N-(2-Benzoyl-4-iodo-phenyl)-2-bromo-acetamide | 97423-32-0

• 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-(2-Benzoyl-4-iodo-phenyl)-2-bromo-acetamide
• 英文别名: N-(2-benzoyl-4-iodophenyl)-2-bromoacetamide
• CAS: 97423-32-0
• 化学式: C₁₅H₁₁BrINO₂
• 分子量: 444.066
• InChiKey: HLAGOOCGQGIBJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.86
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  46.17
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-(2-Benzoyl-4-iodo-phenyl)-2-bromo-acetamide 在 氨 、 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 7-iodo-5-phenyl-4-propyl-1,3,4,5-tetrahydro-2H-benzo[e]-[1,4]diazepin-2-one
  参考文献：
  名称：

  Structure–Activity Relationship Studies of Retro-1 Analogues against Shiga Toxin

  摘要：

  High-throughput screening has shown that Retro-1 inhibits ricin and Shiga toxins by diminishing their intracellular trafficking via the retrograde route, from early endosomes to the Golgi apparatus. To improve the activity of Retro-1, a structure-activity relationship (SAR) study was undertaken and yielded an analogue with a roughly 70-fold better half-maximal effective concentration (EC50) against Shiga toxin cytotoxicity measured in a cell protein synthesis assay.

  DOI：

  10.1021/acs.jmedchem.0c00298
• 作为产物：
  描述：

  2-氨基二苯甲酮 在 碘 、 sodium carbonate 、 silver sulfate 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 2.0h， 生成 N-(2-Benzoyl-4-iodo-phenyl)-2-bromo-acetamide
  参考文献：
  名称：

  Structure–Activity Relationship Studies of Retro-1 Analogues against Shiga Toxin

  摘要：

  High-throughput screening has shown that Retro-1 inhibits ricin and Shiga toxins by diminishing their intracellular trafficking via the retrograde route, from early endosomes to the Golgi apparatus. To improve the activity of Retro-1, a structure-activity relationship (SAR) study was undertaken and yielded an analogue with a roughly 70-fold better half-maximal effective concentration (EC50) against Shiga toxin cytotoxicity measured in a cell protein synthesis assay.

  DOI：

  10.1021/acs.jmedchem.0c00298

文献信息

• 1-(2-Aminoethyl)-6-aryl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepines with diuretic and natriuretic activity
  作者：Jackson B. Hester、James H. Ludens、D. Edward Emmert、Bruce E. West

  DOI：10.1021/jm00126a003

  日期：1989.6

  A series of 1-(2-amino-1-phenylethyl)-6-phenyl-4H- [1,2,4]triazolo[4,3-a][1,4]benzodiazepines was prepared and evaluated for diuretic activity. These compounds have diuretic and natriuretic activity but no kaliuretic activity when evaluated by oral administration to the conscious rat. The structure requirements for this activity are discussed. In particular it was found that the 2-aminoethyl side chain at C-1 with hydrogen or methyl substituents on the amino group was required for diuretic activity. A substituent at C-8 was also required; soft substituents such as methylthio and iodo at this position favored activity. Compounds with both phenyl and 2-pyridyl substituents at C-6 were active; substituents on the C-6 phenyl, however, reduced or eliminated the activity. Substituents other than phenyl at the 1-position of the 2-aminoethyl side chain were detrimental to activity; phenyl substitution at this position was required for activity when the substituent at C-8 was chloro but not when it was bromo.
• HESTER, JACKSON B. , JR.;LUDENS, JAMES H.
  作者：HESTER, JACKSON B. , JR.、LUDENS, JAMES H.

  DOI：——

  日期：——