2-[2-(3,4-二甲氧基苯基)-2-氧代乙基]-2-羟基-1H-茚-1,3(2H)-二酮 | 70780-21-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-[2-(3,4-二甲氧基苯基)-2-氧代乙基]-2-羟基-1H-茚-1,3(2H)-二酮
• 英文名称: 2-[(3,4-dimethoxy-benzoyl)-methyl]-2-hydroxy-1,3-dioxo Indane
• 英文别名: 1,3-Indandione, 2-(3,4-dimethoxyphenacyl)-2-hydroxy-；2-[2-(3,4-dimethoxyphenyl)-2-oxoethyl]-2-hydroxyindene-1,3-dione
• CAS: 70780-21-1
• 化学式: C₁₉H₁₆O₆
• 分子量: 340.332
• InChiKey: JHBFGEOIOJLSIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  89.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[2-(3,4-二甲氧基苯基)-2-氧代乙基]-2-羟基-1H-茚-1,3(2H)-二酮 在 一水合肼 、 三氟乙酸 作用下， 以 乙醇 为溶剂， 生成 3-(3,4-dimethoxyphenyl)-5H-indeno[1,2-c]pyridazin-5-one
  参考文献：
  名称：

  Inhibition of Monoamine Oxidase-B by 5H-Indeno[1,2-c]pyridazines: Biological Activities, Quantitative Structure-Activity Relationships (QSARs) and 3D-QSARs

  摘要：

  A large series (66 compounds) of indeno[1,2-c]pyridazin-5-ones (IPs) were synthesized and tested on their monoamine oxidase-A (MAO-A) and MAO-B inhibitory activity. All of the tested compounds acted preferentially on MAO-B displaying weak (nonmeasurable IC50 values) to high (submicromolar IC50 values) activities. The most active compound was p-CF3-3-phenyl-IP (IC50 = 90 nM). Multiple linear regression analysis of the substituted 3-phenyl-IPs yielded good statistical results (q(2) = 0.74; r(2) = 0.86) and showed the importance of lipophilic, electronic, and steric properties of the substituents in determining inhibitory potency. Various comparative molecular field analysis studies were performed with different alignments and including the molecular lipophilicity potential. This led to a model including the steric, electrostatic and lipophilicity fields and having a good predictive value (q(2) = 0.75; r(2) = 0.93).

  DOI：

  10.1021/jm00019a018
• 作为产物：
  描述：

  水合茚三酮 、 3,4-二甲氧基苯乙酮 在 溶剂黄146 作用下， 生成 2-[2-(3,4-二甲氧基苯基)-2-氧代乙基]-2-羟基-1H-茚-1,3(2H)-二酮
  参考文献：
  名称：

  Inhibition of Monoamine Oxidase-B by 5H-Indeno[1,2-c]pyridazines: Biological Activities, Quantitative Structure-Activity Relationships (QSARs) and 3D-QSARs

  摘要：

  A large series (66 compounds) of indeno[1,2-c]pyridazin-5-ones (IPs) were synthesized and tested on their monoamine oxidase-A (MAO-A) and MAO-B inhibitory activity. All of the tested compounds acted preferentially on MAO-B displaying weak (nonmeasurable IC50 values) to high (submicromolar IC50 values) activities. The most active compound was p-CF3-3-phenyl-IP (IC50 = 90 nM). Multiple linear regression analysis of the substituted 3-phenyl-IPs yielded good statistical results (q(2) = 0.74; r(2) = 0.86) and showed the importance of lipophilic, electronic, and steric properties of the substituents in determining inhibitory potency. Various comparative molecular field analysis studies were performed with different alignments and including the molecular lipophilicity potential. This led to a model including the steric, electrostatic and lipophilicity fields and having a good predictive value (q(2) = 0.75; r(2) = 0.93).

  DOI：

  10.1021/jm00019a018

文献信息

• POUPELIN, J. -P.;NARCISSE, G.
  作者：POUPELIN, J. -P.、NARCISSE, G.

  DOI：——

  日期：——
• NOUVELLE APPLICATION THERAPEUTIQUE D'UN DERIVE DE L'INDANE DIONE ET LES COMPOSITIONS PHARMACEUTIQUES DESTINEES A CET USAGE
  申请人：Laboratoires BOUCHARD

  公开号：EP0167553B1

  公开（公告）日：1990-03-21
• US4816490A
  申请人：——

  公开号：US4816490A

  公开（公告）日：1989-03-28
• [EN] NEW THERAPEUTICAL APPLICATION OF AN INDANE DIONE DERIVATIVE AND PHARMACEUTICAL COMPOSITIONS INTENDED TO SAID UTILIZATION
  申请人：LABORATOIRES BOUCHARD

  公开号：WO1985002768A1

  公开（公告）日：1985-07-04

  (EN) Utilization as normolipaemiant of 2- ¨AD(3, 4-dimethoxybenzoyl) methyl¨BD 2-hydroxy 1, 3-dioxo indane having the formula (I). The pharmaceutical compositions which serve to the utilization of said compound contain from 50 to 200 mg of active principle in association or mixed with a vehicle or pharmaceutical excipient.(FR) L'invention a pour objet l'utilisation thérapeutique d'un dérivé de l'Indane dione et les compositions pharmaceutiques servant à cette utilisation. L'invention se rapporte spécifiquement à l'emploi, comme agent normolipémiant, du 2- ¨AD(3, 4 - dimethoxybenzoyl) methyl¨BD 2-hydroxy 1, 3-dioxo indane de formule (I). Les compositions pharmaceutiques servant à l'utilisation dudit composé renferment de 50 à 200 mg de principe actif en association ou en mélange avec un véhicule ou un excipient pharmaceutique.
• Inhibition of Monoamine Oxidase-B by 5H-Indeno[1,2-c]pyridazines: Biological Activities, Quantitative Structure-Activity Relationships (QSARs) and 3D-QSARs
  作者：Silvia Kneubuehler、Ulrike Thull、Cosimo Altomare、Vincenco Carta、Patrick Gaillard、Pierre-Alain Carrupt、Angelo Carotti、Bernard Testa

  DOI：10.1021/jm00019a018

  日期：1995.9

  A large series (66 compounds) of indeno[1,2-c]pyridazin-5-ones (IPs) were synthesized and tested on their monoamine oxidase-A (MAO-A) and MAO-B inhibitory activity. All of the tested compounds acted preferentially on MAO-B displaying weak (nonmeasurable IC50 values) to high (submicromolar IC50 values) activities. The most active compound was p-CF3-3-phenyl-IP (IC50 = 90 nM). Multiple linear regression analysis of the substituted 3-phenyl-IPs yielded good statistical results (q(2) = 0.74; r(2) = 0.86) and showed the importance of lipophilic, electronic, and steric properties of the substituents in determining inhibitory potency. Various comparative molecular field analysis studies were performed with different alignments and including the molecular lipophilicity potential. This led to a model including the steric, electrostatic and lipophilicity fields and having a good predictive value (q(2) = 0.75; r(2) = 0.93).