-4'-nitrophenyl)-2-N-cytisinoacetamide
  参考文献：
  名称：

  Synthesis of substituted anilides of the alkaloid cytisine and molecular structure of N-(2′,6′-dichloro-4′-nitrophenyl)-2-N-cytisinoacetamide

  摘要：

  通过生物碱胞嘧啶与 2-溴-N-(2,6-二卤-4-硝基苯基)乙酰胺的反应，合成了胞嘧啶乙酸苯胺类化合物。通过红外光谱、PMR 光谱、质谱分析和 X 射线结构分析确认了产物的组成和结构。

  DOI：

  10.1007/s10600-009-9434-7
• 作为产物：
  描述：

  2,6-二氯-4-硝基苯胺 、 溴乙酰溴 以 N,N-二甲基甲酰胺 为溶剂， 以94%的产率得到2-bromo-N-(2,6-dichloro-4-nitrophenyl)acetamide
  参考文献：
  名称：

  Synthesis of substituted anilides of the alkaloid cytisine and molecular structure of N-(2′,6′-dichloro-4′-nitrophenyl)-2-N-cytisinoacetamide

  摘要：

  通过生物碱胞嘧啶与 2-溴-N-(2,6-二卤-4-硝基苯基)乙酰胺的反应，合成了胞嘧啶乙酸苯胺类化合物。通过红外光谱、PMR 光谱、质谱分析和 X 射线结构分析确认了产物的组成和结构。

  DOI：

  10.1007/s10600-009-9434-7

文献信息

• Adenosine re-uptake inhibiting derivatives of diphenyl oxazoles,
  申请人：Bristol-Myers Squibb Company

  公开号：US05382584A1

  公开（公告）日：1995-01-17

  A series of 1-piperazinyl-N-phenylacetamide derivatives of 4,5-diphenyl-oxazoles, thiazoles, and imidazoles which are novel adenosine transport inhibitors have been found to provide effective antiischemic protection for CNS and cardiac tissue, particularly neurons. A method of treatment to protect against CNS ischemia, such as that resulting from trauma, stroke, or other ischemic conditions, comprises administration of these novel compounds to an individual in need of such treatment.

  一系列1-哌嗪基-N-苯乙酰胺衍生物的4,5-二苯基噁唑，噻唑和咪唑被发现是新型的腺苷转运抑制剂，可为中枢神经系统和心脏组织，尤其是神经元提供有效的抗缺血保护。一种治疗方法，用于保护中枢神经系统缺血，例如由创伤，中风或其他缺血病症引起，包括向需要此类治疗的个体投药这些新型化合物。
• Adenosine re-uptake inhibiting derivatives of diphenyl oxazoles, thiazoles and imidazoles
  申请人：Bristol-Myers Squibb Company

  公开号：EP0582164A1

  公开（公告）日：1994-02-09

  A series of 1-piperazinyl-N-phenylacetamide derivatives of 4,5-diphenyl-oxazoles, thiazoles, and imidazoles which are novel adenosine transport inhibitors have been found to provide effective antiischemic protection for CNS tissue, particularly neurons. A method of treatment to protect against CNS ischemia, such as that resulting from trauma, stroke, or other ischemic conditions, comprises administration of these novel compounds to an individual in need of such treatment.

  研究发现，4,5-二苯基噁唑、噻唑和咪唑的一系列 1-哌嗪基-N-苯乙酰胺衍生物是新型腺苷转运抑制剂，可为中枢神经系统组织，尤其是神经元提供有效的抗缺血保护。一种防止中枢神经系统缺血（如创伤、中风或其他缺血情况引起的缺血）的治疗方法包括向需要这种治疗的人施用这些新型化合物。
• Synthesis of 2-(4-chlorobenzylamino)-1-(4-nitrophenyl)ethanol and its chemical transformations
  作者：I. V. Kulakov、Z. M. Zhambekov、S. D. Fazylov、O. A. Nurkenov

  DOI：10.1134/s107036320812013x

  日期：2008.12

  By the ring cleavage of p-nitrophenyloxirane with p-chlorobenzylamine the corresponding chlorobenzyl- and nitrophenyl-substituted aminoethanol was obtained that was brought into reactions of glycosylation, reduction and substitution aimed at the preparation and designing of new structures containing pharmacalogically active functional groups. Among the synthesized compounds a compound is revealed possessing moderately expressed antibacterial and antifungal activity.
• Kinetic Resolution of Piperazine-2-Carboxamide by Leucine Aminopeptidase. An Application in the Synthesis of the Nucleoside Transport Blocker (-) Draflazine
  作者：M. A. Bruce、D. R. St. Laurent、G. S. Poindexter、I. Monkovic、S. Huang、N. Balasubramanian

  DOI：10.1080/00397919508011814

  日期：1995.9

  The resolution of N-t-Boc-piperazine carboxamide 5 proceeded smoothly in the presence of leucine aminopeptidase to produce acid (S)-1 and amide (R)-5 with good optical purity. Sequential alkylation and functional group manipulation of carboxamide (S)-5 provided the known nucleoside transport blocker draflazine (-) 2.
• SYNTHETIC COMMUNICATIONS, 1995, 25, 2673-2684
  作者：

  DOI：——

  日期：——