4'-(2-Bromo-acetyl)-biphenyl-2-carboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester | 524711-92-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4'-(2-Bromo-acetyl)-biphenyl-2-carboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester
• 英文别名: (2,5-Dioxopyrrolidin-1-yl) 2-[4-(2-bromoacetyl)phenyl]benzoate；(2,5-dioxopyrrolidin-1-yl) 2-[4-(2-bromoacetyl)phenyl]benzoate
• CAS: 524711-92-0
• 化学式: C₁₉H₁₄BrNO₅
• 分子量: 416.228
• InChiKey: WUXAFRJWKVUHOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  80.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4'-(2-Bromo-acetyl)-biphenyl-2-carboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester 、 alkaline earth salt of/the/ methylsulfuric acid 在 三氟乙酸 作用下， 生成 (S)-2-[(S)-2-(2-{[4'-(2-Bromo-acetyl)-biphenyl-2-carbonyl]-amino}-acetylamino)-4-carboxy-butyrylamino]-pentanedioic acid
  参考文献：
  名称：

  α-Bromoacetophenone derivatives as neutral protein tyrosine phosphatase inhibitors: structure–Activity relationship

  摘要：

  A series of alpha-haloacetophenone derivatives was tested for inhibition of protein tyrosine phosphatases SHP-1 and PTP1B. The results show that the bromides are much more potent than the corresponding chlorides, whereas the phenyl ring is remarkably tolerant to modifications. Derivatization of the phenyl ring with a tripeptide Gly-Glu-Glu resulted in a potent, selective inhibitor against PTP1B. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00681-9
• 作为产物：
  描述：

  二氢-3-(异十二碳烯基)呋喃-2,5-二酮 在 sodium hydroxide 、 三氯化铝 、 硫酸 、 溴 、 N,N'-二环己基碳二亚胺 作用下， 以 氯仿 为溶剂， 生成 4'-(2-Bromo-acetyl)-biphenyl-2-carboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  α-Bromoacetophenone derivatives as neutral protein tyrosine phosphatase inhibitors: structure–Activity relationship

  摘要：

  A series of alpha-haloacetophenone derivatives was tested for inhibition of protein tyrosine phosphatases SHP-1 and PTP1B. The results show that the bromides are much more potent than the corresponding chlorides, whereas the phenyl ring is remarkably tolerant to modifications. Derivatization of the phenyl ring with a tripeptide Gly-Glu-Glu resulted in a potent, selective inhibitor against PTP1B. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00681-9

文献信息

• α-Bromoacetophenone derivatives as neutral protein tyrosine phosphatase inhibitors: structure–Activity relationship
  作者：Gulnur Arabaci、Tian Yi、Hua Fu、Mary E. Porter、Kirk D. Beebe、Dehua Pei

  DOI：10.1016/s0960-894x(02)00681-9

  日期：2002.11

  A series of alpha-haloacetophenone derivatives was tested for inhibition of protein tyrosine phosphatases SHP-1 and PTP1B. The results show that the bromides are much more potent than the corresponding chlorides, whereas the phenyl ring is remarkably tolerant to modifications. Derivatization of the phenyl ring with a tripeptide Gly-Glu-Glu resulted in a potent, selective inhibitor against PTP1B. (C) 2002 Elsevier Science Ltd. All rights reserved.