(±)-(benzo[d][1,3]dioxol-5-yl)(4-chlorophenyl)(4-(morpholin-4-ylmethyl)phenyl)methanol | 949934-21-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (±)-(benzo[d][1,3]dioxol-5-yl)(4-chlorophenyl)(4-(morpholin-4-ylmethyl)phenyl)methanol
• 英文别名: (+/-)-(benzo[d][1,3]dioxol-5-yl)(4-chloro-phenyl){4-[(morpholin-4-yl)methyl]phenyl}methanol；1,3-Benzodioxol-5-yl-(4-chlorophenyl)-[4-(morpholin-4-ylmethyl)phenyl]methanol
• CAS: 949934-21-8
• 化学式: C₂₅H₂₄ClNO₄
• 分子量: 437.923
• InChiKey: MEAPNBWEARHMMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (±)-(benzo[d][1,3]dioxol-5-yl)(4-chlorophenyl)(4-(morpholin-4-ylmethyl)phenyl)methanol 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.33h， 生成
  参考文献：
  名称：

  Exploring clotrimazole-based pharmacophore: 3D-QSAR studies and synthesis of novel antiplasmodial agents

  摘要：

  We report herein the generation and validation of a 3D-QSAR model based on a set of antimalarials previously described by us and characterized by a clotrimazole-based pharmacophore. A novel series of derivatives was synthesized and showed activity against Plasmodium falciparum chloroquine-sensitive (CQ-S) and chloroquine-resistant (CQ-R) strains. Gratifyingly, compounds 35a-c showed interesting activity against P. falciparum CQ-R strains with improved predicted physico-chemical properties. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.09.007
• 作为产物：
  描述：

  4-溴-1,2-亚甲二氧基苯 、 (4-氯苯基)[4-(4-吗啉基甲基)苯基]甲酮 在 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以59%的产率得到(±)-(benzo[d][1,3]dioxol-5-yl)(4-chlorophenyl)(4-(morpholin-4-ylmethyl)phenyl)methanol
  参考文献：
  名称：

  Exploring clotrimazole-based pharmacophore: 3D-QSAR studies and synthesis of novel antiplasmodial agents

  摘要：

  We report herein the generation and validation of a 3D-QSAR model based on a set of antimalarials previously described by us and characterized by a clotrimazole-based pharmacophore. A novel series of derivatives was synthesized and showed activity against Plasmodium falciparum chloroquine-sensitive (CQ-S) and chloroquine-resistant (CQ-R) strains. Gratifyingly, compounds 35a-c showed interesting activity against P. falciparum CQ-R strains with improved predicted physico-chemical properties. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.09.007

文献信息

• [EN] ANTIMALARIAL AGENTS HAVING POLYAROMATIC STRUCTURE<br/>[FR] AGENTS ANTIMALARIAUX DE STRUCTURE POLYAROMATIQUE
  申请人：SIGMA TAU IND FARMACEUTI

  公开号：WO2007104696A1

  公开（公告）日：2007-09-20

  [EN] Antimalarial agents having a novel pharmacophore of formula (I) are herein described. These polycyclic compounds are able to inhibit chloroquine-sensitive and chloroquine-resistant strains ofPlasmodium falciparum (Pf). Furthermore, the synthesis of these compounds involves few steps from commercial products with low cost of production.
  [FR] La présente invention concerne des agents antimalariaux comportant un nouveau pharmacophore de formule (I). Ces composés polycycliques sont susceptibles d'inhiber les souches sensibles à la chloroquine et résistantes à la chloroquine de Plasmodium falciparum (Pf). En outre, la synthèse de ces composés est peu onéreuse et implique peu d'étapes à partir des produits commerciaux.