methyl (2Z)-2-acetyl-3-[3-(2-furoyl)-2-thioxoimidazolidin-1-yl]acrylate | 1146942-82-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl (2Z)-2-acetyl-3-[3-(2-furoyl)-2-thioxoimidazolidin-1-yl]acrylate
• 英文别名: methyl (2Z)-2-[[3-(furan-2-carbonyl)-2-sulfanylideneimidazolidin-1-yl]methylidene]-3-oxobutanoate
• CAS: 1146942-82-6
• 化学式: C₁₄H₁₄N₂O₅S
• 分子量: 322.342
• InChiKey: CVNBWTYCCZPDJH-NTMALXAHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  112
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  呋喃甲酰氯 、 methyl (2Z)-3-oxo-2-[(2-sulfanylideneimidazolidin-1-yl)methylidene]butanoate 在 吡啶 、 四甲基乙二胺 作用下， 以44%的产率得到methyl (2Z)-2-acetyl-3-[3-(2-furoyl)-2-thioxoimidazolidin-1-yl]acrylate
  参考文献：
  名称：

  N-Acylated and N,N′-diacylated imidazolidine-2-thione derivatives and N,N′-diacylated tetrahydropyrimidine-2(1H)-thione analogues: Synthesis and antiproliferative activity

  摘要：

  Fifty-one acylthioureas (ATUs) incorporating imidazolidine-2-thione or its upper cyclohomologue were prepared by parallel synthesis and evaluated against a high number of human cancer cell lines for antiproliferative activity. ATUs 1o (3,5-dichlorobenzoyl), 1s (2-furoyl), 3s (2-furoyl) and 1t (2-thenoyl) displayed activity against leukemia, melanoma LOX IMVI, non-small cell lung NCI-H522, renal 786-0, CAKI-1, SN12C, UO-31 and breast MCF7, MDA-MB-435, T-47D cancer cell lines in the 0.3-9.7 mu M concentration range. Compound 14s exhibited selectivity for melanoma SK-MEL-5 (GI(50) < 5 nM); 1s for leukemia MOLT-4 (GI(50): 300 nM); 1q, 3b and 3q for renal cancer UO-31 (GI(50): 70200 nM); 8s, 9s for non-small cell lung cancer EKVX (GI(50): 300, 10 nM) and 3j for HOP-92 (GI(50): 700 nM) cell line. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.06.010