phenyl [1,1'-biphenyl]-2-ylcarbamate | 1080643-87-3

• 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: phenyl [1,1'-biphenyl]-2-ylcarbamate
• 英文别名: phenyl N-(2-phenylphenyl)carbamate
• CAS: 1080643-87-3
• 化学式: C₁₉H₁₅NO₂
• 分子量: 289.334
• InChiKey: AMGNZVGAHSYCFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  phenyl [1,1'-biphenyl]-2-ylcarbamate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 生成 2-氨基联苯
  参考文献：
  名称：

  苯胺氨基甲酸酯：钯催化的定向C的通用和可移动的母题。H激活

  摘要：

  苯胺氨基甲酸酯被引入作为对C新的可移动导向基团 ħ活化。它的多功能性和作为导向基团的能力通过在钯（II）催化下以对称的二芳基碘鎓盐作为芳基供体在各种苯胺衍生物的邻芳基化中使用而得到证明。如动力学和同位素实验所阐明的，该反应在选择性和机理上与先前报道的芳基化反应不同。导向基团也可以在多种条件下容易地除去。

  DOI：

  10.1002/chem.201403712
• 作为产物：
  描述：

  苯硼酸 在 hexafluorophosphoric acid 、 三氟化硼乙醚 、 palladium diacetate 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 18.0h， 生成 phenyl [1,1'-biphenyl]-2-ylcarbamate
  参考文献：
  名称：

  苯胺氨基甲酸酯：钯催化的定向C的通用和可移动的母题。H激活

  摘要：

  苯胺氨基甲酸酯被引入作为对C新的可移动导向基团 ħ活化。它的多功能性和作为导向基团的能力通过在钯（II）催化下以对称的二芳基碘鎓盐作为芳基供体在各种苯胺衍生物的邻芳基化中使用而得到证明。如动力学和同位素实验所阐明的，该反应在选择性和机理上与先前报道的芳基化反应不同。导向基团也可以在多种条件下容易地除去。

  DOI：

  10.1002/chem.201403712

文献信息

• Protein Degradation via CRL4^CRBN Ubiquitin Ligase: Discovery and Structure–Activity Relationships of Novel Glutarimide Analogs That Promote Degradation of Aiolos and/or GSPT1
  作者：Joshua D. Hansen、Kevin Condroski、Matthew Correa、George Muller、Hon-Wah Man、Alexander Ruchelman、Weihong Zhang、Fan Vocanson、Tim Crea、Wei Liu、Gang Lu、Frans Baculi、Laurie LeBrun、Afshin Mahmoudi、Gilles Carmel、Matt Hickman、Chin-Chun Lu

  DOI：10.1021/acs.jmedchem.6b01911

  日期：2018.1.25

  identification of cereblon modulator 3 (CC-885), with potent antitumor activity mediated through the degradation of GSPT1. We describe herein the structure-activity relationships for analogs of 3 with exploration of the structurally related dioxoisoindoline class. The observed activity of protein degradation could in part be rationalized through docking into the previously disclosed 3-CRBN-GSPT1 cocrystal

  我们之前披露了 cereblon 调节剂 3 (CC-885) 的鉴定，其具有通过 GSPT1 降解介导的有效抗肿瘤活性。我们在此描述了 3 的类似物的结构-活性关系，并探索了结构相关的二氧代异二氢吲哚类。观察到的蛋白质降解活性可以通过与先前公开的 3-CRBN-GSPT1 共晶三元复合物对接来部分合理化。对于无法通过共晶复合体合理化的 SAR，我们试图通过内部开发的 QSAR 模型来预测 SAR。通过这些分析，可以在两种感兴趣的蛋白质 GSPT1 和 Aiolos 之间实现选择性蛋白质降解。
• Identification of novel and orally active spiroindoline NPY Y5 receptor antagonists
  作者：Toshihiro Sakamoto、Minoru Moriya、Yuji Haga、Toshiyuki Takahashi、Takunobu Shibata、Osamu Okamoto、Katsumasa Nonoshita、Hidefumi Kitazawa、Masayasu Hidaka、Akira Gomori、Hisashi Iwaasa、Akane Ishihara、Akio Kanatani、Takehiro Fukami、Ying-Duo Gao、Douglas J. MacNeil、Lihu Yang

  DOI：10.1016/j.bmcl.2009.02.035

  日期：2009.3

  A series of spiroindoline-3,40-piperidine derivatives were synthesized and evaluated for their binding affinities and antagonistic activities at Y5 receptors. Potent Y5 antagonists were tested for their oral bioavailabilities and brain penetration in rats. Some of the antagonists showed good oral bioavailability and/ or good brain penetration. In particular, compound 6e was orally bioavailable and brain penetrant, and oral administration of 6e inhibited bPP-induced food intake in rats with a minimum effective dose of 10 mg/ kg. (C) 2009 Published by Elsevier Ltd.
• Synthesis of N-aryl and N-arylcarbamoylamino derivatives of 1,3-diazinane-5-carboxamide and their activity against glioblastoma LN-229 cell line
  作者：Rebecca J. Hron、Branko S. Jursic、Donna M. Neumann

  DOI：10.1016/j.bmc.2016.09.074

  日期：2016.12

  Six structural motifs based on the initial (lead) structure of merbarone were designed, prepared, and tested against the glioblastoma LN-229 cell line. Three different structural moieties were modified in the search for optimal glioblastoma activity: the 1,3-diazinane moiety, the aryl moiety, and the heteroatom linker. Calculated molecular descriptors such as lipophilicity (ClogP), acidic strength (calculated pK(a)), and polar surface area (PSA) were used to design a diverse structural library of these compounds. From six different structural motifs and 136 compounds, a handful of examples with moderate (100 mu g/ml), good (10 mu g/ml) and excellent (1 mu g/ml) glioblastoma activity were elucidated. (C) 2016 Published by Elsevier Ltd.
• Sattigeri, Viswajanani J.; Soni, Ajay; Dastidar, Sunanda G., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2007, vol. 46, # 12, p. 2004 - 2020
  作者：Sattigeri, Viswajanani J.、Soni, Ajay、Dastidar, Sunanda G.、Ray, Abhijit、Ahmad, Sharif、Gupta, Jung B.、Salman, Mohammad

  DOI：——

  日期：——
• Identification of MK-5710 ((8aS)-8a-methyl-1,3-dioxo-2-[(1S,2R)-2-phenylcyclopropyl]-N-(1-phenyl-1H-pyrazol-5-yl)hexahydroimid azo[1,5-a]pyrazine-7(1H)-carboxamide), a potent smoothened antagonist for use in Hedgehog pathway dependent malignancies, Part 1
  作者：Savina Malancona、Sergio Altamura、Gessica Filocamo、Olaf Kinzel、Jose Ignacio Martin Hernando、Michael Rowley、Rita Scarpelli、Christian Steinkühler、Philip Jones

  DOI：10.1016/j.bmcl.2011.06.024

  日期：2011.8

  The Hedgehog (Hh-) signaling pathway is a key developmental pathway which controls patterning, growth and cell migration in most tissues, but evidence has accumulated showing that many human tumors aberrantly reactivate this pathway. Smoothened antagonists offer opportunities for the treatment of malignancies dependent on the Hh pathway, and the most advanced clinical candidates are demonstrating encourage initial results. A novel series of [6,5]-bicyclic tetrahydroimidazo[1,5-a]pyrazine-1,3(2H,5H)-dione smoothened antagonists has been identified, and the series has been extensively explored to ascertain the key detriments for activity, demonstrating that the trans-2-phenylcyclopropyl and hydantoin ring systems are critical for potency, while a variety of urea substituents can be tolerated. The combination of these optimal groups gives smoothened antagonists with activity in the low nanomolar range. (C) 2011 Elsevier Ltd. All rights reserved.