4-amino-1-benzyl-4-ethoxycarbonylpiperidine | 57611-55-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-amino-1-benzyl-4-ethoxycarbonylpiperidine
• 英文别名: ethyl 4-amino-1-(phenylmethyl)piperidine-4-carboxylate；4-amino-1-benzyl-piperidine-4-carboxylic acid ethyl ester；ethyl 4-amino-1-benzylpiperidine-4-carboxylate
• CAS: 57611-55-9
• 化学式: C₁₅H₂₂N₂O₂
• mdl: MFCD05225670
• 分子量: 262.352
• InChiKey: MTJUAKNERUGVGA-UHFFFAOYSA-N

物化性质

• 沸点：
  352.5±42.0 °C(Predicted)
• 密度：
  1.111±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.533
• 拓扑面积：
  55.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-amino-1-benzyl-4-ethoxycarbonylpiperidine 在 吡啶 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 1-benzyl-4-ethoxycarbonyl-4-(2-oxopiperidino)piperidine
  参考文献：
  名称：

  Design, Synthesis, and SAR of Tachykinin Antagonists:  Modulation of Balance in NK₁/NK₂ Receptor Antagonist Activity

  摘要：

  Through optimization of compounds based on the dual NK1/NK2 antagonist ZD6021, it was found that alteration of two key regions could modulate the balance of NK1 and NK2 potency. Substitution of the 2-naphthalene position in analogues of ZD6021 resulted in increased NK1 potency and thus afforded NK1 preferential antagonists. Alterations of the piperidine region could then increase NK2 potency to restore dual NK1/NK2 selectivity. Through these efforts, three novel receptor antagonists from a single chemically related series were identified; two are dual NK1/NK2 antagonists, and the third is an NK1 preferential antagonist. In this paper, the factors affecting the balance of NK1 and NK2 selectivity in this series are discussed and the in vitro and in vivo properties of the novel antagonists are described.

  DOI：

  10.1021/jm020094i
• 作为产物：
  描述：

  8-苄基-2,4-二氧代-1,3,8-三氮杂螺[4,5]癸烷 在 lithium hydroxide 、 氯化亚砜 作用下， 以 水 为溶剂， 反应 40.0h， 生成 4-amino-1-benzyl-4-ethoxycarbonylpiperidine
  参考文献：
  名称：

  Design, Synthesis, and SAR of Tachykinin Antagonists:  Modulation of Balance in NK₁/NK₂ Receptor Antagonist Activity

  摘要：

  Through optimization of compounds based on the dual NK1/NK2 antagonist ZD6021, it was found that alteration of two key regions could modulate the balance of NK1 and NK2 potency. Substitution of the 2-naphthalene position in analogues of ZD6021 resulted in increased NK1 potency and thus afforded NK1 preferential antagonists. Alterations of the piperidine region could then increase NK2 potency to restore dual NK1/NK2 selectivity. Through these efforts, three novel receptor antagonists from a single chemically related series were identified; two are dual NK1/NK2 antagonists, and the third is an NK1 preferential antagonist. In this paper, the factors affecting the balance of NK1 and NK2 selectivity in this series are discussed and the in vitro and in vivo properties of the novel antagonists are described.

  DOI：

  10.1021/jm020094i

文献信息

• [EN] FUSED HETEROCYCLIC COMPOUNDS AS PROTEIN KINASE INHIBITORS<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES FUSIONNÉS EN TANT QU'INHIBITEURS DE PROTÉINE KINASE
  申请人：GUO YUNHANG

  公开号：WO2014173289A1

  公开（公告）日：2014-10-30

  The invention is fused heterocyclic compounds of formula (I), and salts thereof, compositions thereof, and methods of use therefor. In particular, disclosed herein are certain fused heterocyclic compounds that can be useful for inhibiting protein kinase, including Bruton's tyrosine kinase (Btk), and for treating disorders mediated thereby.

  该发明涉及式(I)的融合杂环化合物及其盐、组合物以及使用方法。具体地，在此披露了某些融合杂环化合物，可用于抑制蛋白激酶，包括布鲁顿酪氨酸激酶（Btk），并用于治疗由此介导的疾病。
• Dual NK2/NK3-antagonists, pharmaceutical compositions comprising them, and processes for their preparation
  申请人：Jasserand Daniel

  公开号：US20070219214A1

  公开（公告）日：2007-09-20

  Dual NK2/NK3-antagonists corresponding to formula I: and physiologically compatible salts of such compounds in which X and R1 to R5 have specific defined meanings, pharmaceutical compositions containing such compounds, methods of using such compounds to treat or inhibit disorders mediated by tachykinin receptors, and a process for preparing such compounds.

  对应于公式I的双NK2/NK3拮抗剂，以及具有特定定义含义的X和R1至R5的生理兼容盐，含有这种化合物的药物组合物，使用这种化合物治疗或抑制由速激肽受体介导的疾病的方法，以及制备这种化合物的过程。
• [EN] SPIRO-SUBSTITUTED PYRROLOPYRIMIDINES<br/>[FR] PYRROLOPYRIMIDINES SPIRO-SUBSTITUEES
  申请人：NOVARTIS AG

  公开号：WO2004076455A1

  公开（公告）日：2004-09-10

  The invention provides compounds of formula (I) or a pharmaceutically acceptable salt or ester thereof formula (I) wherein the symbols have the meaning as defined in the description. Said compounds are inhibitors of cathepsin K and/or cathepsin S and are useful for the treatment of diseases and medical conditions in which cathepsin K and/or cathepsin S is implicated, e.g. various disorders including neuropathic pain, inflammation, rheumatoid arthritis, osteoarthritis, osteoporosis, multiple sclerosis and tumours.

  该发明提供了式（I）的化合物或其药用可接受的盐或酯的公式（I），其中符号的含义如描述中所定义。所述化合物是猫hepsin K和/或猫hepsin S的抑制剂，并且对于治疗猫hepsin K和/或猫hepsin S参与的疾病和医疗状况是有用的，例如各种疾病，包括神经病痛、炎症、类风湿性关节炎、骨关节炎、骨质疏松症、多发性硬化和肿瘤。
• A new series of imidazolones: highly specific and potent nonpeptide AT1 angiotensin II receptor antagonists
  作者：Claude A. Bernhart、Pierre M. Perreaut、Bernard P. Ferrari、Yvette A. Muneaux、Jean Louis A. Assens、Jacques Clement、Frederique Haudricourt、Claude F. Muneaux、Joelle E. Taillades、Marie-Aimee Vignal、Jean Gougat、Pierre R. Guiraudou、Colette A. Lacour、Alain Roccon、Catherine F. Cazaubon、Jean-Claude Breliere、Gerard Le Fur、Dino Nisato

  DOI：10.1021/jm00074a018

  日期：1993.10.1

  Starting from the structure of the novel nonpeptide AT1 receptor antagonist DuP 753 (losartan), a new series of potent antagonists was designed. In these compounds the central imidazole nucleus was replaced by the dihydroimidazol-4-one structure. The most active compounds had a spirocyclopentane or a spirocyclohexane ring in position 5. Like the imidazole series, the best substituents were the linear

  从新型非肽AT1受体拮抗剂DuP 753（氯沙坦）的结构出发，设计了一系列新的有效拮抗剂。在这些化合物中，中央咪唑核被二氢咪唑-4-酮结构取代。活性最高的化合物在5位有一个螺环戊烷或一个螺环己烷环。与咪唑系列一样，最好的取代基是1位的线性丁基链和1位的[2'-（（四唑-5-基）联苯基]甲基] 3.通过化合物竞争性抑制[125I] AII与AT1亚型受体结合并拮抗AII诱导的兔主动脉环收缩的能力来评估拮抗活性。活性最高的化合物的IC50值在纳摩尔范围内。在清醒的老鼠中 当口服时，化合物4和21拮抗AII升压反应。化合物21（SR 47436）最活泼；最近显示它在静脉和口服中对食蟹猴也具有活性。该分子目前正在接受治疗高血压的临床试验。
• Glycogen Phosphorylase Inhibitor Compounds and Pharmaceutical Compositions Thereof
  申请人：Evans Karen

  公开号：US20070249670A1

  公开（公告）日：2007-10-25

  The invention relates to glycogen phosphorylase inhibitor compounds, pharmaceutical compositions of these compounds, methods of treatment using the pharmaceutical compositions to treat diabetes, conditions associated with diabetes, and/or tissue ischemia, including myocardial ischemia, and processes for making the compounds.

  本发明涉及糖原磷酸化酶抑制剂化合物、这些化合物的药物组合物、使用这些药物组合物治疗糖尿病、与糖尿病相关的疾病和/或组织缺血，包括心肌缺血的方法，以及制备这些化合物的过程。