3-(3-methyl-4-nitrophenoxy)propane-1-sulfonyl chloride | 675139-70-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(3-methyl-4-nitrophenoxy)propane-1-sulfonyl chloride
• CAS: 675139-70-5
• 化学式: C₁₀H₁₂ClNO₅S
• 分子量: 293.728
• InChiKey: MTBAZDYZUYQZRF-UHFFFAOYSA-N

物化性质

• 沸点：
  454.3±35.0 °C(Predicted)
• 密度：
  1.419±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  97.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(3-methyl-4-nitrophenoxy)propane-1-sulfonyl chloride 在 palladium on activated charcoal ammonium hydroxide 、 氢气 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 20.0 ℃ 、413.68 kPa 条件下， 反应 3.25h， 生成 3-(4-amino-3-methylphenoxy)propane-1-sulfonamide
  参考文献：
  名称：

  Novel Benzophenones as Non-nucleoside Reverse Transcriptase Inhibitors of HIV-1

  摘要：

  GW4511, GW4751, and GW3011 showed IC50 values less than or equal to2 nM against wild type HIV-1 and <10 nM against 16 mutants. They were particularly potent against NNRTI-resistant viruses containing Y181C-, K103N-, and K103N-based double mutations, which account for a significant proportion of the clinical failure of the three currently marketed NNRTIs. The antiviral data together with the favorable pharmacokinetic data of GW4511 suggested that these benzophenones possess attributes of a new NNRTI drug candidate.

  DOI：

  10.1021/jm030255y
• 作为产物：
  描述：

  4-硝基间甲苯酚 在 氯化亚砜 、 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 生成 3-(3-methyl-4-nitrophenoxy)propane-1-sulfonyl chloride
  参考文献：
  名称：

  Novel Benzophenones as Non-nucleoside Reverse Transcriptase Inhibitors of HIV-1

  摘要：

  GW4511, GW4751, and GW3011 showed IC50 values less than or equal to2 nM against wild type HIV-1 and <10 nM against 16 mutants. They were particularly potent against NNRTI-resistant viruses containing Y181C-, K103N-, and K103N-based double mutations, which account for a significant proportion of the clinical failure of the three currently marketed NNRTIs. The antiviral data together with the favorable pharmacokinetic data of GW4511 suggested that these benzophenones possess attributes of a new NNRTI drug candidate.

  DOI：

  10.1021/jm030255y

文献信息

• US7273863B1
  申请人：——

  公开号：US7273863B1

  公开（公告）日：2007-09-25
• Novel Benzophenones as Non-nucleoside Reverse Transcriptase Inhibitors of HIV-1
  作者：Joseph H. Chan、George A. Freeman、Jeffrey H. Tidwell、Karen R. Romines、Lee T. Schaller、Jill R. Cowan、Steve S. Gonzales、Gina S. Lowell、C. W. Andrews、David J. Reynolds、Marty St Clair、Richard J. Hazen、Rob G. Ferris、Katrina L. Creech、Grace B. Roberts、Steven A. Short、Kurt Weaver、George W. Koszalka、Lawrence R. Boone

  DOI：10.1021/jm030255y

  日期：2004.2.1

  GW4511, GW4751, and GW3011 showed IC50 values less than or equal to2 nM against wild type HIV-1 and <10 nM against 16 mutants. They were particularly potent against NNRTI-resistant viruses containing Y181C-, K103N-, and K103N-based double mutations, which account for a significant proportion of the clinical failure of the three currently marketed NNRTIs. The antiviral data together with the favorable pharmacokinetic data of GW4511 suggested that these benzophenones possess attributes of a new NNRTI drug candidate.