2,2'-(1,4-Piperazindiyl)-bis-2,4,6-cycloheptatrien-1-one | 80100-67-0

• 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: 2,2'-(1,4-Piperazindiyl)-bis-2,4,6-cycloheptatrien-1-one
• 英文别名: 2-[4-(7-oxocyclohepta-1,3,5-trien-1-yl)piperazin-1-yl]cyclohepta-2,4,6-trien-1-one
• CAS: 80100-67-0
• 化学式: C₁₈H₁₈N₂O₂
• 分子量: 294.353
• InChiKey: TXTBAGSAWLHSBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2'-(1,4-Piperazindiyl)-bis-2,4,6-cycloheptatrien-1-one 在 potassium carbonate 作用下， 以 丙酮 、 乙腈 为溶剂， 生成 2-(4-Methyl-piperazin-1-yl)-cyclohepta-2,4,6-trienone
  参考文献：
  名称：

  Troponoids. 6. Troponylpiperazines: a new class of dopamine agonists

  摘要：

  A series of alkyltroponylpiperazine derivatives was synthesized and evaluated for dopaminergic activity in rats rendered hypokinetic by the bilateral injection of 6-hydroxydopamine (6-OHDA) into the anterolateral hypothalamus. Several members of the series were active, and a structure-activity relationship is presented. A few selected compounds were also evaluated with regard to their ability to induce contralateral rotational behavior in rats with a unilateral 6-OHDA-induced lesion of the nigrostriatal dopamine pathway. The compounds were compared to bromocriptine. The results indicate that dopaminergic activity is very sensitive to small changes in the troponylpiperazine moiety.

  DOI：

  10.1021/jm00373a012
• 作为产物：
  描述：

  2-甲氧基-2,4,6-环庚三烯-1-酮 、 哌嗪 在 氯仿 、 silica gel 、 甲醇 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以to yield 2.9 g of the title compound的产率得到2,2'-(1,4-Piperazindiyl)-bis-2,4,6-cycloheptatrien-1-one
  参考文献：
  名称：

  2-(1-Piperazinyl)-2,4,6-cycloheptatrien-1-one derivatives

  摘要：

  本发明涉及2-(1-哌嗪基)-2,4,6-环庚三烯-1-酮衍生物及其治疗上可接受的酸盐加合物，其制备方法，使用该衍生物的方法和该衍生物的制药组合物。该衍生物在哺乳动物中表现出多巴胺受体刺激活性，可用于治疗高催乳素血症，乳汁分泌过多，闭经，阳痿，帕金森病，糖尿病，巨人症，高血压和其他中枢神经系统疾病。

  公开号：

  US04469694A1

文献信息

• BAGLI, J. F.;BOEGRI, T.;VOITH, K.
  作者：BAGLI, J. F.、BOEGRI, T.、VOITH, K.

  DOI：——

  日期：——
• Troponoids. 6. Troponylpiperazines: a new class of dopamine agonists
  作者：Jehan Bagli、T. Bogri、Katherine Voith

  DOI：10.1021/jm00373a012

  日期：1984.7

  A series of alkyltroponylpiperazine derivatives was synthesized and evaluated for dopaminergic activity in rats rendered hypokinetic by the bilateral injection of 6-hydroxydopamine (6-OHDA) into the anterolateral hypothalamus. Several members of the series were active, and a structure-activity relationship is presented. A few selected compounds were also evaluated with regard to their ability to induce contralateral rotational behavior in rats with a unilateral 6-OHDA-induced lesion of the nigrostriatal dopamine pathway. The compounds were compared to bromocriptine. The results indicate that dopaminergic activity is very sensitive to small changes in the troponylpiperazine moiety.
• 2-(1-Piperazinyl)-2,4,6-cycloheptatrien-1-one derivatives
  申请人：Ayerst, McKenna & Harrison Inc.

  公开号：US04469694A1

  公开（公告）日：1984-09-04

  2-(1-Piperazinyl)-2,4,6-cycloheptatrien-1-one derivatives, therapeutically acceptable acid addition salts thereof, processes for their preparation, methods of using the derivatives and pharmaceutical compositions of the derivatives are disclosed. The derivatives exhibit dopamine-receptor stimulating activity in a mammal and are useful for treating hyperprolactinemia, galactorrhea, amenorrhea, impotence, Parkinsonism, diabetes, acromegaly, hypertension and other central nervous system disorders.

  本发明涉及2-(1-哌嗪基)-2,4,6-环庚三烯-1-酮衍生物及其治疗上可接受的酸盐加合物，其制备方法，使用该衍生物的方法和该衍生物的制药组合物。该衍生物在哺乳动物中表现出多巴胺受体刺激活性，可用于治疗高催乳素血症，乳汁分泌过多，闭经，阳痿，帕金森病，糖尿病，巨人症，高血压和其他中枢神经系统疾病。