3-Hydroxy-naphthalene-2-carboxylic acid 4-chloro-benzylamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-Hydroxy-naphthalene-2-carboxylic acid 4-chloro-benzylamide
• 英文别名: N-[(4-chlorophenyl)methyl]-3-hydroxynaphthalene-2-carboxamide
• 化学式: C₁₈H₁₄ClNO₂
• 分子量: 311.768
• InChiKey: GWSNJEKRMFRDKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对氯苄胺 、 2-羟基-3-萘甲酸 在 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 为溶剂， 反应 19.0h， 以36%的产率得到3-Hydroxy-naphthalene-2-carboxylic acid 4-chloro-benzylamide
  参考文献：
  名称：

  Naphthalene carboxamides as inhibitors of human cytomegalovirus DNA polymerase

  摘要：

  ortho-Hydroxynaphthalene carboxamides have been identified as inhibitors of HCMV DNA polymerase. SAR investigations have demonstrated that both the amide and hydroxy functionalities are required for activity. Substitution on the naphthalene ring has led to inhibitors with submicromolar IC(50)s against HCMV polymerase. These compounds have been found to be >100-fold selective for inhibition of HCMV polymerase versus human alpha polymerase and display antiviral activity in a cell-based plaque reduction assay. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00402-9

文献信息

• Naphthalene carboxamides as inhibitors of human cytomegalovirus DNA polymerase
  作者：Valerie A Vaillancourt、Michele M Cudahy、Sandra A Staley、Roger J Brideau、Steven J Conrad、Mary L Knechtel、Nancee L Oien、Janet L Wieber、Yoshihiko Yagi、Michael W Wathen

  DOI：10.1016/s0960-894x(00)00402-9

  日期：2000.9

  ortho-Hydroxynaphthalene carboxamides have been identified as inhibitors of HCMV DNA polymerase. SAR investigations have demonstrated that both the amide and hydroxy functionalities are required for activity. Substitution on the naphthalene ring has led to inhibitors with submicromolar IC(50)s against HCMV polymerase. These compounds have been found to be >100-fold selective for inhibition of HCMV polymerase versus human alpha polymerase and display antiviral activity in a cell-based plaque reduction assay. (C) 2000 Elsevier Science Ltd. All rights reserved.