2-{[(4-fluorophenyl)sulfonyl]amino}-8-methyl-5,6-dihydro-1-naphthalenecarboxylic acid

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-{[(4-fluorophenyl)sulfonyl]amino}-8-methyl-5,6-dihydro-1-naphthalenecarboxylic acid
• 英文别名: 2-[(4-Fluorobenzene)sulfonamido]-8-methyl-5,6-dihydronaphthalene-1-carboxylic acid；2-[(4-fluorophenyl)sulfonylamino]-8-methyl-5,6-dihydronaphthalene-1-carboxylic acid
• 化学式: C₁₈H₁₆FNO₄S
• 分子量: 361.394
• InChiKey: OCRFJQHVDVDJIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  91.8
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  7-硝基-3,4-二氢-2H-1-萘酮 在 吡啶 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 lithium hydroxide 、 溴 、 铁粉 、 氯化铵 、 对甲苯磺酸 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醚 、 乙醇 、 二氯甲烷 、 氯仿 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 0.17h， 生成 2-{[(4-fluorophenyl)sulfonyl]amino}-8-methyl-5,6-dihydro-1-naphthalenecarboxylic acid
  参考文献：
  名称：

  Development of sulfonamide compounds as potent methionine aminopeptidase type II inhibitors with antiproliferative properties

  摘要：

  We have screened molecules for inhibition of MetAP2 as a novel approach toward antiangiogenesis and anticancer therapy using affinity selection/mass spectrometry (ASMS) employing MetAP2 loaded with Mn(2+) as the active site metal. After a series of anthranilic acid sulfonamides with micromolar affinities was identified, chemistry efforts were initiated. The micromolar hits were quickly improved to potent nanomolar inhibitors by chemical modifications guided by insights from X-ray crystallography.

  DOI：

  10.1016/j.bmcl.2006.03.085

文献信息

• Sulfonamides having antiangiogenic and anticancer activity
  申请人：——

  公开号：US20040157836A1

  公开（公告）日：2004-08-12

  Compounds having methionine aminopeptidase-2 inhibitory (MetAP2) are described. Also described are pharmaceutical compositions comprising the compounds, methods of treatment using the compounds, methods of inhibiting angiogenesis, and methods of treating cancer.

  描述了具有蛋氨酸氨基肽酶-2抑制剂（MetAP2）的化合物。还描述了包括这些化合物的药物组合物、使用这些化合物的治疗方法、抑制血管生成的方法以及治疗癌症的方法。
• Methods of Treating an Overweight or Obese Subject
  申请人：Vath James E.

  公开号：US20120010290A1

  公开（公告）日：2012-01-12

  The invention herein generally relates to methods of treating a subject having an overweight or obese condition, and overweight- or obesity-related conditions. In one embodiment, the invention herein provides a method of treating a subject having overweight or obese condition involving administering to the subject in need thereof, an amount of a pharmaceutical composition including a MetAP-2 inhibitory compound, or a salt, ester, or prodrug thereof, effective to result in weight loss in the subject.
• US7491718B2
  申请人：——

  公开号：US7491718B2

  公开（公告）日：2009-02-17
• Development of sulfonamide compounds as potent methionine aminopeptidase type II inhibitors with antiproliferative properties
  作者：Megumi Kawai、Nwe Y. BaMaung、Steve D. Fidanze、Scott A. Erickson、Jason S. Tedrow、William J. Sanders、Anil Vasudevan、Chang Park、Charles Hutchins、Kenneth M. Comess、Douglas Kalvin、Jieyi Wang、Qian Zhang、Pingping Lou、Lora Tucker-Garcia、Jennifer Bouska、Randy L. Bell、Richard Lesniewski、Jack Henkin、George S. Sheppard

  DOI：10.1016/j.bmcl.2006.03.085

  日期：2006.7

  We have screened molecules for inhibition of MetAP2 as a novel approach toward antiangiogenesis and anticancer therapy using affinity selection/mass spectrometry (ASMS) employing MetAP2 loaded with Mn(2+) as the active site metal. After a series of anthranilic acid sulfonamides with micromolar affinities was identified, chemistry efforts were initiated. The micromolar hits were quickly improved to potent nanomolar inhibitors by chemical modifications guided by insights from X-ray crystallography.