S-(5,8-dihydroxy-1,4-naphthoquinon-2-yl)-2-mercaptopropionic | 65726-90-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: S-(5,8-dihydroxy-1,4-naphthoquinon-2-yl)-2-mercaptopropionic
• 英文别名: 3-[(5,8-Dihydroxy-1,4-dioxo-2-naphthyl)sulfanyl]propanoic acid；3-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)sulfanylpropanoic acid
• CAS: 65726-90-1
• 化学式: C₁₃H₁₀O₆S
• 分子量: 294.285
• InChiKey: MBOZOMSQBFFOGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  137
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-巯基丙酸 、 萘茜 以 乙醇 为溶剂， 以46%的产率得到S-(5,8-dihydroxy-1,4-naphthoquinon-2-yl)-2-mercaptopropionic
  参考文献：
  名称：

  新型1，4-萘醌衍生物的合成和评价，用作抗病毒药，抗真菌药和抗癌药。

  摘要：

  某些2-取代的1,4-萘醌2，S-（1,4-萘醌-2-基）-巯基链烷酰胺4，相关的苯醌和萘醌衍生物6-9和2,3-二取代的合成和评价进行1，4-萘醌10-11。通过使用标准测定法测定抗真菌，抗菌，抗病毒和抗癌活性。结果表明，化合物2b和10a对A型流感病毒和单纯疱疹病毒具有体外抗病毒活性，并具有明显的抗真菌特性，而化合物4a对淋巴白血病P 388具有抗癌活性。

  DOI：

  10.1016/j.bmcl.2004.03.047

文献信息

• Tandon, V. K.; Vaish, Meenu; Khan, Z. K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1993, vol. 32, # 4, p. 445 - 448
  作者：Tandon, V. K.、Vaish, Meenu、Khan, Z. K.

  DOI：——

  日期：——
• Design, synthesis and evaluation of novel 1,4-naphthoquinone derivatives as antifungal and anticancer agents
  作者：Vishnu K. Tandon、Rakeshwar B. Chhor、Ravindra V. Singh、Sanjay Rai、Dharmendra B. Yadav

  DOI：10.1016/j.bmcl.2004.01.002

  日期：2004.3

  A series of 1,4-naphthoquinone derivatives were synthesized and tested for antifungal and antitumor activity against a number of fungal disease causative species and Walker 256 carcinoma cell lines. The results show that the compounds 8a,e and 11b possess pronounced antifungal proifile where as 7b and f were found to be active against Walker 256 carcinoma cell lines. Moreover 7c and 11a showed inhibitory effect against reverse transcriptase enzyme from Rauscher Murine Leukemia Virus. (C) 2004 Elsevier Ltd. All rights reserved.
• Synthesis and evaluation of novel 1,4-naphthoquinone derivatives as antiviral, antifungal and anticancer agents
  作者：Vishnu K. Tandon、Ravindra V. Singh、Dharmendra B. Yadav

  DOI：10.1016/j.bmcl.2004.03.047

  日期：2004.6

  The synthesis and evaluation of some 2-substituted-1,4-naphthoquinones 2, S-(1,4-naphthoquinon-2-yl)-mercaptoalkanoic acid amides 4, related benzoquinone and naphthoquinone derivatives 6-9 and 2,3-disubstituted 1,4-naphthoquinones 10-11 were carried out. The antifungal, antibacterial, antiviral and anticancer activities were determined by using the standard assay. The results show that compounds 2b

  某些2-取代的1,4-萘醌2，S-（1,4-萘醌-2-基）-巯基链烷酰胺4，相关的苯醌和萘醌衍生物6-9和2,3-二取代的合成和评价进行1，4-萘醌10-11。通过使用标准测定法测定抗真菌，抗菌，抗病毒和抗癌活性。结果表明，化合物2b和10a对A型流感病毒和单纯疱疹病毒具有体外抗病毒活性，并具有明显的抗真菌特性，而化合物4a对淋巴白血病P 388具有抗癌活性。