Benzoic acid, 2-(bromomethyl)-3,5-dichloro-, methyl ester | 250124-73-3

• 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: Benzoic acid, 2-(bromomethyl)-3,5-dichloro-, methyl ester
• 英文别名: methyl 2-(bromomethyl)-3,5-dichlorobenzoate
• CAS: 250124-73-3
• 化学式: C₉H₇BrCl₂O₂
• 分子量: 297.963
• InChiKey: ZLQQSFBINAEEJE-UHFFFAOYSA-N

物化性质

• 沸点：
  365.3±42.0 °C(Predicted)
• 密度：
  1.648±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Benzoic acid, 2-(bromomethyl)-3,5-dichloro-, methyl ester 在 sodium hydroxide 、 草酰氯 、 N,N-二异丙基乙胺 、 间氯过氧苯甲酸 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 生成 3,5-Dichloro-2-(3,5-dichloro-2-hydroxy-benzenesulfonylmethyl)-N-[4-(6-ethoxy-benzothiazol-2-ylsulfanyl)-phenyl]-benzamide
  参考文献：
  名称：

  Synthesis and structure activity relationships of novel small molecule cathepsin D inhibitors

  摘要：

  Cathepsin D, a lysosomal aspartyl protease, has been implicated in the pathology of Alzheimer's disease as well as breast and ovarian cancer. A weakly active cathepsin D inhibitor was identified by high throughput screening. Subsequent optimization led to the discovery of a new class of small molecule inhibitors of this enzyme, culminating with the sulfonamide 13 (IC50 = 250 nM), (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00433-3
• 作为产物：
  描述：

  3,5-二氯苯甲酸 在 N-溴代丁二酰亚胺(NBS) 、 四甲基乙二胺 、 叔丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 四氯化碳 、 丙酮 为溶剂， 生成 Benzoic acid, 2-(bromomethyl)-3,5-dichloro-, methyl ester
  参考文献：
  名称：

  Synthesis and structure activity relationships of novel small molecule cathepsin D inhibitors

  摘要：

  Cathepsin D, a lysosomal aspartyl protease, has been implicated in the pathology of Alzheimer's disease as well as breast and ovarian cancer. A weakly active cathepsin D inhibitor was identified by high throughput screening. Subsequent optimization led to the discovery of a new class of small molecule inhibitors of this enzyme, culminating with the sulfonamide 13 (IC50 = 250 nM), (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00433-3

文献信息

• Synthesis and structure activity relationships of novel small molecule cathepsin D inhibitors
  作者：Jacques Dumas、David Brittelli、Jinshan Chen、Brian Dixon、Holia Hatoum-Mokdad、Gerhard König、Robert Sibley、James Witowsky、Stephen Wong

  DOI：10.1016/s0960-894x(99)00433-3

  日期：1999.9

  Cathepsin D, a lysosomal aspartyl protease, has been implicated in the pathology of Alzheimer's disease as well as breast and ovarian cancer. A weakly active cathepsin D inhibitor was identified by high throughput screening. Subsequent optimization led to the discovery of a new class of small molecule inhibitors of this enzyme, culminating with the sulfonamide 13 (IC50 = 250 nM), (C) 1999 Elsevier Science Ltd. All rights reserved.