1-(benzo[d]thiazol-2-yl)-5-(3-(4-chlorophenyl)-3-hydroxy-8-azabicyclo[3.2.1]octan-8-yl)pentan-1-one hydrochloride | 1366349-02-1

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 托烷生物碱
• 英文名称: 1-(benzo[d]thiazol-2-yl)-5-(3-(4-chlorophenyl)-3-hydroxy-8-azabicyclo[3.2.1]octan-8-yl)pentan-1-one hydrochloride
• 英文别名: 1-(1,3-Benzothiazol-2-yl)-5-[3-(4-chlorophenyl)-3-hydroxy-8-azabicyclo[3.2.1]octan-8-yl]pentan-1-one;hydrochloride；1-(1,3-benzothiazol-2-yl)-5-[3-(4-chlorophenyl)-3-hydroxy-8-azabicyclo[3.2.1]octan-8-yl]pentan-1-one;hydrochloride
• CAS: 1366349-02-1
• 化学式: C₂₅H₂₇ClN₂O₂S*ClH
• 分子量: 491.482
• InChiKey: PCETXEVYTSSFMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.24
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  81.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-(benzo[d]thiazol-2-yl)-5-hydroxypentan-1-one 在 咪唑 、 碘 、 potassium carbonate 、 三苯基膦 作用下， 以 乙二醇二甲醚 、 二氯甲烷 为溶剂， 反应 28.58h， 生成 1-(benzo[d]thiazol-2-yl)-5-(3-(4-chlorophenyl)-3-hydroxy-8-azabicyclo[3.2.1]octan-8-yl)pentan-1-one hydrochloride
  参考文献：
  名称：

  Structure–activity relationship studies of SYA 013, a homopiperazine analog of haloperidol

  摘要：

  Structure-activity relationship studies on 4-(4-(4-chlorophenyl)-1,4-diazepan-1-yl)-1-(4-fluorophenyl) butan-1-one (SYA 013), a homopiperazine analog of haloperidol has resulted in an understanding of the effect of structural modifications on binding affinity at dopamine and serotonin receptor subtypes. Further exploration, using bioisosteric replacement strategies has led to the identification of several new agents including compounds 7, 8, 11 and 12 which satisfy the initial criteria for further exploration as new antipsychotic agents. In addition, compound 18, a D-3 selective tropanol, has been identified as having the potential for further optimization into a useful drug which may combat neuropsychiatric diseases. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2012.01.022

文献信息

• Structure–activity relationship studies of SYA 013, a homopiperazine analog of haloperidol
  作者：Kwakye Peprah、Xue Y. Zhu、Suresh V.K. Eyunni、Jagan R. Etukala、Vincent Setola、Bryan L. Roth、Seth Y. Ablordeppey

  DOI：10.1016/j.bmc.2012.01.022

  日期：2012.3

  Structure-activity relationship studies on 4-(4-(4-chlorophenyl)-1,4-diazepan-1-yl)-1-(4-fluorophenyl) butan-1-one (SYA 013), a homopiperazine analog of haloperidol has resulted in an understanding of the effect of structural modifications on binding affinity at dopamine and serotonin receptor subtypes. Further exploration, using bioisosteric replacement strategies has led to the identification of several new agents including compounds 7, 8, 11 and 12 which satisfy the initial criteria for further exploration as new antipsychotic agents. In addition, compound 18, a D-3 selective tropanol, has been identified as having the potential for further optimization into a useful drug which may combat neuropsychiatric diseases. Published by Elsevier Ltd.