1-methyl-1H-benzoimidazole-5-carbonyl chloride | 906422-73-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1-methyl-1H-benzoimidazole-5-carbonyl chloride
• 英文别名: 1-methylbenzimidazole-5-carbonyl chloride
• CAS: 906422-73-9
• 化学式: C₉H₇ClN₂O
• 分子量: 194.62
• InChiKey: KMTJJBWMZQPBML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-methyl-1H-benzoimidazole-5-carbonyl chloride 、 2,6-二氟-3-胺基吡啶 在 吡啶 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.67h， 生成 5-fluoro-2-(1-methyl-1H-benzoimidazol-5-yl)oxazolo[5,4-b]pyridine
  参考文献：
  名称：

  Synthesis and Evaluation of 5-Fluoro-2-aryloxazolo[5,4-b]pyridines as β-Amyloid PET Ligands and Identification of MK-3328

  摘要：

  5-Fluoro-2-aryloxazolo[5,4-b]pyridines were synthesized and investigated as potential F-18 containing beta-amyloid PET ligands. In competition binding assays using human AD brain homogenates, compounds 14b, 16b, and 17b were identified as having favorable potency versus human beta-amyloid plaque and were radiolabeled for further evaluation in in vitro binding and in vivo PET imaging experiments. These studies led to the identification of 17b (MK-3328) as a candidate PET ligand for the clinical assessment of beta-amyloid plaque load.

  DOI：

  10.1021/ml200018n
• 作为产物：
  描述：

  1-甲基-1H-苯并咪唑-5-羧酸 在 1-氯-N,N,2-三甲基丙烯胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 1-methyl-1H-benzoimidazole-5-carbonyl chloride
  参考文献：
  名称：

  Synthesis and Evaluation of 5-Fluoro-2-aryloxazolo[5,4-b]pyridines as β-Amyloid PET Ligands and Identification of MK-3328

  摘要：

  5-Fluoro-2-aryloxazolo[5,4-b]pyridines were synthesized and investigated as potential F-18 containing beta-amyloid PET ligands. In competition binding assays using human AD brain homogenates, compounds 14b, 16b, and 17b were identified as having favorable potency versus human beta-amyloid plaque and were radiolabeled for further evaluation in in vitro binding and in vivo PET imaging experiments. These studies led to the identification of 17b (MK-3328) as a candidate PET ligand for the clinical assessment of beta-amyloid plaque load.

  DOI：

  10.1021/ml200018n

文献信息

• METHODS OF INHIBITING PRO MATRIX METALLOPROTEINASE ACTIVATION
  申请人：JACKSON Paul Francis

  公开号：US20120302573A1

  公开（公告）日：2012-11-29

  This invention relates to methods for preventing, treating or ameliorating an MMP9 and/or MMP13 mediated syndrome, disorder or disease comprising administering to a subject in need thereof an effective amount of a compound listed in the examples section of this specification, or a form, composition or medicament thereof. Disorders treated and/or prevented include rheumatoid arthritis.

  本发明涉及预防、治疗或改善由MMP9和/或MMP13介导的综合征、疾病或疾病的方法，包括向需要治疗的受试者施用本说明书示例部分列出的化合物的有效量，或其形式、组成物或药物。治疗和/或预防的疾病包括类风湿性关节炎。
• [EN] THIAZOL DERIVATIVES AS PRO -MATRIX METALLOPROTEINASE INHIBITORS<br/>[FR] DÉRIVÉS DE THIAZOLE EN TANT QU'INHIBITEURS DE PRO-MÉTALLOPROTÉINASES DE MATRICE
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2012162468A1

  公开（公告）日：2012-11-29

  This invention relates to methods for preventing, treating or ameliorating an MMP9 and/or MMP13 mediated syndrome, disorder or disease comprising administering to a subject in need thereof an effective amount of a thiazol derivative such as a compound listed in the examples section of this specification, or a form, composition or medicament thereof. Disorders treated and/or prevented include rheumatoid arthritis.
• Synthesis and Evaluation of 5-Fluoro-2-aryloxazolo[5,4-<i>b</i>]pyridines as β-Amyloid PET Ligands and Identification of MK-3328
  作者：Scott T. Harrison、James Mulhearn、Scott E. Wolkenberg、Patricia J. Miller、Stacey S. O’Malley、Zhizhen Zeng、David L. Williams、Eric D. Hostetler、Sandra Sanabria-Bohórquez、Linda Gammage、Hong Fan、Cyrille Sur、J. Christopher Culberson、Richard J. Hargreaves、Jacquelynn J. Cook、George D. Hartman、James C. Barrow

  DOI：10.1021/ml200018n

  日期：2011.7.14

  5-Fluoro-2-aryloxazolo[5,4-b]pyridines were synthesized and investigated as potential F-18 containing beta-amyloid PET ligands. In competition binding assays using human AD brain homogenates, compounds 14b, 16b, and 17b were identified as having favorable potency versus human beta-amyloid plaque and were radiolabeled for further evaluation in in vitro binding and in vivo PET imaging experiments. These studies led to the identification of 17b (MK-3328) as a candidate PET ligand for the clinical assessment of beta-amyloid plaque load.