1-(2,3-dihydrobenzo[1,4]dioxin-2-ylmethyl)piperidine-4-carboxamide | 89483-74-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: 1-(2,3-dihydrobenzo[1,4]dioxin-2-ylmethyl)piperidine-4-carboxamide
• 英文别名: 1-[(2,3-dihydro[4H]1,4-benzodioxin-2 yl)methyl]piperidine-4 carboxamide；4-Piperidinecarboxamide, 1-[(2,3-dihydro-1,4-benzodioxin-2-yl)methyl]-；1-(2,3-dihydro-1,4-benzodioxin-3-ylmethyl)piperidine-4-carboxamide
• CAS: 89483-74-9
• 化学式: C₁₅H₂₀N₂O₃
• 分子量: 276.335
• InChiKey: UVFYRVIKDXWLRZ-UHFFFAOYSA-N

物化性质

• 熔点：
  132-134 °C
• 沸点：
  467.7±44.0 °C(Predicted)
• 密度：
  1.212±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  64.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2,3-dihydrobenzo[1,4]dioxin-2-ylmethyl)piperidine-4-carboxamide 在 盐酸 、 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 铁粉 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 3.0h， 生成 2-{[1-(2,3-dihydrobenzo[1,4]dioxin-2-ylmethyl)piperidin-4-ylmethyl]aminomethyl}phenylamine
  参考文献：
  名称：

  New Substituted 1-(2,3-Dihydrobenzo[1,4]dioxin-2-ylmethyl)piperidin-4-yl Derivatives with α₂-Adrenoceptor Antagonist Activity

  摘要：

  The emergence of a novel theory concerning the role of noradrenaline in the progression and the treatment of neurodegenerative diseases such as Parkinson's and Alzheimer's diseases has provided a new impetus toward the discovery of novel compounds acting at alpha(2)-adrenoceptors. A series of substituted 1-(2,3-dihydrobenzo[1,4]dioxin-2-ylmethyl) piperidin-4-yl derivatives bearing an amide, urea, or imidazolidinone moiety was studied. Some members of this series of compounds proved to be potent alpha(2)-adrenoceptor antagonists with good selectivity versus alpha(1)-adrenergic and D(2)-dopamine receptors. Particular emphasis is given to compound 33g which displays potent alpha(2)-adrenoceptor binding affinity in vitro and central effects in vivo following oral administration.

  DOI：

  10.1021/jm991121g
• 作为产物：
  描述：

  2-hydroxymethyl-2,3-dihydro-4H-1,4-benzodioxine methanesulfonate 生成 1-(2,3-dihydrobenzo[1,4]dioxin-2-ylmethyl)piperidine-4-carboxamide
  参考文献：
  名称：

  CORNU, P. -J.;PERRIN, C.;DUMAITRE, B.;STREICHENBERGER, G.

  摘要：

  DOI：

文献信息

• Antihypertensive cyanoguanidines
  申请人：Bouchara S.A.

  公开号：US04579845A1

  公开（公告）日：1986-04-01

  This invention relates to novel tri-substituted guanidines linked to a piperidine ring. More specifically, it relates to cyanoguanidines of formula I ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 are substituents n is an integer of zero to 1 n' is an integer of zero to 1 A and B are --CH.sub.2 --, CHOH, --CO-- or a single bond as well as the acid addition salts thereof with a mineral or organic acid. The compounds have interesting pharmacological properties which make them useful as active ingredient of medicines, e.g. antihypertensives.

  这项发明涉及与哌啶环相连的新型三取代胍啉。更具体地说，它涉及式I的氰胍啉##STR1##其中R.sub.1、R.sub.2、R.sub.3、R.sub.4是取代基，n是0到1的整数，n'是0到1的整数，A和B是--CH.sub.2 --、CHOH、--CO--或单键，以及它们与矿物酸或有机酸的酸盐。这些化合物具有有趣的药理特性，使它们可用作药物的活性成分，例如抗高血压药。
• CORNU, P. -J.;PERRIN, C.;DUMAITRE, B.;STREICHENBERGER, G.
  作者：CORNU, P. -J.、PERRIN, C.、DUMAITRE, B.、STREICHENBERGER, G.

  DOI：——

  日期：——
• US4579845A
  申请人：——

  公开号：US4579845A

  公开（公告）日：1986-04-01
• New Substituted 1-(2,3-Dihydrobenzo[1,4]dioxin-2-ylmethyl)piperidin-4-yl Derivatives with α₂-Adrenoceptor Antagonist Activity
  作者：Patrice Mayer、Pascale Brunel、Céline Chaplain、Christel Piedecoq、Francis Calmel、Philippe Schambel、Philippe Chopin、Thierry Wurch、Petrus J. Pauwels、Marc Marien、Jean-Louis Vidaluc、Thierry Imbert

  DOI：10.1021/jm991121g

  日期：2000.10.1

  The emergence of a novel theory concerning the role of noradrenaline in the progression and the treatment of neurodegenerative diseases such as Parkinson's and Alzheimer's diseases has provided a new impetus toward the discovery of novel compounds acting at alpha(2)-adrenoceptors. A series of substituted 1-(2,3-dihydrobenzo[1,4]dioxin-2-ylmethyl) piperidin-4-yl derivatives bearing an amide, urea, or imidazolidinone moiety was studied. Some members of this series of compounds proved to be potent alpha(2)-adrenoceptor antagonists with good selectivity versus alpha(1)-adrenergic and D(2)-dopamine receptors. Particular emphasis is given to compound 33g which displays potent alpha(2)-adrenoceptor binding affinity in vitro and central effects in vivo following oral administration.