5-hydroxy-2-(phenylthio)-1,4-naphthoquinone | 71700-93-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-hydroxy-2-(phenylthio)-1,4-naphthoquinone
• 英文别名: 5-hydroxy-2-thiophenyl-1,4-naphthoquinone；5-hydroxy-2-(phenylthio)naphthalene-1,4-dione；5-Hydroxy-2-phenylsulfanyl-naphthalene-1,4-dione；5-hydroxy-2-phenylsulfanylnaphthalene-1,4-dione
• CAS: 71700-93-1
• 化学式: C₁₆H₁₀O₃S
• 分子量: 282.32
• InChiKey: ZOFIFCFTMYSKTA-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

• 作为反应物：
  描述：

  5-hydroxy-2-(phenylthio)-1,4-naphthoquinone 在 三氯化铝 、 jones reagent 、 silver(l) oxide 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 93.5h， 生成 1-羟基-5-甲氧基-9,10-蒽醌
  参考文献：
  名称：

  Regioselective synthesis of 2- and 3-(phenylthio)juglone derivatives

  摘要：

  DOI：

  10.1021/jo00242a042
• 作为产物：
  描述：

  5-羟基对萘醌 在 四(三苯基膦)钯 、 溴 、 三乙胺 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 10.23h， 生成 5-hydroxy-2-(phenylthio)-1,4-naphthoquinone
  参考文献：
  名称：

  Synthesis and antifungal activity of 2/3-arylthio- and 2,3-bis(arylthio)-5-hydroxy-/5-methoxy-1,4-naphthoquinones

  摘要：

  2/3-Arylthio- and 2,3-bis(arylthio)-5-hydroxy-/5-methoxy-1,4-naphthoquinones 5-9 were synthesized and tested for in vitro antifungal activity against Candida species and Aspergillus niger. The synthesized compounds 5-9 generally showed good activities against Candida albicans and C tropicalis. The results suggest that the 1,4-naphthoquinones 5-9 would be potent antifungal agents. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2004.12.004

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。
• 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
• Kanodia, Saraswati; Thapliyal, Prakash Chander, Journal of the Indian Chemical Society, 2012, vol. 89, # 6, p. 833 - 836
  作者：Kanodia, Saraswati、Thapliyal, Prakash Chander

  DOI：——

  日期：——
• 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 and antifungal activity of 2/3-arylthio- and 2,3-bis(arylthio)-5-hydroxy-/5-methoxy-1,4-naphthoquinones
  作者：Chung-Kyu Ryu、Ju-Yeon Shim、Mi Jin Chae、Ik Hwa Choi、Ja-Young Han、Ok-Jai Jung、Jung Yoon Lee、Seong Hee Jeong

  DOI：10.1016/j.ejmech.2004.12.004

  日期：2005.5

  2/3-Arylthio- and 2,3-bis(arylthio)-5-hydroxy-/5-methoxy-1,4-naphthoquinones 5-9 were synthesized and tested for in vitro antifungal activity against Candida species and Aspergillus niger. The synthesized compounds 5-9 generally showed good activities against Candida albicans and C tropicalis. The results suggest that the 1,4-naphthoquinones 5-9 would be potent antifungal agents. (c) 2005 Elsevier SAS. All rights reserved.