4-[3-(4-Benzo[d]isothiazol-3-yl-piperazin-1-yl)-propoxy]-4-aza-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione | 212652-28-3

• 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-[3-(4-Benzo[d]isothiazol-3-yl-piperazin-1-yl)-propoxy]-4-aza-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione
• CAS: 212652-28-3
• 化学式: C₂₃H₂₆N₄O₃S
• 分子量: 438.55
• InChiKey: BTJZNGLUAGUDJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.55
• 重原子数：
  31.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  65.98
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  4-[3-(4-Benzo[d]isothiazol-3-yl-piperazin-1-yl)-propoxy]-4-aza-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 0.75h， 以77%的产率得到O-[3-(4-benzo[d]isothiazol-3-yl-1-piperazinyl)propyl]hydroxylamine
  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：

  endo-N-Hydroxy-5-norbornene-2,3-dicarboximide 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 9.5h， 生成 4-[3-(4-Benzo[d]isothiazol-3-yl-piperazin-1-yl)-propoxy]-4-aza-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione
  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