methyl 2-amino-[1,1'-biphenyl]-4-carboxylate | 39180-37-5

• 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: methyl 2-amino-[1,1'-biphenyl]-4-carboxylate
• 英文别名: 3-Amino-4-phenyl-benzoesaeuremethylester；methyl 3-amino-4-phenylbenzoate
• CAS: 39180-37-5
• 化学式: C₁₄H₁₃NO₂
• 分子量: 227.263
• InChiKey: OWYYXVKLNDBOGA-UHFFFAOYSA-N

物化性质

• 沸点：
  390.1±30.0 °C(Predicted)
• 密度：
  1.166±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-amino-[1,1'-biphenyl]-4-carboxylate 在 4-二甲氨基吡啶 、 sodium hydride 、 三乙胺 作用下， 生成 2-[(3,5-Bis-trifluoromethyl-benzoyl)-methyl-amino]-biphenyl-4-carboxylic acid methyl ester
  参考文献：
  名称：

  Biphenyl derivatives as novel dual NK1/NK2-receptor antagonists

  摘要：

  In a continuation of our efforts to simplifly the structure of our neurokinin antagonists, a series of substituted biphenyl derivatives has been prepared. Several compounds exhibit potent affinities for both the NK1 receptor (< 10 nM) and for the NK2 receptor (< 50 nM). Details on the design, synthesis, biological activities, SAR and conformational analysis of this new class of dual NK1/NK2 receptor antagonists are presented. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00382-7
• 作为产物：
  描述：

  3-氨基-4-溴苯甲酸 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 sodium carbonate 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 methyl 2-amino-[1,1'-biphenyl]-4-carboxylate
  参考文献：
  名称：

  [EN] EIF4E INHIBITORS AND USES THEREOF
  [FR] INHIBITEURS D'EIF4E ET LEURS UTILISATIONS

  摘要：

  本发明提供了抑制elF4E活性的化合物以及使用它们的组合物和方法。

  公开号：

  WO2021178488A1

文献信息

• 3-Aminobenzamide compounds and inhibitors of vanilloid receptor subtype 1 (VR1) activity
  申请人：Koga Yoshihisa

  公开号：US20060035939A1

  公开（公告）日：2006-02-16

  The present invention relates to a novel 3-aminobenzamide compound represented by the following formula which effectively inhibits vanilloid receptor subtype 1 (VR1) activity (wherein, for example, R 1 is a C1-6 alkyl group which may be substituted, R 2 is a hydrogen atom, a C1-6 alkyl group or a C1-6 alkoxy group which may be substituted, R 3 is a hydrogen atom or a C1-6 alkyl group, R 4 is a C1-6 alkyl group, a C1-6 alkoxy group, or a halo C1-6 alkyl group, m is an integer of 1 to 5 and P is a carbon or hetero ring) or a pharmaceutically acceptable salt thereof. The pharmaceutical composition comprising as active ingredients the 3-aminobenzamide compound or a pharmaceutically acceptable salt thereof is useful for treating diseases involved in VR1 activity such as pain, acute pain, chronic pain, neuropathic pain, rheumatoid arthritis pain, and neuralgia.

  本发明涉及一种新型3-氨基苯甲酰胺化合物，其由以下公式表示，有效抑制辣椒素受体亚型1（VR1）的活性（其中，例如，R1是可能被取代的C1-6烷基基团，R2是氢原子、C1-6烷基基团或可能被取代的C1-6烷氧基团，R3是氢原子或C1-6烷基基团，R4是C1-6烷基基团、C1-6烷氧基团或卤代的C1-6烷基基团，m是1到5的整数，P是碳或杂环）或其药学上可接受的盐。包含作为活性成分的3-氨基苯甲酰胺化合物或其药学上可接受的盐的药物组合物对于治疗涉及VR1活性的疾病，如疼痛、急性疼痛、慢性疼痛、神经病性疼痛、类风湿性关节炎疼痛和神经痛，是有用的。
• Additive-Free Radical Cascade Reaction of Oxime Esters: Synthesis of Pyrroline-Functionalized Phenanthridines
  作者：Yijie Xue、Dengqi Xue、Qian He、Qianwei Ge、Wei Li、Liming Shao

  DOI：10.1021/acs.joc.0c01532

  日期：2020.10.2

  dihydropyrrole-functionalized phenanthridines were efficiently synthesized by the metal-free, radical cascade cyclization reaction of 2-isocyanobiphenyls with γ,δ-unsaturated oxime esters. The C–N/C–C/C–C bonds were formed via the oil bath method in a one-pot procedure with broad substrate applicability. The radical process was supported by kinetic isotope effect studies and radical inhibition studies.

  通过2-异氰基联苯与γ，δ-不饱和肟酯的无金属自由基级联环化反应，可以有效地合成各种二氢吡咯官能化的菲啶。C–N / C–C / C–C键是通过油浴法在一锅法中形成的，具有广泛的底物适用性。自由基过程得到动力学同位素效应研究和自由基抑制研究的支持。
• Radical Borylative Cyclization of Isocyanoarenes with N-Heterocyclic Carbene Borane: Synthesis of Borylated Aza-arenes
  作者：Yao Liu、Ji-Lin Li、Xu-Ge Liu、Jia-Qiang Wu、Zhi-Shu Huang、Qingjiang Li、Honggen Wang

  DOI：10.1021/acs.orglett.1c00309

  日期：2021.3.5

  Borylated aza-arenes are of great importance in the area of organic synthesis. A radical borylative cyclization of isocyanoarenes with N-heterocyclic carbene borane (NHC-BH3) under metal-free conditions was developed. The reaction allows the efficient assembly of several types of borylated aza-arenes (phenanthridines, benzothiazoles, etc.), which are difficult to access using alternative methods. Mild

  硼化的氮杂芳烃在有机合成领域中非常重要。开发了在无金属条件下用N-杂环卡宾硼烷（NHC-BH 3）进行的异氰基芳烃的自由基硼化环化反应。该反应可以有效组装几种类型的硼化氮杂芳烃（菲啶，苯并噻唑等），而使用其他方法难以接近。观察到温和的反应条件，良好的官能团耐受性和通常良好的效率。演示了这些产品的实用性，并讨论了其机理。
• ANTI-VIRAL COMPOUNDS
  申请人：Rockway W. Todd

  公开号：US20070232645A1

  公开（公告）日：2007-10-04

  Compounds effective in inhibiting replication of Hepatitis C virus (“HCV”) or other viruses are disclosed. This invention is also directed to compositions comprising such compounds, co-formulation or co-administration of such compounds with other anti-viral or therapeutic agents, processes and intermediates for the syntheses of such compounds, and methods of using such compounds for the treatment of HCV or other viral infections.

  本发明揭示了有效抑制丙型肝炎病毒（“HCV”）或其他病毒复制的化合物。本发明还涉及包含这种化合物的组合物、与其他抗病毒或治疗剂一起配方或共同管理这种化合物的组合物、用于合成这种化合物的过程和中间体，以及使用这种化合物治疗HCV或其他病毒感染的方法。
• 3-AMINOBENZAMIDE COMPOUNDS AND VANILLOID RECEPTOR SUBTYPE 1 (VR1) INHIBITORS
  申请人：KOGA YOSHIHISA

  公开号：US20100022523A1

  公开（公告）日：2010-01-28

  The present invention relates to a novel 3-aminobenzamide compound represented by the following formula which effectively inhibits vanilloid receptor subtype 1 (VR1) activity (wherein, for example, R 1 is a C1-6 alkyl group which may be substituted, R 2 is a hydrogen atom, a C1-6 alkyl group or a C1-6 alkoxy group which may be substituted, R 3 is a hydrogen atom or a C1-6 alkyl group, R 4 is a C1-6 alkyl group, a C1-6 alkoxy group, or a halo C1-6 alkyl group, m is an integer of 1 to 5 and P is a carbon or hetero ring) or a pharmaceutically acceptable salt thereof. The pharmaceutical composition comprising as active ingredients the 3-aminobenzamide compound or a pharmaceutically acceptable salt thereof is useful for treating diseases involved in VR1 activity such as pain, acute pain, chronic pain, neuropathic pain, rheumatoid arthritis pain, and neuralgia.

  本发明涉及一种新型3-氨基苯酰胺化合物，其化学式如下，能够有效抑制vanilloid受体亚型1（VR1）的活性（其中，例如，R1是C1-6烷基，可以被取代，R2是氢原子，C1-6烷基或C1-6烷氧基，可以被取代，R3是氢原子或C1-6烷基，R4是C1-6烷基，C1-6烷氧基或卤代C1-6烷基，m是1到5的整数，P是碳或杂环）。该药物组合物包括3-氨基苯酰胺化合物或其药学上可接受的盐作为活性成分，对于治疗VR1活性相关的疾病，如疼痛、急性疼痛、慢性疼痛、神经性疼痛、类风湿性关节炎疼痛和神经痛等具有益处。