5-hydroxy-3-(phenylthio)-1,4-naphthoquinone | 112740-62-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-hydroxy-3-(phenylthio)-1,4-naphthoquinone
• 英文别名: 8-hydroxy-2-(phenylthio)naphthalene-1,4-dione；8-hydroxy-2-phenylsulfanyl-[1,4]naphthoquinone；8-Hydroxy-2-phenylmercapto-[1,4]naphthochinon；8-Hydroxy-2-phenylsulfanylnaphthalene-1,4-dione
• CAS: 112740-62-2
• 化学式: C₁₆H₁₀O₃S
• 分子量: 282.32
• InChiKey: YVBZNJZNJGIFSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  79.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,3-dichloro-5-hydroxy-2,3-dihydro-[1,4]naphthoquinone 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 1.75h， 生成 5-hydroxy-3-(phenylthio)-1,4-naphthoquinone
  参考文献：
  名称：

  Synthesis, molecular docking, and biological activity of thioether derived from juglone in preclinical models of chronic myeloid leukemia

  摘要：

  DOI：

  10.1016/j.comtox.2021.100197

文献信息

• [EN] NAPHTHAQUINONE METHYLTRANSFERASE INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DE NAPHTAQUINONE MÉTHYLTRANSFÉRASE ET LEURS UTILISATIONS
  申请人：SLOAN KETTERING INST CANCER

  公开号：WO2015172076A1

  公开（公告）日：2015-11-12

  Provided herein are compounds of (I), and pharmaceutically acceptable salts, solvates, hydrates, polymorphs, co-crystals, tautomers, stereoisomers, and prodrugs thereof. Also provided are pharmaceutical compositions and methods involving the inventive compounds for the treatment of proliferative diseases (e.g., cancer (e.g., leukemia, breast cancer, melanoma, metastatic cancer) and diseases associated with inappropriate SET8 activity. Also provided are methods for inhibiting SET8 and methods for labelling SET8.

  本文提供了化合物(I)及其药用可接受的盐、溶剂合物、水合物、多型体、共晶体、互变异构体、立体异构体和其前药。还提供了涉及创新化合物用于治疗增殖性疾病（例如，癌症（例如，白血病、乳腺癌、黑色素瘤、转移性癌症）和与不当的SET8活性相关的疾病）的药物组合物和方法。还提供了用于抑制SET8的方法和用于标记SET8的方法。
• 275. Naturally occurring quinones. A new synthesis of plumbagin and a note on the structure of β-hydroplumbagin
  作者：R. H. Thomson

  DOI：10.1039/jr9510001237

  日期：——
• Regioselective synthesis of 2- and 3-(phenylthio)juglone derivatives
  作者：Sylvain Laugraud、Andre Guingant、Claude Chassagnard、Jean D'Angelo

  DOI：10.1021/jo00242a042

  日期：1988.4
• LAUGRAUD, SYLVAIN;GUINGANT, ANDRE;CHASSAGNARD, CLAUDE;DANGELO, JEAN, J. ORG. CHEM., 53,(1988) N 7, 1557-1560
  作者：LAUGRAUD, SYLVAIN、GUINGANT, ANDRE、CHASSAGNARD, CLAUDE、DANGELO, JEAN

  DOI：——

  日期：——
• Synthesis, molecular docking, and biological activity of thioether derived from juglone in preclinical models of chronic myeloid leukemia
  作者：Adrhyann J. de S. Portilho、Carinne B. S. M. R. Gomes、Caroline S. Moreira、Luana da S. M. Forezi、Pâmella S. Cordeiro、Vanessa do Nascimento、Julio P. Daniel、Marne C. Vasconcellos、Maria E. A. de Moraes、Caroline de F. A. Moreira-Nunes、Vitor F. Ferreira、Raquel C. Montenegro、David R. da Rocha

  DOI：10.1016/j.comtox.2021.100197

  日期：2021.11