2-(4-ethyl-1-piperazinyl)-2,4,6-cycloheptatrien-1-one | 80100-76-1

• 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-(4-ethyl-1-piperazinyl)-2,4,6-cycloheptatrien-1-one
• 英文别名: 2-(4-Ethylpiperazin-1-yl)cyclohepta-2,4,6-trien-1-one
• CAS: 80100-76-1
• 化学式: C₁₃H₁₈N₂O
• 分子量: 218.299
• InChiKey: KNULZYBZCPAHBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-甲氧基-2,4,6-环庚三烯-1-酮 在 potassium carbonate 作用下， 以 甲醇 、 丙酮 、 乙腈 为溶剂， 反应 4.0h， 生成 2-(4-ethyl-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

• 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：AYERST, MCKENNA AND HARRISON INC.

  公开号：EP0034894A2

  公开（公告）日：1981-09-02

  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、帕金森病、糖尿病、肢端肥大症、高血压和其他中枢神经系统疾病。 式中 R 是氢或特定的取代基，R2 是氢或低级烷基，R3 是氢或特定的基。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。
• US4469694A
  申请人：——

  公开号：US4469694A

  公开（公告）日：1984-09-04
• 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.