2-溴-N-(4-氰基苯基)苯甲酰胺 | 10278-47-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-溴-N-(4-氰基苯基)苯甲酰胺
• 英文名称: 2-bromo-N-(4-cyanophenyl)benzamide
• CAS: 10278-47-4
• 化学式: C₁₄H₉BrN₂O
• mdl: MFCD01119778
• 分子量: 301.142
• InChiKey: CGUMGABORJTSHH-UHFFFAOYSA-N

物化性质

• 熔点：
  189 °C
• 沸点：
  371.5±27.0 °C(Predicted)
• 密度：
  1.55±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 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：
  52.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-溴-N-(4-氰基苯基)苯甲酰胺 在 sodium formate 、 二甲基亚砜 作用下， 以88%的产率得到N-(4-氰基苯基)苯甲酰胺
  参考文献：
  名称：

  使用 DMSO/HCOONa·2H2O 系统对卤代羧酸衍生物进行还原加氢脱卤

  摘要：

  开发了使用 DMSO/HCOONa·2H 2 O 系统对卤代羧酸衍生物进行实用且操作简单的加氢脱卤。该协议避免了光照射、电化学装置、过渡金属、自由基引发剂、强碱和其他附加添加剂的参与。对照实验表明，HCOONa 可能在通过亲核取代或加成实现加氢脱卤的还原过程中充当氢化物供体。

  DOI：

  10.1021/acs.orglett.3c00782
• 作为产物：
  描述：

  2-溴苯甲酸 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 14.0h， 生成 2-溴-N-(4-氰基苯基)苯甲酰胺
  参考文献：
  名称：

  US2014/271955

  摘要：

  公开号：

文献信息

• COMPOUNDS AND METHODS FOR INDUCING CHONDROGENESIS
  申请人：THE CALIFORNIA INSTITUTE FOR BIOMEDICAL RESEARCH

  公开号：US20160045514A1

  公开（公告）日：2016-02-18

  Described herein are compounds and compositions for the amelioration of arthritis or joint injuries by inducing mesenchymal stem cells into chondrocytes.

  本文描述了一种化合物和组合物，通过将间充质干细胞诱导为软骨细胞，用于改善关节炎或关节损伤的方法。
• Compounds and methods for inducing chondrogenesis
  申请人：The Scripps Research Institute

  公开号：US11045476B2

  公开（公告）日：2021-06-29

  Described herein are compounds and compositions for the amelioration of arthritis or joint injuries by inducing mesenchymal stem cells into chondrocytes.

  本文描述了通过诱导间充质干细胞转化为软骨细胞来改善关节炎或关节损伤的化合物和组合物。
• Design, parallel synthesis, and crystal structures of biphenyl antithrombotics as selective inhibitors of tissue factor FVIIa complex. Part 1: Exploration of S2 pocket pharmacophores
  作者：Pravin L. Kotian、Raman Krishnan、Scott Rowland、Yahya El-Kattan、Surendra K. Saini、Ramanda Upshaw、Shanta Bantia、Shane Arnold、Y. Sudhakar Babu、Pooran Chand

  DOI：10.1016/j.bmc.2009.04.013

  日期：2009.6

  Factor VIIa (FVIIa), a serine protease enzyme, coupled with tissue factor (TF) plays an important role in a number of thrombosis-related disorders. Inhibition of TF.FVIIa occurs early in the coagulation cascade and might provide some safety advantages over other related enzymes. We report here a novel series of substituted biphenyl derivatives that are highly potent and selective TF.FVIIa inhibitors. Parallel synthesis coupled with structure-based drug design allowed us to explore the S2 pocket of the enzyme active site. A number of compounds with IC50 value of <10 nM were synthesized. The X-ray crystal structures of some of these compounds complexed with TF.FVIIa were determined and results were applied to design the next round of inhibitors. All the potent inhibitors were tested for inhibition against a panel of related enzymes and selectivity of 17,600 over thrombin, 450 over trypsin, 685 over FXa, and 76 over plasmin was achieved. Two groups, vinyl 36b and 2-furan 36ab, were identified as the optimum binding substituents on the phenyl ring in the S2 pocket. Compounds with these two substituents are the most potent compounds in this series with good selectivity over related serine proteases. These compounds will be further explored for structure-activity relationship. (C) 2009 Elsevier Ltd. All rights reserved.
• US20140271955A1
  申请人：——

  公开号：US20140271955A1

  公开（公告）日：2014-09-18
• US5294716A
  申请人：——

  公开号：US5294716A

  公开（公告）日：1994-03-15