[2-(甲苯-4-磺酰基)-1,2,3,4-四氢异喹啉-1-基]乙酸 | 326619-33-4

• 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: [2-(甲苯-4-磺酰基)-1,2,3,4-四氢异喹啉-1-基]乙酸
• 英文名称: [2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydroisoquinolin-1-yl]acetic acid
• 英文别名: 2-[2-(4-methylphenyl)sulfonyl-3,4-dihydro-1H-isoquinolin-1-yl]acetic Acid
• CAS: 326619-33-4
• 化学式: C₁₈H₁₉NO₄S
• mdl: MFCD02702417
• 分子量: 345.419
• InChiKey: LZTVABFKIFINKQ-UHFFFAOYSA-N

物化性质

• 沸点：
  565.3±60.0 °C(Predicted)
• 密度：
  1.313±0.06 g/cm3(Predicted)
• 溶解度：
  >51.8 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.277
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [2-(甲苯-4-磺酰基)-1,2,3,4-四氢异喹啉-1-基]乙酸 、 N-叔丁氧羰基-1,4-丁二胺 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 、 二氯甲烷 为溶剂， 反应 4.83h， 以43%的产率得到N-(4-aminobutyl)-2-[2-(4-methylphenyl)sulfonyl-3,4-dihydro-1H-isoquinolin-1-yl]acetamide
  参考文献：
  名称：

  Novel bradykinin-1 antagonists containing a (1,2,3,4-tetrahydro-isoquinolin-1-yl)acetic acid scaffold

  摘要：

  A novel B, antagonist core was utilized and the effects of modification of its amide side chain on the biological activity were tested. The imino functional group of isoquinolin-1-ylacetic acid and its 6,7-dimethoxy variant was sulfonylated (4-toluenesulfonyl), while the acetyl side chain was converted to amides. Three of the synthesized compounds exhibited significant activity at the recombinant human B, receptors in binding tests and also in a functional assay. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.10.030
• 作为产物：
  描述：

  1,2,3,4-四氢异喹啉-1-乙酸 、 对甲苯磺酰氯 在 碳酸氢钠 作用下， 以 水 、 丙酮 为溶剂， 反应 4.0h， 以75%的产率得到[2-(甲苯-4-磺酰基)-1,2,3,4-四氢异喹啉-1-基]乙酸
  参考文献：
  名称：

  Novel bradykinin-1 antagonists containing a (1,2,3,4-tetrahydro-isoquinolin-1-yl)acetic acid scaffold

  摘要：

  A novel B, antagonist core was utilized and the effects of modification of its amide side chain on the biological activity were tested. The imino functional group of isoquinolin-1-ylacetic acid and its 6,7-dimethoxy variant was sulfonylated (4-toluenesulfonyl), while the acetyl side chain was converted to amides. Three of the synthesized compounds exhibited significant activity at the recombinant human B, receptors in binding tests and also in a functional assay. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.10.030

文献信息

• Novel bradykinin-1 antagonists containing a (1,2,3,4-tetrahydro-isoquinolin-1-yl)acetic acid scaffold
  作者：József Huszár、Zoltán Timár、Krisztina Katalin Szalai、György Keserű、Ferenc Fülöp、Botond Penke

  DOI：10.1016/j.ejmech.2007.10.030

  日期：2008.7

  A novel B, antagonist core was utilized and the effects of modification of its amide side chain on the biological activity were tested. The imino functional group of isoquinolin-1-ylacetic acid and its 6,7-dimethoxy variant was sulfonylated (4-toluenesulfonyl), while the acetyl side chain was converted to amides. Three of the synthesized compounds exhibited significant activity at the recombinant human B, receptors in binding tests and also in a functional assay. (c) 2007 Elsevier Masson SAS. All rights reserved.