5-(3,4-methylenedioxyphenoxy)pentyl bromide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 5-(3,4-methylenedioxyphenoxy)pentyl bromide
• 英文别名: 5-(5-Bromopentoxy)-1,3-benzodioxole
• 化学式: C₁₂H₁₅BrO₃
• 分子量: 287.153
• InChiKey: UPCSODZXVYYFHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(3,4-methylenedioxyphenoxy)pentyl bromide 、 (+/-)-6,7-dimethoxy-2-[(piperidin-3-yl)acetyl]-1,2,3,4-tetrahydroisoquinoline hydrochloride 、 草酸 在 potassium carbonate 作用下， 以 乙腈 、 甲醇 为溶剂， 以73%的产率得到(+/-)-6,7-dimethoxy-2-({1-[5-(3,4-methylenedioxyphenoxy)pentyl]-3-piperidyl}acetyl)-1,2,3,4-tetrahydroisoquinoline monooxalate
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of N -acyl-1,2,3,4-tetrahydroisoquinoline derivatives as novel specific bradycardic agents

  摘要：

  A series of N-acyl-1,2,3,4-tetrahydroisoquinoline derivatives were synthesized and evaluated for their bradycardic activities in isolated guinea pig right atria and in urethane-anesthetized rats. These efforts resulted in identification of the compound 8a, which exhibits potent bradycardic activity with minimal influence on mean blood pressure in urethane-anesthetized rats. Oral administration of compound 8a to conscious rats revealed increased potency and prolonged duration of action when compared to Zatebradine. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.12.032
• 作为产物：
  描述：

  1,5-二溴戊烷 、 芝麻酚 在 potassium carbonate 作用下， 以 水 、 丙酮 、 苯 为溶剂， 生成 5-(3,4-methylenedioxyphenoxy)pentyl bromide
  参考文献：
  名称：

  3,4-Methylenedioxyphenoxy-alkyl diketones and keto-esters

  摘要：

  从aryloxyalkyl卤代烷和二酮或酮酯的碱金属烯醇盐制备具有杀虫和抗病毒活性的芳氧基烷基二酮和酮酯。

  公开号：

  US03933837A1

文献信息

• 3,4-Methylenedioxyphenoxy-alkyl diketones and keto-esters
  申请人：Sterling Drug Inc.

  公开号：US03933837A1

  公开（公告）日：1976-01-20

  Aryloxyalkyl diketones and keto-esters, having pesticidal and anti-viral activity, are prepared from an aryloxyalkyl halide and an alkali metal enolate salt of a diketone or keto-ester.

  从aryloxyalkyl卤代烷和二酮或酮酯的碱金属烯醇盐制备具有杀虫和抗病毒活性的芳氧基烷基二酮和酮酯。
• US3933837A
  申请人：——

  公开号：US3933837A

  公开（公告）日：1976-01-20
• Synthesis and pharmacological evaluation of N -acyl-1,2,3,4-tetrahydroisoquinoline derivatives as novel specific bradycardic agents
  作者：Hideki Kubota、Toshihiro Watanabe、Akio Kakefuda、Noriyuki Masuda、Kouichi Wada、Noe Ishii、Shuichi Sakamoto、Shinichi Tsukamoto

  DOI：10.1016/j.bmc.2003.12.032

  日期：2004.3

  A series of N-acyl-1,2,3,4-tetrahydroisoquinoline derivatives were synthesized and evaluated for their bradycardic activities in isolated guinea pig right atria and in urethane-anesthetized rats. These efforts resulted in identification of the compound 8a, which exhibits potent bradycardic activity with minimal influence on mean blood pressure in urethane-anesthetized rats. Oral administration of compound 8a to conscious rats revealed increased potency and prolonged duration of action when compared to Zatebradine. (C) 2004 Elsevier Ltd. All rights reserved.