2-氨基-5-碘-N-甲基-苯甲酰胺 | 32615-70-6

• 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-氨基-5-碘-N-甲基-苯甲酰胺
• 英文名称: 2-amino-5-iodo-N-methylbenzamide
• CAS: 32615-70-6
• 化学式: C₈H₉IN₂O
• mdl: MFCD01666765
• 分子量: 276.077
• InChiKey: YRFVVYVUPKVCJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-氨基-5-碘-N-甲基-苯甲酰胺 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride N-溴代丁二酰亚胺(NBS) 、 sodium carbonate 、 溶剂黄146 作用下， 以 1,4-二氧六环 为溶剂， 生成 2-amino-5-(4-fluorophenyl)-N-methyl-3-[4-(pyrrolidine-1-sulfonyl)phenyl]benzamide
  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 以 四氢呋喃 为溶剂， 生成 2-氨基-5-碘-N-甲基-苯甲酰胺
  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

• Synthesis of 2-aryl quinazolinones <i>via</i> iron-catalyzed cross-dehydrogenative coupling (CDC) between N–H and C–H bonds
  作者：Yoonkyung Jang、Seok Beom Lee、Junhwa Hong、Simin Chun、Jeeyeon Lee、Suckchang Hong

  DOI：10.1039/d0ob00866d

  日期：——

  describe the direct synthesis of quinazolinones via cross-dehydrogenative coupling between methyl arenes and anthranilamides. The C–H functionalization of the benzylic sp3 carbon is achieved by di-t-butyl peroxide under air, and the subsequent amination–aerobic oxidation process completes the annulation process. Iron catalyzed the whole reaction process and various kinds of functional groups were tolerated

  在这里，我们描述了通过甲基芳烃和邻氨基苯甲酰胺之间的交叉脱氢偶联直接合成喹唑啉酮。苄sp。的C-H官能化3碳被二-实现吨丁基过氧化物在空气下，和随后的胺化需氧氧化过程完成环过程。铁催化了整个反应过程，在反应条件下可耐受各种官能团，提供了31种使用甲基芳烃衍生物的2-芳基喹唑啉酮实例，收率为57–95％。合成潜力已通过含芳基杂环的额外合成得到证明。
• Kumada cross coupling reaction based synthesis, antimicrobial and computational studies of 6-aryl-2-phenyl-3-methylquinazolin-4(3H)-ones
  作者：P. Shankaraiah、S. Veeresham、A. K. D. Bhavani

  DOI：10.1134/s1070363216020286

  日期：2016.2

  Nickel catalyzed Kumada cross coupling reaction, a novel synthetic method for the synthesis of 6-aryl-2-phenyl-3-methylquinazolin-4(3H)-ones (6a–6i), was carried out by condensing 6-iodo-2-phenyl-3-methyl-quinazolin-4(3H)-one (4) with various 6-aryl/heteroaryl Grignard reagents. Molecular properties of compounds 4 and 6a–6i were studied using semiempirical PM3 computational method. The optimized geometry

  镍催化的熊田交叉偶联反应是一种新型的合成方法，用于合成6-芳基-2-苯基-3-甲基喹唑啉-4（3 H）-ones（6a-6i），该方法通过缩合6-iodo-2进行。 -苯基-3-甲基-喹唑啉-4（3 H）-一（4）与各种6-芳基/杂芳基格氏试剂。使用半经验PM3计算方法研究了化合物4和6a-6i的分子性质。产物6的最佳几何形状表明，相对于2位的喹唑啉酮环或苯基，位6的芳基不共面。筛选化合物6a-6i对细菌和真菌的活性。
• Pyrazoles and methods of making and using the same
  申请人：Lee Wen-Cherng

  公开号：US20060264440A1

  公开（公告）日：2006-11-23

  The invention is based on the discovery that compounds of formula I possess unexpectedly high affinity for Alk 5 and/or Alk 4, and can be useful as antagonists thereof for preventing and/or treating numerous diseases, including fibrotic disorders. In one embodiment, the invention features a compound of formula I (I).

  该发明基于发现，公式I的化合物具有意外的高亲和力，可用作Alk 5和/或Alk 4的拮抗剂，以预防和/或治疗多种疾病，包括纤维化疾病。在一种实施例中，该发明涉及公式I（I）的化合物。
• Pyrimidinylpyrazoles as Tgf-Beta Inhibitors
  申请人：Lee Wen-Cherng

  公开号：US20080171755A1

  公开（公告）日：2008-07-17

  The invention is based on the discovery that compounds of formula (I) possess high affinity for Alk 5 and/or Alk 4, and can be useful as antagonists thereof for preventing and/or treating numerous diseases, including fibrotic disorders. The invention features a compound of formula (I) and uses thereof: formula (I).

  该发明基于发现，公式（I）化合物具有高亲和力与Alk 5和/或Alk 4，并可用作其拮抗剂，用于预防和/或治疗多种疾病，包括纤维化疾病。该发明涉及公式（I）的化合物及其用途：公式（I）。
• [EN] PYRAZOLES AND METHODS OF MAKING AND USING THE SAME<br/>[FR] PYRAZOLES ET LEURS METHODES DE FABRICATION ET D'UTILISATION
  申请人：BIOGEN IDEC INC

  公开号：WO2004072033A3

  公开（公告）日：2005-03-17