(3R,6E)-6-(bromomethylidene)-3-phenyl-4-prop-2-ynylmorpholin-2-one | 1387577-05-0

• 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: (3R,6E)-6-(bromomethylidene)-3-phenyl-4-prop-2-ynylmorpholin-2-one
• CAS: 1387577-05-0
• 化学式: C₁₄H₁₂BrNO₂
• 分子量: 306.159
• InChiKey: VNLILBLOCIJTDN-CNELAYHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  左旋苯甘氨酸 在 N-溴代丁二酰亚胺(NBS) 、 高氯酸 、 lithium hydroxide monohydrate 、 magnesium sulfate 、 potassium carbonate 、 三氟乙酸 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 20.0h， 生成 (3R,6E)-6-(bromomethylidene)-3-phenyl-4-prop-2-ynylmorpholin-2-one
  参考文献：
  名称：

  Haloenol pyranones and morpholinones as antineoplastic agents of prostate cancer

  摘要：

  Haloenol pyran-2-ones and morpholin-2-ones were synthesized and evaluated as inhibitors of cell growth in two different prostate human cancer cell lines (PC-3 and LNCaP). Analogs derived from Land D-phenylglycine were found to be the most effective antagonists of LNCaP and PC-3 cell growth. Additional studies reveal that the inhibitors induced G2/M arrest and the (S)-enantiomer of the phenylglycine-based derivatives was a more potent inhibitor of cytosolic iPLA(2)beta. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2012.05.038

文献信息

• Haloenol pyranones and morpholinones as antineoplastic agents of prostate cancer
  作者：Jason N. Mock、John P. Taliaferro、Xiao Lu、Sravan Kumar Patel、Brian S. Cummings、Timothy E. Long

  DOI：10.1016/j.bmcl.2012.05.038

  日期：2012.7

  Haloenol pyran-2-ones and morpholin-2-ones were synthesized and evaluated as inhibitors of cell growth in two different prostate human cancer cell lines (PC-3 and LNCaP). Analogs derived from Land D-phenylglycine were found to be the most effective antagonists of LNCaP and PC-3 cell growth. Additional studies reveal that the inhibitors induced G2/M arrest and the (S)-enantiomer of the phenylglycine-based derivatives was a more potent inhibitor of cytosolic iPLA(2)beta. Published by Elsevier Ltd.