NSC130441 | 95612-67-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: NSC130441
• 英文别名: N-(3-chloro-1,4-dioxo-1,4-dihydro-[2]naphthyl)-valeramide；2-Chlor-3-valerylamino-[1,4]naphthochinon；N-(3-Chlor-1,4-dioxo-1,4-dihydro-[2]naphthyl)-valeramid；Pentanamide, N-(3-chloro-1,4-dihydro-1,4-dioxo-2-naphthalenyl)-；N-(3-chloro-1,4-dioxonaphthalen-2-yl)pentanamide
• CAS: 95612-67-2
• 化学式: C₁₅H₁₄ClNO₃
• 分子量: 291.734
• InChiKey: UKKKAEPHIFNBQU-UHFFFAOYSA-N

物化性质

• 沸点：
  454.1±45.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  63.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,3-二氯-1,4-萘醌 在 ammonium hydroxide 、 乙醇 、 硫酸 作用下， 生成 NSC130441
  参考文献：
  名称：

  Preparation of Some Imidazole Derivatives of 1,4-Naphthoquinone

  摘要：

  DOI：

  10.1021/ja01645a028

文献信息

• Synthesis and MEK1 inhibitory activities of imido-Substituted 2-chloro-1,4-naphthoquinones
  作者：Oladapo Bakare、Curtis L. Ashendel、Hairuo Peng、Leon H. Zalkow、Edward M. Burgess

  DOI：10.1016/s0968-0896(03)00267-0

  日期：2003.7

  Mitogen activated protein kinases are of interest as research tools and as therapeutic target for certain physiological disorders. In this study, we found 2-chloro-3-(N-succinimidyl)-1,4-naphthoquinone 6 to be a selective inhibitor of MEK1 with an IC50 of 0.38 muM. An open-chain homologue, 10, showed selective cytotoxicity against renal cancer in the NCI in vitro tumor screeninQ. Structure-activity relationship study of eight compounds showed the cyclic imido-substituted chloro-1,4-naphthoquinone as more potent and selective MEK1 inhibitors than the open chain homologues. The imido-substituted chloro-1,4-naphthoquinones were synthesized in a straightforward fashion by refluxing 2-amino-3-chloro-1,4-naphthoquinone with the appropriate acid chloride or diacyl dichloride. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Preparation of Some Imidazole Derivatives of 1,4-Naphthoquinone
  作者：John R. E. Hoover、Allan R. Day

  DOI：10.1021/ja01645a028

  日期：1954.8