2-(1-methyl-3,4-dihydro-2H-naphthalen-1-yl)propanedinitrile | 951215-49-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 2-(1-methyl-3,4-dihydro-2H-naphthalen-1-yl)propanedinitrile
• CAS: 951215-49-9
• 化学式: C₁₄H₁₄N₂
• 分子量: 210.279
• InChiKey: VROLOSSETLFJLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(1-methyl-3,4-dihydro-2H-naphthalen-1-yl)propanedinitrile 在 氢氧化钾 、 potassium carbonate 作用下， 以 乙二醇 、 丙酮 为溶剂， 生成 methyl (+/-)-2-(1-methyl-1,2,3,4-tetrahydronaphthalen-1-yl)acetate
  参考文献：
  名称：

  Non-steroidal glucocorticoid agonists—The discovery of aryl pyrazoles as A-ring mimetics

  摘要：

  Starting from an established series of non-steroidal glucocorticoid receptor (GR) agonists, a large array was designed where a metabolically labile benzoxazinone moiety was replaced. Initial hits bound to GR but lacked agonist activity. Following two further iterations, potent GR agonists were discovered with 20D1E1 having NF kappa B agonism pIC(50) 8-8 (103%). Other analogues such as 23D1E1 display a dissociated profile (NF kappa B pIC(50) 8.1 (103%), MMTV pEC(50) 7.02 (36%)). The tetrahydronaphthalene moiety can also be replaced with substituted aryls such as 24E1 and 25E1. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.06.066
• 作为产物：
  描述：

  (1,2,3,4-四氢-1-亚萘基)丙二腈 、 甲基溴化镁 在 copper(l) iodide 作用下， 以 四氢呋喃 为溶剂， 生成 2-(1-methyl-3,4-dihydro-2H-naphthalen-1-yl)propanedinitrile
  参考文献：
  名称：

  Non-steroidal glucocorticoid agonists—The discovery of aryl pyrazoles as A-ring mimetics

  摘要：

  Starting from an established series of non-steroidal glucocorticoid receptor (GR) agonists, a large array was designed where a metabolically labile benzoxazinone moiety was replaced. Initial hits bound to GR but lacked agonist activity. Following two further iterations, potent GR agonists were discovered with 20D1E1 having NF kappa B agonism pIC(50) 8-8 (103%). Other analogues such as 23D1E1 display a dissociated profile (NF kappa B pIC(50) 8.1 (103%), MMTV pEC(50) 7.02 (36%)). The tetrahydronaphthalene moiety can also be replaced with substituted aryls such as 24E1 and 25E1. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.06.066

文献信息

• Non-steroidal glucocorticoid agonists—The discovery of aryl pyrazoles as A-ring mimetics
  作者：Margaret Clackers、Diane M. Coe、Derek A. Demaine、George W. Hardy、Davina Humphreys、Graham G.A. Inglis、Michael J. Johnston、Haydn T. Jones、David House、Richard Loiseau、Doug J. Minick、Philip A. Skone、Iain Uings、Iain M. McLay、Simon J.F. Macdonald

  DOI：10.1016/j.bmcl.2007.06.066

  日期：2007.9

  Starting from an established series of non-steroidal glucocorticoid receptor (GR) agonists, a large array was designed where a metabolically labile benzoxazinone moiety was replaced. Initial hits bound to GR but lacked agonist activity. Following two further iterations, potent GR agonists were discovered with 20D1E1 having NF kappa B agonism pIC(50) 8-8 (103%). Other analogues such as 23D1E1 display a dissociated profile (NF kappa B pIC(50) 8.1 (103%), MMTV pEC(50) 7.02 (36%)). The tetrahydronaphthalene moiety can also be replaced with substituted aryls such as 24E1 and 25E1. (c) 2007 Elsevier Ltd. All rights reserved.