3-carbonitrile-3'-acetyl-1,1'-biphenyl | 893734-99-1

• 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: 3-carbonitrile-3'-acetyl-1,1'-biphenyl
• 英文别名: 1-(3'-cyano-biphenyl-3-yl)ethanone；3'-acetyl-biphenyl-3-carbonitrile；1-(3'-cyanobiphenyl-3-yl)ethanone；3-(3-Acetylphenyl)benzonitrile
• CAS: 893734-99-1
• 化学式: C₁₅H₁₁NO
• 分子量: 221.258
• InChiKey: UVCNSNUNWCEGPT-UHFFFAOYSA-N

物化性质

• 沸点：
  409.7±38.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2926909090

SDS

MSDS英文版

反应信息

• 作为反应物：
  描述：

  3-carbonitrile-3'-acetyl-1,1'-biphenyl 在 sodium perborate tetrahydrate 、 水 作用下， 以 1,4-二氧六环 为溶剂， 反应 16.0h， 以52%的产率得到3'-acetylbiphenyl-3-carboxylic acid amide
  参考文献：
  名称：

  一组新的氨基甲酸肟肟作为可逆性脂肪酸酰胺水解酶抑制剂

  摘要：

  一系列肟氨基甲酸酯已被确定为脂肪酸酰胺水解酶（FAAH）的有效抑制剂，FAAH是内源性大麻素信号传导系统的重要调节酶。动力学分析表明，它们表现为非竞争性，可逆的抑制剂，对内源性大麻素系统的其他组分显示出对FAAH的显着选择性。

  DOI：

  10.1016/j.bmcl.2010.06.050
• 作为产物：
  描述：

  3-cyanophenyl 4-methylbenzenesulfonate 在 potassium phosphate 、 potassium acetate 作用下， 以 叔丁醇 为溶剂， 反应 4.0h， 生成 3-carbonitrile-3'-acetyl-1,1'-biphenyl
  参考文献：
  名称：

  钯催化的甲磺酸烷基酯和甲苯磺酸酯的硼化反应及其在一锅顺序铃木-宫浦联芳的合成中的应用

  摘要：

  一锅之巅！描述了芳基甲苯磺酸盐和甲磺酸盐的第一个钯催化的硼化反应。反应条件温和，并具有出色的官能团相容性（例如，R = CN，CHO，COOMe，C（O）R，NH 2或NH-吲哚；请参见方案）。Pd / MeO-CM-phos可在不对称联芳烃的制备中进行一锅法依次反应。

  DOI：

  10.1002/chem.201100361

文献信息

• Enol Carbamates as Inhibitors of Fatty Acid Amide Hydrolase (FAAH) Endowed with High Selectivity for FAAH over the Other Targets of the Endocannabinoid System
  作者：Sonia Gattinoni、Chiara De Simone、Sabrina Dallavalle、Filomena Fezza、Raffaella Nannei、Daniele Amadio、Patrizia Minetti、Gianandrea Quattrociocchi、Antonio Caprioli、Franco Borsini、Walter Cabri、Sergio Penco、Lucio Merlini、Mauro Maccarrone

  DOI：10.1002/cmdc.200900472

  日期：——

  FAAH inhibitors: This study identifies a new class of enol carbamates as potent, reversible inhibitors of fatty acid amide hydrolase (FAAH), endowed with high selectivity towards this target over other components of the endocannabinoid system.

  FAAH抑制剂：这项研究确定了一类新的烯醇氨基甲酸酯，它们是有效的，可逆的脂肪酸酰胺水解酶（FAAH）抑制剂，与内源性大麻素系统的其他组分相比，对目标的选择性高。
• [EN] ENOL CARBAMATE DERIVATIVES AS MODULATORS OF FATTY ACID AMIDE HYDROLASE<br/>[FR] DÉRIVÉS CARBAMATES D'ÉNOL EN TANT QUE MODULATEURS DE L'HYDROLASE D'AMIDES D'ACIDES GRAS
  申请人：SIGMA TAU IND FARMACEUTI

  公开号：WO2009109504A1

  公开（公告）日：2009-09-11

  The invention provides novel enol carbamate derivatives of formula (I) for inhibiting Fatty Acid Amide Hydrolase (FAAH), compositions that include such compounds as well as methods of treating diseases of energy metabolism, central nervous system disorders, cardiovascular and respiratory disorders, retinopathy, cancer, gastrointestinal and liver disorders and/or musculoskeletal disorders. The compounds of the present invention proved particularly efficacious in animal models of anxiety and pain.

  该发明提供了一种用于抑制脂肪酸酰胺水解酶（FAAH）的新型烯醇氨基甲酸酯衍生物的化学式（I），包括这些化合物的组合物以及治疗能量代谢疾病、中枢神经系统疾病、心血管和呼吸系统疾病、视网膜病变、癌症、胃肠道和肝脏疾病和/或肌肉骨骼疾病的方法。本发明的化合物在动物模型中表现出特别有效的抗焦虑和止痛作用。
• Studies on the catalytic ability of palladium wire, foil and sponge in the Suzuki–Miyaura cross-coupling
  作者：Francesco Amoroso、Ulma Cersosimo、Alessandro Del Zotto

  DOI：10.1016/j.ica.2011.05.016

  日期：2011.9

  Different forms of metallic palladium (wire, foil and sponge) have been tested as potential catalysts in the Suzuki-Miyaura cross-coupling. All samples showed to be catalytically active for both electron-poor and electron-rich aryl bromides combined with a variety of arylboronic acids. Palladium wire has been recycled six times without decrease of activity. A series of poisoning experiments demonstrated that the true catalyst is a soluble form of palladium arising from a leaching process. Interestingly, metal leaching from palladium foil has been clearly evidenced by SEM. (C) 2011 Elsevier B.V. All rights reserved.
• A new group of oxime carbamates as reversible inhibitors of fatty acid amide hydrolase
  作者：Sonia Gattinoni、Chiara De Simone、Sabrina Dallavalle、Filomena Fezza、Raffaella Nannei、Natalia Battista、Patrizia Minetti、Gianandrea Quattrociocchi、Antonio Caprioli、Franco Borsini、Walter Cabri、Sergio Penco、Lucio Merlini、Mauro Maccarrone

  DOI：10.1016/j.bmcl.2010.06.050

  日期：2010.8

  A series of oxime carbamates have been identified as potent inhibitors of fatty acid amide hydrolase (FAAH), an important regulatory enzyme of the endocannabinoid signaling system. Kinetic analysis indicates that they behave as non-competitive, reversible inhibitors, and show remarkable selectivity for FAAH over the other components of the endocannabinoid system.

  一系列肟氨基甲酸酯已被确定为脂肪酸酰胺水解酶（FAAH）的有效抑制剂，FAAH是内源性大麻素信号传导系统的重要调节酶。动力学分析表明，它们表现为非竞争性，可逆的抑制剂，对内源性大麻素系统的其他组分显示出对FAAH的显着选择性。
• Palladium-Catalyzed Borylation of Aryl Mesylates and Tosylates and Their Applications in One-Pot Sequential Suzuki-Miyaura Biaryl Synthesis
  作者：Wing Kin Chow、Chau Ming So、Chak Po Lau、Fuk Yee Kwong

  DOI：10.1002/chem.201100361

  日期：2011.6.14

  Top of the one‐pots! The first palladium‐catalyzed borylation of aryl tosylates and mesylates is described. The reaction conditions are mild and provide excellent functional‐group compatibility (e.g., R=CN, CHO, COOMe, C(O)R, NH2, or NH‐indole; see scheme). Pd/MeO‐CM‐phos allows one‐pot sequential reactions in the preparation of unsymmetrical biaryls.

  一锅之巅！描述了芳基甲苯磺酸盐和甲磺酸盐的第一个钯催化的硼化反应。反应条件温和，并具有出色的官能团相容性（例如，R = CN，CHO，COOMe，C（O）R，NH 2或NH-吲哚；请参见方案）。Pd / MeO-CM-phos可在不对称联芳烃的制备中进行一锅法依次反应。