2-(propylthio)naphthalene-1,4-dione | 89478-10-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(propylthio)naphthalene-1,4-dione
• 英文别名: 2-propylsulfanyl-[1,4]naphthoquinone；2-Propylmercapto-[1,4]naphthochinon；2-propylthio-1,4-naphthoquinone；2-(Propylsulfanyl)naphthalene-1,4-dione；2-propylsulfanylnaphthalene-1,4-dione
• CAS: 89478-10-4
• 化学式: C₁₃H₁₂O₂S
• 分子量: 232.303
• InChiKey: IBHBETRWHUPVOC-UHFFFAOYSA-N

物化性质

• 沸点：
  372.7±42.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  59.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(propylthio)naphthalene-1,4-dione 在 溴 、 sodium acetate 作用下， 以 溶剂黄146 为溶剂， 生成 3-Brom-2-propylmercapto-α-naphthochinon
  参考文献：
  名称：

  OERIU, Pharmazie, 1961, vol. 16, p. 320 - 327

  摘要：

  DOI：
• 作为产物：
  描述：

  2-allylmercapto-[1,4]naphthoquinone 在 palladium on activated charcoal 、 乙醇 作用下， 生成 2-(propylthio)naphthalene-1,4-dione
  参考文献：
  名称：

  Miyaki et al., Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1953, vol. 73, p. 961,963

  摘要：

  DOI：

文献信息

• Synthesis of a novel series of 2-alkylthio substituted naphthoquinones as potent acyl-CoA: Cholesterol acyltransferase (ACAT) inhibitors
  作者：Kyeong Lee、Soo Hyun Cho、Jee Hyun Lee、Jail Goo、Sung Yoon Lee、Shanthaveerappa K. Boovanahalli、Siok Koon Yeo、Sung-Joon Lee、Young Kook Kim、Dong Hee Kim、Yongseok Choi、Gyu-Yong Song

  DOI：10.1016/j.ejmech.2013.01.020

  日期：2013.4

  naphthoquinone derivatives as potent ACAT inhibitors, which were obtained through structural variations of previously disclosed lead 1. Several analogs represented by 3i–l, 4k–m, 6a–n, 7a, and 7i demonstrated potent human macrophage ACAT inhibitory activity by a cell-based reporter assay with human HepG2 cell lines. In particular, compounds 4l and 6j emerged as highly potent inhibitors, exhibiting significantly

  我们报告了一系列新的萘醌衍生物作为有效的ACAT抑制剂，这是通过先前公开的铅1的结构变化获得的。几个类似物表示由3I -升，4K -米，6A - Ñ，7A，和7i中通过与人的HepG2细胞系基于细胞的报道基因测定显示了强的人巨噬细胞ACAT抑制活性。特别地，化合物4l和6j以高效抑制剂的形式出现，对IC 50表现出极大的抑制效力。分别为0.44μM和0.6μM。此外，化合物4l显着减少了HepG2细胞系中细胞胆固醇的积累。
• Visible Light-Mediated Thiolation of Substituted 1,4-Naphthoquinones Using Eosin Y as a Photoredox Catalyst
  作者：Bhawana Nagar、Basab Bijayi Dhar

  DOI：10.1021/acs.joc.1c02924

  日期：2022.3.4

  (isolated yield of ≥75%) for thiolation of substituted 1,4-naphthoquinones using various aromatic and aliphatic thiols at room temperature is described herein. The rate-determining step of the reaction is thiyl radical generation, and the radical was characterized by high-resolution mass spectrometry. Cost effectiveness, operational simplicity, a short reaction time, high atom economy, and a very good yield

  在伊红 Y 存在下，本文描述了在室温下使用各种芳香族和脂肪族硫醇对取代的 1,4-萘醌进行硫醇化的可见光诱导的一步程序（分离产率≥75%）。该反应的限速步骤是硫自由基的产生，该自由基通过高分辨质谱进行表征。成本效益、操作简单、反应时间短、原子经济性高和非常好的产率使得这种光氧化还原介导的过程成为过渡金属（例如，Cu、Ag 和 Pd）催化的醌与硫醇或二硫化物。
• Naphthoquinone Antimalarials. XXIII. Bz-Substituted Derivatives
  作者：Louis F. Fieser、Russell H. Brown

  DOI：10.1021/ja01179a010

  日期：1949.11.19
• Protein p140 and DNA encoding it
  申请人：ONO PHARMACEUTICAL CO., LTD.

  公开号：EP0659883B1

  公开（公告）日：2003-04-16
• Novel polypeptide of protein p140 and DNAs encoding it
  申请人：ONO PHARMACEUTICAL CO., LTD.

  公开号：US20030170865A1

  公开（公告）日：2003-09-11

  The present invention is related to a novel protein p140 polypeptide which is a key protein involved in the signal transmission system of insulin; method for preparation of it; DNA encoding the said polypeptide; vector derived the said DNA; host cells transformed the said vector; antibody of the said polypeptide; pharmaceutical composition containing the said peptide or antibody; method for the prevention and/or treatment of diabetes, which is characterized by tyrosine phosphorylation of the said protein p140; agent for the prevention and/or treatment for the currently said the prevention and/or treatment method; agent for the prevention and/or treatment of diabetes, which is characterized by containing a compound which can tyrosine phosphorylation of protein p140, as active ingredient and the screening methods of the said prevention and/or treatment agent. Tyrosine phosphorylation of protein p140 is an essential step in the induction of hypoglycemia by glucose uptake. Method and agent of prevention and/or treatment based on tyrosine phosphorylation of protein p140 in the present invention is not only improve the diabetes-derived hyperglycemic conditions but are also useful for the treatment and/or prevention of diabetes, especially non-insulin dependent diabetes mellitus (NIDDM).