tert-butyl 4-{[(2-bromophenyl)amino]carbonyl}piperidine-1-carboxylate | 293744-26-0

• 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: tert-butyl 4-{[(2-bromophenyl)amino]carbonyl}piperidine-1-carboxylate
• 英文别名: tert-butyl 4-((2-bromophenyl)carbamoyl)piperidine-1-carboxylate；tert-butyl 4-(2-bromophenylcarbamoyl)piperidine-1-carboxylate；4-(2-Bromo-phenylcarbamoyl)-piperidine-1-carboxylic acid tert-butyl ester；Tert-butyl 4-[(2-bromophenyl)carbamoyl]piperidine-1-carboxylate
• CAS: 293744-26-0
• 化学式: C₁₇H₂₃BrN₂O₃
• 分子量: 383.285
• InChiKey: ATFXJYSRCSTQQR-UHFFFAOYSA-N

物化性质

• 沸点：
  508.6±45.0 °C(Predicted)
• 密度：
  1.371±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-{[(2-bromophenyl)amino]carbonyl}piperidine-1-carboxylate 在 palladium diacetate 、 sodium hydride 、 sodium t-butanolate 、 三环己基膦 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.75h， 生成 tert-butyl 1-benzyl-1,2-dihydro-2-oxospiro[3H-indole-3,4'-piperidine]-1'-carboxylate
  参考文献：
  名称：

  [EN] PYRIDYL PIPERIDINES
  [FR] PYRIDYL-PIPÉRIDINES

  摘要：

  公开号：

  WO2015144290A8
• 作为产物：
  描述：

  1-Boc-4-哌啶甲酸 在 吡啶 、 4-二甲氨基吡啶 、 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 14.42h， 生成 tert-butyl 4-{[(2-bromophenyl)amino]carbonyl}piperidine-1-carboxylate
  参考文献：
  名称：

  摘要：

  Starling from 1-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid and 2-bromoaniline, the spiro[indole-3,4'-piperidin]-2-one system was obtained in three high-yielding steps: anilide formation, N(1)-protection, and intramolecular cyclization under Pd catalysis as the key reaction. The preparation of the corresponding 2-bromoanilide was studied. In extension, the same sequence was developed with 4-methyl- and 4-nitro-2-bromoaniline. In the key step, the NO, group led to a rather diminished yield. The transformation of the protected spiro[indole3,4'-piperidin] -2-one to the corresponding unprotected dihydroindoles is discussed.

  DOI：

  10.1002/1522-2675(20000607)83:6<1247::aid-hlca1247>3.0.co;2-1

文献信息

• Whole cell screen based identification of spiropiperidines with potent antitubercular properties
  作者：Subramanyam J. Tantry、Giulia Degiacomi、Sreevalli Sharma、Lalit kumar Jena、Ashwini Narayan、Supreeth Guptha、Gajanan Shanbhag、Sreenivasaiah Menasinakai、Meenakshi Mallya、Disha Awasthy、Gayathri Balakrishnan、Parvinder Kaur、Deepa Bhattacharjee、Chandan Narayan、Jitendar Reddy、C.N. Naveen Kumar、Radha Shandil、Francesca Boldrin、Marcello Ventura、Riccardo Manganelli、Ruben C. Hartkoorn、Stewart T. Cole、Manoranjan Panda、Shankar D. Markad、Vasanthi Ramachandran、Sandeep R. Ghorpade、Neela Dinesh

  DOI：10.1016/j.bmcl.2015.05.087

  日期：2015.8

  non-replicating (NRP) conditions, resulted in the identification of multiple, novel but structurally related spiropiperidines with potent antitubercular properties. These compounds could be further classified into three classes namely 3-(3-aryl-1,2,4-oxadiazol-5-yl)-1′-alkylspiro[indene-1,4′-piperidine] (abbr. spiroindenes), 4-(3-aryl-1,2,4-oxadiazol-5-yl)-1′-alkylspiro[chromene-2,4′-piperidine] (abbr. spirochromenes)

  在复制和非复制（NRP）条件下进行的基于全细胞的筛选，以鉴定抗结核分枝杆菌（Mtb）的命中物，从而鉴定出具有有效抗结核特性的多种新颖但与结构相关的螺哌啶。这些化合物可进一步分为三类，即3-（3-芳基-1,2,4-恶二唑-5-基）-1'-烷基螺[茚-1,4'-哌啶]（螺环茚）， 4-（3-芳基-1,2,4-恶二唑-5-基）-1'-烷基螺[色烯-2,4'-哌啶]（螺螺铬烯）和1'-苄基螺[吲哚-1,4 ′-哌啶] -2（1 H）-1 （螺旋螺吲哚）。螺茚显示⩾4log 10在复制的Mtb上杀死（2–12μM），但在非复制条件下具有中等活性。螺环茚抗性突变体的全基因组测序工作导致鉴定了MmpL3（大分枝杆菌膜蛋白）中的I292L突变，这是将霉菌酸组装到Mtb的细胞壁核心中所必需的。MIC调制研究表明，该突变体对螺环色酮具有交叉抗性，但对螺线吲哚酮不具有交叉抗性。该信函描述了铅鉴定工作，旨在提高效
• Novel 3-spirocyclic indolyl derivatives useful as ORL-1 receptor modulators
  申请人：Battista A. Kathleen

  公开号：US20070112016A1

  公开（公告）日：2007-05-17

  The present invention is directed to novel 3-spirocyclic indolyl derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by the ORL-1 receptor.

  本发明涉及新颖的3-螺环吲哚衍生物，包含它们的药物组合物以及它们在治疗由ORL-1受体调节的疾病和症状中的用途。
• Synthesis of heterocyclic compounds using radical reactions
  作者：A.K. Ganguly、C.H. Wang、M. David、P. Bartner、T.M. Chan

  DOI：10.1016/s0040-4039(02)01537-x

  日期：2002.9

  A generalised radical reaction has been used to synthesise heterocyclic compounds which could serve as ligands for drug discovery. Attempt also have been made to rationalise the formation of oxidation products formed during TBTH reaction.

  广义自由基反应已被用于合成杂环化合物，可以用作药物发现的配体。还已经尝试使在TBTH反应期间形成的氧化产物的形成合理化。
• Dipiperazinyl ketones and related analogues
  申请人：Xie Linghong

  公开号：US20070049571A1

  公开（公告）日：2007-03-01

  Dipiperazinyl ketones and related analogues are provided, as are methods for their preparation and use. Such compounds may generally be used to modulate ligand binding to histamine H3 receptors in vivo or in vitro, and are particularly useful in the treatment of a variety of disorders in humans, domesticated companion animals and livestock animals. Pharmaceutical compositions and therapeutic methods are provided, as are methods for using such ligands for detecting histamine H3 receptors (e.g., receptor localization studies).

  提供了二吡咯啉酮和相关类似物，以及它们的制备和使用方法。这些化合物通常可用于体内或体外调节组胺H3受体的配体结合，并特别适用于治疗人类、家养伴侣动物和家畜动物的各种疾病。提供了药物组合物和治疗方法，以及使用这些配体检测组胺H3受体的方法（例如，受体定位研究）。
• ANTAGONISTS OF PGD2 RECEPTORS
  申请人：Stearns Brian Andrew

  公开号：US20100280049A1

  公开（公告）日：2010-11-04

  Described herein are compounds and pharmaceutical compositions containing such compounds that antagonize the PGD2 activated chemoattractant receptor-homologous molecule expressed on TH2 cells (CRTH2). Also described herein are methods of using such CRTH2 antagonists, alone and in combination with other compounds, for treating respiratory, cardiovascular, and other PGD2-dependent or PGD2 mediated conditions or diseases.

  本文描述了一些化合物和含有这些化合物的药物组合物，这些化合物可以拮抗PGD2激活的趋化剂受体同源分子在TH2细胞上的表达（CRTH2）。本文还描述了使用这种CRTH2拮抗剂的方法，单独或与其他化合物联合使用，用于治疗呼吸系统、心血管系统和其他依赖于PGD2或通过PGD2介导的疾病或疾病。