4-(4-benzo[d]isothiazol-3-ylpiperazin-1-yl)butyric acid ethyl ester | 212652-22-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-(4-benzo[d]isothiazol-3-ylpiperazin-1-yl)butyric acid ethyl ester
• CAS: 212652-22-7
• 化学式: C₁₇H₂₃N₃O₂S
• 分子量: 333.455
• InChiKey: DBPJLYJRMDMUDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.76
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  45.67
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  4-(4-benzo[d]isothiazol-3-ylpiperazin-1-yl)butyric acid ethyl ester 在 sodium hydroxide 、 三乙胺 、 氯甲酸异丁酯 作用下， 以 乙醇 、 水 为溶剂， 反应 2.67h， 生成 N-(2-Amino-phenyl)-4-(4-benzo[d]isothiazol-3-yl-piperazin-1-yl)-butyramide
  参考文献：
  名称：

  Analogues of the potential antipsychotic agent 1192U90: amide modifications

  摘要：

  Analogues of 2-amino-N-(4-(4-(1, 2-benzisothiazol-3 -yl)-1-piperazinyl)-butyl)benzamide hydrochloride (1192U90) were prepared and evaluated in receptor binding assays for the dopamine D-2, serotonin 5-HT1a, and serotonin 5-HT2 receptors. Eight compounds have been synthesized in which the amide group of 1192U90 has been replaced with a variety of functional groups (i.e, ester, ketone, thioamide, butyramide, butyranilide, sulfonamide, alkoxyamide and hydrazide). These compounds exhibited moderate to potent affinities (0.55-200 nM) for all three receptors. Several analogues exhibited improved selectivity for the 5-HT2 receptor with D-2/5-HT2 binding ratios greater than 1192U90. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00041-8
• 作为产物：
  描述：

  4-溴丁酸乙酯 、 3-(1-哌嗪基)-1,2-苯并异噻唑 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 6.0h， 以70%的产率得到4-(4-benzo[d]isothiazol-3-ylpiperazin-1-yl)butyric acid ethyl ester
  参考文献：
  名称：

  Analogues of the potential antipsychotic agent 1192U90: amide modifications

  摘要：

  Analogues of 2-amino-N-(4-(4-(1, 2-benzisothiazol-3 -yl)-1-piperazinyl)-butyl)benzamide hydrochloride (1192U90) were prepared and evaluated in receptor binding assays for the dopamine D-2, serotonin 5-HT1a, and serotonin 5-HT2 receptors. Eight compounds have been synthesized in which the amide group of 1192U90 has been replaced with a variety of functional groups (i.e, ester, ketone, thioamide, butyramide, butyranilide, sulfonamide, alkoxyamide and hydrazide). These compounds exhibited moderate to potent affinities (0.55-200 nM) for all three receptors. Several analogues exhibited improved selectivity for the 5-HT2 receptor with D-2/5-HT2 binding ratios greater than 1192U90. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00041-8