1-(3'-chloropropyloxy)-4-hydroxyphthalazine | 502630-73-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 1-(3'-chloropropyloxy)-4-hydroxyphthalazine
• 英文别名: 4-(3-chloropropoxy)-2H-phthalazin-1-one
• CAS: 502630-73-1
• 化学式: C₁₁H₁₁ClN₂O₂
• 分子量: 238.674
• InChiKey: KAPIAXOEQHPKJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  吗啉 、 1-(3'-chloropropyloxy)-4-hydroxyphthalazine 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以62%的产率得到1-(3'-morpholinopropyloxy)-4-hydroxyphthalazine
  参考文献：
  名称：

  Pharmacological evaluation of some new 1-substituted-4-hydroxy-phthalazines

  摘要：

  In the present study, a series of 1-substituted-4-hydroxyphthalazines were synthesized and characterized by IR, H-1-NMR and Elemental analysis. The compounds were assayed against seizures induced by maximal electroshock (MES) and pentylenetetrazole (scMet). Neurologic deficit was evaluated by the rotarod test. The decrease in the elevated motor activity by introceptive chemical stimuli (amphetamine antagonistic activity) was studied at the dose level of 25 and 50 mg kg(-1) and cardiac activity was also studied. All the compounds exhibited significant anticonvulsant activity. Compounds 4, 12, 13 and 17 were most active of the seriesagainst MES-induced seizures. Compounds 2, 4, 13 and 17 exhibited significant decrease in the elevated motor activity at the dose of 50 mg kg(-1). Remarkable sympathetic blocking activity was observed with 3, 5, 6, 7, 9 and 15 only. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0223-5234(02)01405-8
• 作为产物：
  描述：

  邻苯二甲酰肼 、 1-溴-3-氯丙烷 在 sodium iodide 、 silver(I) chloride 作用下， 以 甲醇 为溶剂， 反应 20.0h， 以66%的产率得到1-(3'-chloropropyloxy)-4-hydroxyphthalazine
  参考文献：
  名称：

  Pharmacological evaluation of some new 1-substituted-4-hydroxy-phthalazines

  摘要：

  In the present study, a series of 1-substituted-4-hydroxyphthalazines were synthesized and characterized by IR, H-1-NMR and Elemental analysis. The compounds were assayed against seizures induced by maximal electroshock (MES) and pentylenetetrazole (scMet). Neurologic deficit was evaluated by the rotarod test. The decrease in the elevated motor activity by introceptive chemical stimuli (amphetamine antagonistic activity) was studied at the dose level of 25 and 50 mg kg(-1) and cardiac activity was also studied. All the compounds exhibited significant anticonvulsant activity. Compounds 4, 12, 13 and 17 were most active of the seriesagainst MES-induced seizures. Compounds 2, 4, 13 and 17 exhibited significant decrease in the elevated motor activity at the dose of 50 mg kg(-1). Remarkable sympathetic blocking activity was observed with 3, 5, 6, 7, 9 and 15 only. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0223-5234(02)01405-8

文献信息

• Pharmacological evaluation of some new 1-substituted-4-hydroxy-phthalazines
  作者：Ramaiya Sivakumar、Sundararaj Kishore Gnanasam、Somasundaram Ramachandran、Joseph Thomas Leonard

  DOI：10.1016/s0223-5234(02)01405-8

  日期：2002.10

  In the present study, a series of 1-substituted-4-hydroxyphthalazines were synthesized and characterized by IR, H-1-NMR and Elemental analysis. The compounds were assayed against seizures induced by maximal electroshock (MES) and pentylenetetrazole (scMet). Neurologic deficit was evaluated by the rotarod test. The decrease in the elevated motor activity by introceptive chemical stimuli (amphetamine antagonistic activity) was studied at the dose level of 25 and 50 mg kg(-1) and cardiac activity was also studied. All the compounds exhibited significant anticonvulsant activity. Compounds 4, 12, 13 and 17 were most active of the seriesagainst MES-induced seizures. Compounds 2, 4, 13 and 17 exhibited significant decrease in the elevated motor activity at the dose of 50 mg kg(-1). Remarkable sympathetic blocking activity was observed with 3, 5, 6, 7, 9 and 15 only. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.