5-amino-N-benzylnaphthalene-1-sulfonamide | 147752-42-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-amino-N-benzylnaphthalene-1-sulfonamide
• CAS: 147752-42-9
• 化学式: C₁₇H₁₆N₂O₂S
• 分子量: 312.392
• InChiKey: YVNAAXWSEDLITQ-UHFFFAOYSA-N

物化性质

• 沸点：
  557.1±52.0 °C(Predicted)
• 密度：
  1.317±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 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-benzylnaphthalene-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)-N-[5-(benzylsulfamoyl)-1-naphthyl]-3-(3,4-dihydroxyphenyl)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-benzylnaphthalene-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
• Evaluation of fluorogenic aminonaphthalenesulfonamides and 6-hydrazinobenz[de]isoquinoline-1,3-diones for the detection of bacteria
  作者：Jia Lin Luo、Terry Jin、Linda Váradi、John D. Perry、David E. Hibbs、Paul W. Groundwater

  DOI：10.1016/j.dyepig.2015.09.031

  日期：2016.2

  New fluorogenic enzyme substrates were synthesized by the coupling of aminonaphthalenesulfonamides or 6-hydrazinobenz[de]isoquinoline-1,3-diones with beta-alanine. The 6-hydrazinobenz[de]isoquinoline-1,3-diones were also condensed with a range of aryl aldehydes to give the corresponding hydrazones. The photophysical properties of the synthesized amines and hydrazines and their amide, hydrazide and hydrazone derivatives, were examined and they were also incorporated into Columbia agar in order to determine their potential for the detection of pathogenic bacteria. (C) 2015 Elsevier Ltd. All rights reserved.
• 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.