N-hydroxy-10-methyl-9,10-dihydroacridine-9-carboxamide | 1070683-26-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N-hydroxy-10-methyl-9,10-dihydroacridine-9-carboxamide
• 英文别名: N-hydroxy-10-methyl-9H-acridine-9-carboxamide
• CAS: 1070683-26-9
• 化学式: C₁₅H₁₄N₂O₂
• 分子量: 254.288
• InChiKey: QZUGUUMWGJYJFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  52.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  dihydro-9,10 methyl-10 acridine-9 carboxylate de methyle 在 羟胺 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 N-hydroxy-10-methyl-9,10-dihydroacridine-9-carboxamide
  参考文献：
  名称：

  Diphenylmethylene hydroxamic acids as selective class IIa histone deacetylase inhibitors

  摘要：

  We have identified a series of diphenylmethylene hydroxamic acids as novel and selective HDAC class IIa inhibitors. The original hit, N-hydroxy-2,2-diphenylacetamide (6), has sub-micromolar class IIa HDAC inhibitory activity, while the rigidified oxygen analogue, N-hydroxy-9H-xanthene-9-carboxamide (13), is slightly more selective for HDAC7 with an IC50 of 0.05 mu M. Substitution of 6 allows for the modulation of selectivity and potency amongst the class IIa HDAC isotypes. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.010

文献信息

• Inhibitors of Histone Deacetylase
  申请人：Tessier Pierre

  公开号：US20090181943A1

  公开（公告）日：2009-07-16

  This invention relates to compounds for the inhibition of histone deacetylase. More particularly, the invention provides for compounds of formula compounds of the Formula (I) and N-oxides, hydrates, solvates, pharmaceutically acceptable salts, prodrugs and complexes thereof, and racemic and scalemic mixtures, diastereomers and enantiomers thereof, wherein groups L, M, X and Y are as defined herein.

  该发明涉及用于抑制组蛋白去乙酰化酶的化合物。更具体地说，该发明提供了公式(I)化合物及其N-氧化物、水合物、溶剂物、药学上可接受的盐、前药和复合物，以及它们的外消旋和内消旋混合物、对映异构体，其中L、M、X和Y基团如本文所定义。
• INHIBITORS OF HISTONE DEACETYLASE
  申请人：Methylgene, Inc.

  公开号：EP2139850A1

  公开（公告）日：2010-01-06
• US9096565B2
  申请人：——

  公开号：US9096565B2

  公开（公告）日：2015-08-04
• [EN] INHIBITORS OF HISTONE DEACETYLASE<br/>[FR] INHIBITEURS D'HISTONE DÉACÉTYLASE
  申请人：METHYLGENE INC

  公开号：WO2008122115A1

  公开（公告）日：2008-10-16

  [EN] This invention relates to compounds for the inhibition of histone deacetylase. More particularly, the invention provides for compounds of formula compounds of the Formula (I) and N-oxides, hydrates, solvates, pharmaceutically acceptable salts, prodrugs and complexes thereof, and racemic and scalemic mixtures, diastereomers and enantiomers thereof, wherein groups L, M, X and Y are as defined herein.
  [FR] L'invention concerne des composés permettant d'inhiber l'histone déacétylase. Plus particulièrement, l'invention concerne des composés représentés par la formule (I) et, N-oxydes, des hydrates, des solvates et des sels pharmaceutiquement acceptables, des promédicaments et des complexes de ces composés, ainsi que des mélanges racémiques et scalémiques, des diastéréomères et des énantiomères de ceux-ci, les groupes L, M, X et Y étant tels que définis dans la description.
• Diphenylmethylene hydroxamic acids as selective class IIa histone deacetylase inhibitors
  作者：Pierre Tessier、David V. Smil、Amal Wahhab、Silvana Leit、Jubrail Rahil、Zuomei Li、Robert Déziel、Jeffrey M. Besterman

  DOI：10.1016/j.bmcl.2009.08.010

  日期：2009.10

  We have identified a series of diphenylmethylene hydroxamic acids as novel and selective HDAC class IIa inhibitors. The original hit, N-hydroxy-2,2-diphenylacetamide (6), has sub-micromolar class IIa HDAC inhibitory activity, while the rigidified oxygen analogue, N-hydroxy-9H-xanthene-9-carboxamide (13), is slightly more selective for HDAC7 with an IC50 of 0.05 mu M. Substitution of 6 allows for the modulation of selectivity and potency amongst the class IIa HDAC isotypes. (C) 2009 Elsevier Ltd. All rights reserved.