1,1,5,5-Tetraphenylbiuret | 78476-59-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,1,5,5-Tetraphenylbiuret
• 英文别名: 3-(Diphenylcarbamoyl)-1,1-diphenylurea
• CAS: 78476-59-2
• 化学式: C₂₆H₂₁N₃O₂
• 分子量: 407.472
• InChiKey: SPSBEQYHGNLFPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  羰基异氰酸酯异硫氰酸酯 、 二苯胺 以 乙醚 为溶剂， 反应 14.0h， 以93%的产率得到1,1,5,5-Tetraphenylbiuret
  参考文献：
  名称：

  Bunnenberg, Rolf; Jochims, Johannes C., Chemische Berichte, 1981, vol. 114, # 6, p. 2064 - 2074

  摘要：

  DOI：

文献信息

• (BIS)UREA AND (BIS)THIOREA COMPOUNDS AS EIPGENIC MODULATORS OF LYSINE-SPECIFIC DEMETHYLASE 1 AND METHODS OF TREATING DISORDERS
  申请人：Casero Robert A.

  公开号：US20120322877A1

  公开（公告）日：2012-12-20

  The invention provides for novel (bis)urea and (bis)thiourea compounds which are inhibitors of lysine-specific demethylase 1 (LSD1). Such compounds may be used to treat disorders, including cancer.

  该发明提供了一种新型的(双)脲和(双)硫脲化合物，它们是赖氨酸特异性去甲基化酶1 (LSD1)的抑制剂。这些化合物可用于治疗包括癌症在内的多种疾病。
• (Bis)urea and (Bis)thiourea Inhibitors of Lysine-Specific Demethylase 1 as Epigenetic Modulators
  作者：Shiv K. Sharma、Yu Wu、Nora Steinbergs、Michael L. Crowley、Allison S. Hanson、Robert A. Casero、Patrick M. Woster

  DOI：10.1021/jm100217a

  日期：2010.7.22

  The recently discovered enzyme lysine-specific demethylase 1 (LSD1) plays an important role in the epigenetic control of gene expression, and aberrant gene silencing secondary to LSD1 overexpression is thought to contribute to the development of cancer. We recently reported a series of (bis)guanidines and (bis)biguanides that are potent inhibitors of LSD1 and induce the re-expression of aberrantly silenced tumor suppressor genes in tumor cells in vitro. We now report a series of isosteric ureas and thioureas that are also potent inhibitors of LSD1. These compounds induce increases in methylation at the histone 3 lysine 4 (H3K4) chromatin mark, a specific target of LSD1, in Calu-6 lung carcinoma cells. In addition, these analogues increase cellular levels of secreted frizzle-related protein (SFRP) 2 and.transcription factor GATA4. These compounds represent an important new series of epigenetic modulators with the potential for use as antitumor agents.
• BUNNENBERG R.; JOCHIMS J. C., CHEM. BER., 1981, 114, NO 6, 2064-2074
  作者：BUNNENBERG R.、 JOCHIMS J. C.

  DOI：——

  日期：——
• US9708255B2
  申请人：——

  公开号：US9708255B2

  公开（公告）日：2017-07-18
• [EN] (BIS) UREA AND (BIS) THIOUREA COMPOUNDS AS EPIGENIC MODULATORS OF LYSINE-SPECIFIC DEMETHYLASE 1 AND METHODS OF TREATING DISORDERS<br/>[FR] COMPOSÉS (BIS)URÉE ET (BIS)THIOURÉE EN TANT QUE MODULATEURS ÉPIGÉNIQUES DE LA DÉMÉTHYLASE 1 SPÉCIFIQUE À LA LYSINE ET MÉTHODES DE TRAITEMENT DE TROUBLES
  申请人：UNIV JOHNS HOPKINS

  公开号：WO2011022489A2

  公开（公告）日：2011-02-24

  The invention provides for novel (bis)urea and (bis)thiourea compounds which are inhibitors of lysine- specific demethylase 1 (LSD1). Such compounds may be used to treat disorders, including cancer.