[2-amino-4-(2,2,2-trifluoro-ethoxy)-phenyl]-carbamic acid tert-butyl ester | 579474-60-5

• 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-amino-4-(2,2,2-trifluoro-ethoxy)-phenyl]-carbamic acid tert-butyl ester
• 英文别名: Carbamic acid,n-[2-amino-4-(2,2,2-trifluoroethoxy)phenyl]-,1,1-dimethylethyl ester；tert-butyl N-[2-amino-4-(2,2,2-trifluoroethoxy)phenyl]carbamate
• CAS: 579474-60-5
• 化学式: C₁₃H₁₇F₃N₂O₃
• 分子量: 306.285
• InChiKey: ATYYCBDJUSUQJQ-UHFFFAOYSA-N

物化性质

• 沸点：
  329.8±42.0 °C(Predicted)
• 密度：
  1.288±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  73.6
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-oxo-3-(3-[1,2,3]triazol-1-yl-phenyl)-propionic acid tert.-butyl ester 、 [2-amino-4-(2,2,2-trifluoro-ethoxy)-phenyl]-carbamic acid tert-butyl ester 以 甲苯 为溶剂， 生成 tert-butyl (2-(3-(3-(1H-1,2,3-triazol-1-yl)phenyl)-3-oxopropanamido)-4-(2,2,2-trifluoroethoxy)phenyl)carbamate
  参考文献：
  名称：

  Synthesis and characterization of 1,3-dihydro-benzo[b][1,4]diazepin-2-one derivatives: Part 3. New potent non-competitive metabotropic glutamate receptor 2/3 antagonists

  摘要：

  A series of 1,3-dihydro-benzo[b][1,4]diazepin-2-one derivatives was evaluated as non-competitive mGluR2/3 antagonists. Replacement of the (2-aryl)-ethynyl-moiety in 8-position with smaller less lipophilic substituents produced compounds inhibiting the binding of [3H]-LY354740 to rat mGluR2 with low nanomolar affinity and consistent functional effect at both mGluR2 and mGluR3. These compounds were able to reverse LY354740-mediated inhibition of field excitatory postsynaptic potentials in the rat dentate gyrus and in vivo activity could be demonstrated by reversal of the LY354740-induced hypoactivity in mice after oral administration. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.076
• 作为产物：
  描述：

  [2-nitro-4-(2,2,2-trifluoro-ethoxy)-phenyl]-carbamic acid tert-butyl ester 在 palladium-carbon 作用下， 生成 [2-amino-4-(2,2,2-trifluoro-ethoxy)-phenyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Dihydro-benzo[b][1,4]diazepin-2-one derivatives

  摘要：

  这项发明涉及公式为1的二氢苯并[b][1,4]二氮杂二氢吡嗪-2-酮衍生物，其中R 1 ，R 2 ，X和Y如规范中所定义，R 3 是含有1至3个氮原子的六元芳香杂环或如规范中进一步定义的吡啶-N-氧化物。该发明还涉及含有这些化合物的药物、它们的制备方法以及它们用于制备治疗或预防急性和/或慢性神经系统疾病的药物。

  公开号：

  US20030166639A1

文献信息

• DIHYDROBENZODIAZEPIN-2-ONE-DERIVATIVES FOR THE TREATMENT OF NEUROLOGICAL DISORDERS
  申请人：F. Hoffmann-La Roche AG

  公开号：EP1474416A1

  公开（公告）日：2004-11-10
• US6949542B2
  申请人：——

  公开号：US6949542B2

  公开（公告）日：2005-09-27
• [EN] DIHYDROBENZODIAZEPIN-2-ONE DERIVATIVES FOR THE TREATMENT OF NEUROLOGICAL DISORDERS<br/>[FR] DERIVES DE DIHYDROBENZODIAZEPINE-2-ONE UTILES DANS LE TRAITEMENT DES TROUBLES NEUROLOGIQUES
  申请人：HOFFMANN LA ROCHE

  公开号：WO2003066623A1

  公开（公告）日：2003-08-14

  This invention relates to dihydro-benzo [b] [1, 4] diazepin-2-one derivatives of the general formula: (Formula I); wherein R1, R2, X and Y are as defined in the specification and R3 is a six-membered aromatic heterocycle containing 1 to 3 nitrogen atoms or a pyridine-N-oxide as further defined in the specification. The invention further relates to medicaments containing these compounds, a process for their preparation as well as their use for preparation of medicaments for the treatment or prevention of acute and/or chronic neurological disorders.