1-(cyanomethyl)-4-(2,3-dihydro-1,4-benzodioxin-5-yl)piperazine | 161312-72-7

• 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: 1-(cyanomethyl)-4-(2,3-dihydro-1,4-benzodioxin-5-yl)piperazine
• 英文别名: [4-(2,3-dihydro-benzo[1,4]dioxin-5-yl)-piperazin-1-yl]-acetonitrile；1-(1,4-benzodioxan-5-yl)-4-cyanomethylpiperazine；2-[4-(2,3-dihydro-1,4-benzodioxin-5-yl)piperazin-1-yl]acetonitrile
• CAS: 161312-72-7
• 化学式: C₁₄H₁₇N₃O₂
• 分子量: 259.308
• InChiKey: SJSAOEMZUWRZRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  48.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(cyanomethyl)-4-(2,3-dihydro-1,4-benzodioxin-5-yl)piperazine 在 镍 氢氧化钾 、 氢气 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、101.32 kPa 条件下， 反应 24.0h， 生成 4-(2,3-dihydro-1,4-benzodioxin-5-yl)-1-piperazineethanamine
  参考文献：
  名称：

  A Series of N4-Imidoethyl Derivatives of 1-(2,3-Dihydro-1,4-benzodioxin-5-yl)piperazine as 5-HT1A Receptor Ligands: Synthesis and Structure-Affinity Relationships

  摘要：

  A series of unsubstituted and substituted succinimido, maleimido, and glutarimidoethyl derivatives of eltoprazine (3) was synthesized and tested for affinity for the 5-HT1A receptor in rat brain homogenates. The unsubstituted compounds have a moderate affinity for the receptor, while the affinity considerably increases by substitution at or enlargement of these cyclic ring systems. A good correlation was found between the inhibition constant K-i (expressed as pK(i)) and the lipophilicity (clogP). No correlation was observed between the pK(i) or pK(i)(+) (local. inhibition constant) and the basicity of the N4-nitrogen atom.

  DOI：

  10.1021/jm00021a020
• 作为产物：
  描述：

  氯乙腈 、 1-(2,3-二氢-1,4-苯并二烷-5-基)哌嗪盐酸盐 在 三乙胺 作用下， 以 N-甲基吡咯烷酮 为溶剂， 生成 1-(cyanomethyl)-4-(2,3-dihydro-1,4-benzodioxin-5-yl)piperazine
  参考文献：
  名称：

  Fused benzo compounds containing a nitrogen heterocycle for the

  摘要：

  提供了式I的融合苯并化合物，其中A是一个2到6个成员的碳氢化合物间隔基团，B是从组（a）中选择的极性二价基团；U是C、N或CH；X是一个二价的3-4个成员的链，可选地包括一个或多个杂原子；R.sup.1是一个脂肪烃基、芳基烷基或二苯基烷基；R.sup.2和R.sup.3是氢或烷基，或者一起形成一个乙烯或丙烯桥；R.sup.4、R.sup.5和R.sup.6是氢或取代基；R.sup.7和R.sup.8是氢或取代基，包括--COOR.sup.9和--CONR.sup.10 R.sup.11；是用于治疗中枢神经系统疾病的5-HT.sub.1A受体配体。还提供了包含这些化合物的药物组合物以及它们用于制备药物制剂的用途。

  公开号：

  US05753661A1

文献信息

• N-substituted imide derivatives with serotonergic activity
  申请人：American Home Products Corporation

  公开号：US06306859B1

  公开（公告）日：2001-10-23

  Compounds of the Formula (I) wherein R2, Y, X and n are as defined in the specification which compounds are useful in the treatment of disorders associated with serotonergic neuron-related diseases.

  式(I)中化合物，其中R2、Y、X和n的定义如规范所述，这些化合物在治疗与5-羟色胺能神经元相关疾病有关的疾病中有用。
• Fused benzo compounds for the treatment of central nervous system
  申请人：H. Lundbeck A/S

  公开号：US06140331A1

  公开（公告）日：2000-10-31

  ##STR1## Fused benzo compounds of formula (I), wherein A is a 2 to 6 membered hydrocarbon spacer group, B is a polar divalent group selected from SO, SO.sub.2, and a group (a); U is C, N or CH; X is a divalent 3-4 membered chain optionally comprising one or more heteroatoms; R.sup.1 is an aliphatic hydrocarbon group, arylalkyl or diphenylalkyl; R.sup.2 and R.sup.3 are hydrogen or alkyl or together form an ethylene or propylene bridge; R.sup.4, R.sup.5 and R.sup.6 are hydrogen or substituents; R.sup.7 and R.sup.8 are hydrogen or substituents including, a group --COOR.sup.9 and a group --CONR.sup.10 R.sup.11 ; are 5-HT.sub.1A receptor ligands useful in the treatment of CNS disorders. Pharmaceutical compositions comprising the compounds and their use for the manufacture of a pharmaceutical preparation are also disclosed.

  式（I）的熔合苯化合物，其中A是2-6成员的烃间隔基，B是极性二价基团，选自SO、SO.sub.2和一个基团（a）；U是C、N或CH；X是二价的3-4成员链，可包含一个或多个杂原子；R.sup.1是脂肪烃基，芳基烷基或二苯基烷基；R.sup.2和R.sup.3是氢或烷基，或共同形成乙烯或丙烯桥；R.sup.4、R.sup.5和R.sup.6是氢或取代基；R.sup.7和R.sup.8是氢或取代基，包括一个羧酸酯基团--COOR.sup.9和一个羧酰氨基团--CONR.sup.10R.sup.11；是5-HT.sub.1A受体配体，对CNS疾病的治疗有用。还公开了包含该化合物的药物组合物及其用于制造药物制剂的用途。
• FUSED BENZO COMPOUNDS
  申请人：H. LUNDBECK A/S

  公开号：EP0673375B1

  公开（公告）日：1999-02-24
• N-SUBSTITUTED IMIDE DERIVATIVES WITH SEROTONERGIC ACTIVITY
  申请人：AMERICAN HOME PRODUCTS CORPORATION

  公开号：EP1157017A1

  公开（公告）日：2001-11-28
• US5753661A
  申请人：——

  公开号：US5753661A

  公开（公告）日：1998-05-19