benzamidoyl chloride | 875228-67-4

• 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: benzamidoyl chloride
• 英文别名: 2-Carbamoylbenzoyl chloride
• CAS: 875228-67-4
• 化学式: C₈H₆ClNO₂
• 分子量: 183.594
• InChiKey: SHSMIDQAFJALRM-UHFFFAOYSA-N

物化性质

• 沸点：
  335.3±25.0 °C(Predicted)
• 密度：
  1.364±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-吡啶基脒肟 、 benzamidoyl chloride 以 二氯甲烷 为溶剂， 生成 2-(3-Pyridin-2-yl-1,2,4-oxadiazol-5-yl)benzamide
  参考文献：
  名称：

  Discovery and characterization of AZD9272 and AZD6538—Two novel mGluR5 negative allosteric modulators selected for clinical development

  摘要：

  AZD9272 and AZD6538 are two novel mGluR5 negative allosteric modulators selected for further clinical development. An initial high-throughput screening revealed leads with promising profiles, which were further optimized by minor, yet indispensable, structural modifications to bring forth these drug candidates. Advantageously, both compounds may be synthesized in as little as one step. Both are highly potent and selective for the human as well as the rat mGluR5 where they interact at the same binding site than MPEP. They are orally available, allow for long interval administration due to a high metabolic stability and long half-lives in rats and permeate the blood brain barrier to a high extent. AZD9272 has progressed into phase I clinical studies. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.08.100
• 作为产物：
  描述：

  邻氨甲酰苯甲酸 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 生成 benzamidoyl chloride
  参考文献：
  名称：

  Discovery and characterization of AZD9272 and AZD6538—Two novel mGluR5 negative allosteric modulators selected for clinical development

  摘要：

  AZD9272 and AZD6538 are two novel mGluR5 negative allosteric modulators selected for further clinical development. An initial high-throughput screening revealed leads with promising profiles, which were further optimized by minor, yet indispensable, structural modifications to bring forth these drug candidates. Advantageously, both compounds may be synthesized in as little as one step. Both are highly potent and selective for the human as well as the rat mGluR5 where they interact at the same binding site than MPEP. They are orally available, allow for long interval administration due to a high metabolic stability and long half-lives in rats and permeate the blood brain barrier to a high extent. AZD9272 has progressed into phase I clinical studies. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.08.100

文献信息

• Synthesis and antidepressant activity of novel 1-(1-benzoylpiperidin-4-yl) methanamine derivatives selectively targeting SSRI/5-HT1A
  作者：Rui-Xiang Yuan、Ke-Yu Jiang、Jian-Wei Wu、Zi-Xue Zhang、Mi-Si Li、Jian-Qi Li、Feng Ni

  DOI：10.1016/j.bmcl.2022.129006

  日期：2022.11

  A series of novel 1-(1-benzoylpiperidin-4-yl) methanamine derivatives were synthesized and evaluated for the serotonin reuptake inhibitory abilities and binding affinities to the 5-HT1A receptor. The metabolic stabilities of these compounds were measured in vitro using human or mouse liver microsomes and the antidepressant activities were explored In vivo using the forced swimming test (FST) and tail

  合成了一系列新型 1-(1-benzoylpiperidin-4-yl) 甲胺衍生物，并评估了 5-羟色胺再摄取抑制能力和与 5-HT 1A受体的结合亲和力。使用人或小鼠肝微粒体在体外测量这些化合物的代谢稳定性，并在小鼠体内使用强迫游泳试验 (FST) 和悬尾试验 (TST)探索抗抑郁活性。结果表明，化合物12a表现出最强的5-羟色胺再摄取抑制（IC 50  = 8.2 nM）和显着的5-HT 1A受体亲和力（Ki = 0.069 nM），显着优于先导化合物Ⅰ和Ⅱ．同时，化合物12a在体外表现出良好的代谢稳定性，并在小鼠的FST和TST中表现出潜在的抗抑郁样作用。
• Neue, nicht-ionische Carboxamid-Kontrastmittel
  申请人：SCHERING AKTIENGESELLSCHAFT

  公开号：EP0406992A2

  公开（公告）日：1991-01-09

  Es werden neuartige Triiod-5-Aminoisophthaldiamide angege­ben, bei denen die Amino- und eine der Amid-Stickstoff­gruppen substituiert sind. Die Verbindungen besitzen min­destens zwei Hydroxylgruppen und weisen niedrige Viskosi­tät und Osmolalität auf. Es werden verfahren für die Her­stellung der Verbindungen angegeben.

  本发明公开了新型三碘-5-氨基异酞酰胺，其中的氨基和一个酰胺氮基团被取代。这些化合物至少有两个羟基，具有低粘度和低渗透性。还给出了制备这些化合物的方法。
• FORMYL DERIVATIVES AS NONIONIC CONTRAST MEDIA
  申请人：BIOPHYSICA, INC.

  公开号：EP0855997A1

  公开（公告）日：1998-08-05
• EP0855997A4
  申请人：——

  公开号：EP0855997A4

  公开（公告）日：1998-10-07
• THIAZOLE DERIVATIVES AND COMBINATORIAL LIBRARIES THEREOF
  申请人：LION bioscience AG

  公开号：EP1150565A1

  公开（公告）日：2001-11-07