2-[N-(phthalimido)]butyl carbamimidothioate hydrochloride | 14122-37-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-[N-(phthalimido)]butyl carbamimidothioate hydrochloride
• 英文别名: 2-(4-phthalimido-butyl)-isothiourea；S-(4-phthalimido-butyl)-isothiourea；S-(4-Phthalimido-butyl)-isothioharnstoff；4-(1,3-Dioxoisoindol-2-yl)butyl carbamimidothioate
• CAS: 14122-37-3
• 化学式: C₁₃H₁₅N₃O₂S
• 分子量: 277.347
• InChiKey: LDFVOQXFLOAVQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[N-(phthalimido)]butyl carbamimidothioate hydrochloride 在 盐酸 作用下， 以 乙醇 为溶剂， 生成 2-[N-(phthalimido)]butyl carbamimidothioate hydrochloride
  参考文献：
  名称：

  Low Molecular Weight Amidoximes that Act as Potent Inhibitors of Lysine-Specific Demethylase 1

  摘要：

  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 dysregulation is thought to contribute to the development of cancer. We reported that (bis)guanidines, (bis)biguanides, and their urea- and thiourea isosteres 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 small molecule amidoximes that are moderate inhibitors of recombinant LSD1 but that produce dramatic changes 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, H-cadherin (HCAD), and the transcription factor GATA4. These compounds represent leads for an important new series of drug-like epigenetic modulators with the potential for use as antitumor agents.

  DOI：

  10.1021/jm3002845
• 作为产物：
  描述：

  邻苯二甲酸亚胺 在 乙醇 、 potassium carbonate 作用下， 生成 2-[N-(phthalimido)]butyl carbamimidothioate hydrochloride
  参考文献：
  名称：

  642.氨基链烷磺酰胺和链烷二磺酰胺

  摘要：

  DOI：

  10.1039/jr9520003334

文献信息

• SMALL MOLECULES AS EPIGENETIC MODULATORS OF LYSINE-SPECIFIC DEMETHYLASE 1 AND METHODS OF TREATING DISORDERS
  申请人：Casero Robert A.

  公开号：US20140011857A1

  公开（公告）日：2014-01-09

  The invention provides for novel compounds which are inhibitors of lysine-specific demethylase 1 (LSD1). Such compounds may be used to treat disorders, including cancer.
• US9527805B2
  申请人：——

  公开号：US9527805B2

  公开（公告）日：2016-12-27