2-(1-piperazinyl)-2,4,6-cycloheptatrien-1-one | 80100-68-1

• 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-(1-piperazinyl)-2,4,6-cycloheptatrien-1-one
• 英文别名: 2-piperazin-1-ylcyclohepta-2,4,6-trien-1-one
• CAS: 80100-68-1
• 化学式: C₁₁H₁₄N₂O
• 分子量: 190.245
• InChiKey: JJCBLOHTHPMUNB-UHFFFAOYSA-N

物化性质

• 沸点：
  367.9±42.0 °C(Predicted)
• 密度：
  1.147±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(1-piperazinyl)-2,4,6-cycloheptatrien-1-one 、 氯乙腈 生成 4-(2-oxo-3,5,7-cycloheptatrien-1-yl)-1-piperazine-acetonitrile
  参考文献：
  名称：

  BAGLI, J. F.;BOEGRI, T.;VOLTH, K.

  摘要：

  DOI：
• 作为产物：
  描述：

  2-甲氧基-2,4,6-环庚三烯-1-酮 以 甲醇 为溶剂， 反应 4.0h， 生成 2-(1-piperazinyl)-2,4,6-cycloheptatrien-1-one
  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

文献信息

• Pd-Catalyzed Synthesis of Piperazine Scaffolds Under Aerobic and Solvent-Free Conditions
  作者：Sean W. Reilly、Robert H. Mach

  DOI：10.1021/acs.orglett.6b02591

  日期：2016.10.21

  A facile Pd-catalyzed methodology providing an efficient synthetic route to biologically relevant arylpiperazines under aerobic conditions is reported. Electron donating and sterically hindered aryl chlorides were aminated to afford yields up to 97%, with examples using piperazine as solvent, illustrating an ecofriendly, cost-effective synthesis of these privileged structures.

  据报道，一种简便的钯催化方法为有氧条件下生物相关的芳基哌嗪提供了有效的合成路线。给电子和位阻芳基氯化物被胺化，产率高达 97%，其中使用哌嗪作为溶剂的例子，说明了这些特殊结构的生态友好、经济有效的合成。
• 2-(4-Hydroxyalkyl-1-piperazinyl)-2,4,6-cycloheptatrien-1-one derivatives
  申请人：Ayerst, McKenna & Harrison, Inc.

  公开号：US04469695A1

  公开（公告）日：1984-09-04

  2-(4-Hydroxyalkyl-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-(4-羟基烷基-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成物，以及它们的制备方法、使用衍生物的方法和制备衍生物的药物组合物。该衍生物在哺乳动物中表现出多巴胺受体刺激活性，并且可用于治疗高泌乳素血症、分泌乳汁、闭经、阳痿、帕金森病、糖尿病、肢端肥大症、高血压和其他中枢神经系统疾病。
• 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。
• 2-(1-Piperazinyl)-2,4,6-cycloheptatrien-1-one derivatives, processes for their preparation, intermediates used in the processes and the preparation thereof and pharmaceutical compositions containing the derivatives
  申请人：——

  公开号：EP0034894A3

  公开（公告）日：1982-04-28

  2-(1-Piperazinyl)-2,4,6-cycloheptatrien-1-one derivatives offormula and therapeutically acceptable acid addition salts thereof 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.In the formula R is hydrogen or a specified substituent, R2 is hydrogen or lower alkyl and R3 is hydrogen or a specified radical. Processes for preparing the derivatives and pharmaceutical compositions containing them are also disclosed.

  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加成盐在哺乳动物体内具有刺激多巴胺受体的活性，可用于治疗高泌乳素血症、闭经、阳痿、帕金森氏症、糖尿病、肢端肥大症、高血压和其他中枢神经系统疾病。此外，还公开了制备这些衍生物和含有这些衍生物的药物组合物的工艺。
• BAGLI, J. F.;BOEGRI, T.;VOLTH, K.
  作者：BAGLI, J. F.、BOEGRI, T.、VOLTH, K.

  DOI：——

  日期：——