2-thioxo-5-((5-(4-(trifluoromethyl)phenyl)thiophen-2-yl)methylene)imidazolidin-4-one

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-thioxo-5-((5-(4-(trifluoromethyl)phenyl)thiophen-2-yl)methylene)imidazolidin-4-one
• 英文别名: 2-Sulfanylidene-5-[[5-[4-(trifluoromethyl)phenyl]thiophen-2-yl]methylidene]imidazolidin-4-one
• 化学式: C₁₅H₉F₃N₂OS₂
• 分子量: 354.376
• InChiKey: JFAMOYANMQYOTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-硫代乙内酰脲 、 5-(4-三氟甲基-苯基)-噻吩-2-甲醛 在 溶剂黄146 、 β-丙氨酸 作用下， 反应 15.0h， 以55%的产率得到2-thioxo-5-((5-(4-(trifluoromethyl)phenyl)thiophen-2-yl)methylene)imidazolidin-4-one
  参考文献：
  名称：

  Exploration of a Series of 5-Arylidene-2-thioxoimidazolidin-4-ones as Inhibitors of the Cytolytic Protein Perforin

  摘要：

  A series of novel 5-arylidene-2-thioxoimidazolidin-4-ones were investigated as inhibitors of the lymphocyte-expressed pore-forming protein perform. Structure activity relationships were explored through variation of an isoindolinone or 3,4-dihydroisoquinolinone subunit on a fixed 2-thioxoimidazolidin-4-one/thiophene core. The ability of the resulting compounds to inhibit the lytic activity of both isolated perform protein and perforin delivered in situ by natural killer cells was determined. A number of compounds showed excellent activity at concentrations that were nontoxic to the killer cells, and several were a significant improvement on previous classes of inhibitors, being substantially more potent and soluble. Representative examples showed rapid and reversible binding to immobilized mouse perforin at low concentrations (<= 2.5 mu M) by surface plasmon resonance and prevented formation of perforin pores in target cells despite effective target cell engagement, as determined by calcium influx studies. Mouse PK studies of two analogues showed T-1/2 values of 1.1-1.2 h (dose of 5 mg/kg iv) and MTDs of 60-80 mg/kg (ip).

  DOI：

  10.1021/jm401604x

文献信息

• INHIBITORS OF 15-HYDROXYPROSTAGLANDIN DEHYDROGENASE FOR STIMULATING PIGMENTATION OF THE SKIN OR SKIN APPENDAGES
  申请人：MICHELET JEAN-FRANCOIS

  公开号：US20110014250A1

  公开（公告）日：2011-01-20

  Inhibitors of 15-hydroxyprostaglandin dehydrogenase (15-PGDH), for example tetrazole, styrylpyrazole, phenylfuran, phenylthiophene, phenylpyrrazole, pyrazolecarboxamide, 2-thioacetamide and azo compounds, are useful for promoting or stimulating pigmentation of the skin and/or skin appendages and/or for preventing and/or for limiting depigmentation and/or whitening of the skin and/or skin appendages, notably for preventing and/or limiting canities.

  15-羟基前列腺素脱氢酶（15-PGDH）的抑制剂，例如四唑、苯乙烯吡唑、苯并呋喃、苯并硫吩、苯并吡唑、吡唑羧酰胺、2-硫代乙酰胺和偶氮化合物，可用于促进或刺激皮肤和/或皮肤附属物的色素沉着，或预防和/或限制皮肤和/或皮肤附属物的脱色和/或变白，特别是预防和/或限制白发。
• Utilisation d'un inhibiteur de 15-hydroxy prostaglandine déshydrogénase pour favoriser la pigmentation de la peau ou des phanères
  申请人：L'Oréal

  公开号：EP1594438B1

  公开（公告）日：2013-07-17
• Heterocyclic compound for stimulating or inducing the growth of the hair or eyelashes and/or slowing down their loss composition comprising it and its uses
  申请人：Boulle Christophe

  公开号：US20080076809A1

  公开（公告）日：2008-03-27

  The invention relates to a composition for caring for or making up keratinous fibers comprising a heterocyclic compound of formula (I) or of one of its salts: in which: Hy is a heterocycle of 4 to 7 atoms comprising a carbonyl functional group and/or a thiocarbonyl functional group and optionally being substituted and G, R 1 , R 2 and R 3 are defined in the description.
• US7294641B2
  申请人：——

  公开号：US7294641B2

  公开（公告）日：2007-11-13
• US7705041B2
  申请人：——

  公开号：US7705041B2

  公开（公告）日：2010-04-27