3-(4-amino-3-methylphenoxy)propane-1-sulfonamide | 675139-72-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(4-amino-3-methylphenoxy)propane-1-sulfonamide
• CAS: 675139-72-7
• 化学式: C₁₀H₁₆N₂O₃S
• 分子量: 244.315
• InChiKey: KFENJEZKCCRRSU-UHFFFAOYSA-N

物化性质

• 沸点：
  483.9±55.0 °C(Predicted)
• 密度：
  1.287±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  16
• 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：
  104
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(4-amino-3-methylphenoxy)propane-1-sulfonamide 、 [4-chloro-2-(3-fluoro-5-trifluoromethylbenzoyl)phenoxy]acetyl chloride 在 碳酸氢钠 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以10.5 g的产率得到2-[4-chloro-2-[3-fluoro-5-(trifluoromethyl)benzoyl]phenoxy]-N-[2-methyl-4-(3-sulfamoylpropoxy)phenyl]acetamide
  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 palladium on activated charcoal ammonium hydroxide 、 氯化亚砜 、 氢气 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 40.0 ℃ 、413.68 kPa 条件下， 反应 3.5h， 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

文献信息

• Non-nucleoside reverse transcriptase inhibitors
  申请人：Dunn Patrick James

  公开号：US20050239881A1

  公开（公告）日：2005-10-27

  The present invention provides compounds for treating or preventing an HIV infection, or treating AIDS or ARC comprising administering a compound according to formula I where Ar, R 1 -R 5 , R 7a , R 7b , R 7c , R 8 -R 10 , X 1 , X 2 m, n, o and p are as defined herein.

  本发明提供了用于治疗或预防HIV感染，治疗艾滋病或ARC的化合物，包括根据以下公式I给予化合物，其中Ar，R1-R5，R7a，R7b，R7c，R8-R10，X1，X2m，n，o和p如本文所定义。
• Methods for treating retroviral infections
  申请人：Dunn Patrick James

  公开号：US20050239880A1

  公开（公告）日：2005-10-27

  The present invention provides compounds for treating or preventing an HIV infection, or treating AIDS or ARC comprising administering a compound according to formula I where Ar, R 1 -R 5 , R 11c and X 1 are as defined herein.

  本发明提供了用于治疗或预防HIV感染，治疗艾滋病或ARC的化合物，包括根据本文所定义的公式I给药的化合物，其中Ar、R1-R5、R11c和X1如本文所定义。
• METHODS FOR TREATING RETROVIRAL INFECTIONS
  申请人：Dunn James Patrick

  公开号：US20100041648A1

  公开（公告）日：2010-02-18

  The present invention provides compositions for treating an HIV infection comprising administering a compound according to formula I where Ar, R 1 -R 5 , R 11c and X 1 are as defined herein with at least one carrier, excipient or diluent.

  本发明提供了用于治疗HIV感染的组合物，其包括按照式I给出的化合物与至少一种载体、赋形剂或稀释剂一起使用，其中Ar、R1-R5、R11c和X1的定义如本文所述。
• NON-NUCLEOSIDE REVERSE TRANSCRIPTASE INHIBITORS
  申请人：F.HOFFMANN-LA ROCHE AG

  公开号：EP1742908A1

  公开（公告）日：2007-01-17
• US7166738B2
  申请人：——

  公开号：US7166738B2

  公开（公告）日：2007-01-23