1-(3-(4-(N-BOC-piperidyl))propyl)-2-(4-chlorophenoxymethyl)-4-methylbenzimidazole | 193626-34-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1-(3-(4-(N-BOC-piperidyl))propyl)-2-(4-chlorophenoxymethyl)-4-methylbenzimidazole
• 英文别名: Tert-butyl 4-[3-[2-[(4-chlorophenoxy)methyl]-4-methylbenzimidazol-1-yl]propyl]piperidine-1-carboxylate
• CAS: 193626-34-5
• 化学式: C₂₈H₃₆ClN₃O₃
• 分子量: 498.065
• InChiKey: COAQXWQQDSIGOB-UHFFFAOYSA-N

物化性质

• 沸点：
  639.7±40.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  56.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(3-(4-(N-BOC-piperidyl))propyl)-2-(4-chlorophenoxymethyl)-4-methylbenzimidazole 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 1-(3-(4-piperidyl)propyl)-2-(4-chlorophenoxymethyl)-4-methylbenzimidazole
  参考文献：
  名称：

  一系列1-取代的-4-甲基苯并咪唑神经肽Y-1受体拮抗剂的结构活性关系。

  摘要：

  描述了衍生自4-甲基苯并咪唑4的一系列新的NPY-1受体拮抗剂的表征。在哌啶基氮上进行适当的4取代会导致Y-1受体亲和力系统增加，达到大约50倍，并发现了第二个碱性取代基的重要性。

  DOI：

  10.1016/s0960-894x(98)00048-1
• 作为产物：
  描述：

  4-吡啶丙醇 在 Rh on carbon 吡啶 、 氢气 、 溴 、 sodium hydride 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 5.0~60.0 ℃ 、413.68 kPa 条件下， 反应 30.0h， 生成 1-(3-(4-(N-BOC-piperidyl))propyl)-2-(4-chlorophenoxymethyl)-4-methylbenzimidazole
  参考文献：
  名称：

  Rapid parallel synthesis applied to the optimization of a series of potent nonpeptide neuropeptide Y-1 receptor antagonists

  摘要：

  This study describes the integrated application of parallel synthesis and computational chemistry to the design of potent nonpeptide antagonists for the neuropeptide Y-1 (NPY1) receptor. A lead molecule was modeled in the active site of the NPY1 receptor, and a potentially fruitful region for analog construction was identified. Synthesis of suitable scaffolds followed by solution phase generation of a small library of analogs produced a compound with 5-fold improvement in binding over the already potent lead. This new compound was shown to be an unanticipated side product of the parallel synthesis reaction. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00683-3

文献信息

• Structure-activity relationships of a series of 1-substituted-4-methylbenzimidazole neuropeptide Y-1 receptor antagonists
  作者：Dennis M. Zimmerman、Buddy E. Cantrell、Edward C.R. Smith、James A. Nixon、Robert F. Bruns、Bruce Gitter、Philip A. Hipskind、Paul L. Ornstein、Hamideh Zarrinmayeh、Thomas C. Britton、Douglas A. Schober、Donald R. Gehlert

  DOI：10.1016/s0960-894x(98)00048-1

  日期：1998.3

  The characterization of a novel series of NPY-1 receptor antagonists derived from the 4-methylbenzimidazole 4 is described. Appropriate substitution on the piperidyl nitrogen of 4 led to systematic increases in Y-1 receptor affinity, to approximately 50-fold, and to the discovery of the importance of a second basic substituent.

  描述了衍生自4-甲基苯并咪唑4的一系列新的NPY-1受体拮抗剂的表征。在哌啶基氮上进行适当的4取代会导致Y-1受体亲和力系统增加，达到大约50倍，并发现了第二个碱性取代基的重要性。
• Benzimidzolyl neuropeptide Y receptor antagonists
  申请人：——

  公开号：US20020007071A1

  公开（公告）日：2002-01-17

  This invention provides a series of substituted benzimidazoles which are useful in treating or preventing a condition associated with an excess of neuropeptide Y. This invention also provides methods employing these substituted benzimidazoles as well as pharmaceutical formulations with comprise as an active ingredient one or more of these compounds.

  这项发明提供了一系列替代苯并咪唑，这些化合物可用于治疗或预防与神经肽Y过量有关的疾病。此外，该发明还提供了使用这些替代苯并咪唑的方法以及包含这些化合物中的一种或多种作为活性成分的制药配方。
• US6255494B1
  申请人：——

  公开号：US6255494B1

  公开（公告）日：2001-07-03
• Rapid parallel synthesis applied to the optimization of a series of potent nonpeptide neuropeptide Y-1 receptor antagonists
  作者：Miles G. Siegel、Michael O. Chaney、Robert F. Bruns、Michael P. Clay、Douglas A. Schober、Anne M. Van Abbema、Douglas W. Johnson、Buddy E. Cantrell、Patric J. Hahn、David C. Hunden、Donald R. Gehlert、Hamideh Zarrinmayeh、Paul L. Ornstein、Dennis M. Zimmerman、Gary A. Koppel

  DOI：10.1016/s0040-4020(99)00683-3

  日期：1999.9

  This study describes the integrated application of parallel synthesis and computational chemistry to the design of potent nonpeptide antagonists for the neuropeptide Y-1 (NPY1) receptor. A lead molecule was modeled in the active site of the NPY1 receptor, and a potentially fruitful region for analog construction was identified. Synthesis of suitable scaffolds followed by solution phase generation of a small library of analogs produced a compound with 5-fold improvement in binding over the already potent lead. This new compound was shown to be an unanticipated side product of the parallel synthesis reaction. (C) 1999 Elsevier Science Ltd. All rights reserved.