4-mercapto-3-amino-1-naphthoic acid | 852381-13-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-mercapto-3-amino-1-naphthoic acid
• 英文别名: 3-Amino-4-sulfanylnaphthalene-1-carboxylic acid
• CAS: 852381-13-6
• 化学式: C₁₁H₉NO₂S
• 分子量: 219.264
• InChiKey: CMIVSXMZULWNSD-UHFFFAOYSA-N

物化性质

• 沸点：
  484.6±35.0 °C(Predicted)
• 密度：
  1.452±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64.3
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-mercapto-3-amino-1-naphthoic acid 在 氯化亚砜 、 溶剂黄146 、 N,N-二甲基甲酰胺 作用下， 以 氯仿 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Novel heterocyclic family of phenyl naphthothiazole carboxamides derived from naphthalimides: synthesis, antitumor evaluation, and DNA photocleavage

  摘要：

  A new heterocyclic family of (2-(dimethylamino)ethyl)-2-substituted phenylnaphtho[2, 1-d]thiazole-5-carboxamides modified from naphthalimides was designed, synthesized, and quantitatively evaluated as antitumor agents and photonucleases. All these compounds were found to be more cytotoxic against P388 than against A549. B-3 (m-NO2) was found to be the strongest inhibitor for P388 with IC50 of 1.49 mu M, while B-2 was the most cytotoxic compound against A549 with IC50 of 12 mu M. B-4 (p-CH3) the most efficient DNA photocleaver, showed detectable DNA cleavage at 0.5 mu M and total cleavage from form I to 100% form II at 50 mu M. The photocleaving mechanism was changed with the modification to be via superoxide anion and radical. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.02.045
• 作为产物：
  描述：

  4-溴-3-硝基-1-萘酸 在 sodium disulfide 作用下， 以 水 为溶剂， 反应 8.5h， 生成 4-mercapto-3-amino-1-naphthoic acid
  参考文献：
  名称：

  Novel heterocyclic family of phenyl naphthothiazole carboxamides derived from naphthalimides: synthesis, antitumor evaluation, and DNA photocleavage

  摘要：

  A new heterocyclic family of (2-(dimethylamino)ethyl)-2-substituted phenylnaphtho[2, 1-d]thiazole-5-carboxamides modified from naphthalimides was designed, synthesized, and quantitatively evaluated as antitumor agents and photonucleases. All these compounds were found to be more cytotoxic against P388 than against A549. B-3 (m-NO2) was found to be the strongest inhibitor for P388 with IC50 of 1.49 mu M, while B-2 was the most cytotoxic compound against A549 with IC50 of 12 mu M. B-4 (p-CH3) the most efficient DNA photocleaver, showed detectable DNA cleavage at 0.5 mu M and total cleavage from form I to 100% form II at 50 mu M. The photocleaving mechanism was changed with the modification to be via superoxide anion and radical. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.02.045

文献信息

• Nanoparticulate organc uv absorber
  申请人：Koenemann Martin

  公开号：US20060022177A1

  公开（公告）日：2006-02-02

  The present invention relates to a UV absorber which comprises a finely divided polymer with a volume-average particle size of from 5 to 1 000 nm, to a process for its preparation, and to its use for stabilizing molding compositions and coating films and as a light protection factor in cosmetic formulations.

  本发明涉及一种紫外线吸收剂，它由体积平均粒径为 5 至 1 000 纳米的细小聚合物组成；本发明还涉及一种制备紫外线吸收剂的工艺；本发明还涉及紫外线吸收剂在稳定成型组合物和涂膜方面的用途，以及在化妆品配方中作为光防护因子的用途。