4-(4-benzo[d]isothiazol-3-ylpiperazin-1-yl)butyric acid | 212652-23-8

• 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
• CAS: 212652-23-8
• 化学式: C₁₅H₁₉N₃O₂S
• 分子量: 305.401
• InChiKey: MLWPDFIMMZPOGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.28
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  56.67
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-氨基苄胺 、 4-(4-benzo[d]isothiazol-3-ylpiperazin-1-yl)butyric acid 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 以1.56 g的产率得到N-(2-aminobenzyl)-4-[4-(1,2-benzothiazol-3-yl)-1-piperazinyl]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：

  3-(1-哌嗪基)-1,2-苯并异噻唑 在 sodium hydroxide 、 三乙胺 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 7.5h， 生成 4-(4-benzo[d]isothiazol-3-ylpiperazin-1-yl)butyric acid
  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