2-(6-(benzylamino)hexyl)-4-(3,4-dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydrophthalazin-1(2H)-one | 1361398-73-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(6-(benzylamino)hexyl)-4-(3,4-dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydrophthalazin-1(2H)-one
• 英文别名: 2-[6-(Benzylamino)hexyl]-4-(3,4-dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydrophthalazin-1-one
• CAS: 1361398-73-3
• 化学式: C₂₉H₃₉N₃O₃
• 分子量: 477.647
• InChiKey: SPFWKWFQFWZXNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  35
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  63.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(6-(benzylamino)hexyl)-4-(3,4-dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydrophthalazin-1(2H)-one 、 N-[2-benzyloxy-5-(2-oxiranyl)phenyl]formamide 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 120.0 ℃ 、2.76 MPa 条件下， 反应 4.0h， 生成 N-(5-(2-((2-(4-(3,4-dimethoxyphenyl)-1-oxo-4a,5,6,7,8,8a-hexahydrophthalazin-2(1H)-yl)hexyl)amino)-1-hydroxyethyl)-2-hydroxyphenyl)formamide
  参考文献：
  名称：

  Dual β2-adrenoceptor agonists-PDE4 inhibitors for the treatment of asthma and COPD

  摘要：

  We designed and synthesized a novel class of dual pharmacology bronchodilators targeting both beta 2-adrenoceptor and PDE4 by applying a multivalent approach. The most potent dual pharmacology molecule, compound 29, possessed good inhibitory activity on PDE4B2 (IC50 = 0.278 mu M, which was more potent than phthalazinone, IC50 = 0.520 mu M) and possessed excellent relaxant effects on tracheal rings precontracted by histamine (pEC(50) = 9.3). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.013
• 作为产物：
  描述：

  六氢苯酐 在 aluminum (III) chloride 、 sodium hydride 、 一水合肼 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 30.67h， 生成 2-(6-(benzylamino)hexyl)-4-(3,4-dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydrophthalazin-1(2H)-one
  参考文献：
  名称：

  Dual β2-adrenoceptor agonists-PDE4 inhibitors for the treatment of asthma and COPD

  摘要：

  We designed and synthesized a novel class of dual pharmacology bronchodilators targeting both beta 2-adrenoceptor and PDE4 by applying a multivalent approach. The most potent dual pharmacology molecule, compound 29, possessed good inhibitory activity on PDE4B2 (IC50 = 0.278 mu M, which was more potent than phthalazinone, IC50 = 0.520 mu M) and possessed excellent relaxant effects on tracheal rings precontracted by histamine (pEC(50) = 9.3). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.013

文献信息

• Compounds effective as beta-2 adrenoreceptor agonists as well pde4-inhibitors
  申请人：——

  公开号：US20030195215A1

  公开（公告）日：2003-10-16

  The compounds of formula I in which Ar 1 , A, R6, R7, R8 and Ar 2 have the meanings as given in the description are novel effective bronchial therapeutics. 1

  式I的化合物中，其中Ar1、A、R6、R7、R8和Ar2的含义如描述所示，是一种新型有效的支气管治疗剂。
• COMPOUNDS EFFECTIVE AS BETA-2-ADRENORECEPTOR AGONISTS AS WELL AS PDE4-INHIBITORS
  申请人：ALTANA Pharma AG

  公开号：EP1296956A1

  公开（公告）日：2003-04-02
• US6933296B2
  申请人：——

  公开号：US6933296B2

  公开（公告）日：2005-08-23
• [EN] COMPOUNDS EFFECTIVE AS BETA-2-ADRENORECEPTOR AGONISTS AS WELL AS PDE4-INHIBITORS<br/>[FR] COMPOSES EFFICACES COMME AGONISTES DU RECEPTEUR BETA 2-ADRENERGIQUE ET COMME INHIBITEURS DE PDE4
  申请人：BYK GULDEN LOMBERG CHEM FAB

  公开号：WO2001094319A1

  公开（公告）日：2001-12-13

  The compounds of formula I in which Ar1, A, R6, R7, R8 and Ar2 have the meanings as given in the description are novel effective bronchial therapeutics.