5-chloro-2-methoxy-N-quinolin-3-ylbenzenesulfonamide | 1024346-65-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 5-chloro-2-methoxy-N-quinolin-3-ylbenzenesulfonamide
• CAS: 1024346-65-3
• 化学式: C₁₆H₁₃ClN₂O₃S
• 分子量: 348.81
• InChiKey: YVBIXROGJRXBAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  76.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-氯-2-甲氧基苯磺酰氯 、 3-氨基喹啉 在 4-二甲氨基吡啶 二氯甲烷 、 crude product 作用下， 以 吡啶 为溶剂， 反应 2.0h， 以to afford 100 mg (42% yield) of 5-chloro-2-methoxy-N-quinolin-3-yl-benzenesulfonamide as pale yellow solid的产率得到5-chloro-2-methoxy-N-quinolin-3-ylbenzenesulfonamide
  参考文献：
  名称：

  SULFONAMIDE COMPOUNDS AND USES AS TNAP INHIBITORS

  摘要：

  本文描述了调节TNAP活性的化合物。在某些实施例中，所述化合物抑制TNAP。在某些实施例中，所述化合物对于治疗与高矿化相关的疾病是有用的。

  公开号：

  US20150011551A1

文献信息

• [EN] SULFONAMIDE COMPOUNDS AND USES AS TNAP INHIBITORS<br/>[FR] COMPOSÉS SULFONAMIDES ET LEURS UTILISATIONS EN TANT QU'INHIBITEURS DE TNAP
  申请人：SANFORD BURNHAM MED RES INST

  公开号：WO2013126608A1

  公开（公告）日：2013-08-29

  Described herein are compounds that modulate the activity of TNAP. In some embodiments, the compounds described herein inhibit TNAP. In certain embodiments, the compounds described herein are useful in the treatment of conditions associated with hyper- mineralization.

  本发明描述了调节TNAP活性的化合物。在某些实施例中，本发明描述的化合物抑制TNAP。在某些实施例中，本发明描述的化合物可用于治疗与过度矿化相关的病症。
• Sulfonamide compounds and uses as TNAP inhibitors
  申请人：Sanford Burnham Prebys Medical Discovery Institute

  公开号：US10370333B2

  公开（公告）日：2019-08-06

  Described herein are compounds that modulate the activity of TNAP. In some embodiments, the compounds described herein inhibit TNAP. In certain embodiments, the compounds described herein are useful in the treatment of conditions associated with hyper-mineralization.

  本文所述化合物可调节 TNAP 的活性。在某些实施方案中，本文所述化合物可抑制 TNAP。在某些实施方案中，本文所述化合物可用于治疗与过度矿化相关的疾病。
• Discovery and Validation of a Series of Aryl Sulfonamides as Selective Inhibitors of Tissue-Nonspecific Alkaline Phosphatase (TNAP)
  作者：Russell Dahl、Eduard A. Sergienko、Ying Su、Yalda S. Mostofi、Li Yang、Ana Maria Simao、Sonoko Narisawa、Brock Brown、Arianna Mangravita-Novo、Michael Vicchiarelli、Layton H. Smith、W. Charles O’Neill、José Luis Millán、Nicholas D. P. Cosford

  DOI：10.1021/jm900383s

  日期：2009.11.12

  We report the characterization and optimization of drug-like small molecule inhibitors of tissue-nonspecific alkaline phosphatase (TNAP), an enzyme critical for the regulation of extracellular matrix calcification during bone formation and growth. High-throughput screening (HTS) of a small molecule library led to the identification of arylsulfonamides as potent and selective inhibitors of TNAP. Critical structural requirements for activity were determined, and the compounds were subsequently profiled for in vitro activity and bioavailability parameters including metabolic stability and permeability. The plasma levels following subcutaneous administration of a member of the lead series in rat was determined, demonstrating the potential of these TNAP inhibitors as systemically active therapeutic agents to target various diseases involving soft tissue calcification. A representative member of the series was also characterized in mechanistic and kinetic studies.
• US9458147B2
  申请人：——

  公开号：US9458147B2

  公开（公告）日：2016-10-04
• US9884826B2
  申请人：——

  公开号：US9884826B2

  公开（公告）日：2018-02-06