(3S)-N,N-dimethyl-1,2,3,4-tetrahydroisoquinoline-3-carboxamide | 609367-49-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (3S)-N,N-dimethyl-1,2,3,4-tetrahydroisoquinoline-3-carboxamide
• CAS: 609367-49-9
• 化学式: C₁₂H₁₆N₂O
• 分子量: 204.272
• InChiKey: LOHTUSYXSBXJCK-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3S)-N,N-dimethyl-1,2,3,4-tetrahydroisoquinoline-3-carboxamide 在 palladium on activated charcoal N-羟基-7-氮杂苯并三氮唑 、 氢气 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-{2R-[(Formyl-hydroxy-amino)-methyl]-hexanoyl}1,2,3,4-tetrahydro-isoquinoline-3S-carboxylic Acid Dimethylamide
  参考文献：
  名称：

  Structure–activity relationships of the peptide deformylase inhibitor BB-3497: modification of the P2′ and P3′ side chains

  摘要：

  Structural modifications to the peptide deformylase inhibitor BB-3497 are described. In this paper, we describe the initial SAR around this lead for modifications to both the P2' and P3' side chains. Enzyme inhibition and antibacterial activity data revealed that a variety of substituents are tolerated at the P2' and P3' positions of the inhibitor backbone. The data from this study highlights the potential for modification at the P2' and P3' positions to optimise the physicochemical properties. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00533-x
• 作为产物：
  描述：

  3,4-二氢一异喹啉-2,3-二甲酸-2-苄酯 在 palladium on activated charcoal N-羟基-7-氮杂苯并三氮唑 、 氢气 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (3S)-N,N-dimethyl-1,2,3,4-tetrahydroisoquinoline-3-carboxamide
  参考文献：
  名称：

  Structure–activity relationships of the peptide deformylase inhibitor BB-3497: modification of the P2′ and P3′ side chains

  摘要：

  Structural modifications to the peptide deformylase inhibitor BB-3497 are described. In this paper, we describe the initial SAR around this lead for modifications to both the P2' and P3' side chains. Enzyme inhibition and antibacterial activity data revealed that a variety of substituents are tolerated at the P2' and P3' positions of the inhibitor backbone. The data from this study highlights the potential for modification at the P2' and P3' positions to optimise the physicochemical properties. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00533-x

文献信息

• DERIVES DE 1,3-DIHYDRO-2H-INDOL-2-ONE ET LEUR UTILISATION EN TANT QUE LIGANDS DES RECEPTEURS V1B OU V1B ET V1A DE L'ARGININE-VASOPRESSINE
  申请人：SANOFI-SYNTHELABO

  公开号：EP1259505A2

  公开（公告）日：2002-11-27
• [EN] NOVEL 1,3-DIHYDRO-2H-INDOL-2-ONE, PREPARATION METHOD AND PHARMACEUTICAL COMPOSITIONS CONTAINING SAME<br/>[FR] NOUVEAUX DERIVES DE 1,3-DIHYDRO-2H-INDOL-2-ONE, UN PROCEDE POUR LEUR PREPARATION ET LES COMPOSITIONS PHARMACEUTIQUES EN CONTENANT
  申请人：SANOFI SYNTHELABO

  公开号：WO2001064668A2

  公开（公告）日：2001-09-07

  L'invention concerne des composés de formule (I) ainsi que leur solvats et/ou hydrates, présentant une affinité et une sélectivité pour les récepteurs V1b ou à la fois pour les récepteurs V1b et V1a de l'arginine-vasopressine. L'invention concerne également leur procédé de préparation, les composés intermédiaires de formule (II) utiles pour leur préparation, les compositions pharmaceutiques les contenant, et leur utilisation pour la préparation de médicaments.
• Structure–activity relationships of the peptide deformylase inhibitor BB-3497: modification of the P2′ and P3′ side chains
  作者：Stephen J. Davies、Andrew P. Ayscough、R.Paul Beckett、John M. Clements、Sheila Doel、Lisa M. Pratt、Zoë M. Spavold、S.Wayne Thomas、Mark Whittaker

  DOI：10.1016/s0960-894x(03)00533-x

  日期：2003.8

  Structural modifications to the peptide deformylase inhibitor BB-3497 are described. In this paper, we describe the initial SAR around this lead for modifications to both the P2' and P3' side chains. Enzyme inhibition and antibacterial activity data revealed that a variety of substituents are tolerated at the P2' and P3' positions of the inhibitor backbone. The data from this study highlights the potential for modification at the P2' and P3' positions to optimise the physicochemical properties. (C) 2003 Elsevier Ltd. All rights reserved.