(NZ)-N-(3-chloro-4-oxonaphthalen-1-ylidene)benzenesulfonamide | 36062-37-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (NZ)-N-(3-chloro-4-oxonaphthalen-1-ylidene)benzenesulfonamide
• CAS: 36062-37-0
• 化学式: C₁₆H₁₀ClNO₃S
• 分子量: 331.779
• InChiKey: UZFYJDSIBAZRIC-SDXDJHTJSA-N

物化性质

• 沸点：
  493.4±55.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  P-(三甲基硅烷基)-膦酸二乙酯 、 (NZ)-N-(3-chloro-4-oxonaphthalen-1-ylidene)benzenesulfonamide 反应 0.17h， 以88%的产率得到N-(3-chloro-4-hydroxynaphthalen-1-yl)-N-diethoxyphosphorylbenzenesulfonamide
  参考文献：
  名称：

  Avdeenko, A. P.; Velichko, N. V.; Tolmachev, A. A., Journal of general chemistry of the USSR, 1990, vol. 60, # 7.1, p. 1339 - 1342

  摘要：

  DOI：

文献信息

• PROTEASOME INHIBITORS HAVING CHYMOTRYPSIN-LIKE ACTIVITY
  申请人：Lawrence Harshani

  公开号：US20120142917A1

  公开（公告）日：2012-06-07

  Disclosed herein is the use of HLM-008182, as well as its analogues formed via in-house synthesis, as a potent proteasome inhibitors. A new method was developed for HLM-008182 through a four-step protocol and the method was further optimized to a two step protocol. The synthesis in both protocols was regioselective with TiCl 4 . The reaction was highly efficient with microwave assisted heating and THF as solvent. The modification around the molecule HLM-008182 established primary SAR, indicating that the proteasome inhibition activity was a function of the 2-side chain.

  本文披露了使用HLM-008182及其由内部合成形成的类似物作为有效的蛋白酶体抑制剂。通过四步协议开发了HLM-008182的新方法，并将该方法进一步优化为两步协议。在两种协议的合成中，都使用了TiCl4进行区域选择性反应。微波辅助加热和THF作为溶剂使反应高效。对HLM-008182分子周围的修饰建立了主要的SAR，表明蛋白酶体抑制活性是2侧链的一个功能。
• US8466157B2
  申请人：——

  公开号：US8466157B2

  公开（公告）日：2013-06-18
• [EN] PROTEASOME INHIBITORS HAVING CHYMOTRYPSIN-LIKE ACTIVITY<br/>[FR] INHIBITEURS DE PROTÉASOME DOTÉS D'UNE ACTIVITÉ DE TYPE CHYMOTRYPSINE
  申请人：H LEE MOFFITT CANCER CT AND RE

  公开号：WO2010102286A2

  公开（公告）日：2010-09-10

  Disclosed herein is the use of HLM-008182, as well as its analogues formed via in-house synthesis, as a potent proteasome inhibitors. A new method was developed for HLM-008182 through a four-step protocol and the method was further optimized to a two step protocol. The synthesis in both protocols was regioselective with TiCl4. The reaction was highly efficient with microwave assisted heating and THF as solvent. The modification around the molecule HLM-008182 established primary SAR, indicating that the proteasome inhibition activity was a function of the 2-side chain.
• Avdeenko, A. P.; Velichko, N. V.; Tolmachev, A. A., Journal of general chemistry of the USSR, 1990, vol. 60, # 7.1, p. 1339 - 1342
  作者：Avdeenko, A. P.、Velichko, N. V.、Tolmachev, A. A.、Pirozhenko, V. V.、Gol'dfarb, E. I.

  DOI：——

  日期：——