5-Amino-N-(2-phenylethyl)naphthalene-1-sulfonamide | 648899-00-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-Amino-N-(2-phenylethyl)naphthalene-1-sulfonamide
• CAS: 648899-00-7
• 化学式: C₁₈H₁₈N₂O₂S
• 分子量: 326.419
• InChiKey: MXVWNBPOPMMQKF-UHFFFAOYSA-N

物化性质

• 沸点：
  565.3±52.0 °C(Predicted)
• 密度：
  1.286±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  80.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-Amino-N-(2-phenylethyl)naphthalene-1-sulfonamide 在 吡啶 、 盐酸 作用下， 以 四氢呋喃 、 甲醇 、 丙酮 为溶剂， 生成 (E)-3-(3,4-dihydroxyphenyl)-N-[5-(phenethylsulfamoyl)-1-naphthyl]prop-2-enamide
  参考文献：
  名称：

  Caffeoyl naphthalenesulfonamide derivatives as HIV integrase inhibitors

  摘要：

  HIV-1 integrase (IN) is an essential enzyme for retroviral replication and a rational target for the design of anti-AIDS drugs. In the present study, we have designed, synthesized and tested a series of caffeoyl naphthalenesulfonamide derivatives as HIV integrase inhibitors. Among these compounds, we found that HIV integrase inhibitory activities of compounds III-3 and III-4 were more potent than L-chicoric acid (IC50 = 11.8 mug/mL) and others were comparable to L-chicoric acid. Furthermore, the structure-activity relationships of these compounds were studied. The information gathered from this paper will be useful in the development and design of HIV-1 integrase inhibitors in the future. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00372-9
• 作为产物：
  描述：

  5-乙酰氨基萘-1-磺酰氯 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 5-Amino-N-(2-phenylethyl)naphthalene-1-sulfonamide
  参考文献：
  名称：

  Caffeoyl naphthalenesulfonamide derivatives as HIV integrase inhibitors

  摘要：

  HIV-1 integrase (IN) is an essential enzyme for retroviral replication and a rational target for the design of anti-AIDS drugs. In the present study, we have designed, synthesized and tested a series of caffeoyl naphthalenesulfonamide derivatives as HIV integrase inhibitors. Among these compounds, we found that HIV integrase inhibitory activities of compounds III-3 and III-4 were more potent than L-chicoric acid (IC50 = 11.8 mug/mL) and others were comparable to L-chicoric acid. Furthermore, the structure-activity relationships of these compounds were studied. The information gathered from this paper will be useful in the development and design of HIV-1 integrase inhibitors in the future. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00372-9

文献信息

• Sulfonamide derivatives
  申请人：——

  公开号：US20040234622A1

  公开（公告）日：2004-11-25

  A medicament for enhancing an effect of a cancer therapy based on a mode of action of DNA injury, which comprises as an active ingredient a compound represented by the general formula (I) or a physiologically acceptable salt thereof: 1 wherein R represents an aryl-substituted alkyl group, an heteroaryl-substituted alkyl group, a cycloalkyl-substituted alkyl group, or a cyclic hydrocarbon group wherein said cyclic hydrocarbon group may be saturated, partly saturated, or aromatic; or Z may bind to R to form a cyclic structure, Z represents a hydrogen atom or a C 1 to C 6 alkyl group. The medicament enhanced the effect of the cancer therapy and decreases a dose of an anticancer agent and/or radiation, and therefore, can reduce side effects resulting from the cancer therapy.

  一种用于增强基于DNA损伤作用的癌症治疗效果的药物，其包含以一般式（I）表示的化合物或其生理上可接受的盐作为活性成分： 1 其中R代表芳基取代的烷基，杂环芳基取代的烷基，环烷基取代的烷基或环烃基，其中所述环烃基可以是饱和的、部分饱和的或芳香的；或Z可以与R结合形成一个环状结构，Z代表氢原子或C1到C6烷基。该药物增强了癌症治疗的效果，并减少了抗癌剂和/或放疗的剂量，因此可以减少由癌症治疗引起的副作用。
• US7547716B2
  申请人：——

  公开号：US7547716B2

  公开（公告）日：2009-06-16
• Caffeoyl naphthalenesulfonamide derivatives as HIV integrase inhibitors
  作者：Yu-Wen Xu、Gui-Sen Zhao、Cha-Gyun Shin、Heng-Chang Zang、Chong-Kyo Lee、Yong Sup Lee

  DOI：10.1016/s0968-0896(03)00372-9

  日期：2003.8

  HIV-1 integrase (IN) is an essential enzyme for retroviral replication and a rational target for the design of anti-AIDS drugs. In the present study, we have designed, synthesized and tested a series of caffeoyl naphthalenesulfonamide derivatives as HIV integrase inhibitors. Among these compounds, we found that HIV integrase inhibitory activities of compounds III-3 and III-4 were more potent than L-chicoric acid (IC50 = 11.8 mug/mL) and others were comparable to L-chicoric acid. Furthermore, the structure-activity relationships of these compounds were studied. The information gathered from this paper will be useful in the development and design of HIV-1 integrase inhibitors in the future. (C) 2003 Elsevier Ltd. All rights reserved.