4-amino-[1,1'-biphenyl]-3-carboxamide | 890402-92-3

• 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: 4-amino-[1,1'-biphenyl]-3-carboxamide
• 英文别名: 2-Amino-5-phenylbenzamide
• CAS: 890402-92-3
• 化学式: C₁₃H₁₂N₂O
• 分子量: 212.251
• InChiKey: KLDLPUIJJYDCEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-amino-[1,1'-biphenyl]-3-carboxamide 在 N-溴代丁二酰亚胺(NBS) 、 溶剂黄146 作用下， 生成 4-amino-5-bromo-3-biphenylcarboxamide
  参考文献：
  名称：

  The discovery of 2-amino-3,5-diarylbenzamide inhibitors of IKK-α and IKK-β kinases

  摘要：

  A potent and selective series of 2-amino-3,5-diarylbenzamide inhibitors of IKK-alpha and IKK-beta is described. The most potent compounds are 8h, 8r and 8v, with IKK-beta inhibitory potencies of pIC(50) 7.0, 6.8 and 6.8, respectively. The series has excellent selectivity, both within the IKK family over IKK-epsilon, and across a wide variety of kinase assays. The potency of 8h in the IKK-beta enzyme assay translates to significant cellular activity (pIC(50) 5.7-6.1) in assays of functional and mechanistic relevance. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.088
• 作为产物：
  描述：

  2-氨基-5-碘苯甲酸 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 氨 、 sodium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 生成 4-amino-[1,1'-biphenyl]-3-carboxamide
  参考文献：
  名称：

  The discovery of 2-amino-3,5-diarylbenzamide inhibitors of IKK-α and IKK-β kinases

  摘要：

  A potent and selective series of 2-amino-3,5-diarylbenzamide inhibitors of IKK-alpha and IKK-beta is described. The most potent compounds are 8h, 8r and 8v, with IKK-beta inhibitory potencies of pIC(50) 7.0, 6.8 and 6.8, respectively. The series has excellent selectivity, both within the IKK family over IKK-epsilon, and across a wide variety of kinase assays. The potency of 8h in the IKK-beta enzyme assay translates to significant cellular activity (pIC(50) 5.7-6.1) in assays of functional and mechanistic relevance. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.088

文献信息

• [EN] TRIAZOLOPYRIDINE INHIBITORS OF MYELOPEROXIDASE AND/OR EPX<br/>[FR] INHIBITEURS DE LA MYÉLOPEROXYDASE ET/OU DE L'EPX À BASE DE TRIAZOLOPYRIDINES
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2017161145A1

  公开（公告）日：2017-09-21

  The present invention provides compounds of Formula (I); wherein the substituents are each as defined in the specification, and compositions comprising any of such novel compounds. These compounds are myeloperoxidase (MPO) inhibitors and/or eosinophil peroxidase (EPX) inhibitors, and may be useful for for the treatment and/or prophylaxis of atherosclerosis, heart failure, chronic obstructive pulmonary disease (COPD), and related diseases.

  本发明提供了式(I)的化合物；其中取代基各自如说明书中所定义，以及包含任一此类新颖化合物的组合物。这些化合物是髓过氧化物酶（MPO）抑制剂和/或嗜酸性粒细胞过氧化物酶（EPX）抑制剂，并且可用于治疗和/或预防动脉粥样硬化、心力衰竭、慢性阻塞性肺病（COPD）及相关疾病。
• Visible-light induced copper(<scp>i</scp>)-catalyzed oxidative cyclization of <i>o</i>-aminobenzamides with methanol and ethanol <i>via</i> HAT
  作者：Mandapati Bhargava Reddy、Kesavan Prasanth、Ramasamy Anandhan

  DOI：10.1039/d0ob02234a

  日期：——

  The activation of the C(sp³)–H of MeOH via HAT for the synthesis of quinazolinones has been achieved using an in situ generated ligand–copper-superoxo complex under visible light.

  通过HAT直接激活甲醇的C(sp³)–H键，利用现场生成的配体–铜超氧化物复合物在可见光下成功合成喹唑啉酮。
• A Serendipitous Synthesis of 11a-Hydroxy-11,11a-dihydrobenzo[<i>e</i>]indeno[2,1-<i>b</i>][1,4]diazepine-10,12-dione Derivatives by Condensation of 2-Aminobenzamides with Ninhydrin in Water
  作者：Rajkumari Vijilata Devi、Ashok M. Garande、Dilip K. Maity、Prakash M. Bhate

  DOI：10.1021/acs.joc.5b02327

  日期：2016.2.19

  Ninhydrin undergoes an unprecedented condensation reaction with various 2-aminobenzamide derivatives in boiling water to afford 11a-hydroxy-11,11a-dihydrobenzo[e]indeno[2,1-b][1,4]diazepine-10,12-dione derivatives. These hitherto unreported products are easily isolated in high yield by a simple filtration step. An interesting “ortho effect” was observed in the condensation reaction of ninhydrin with

  茚三酮与各种2-氨基苯甲酰胺衍生物在沸水中进行空前的缩合反应，得到11a-羟基-11,11a-二氢苯并[ e ]茚满[2,1- b ] [1,4]二氮杂-10,12-二酮衍生物。这些迄今未报道的产物可通过简单的过滤步骤轻松地以高收率分离。与2-氨基-茚三酮的缩合反应中观察到一个有趣的“邻位效应” Ñ具有原-phenylbenzamide衍生物-取代基在Ñ苯基部分，其中相应的期望3'-苯基-1' ħ -螺[茚-2,2'-喹唑啉] -1,3,4-'（3' ħ获得）-triones。
• Microwave assisted synthesis and photophysical properties of blue emissive 2-amino-3-carboxamide-1,1′-biaryls and 4-(arylamino)-[1,1′-biphenyl]-3-carboxamides via Suzuki and Chan-Evans-Lam coupling
  作者：Motakatla Novanna、Sathananthan Kannadasan、Ponnusamy Shanmugam

  DOI：10.1016/j.dyepig.2019.108015

  日期：2020.3

  Chan-Evans-Lam coupling reaction. Furthermore, 4-(4′-oxo-3′, 4′-dihydro-1′H-spiro[fluorene-9,2′-quinazolin]-6′-yl)benzonitrile 12a was obtained from biaryl derivative 4j and fluorenone 11a and 6(4- methoxyphenyl)2-(ferrocenyl) quinazolin-4(3H)-one 12b from biaryl derivative 4k and ferrocenealdehyde 11b using phosphotungstic acid as green catalyst and solvent free microwave irradiation condition. Remarkably,

  的有效微波辅助合成2-氨基-3-甲酰胺-1,1'-联芳基衍生物4A-P和三联苯衍生物5a中从2-氨基-5-碘苯甲酰胺2A，2-氨基-3,5-二diiodobenzamide 2B和（已经通过Suzuki偶联获得了杂芳基硼酸。已证明产物4-氨基-4'-氰基-[1,1'-联苯] -3-羧酰胺4j的合成效用可用于合成4-（芳基氨基）-[1,1'-联苯]-通过Chan-Evans-Lam偶联反应的3-羧酰胺衍生物10a-c。此外，从联芳基衍生物4j和芴酮获得4-（4'-氧代-3'，4'-二氢-1'H-螺[芴-9,2'-喹唑啉] -6'-基）苄腈12a。11a和6（4-甲氧基苯基）2-（二茂铁基）喹唑啉-4（3H）-来自联芳基衍生物4k和二茂铁醛11b的一个12b，使用磷钨酸作为绿色催化剂和无溶剂微波辐射条件。值得注意的是，所有合成的2-氨基-3-羧酰胺-1,1'-联芳基和4-（芳基氨基）-[1,1'-联苯基]
• METHOD FOR PRODUCING BIARYL COMPOUND
  申请人：Sato Koichi

  公开号：US20100087680A1

  公开（公告）日：2010-04-08

  A method for producing a biaryl compound, comprising reacting an aromatic organic compound with at least one compound selected from the group consisting of aromatic organoboron compounds and boroxine compounds, in the presence of a zero-valent nickel catalyst, phosphine ligand and base.

  一种制备双芳基化合物的方法，包括在零价镍催化剂、膦配体和碱的存在下，将芳香有机化合物与选自芳香基有机硼化合物和硼氧化物化合物组的至少一种化合物反应。