6-chloro-3-phenethyl-3,4-dihydroquinazolin-2(1H)-one | 1218819-42-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6-chloro-3-phenethyl-3,4-dihydroquinazolin-2(1H)-one
• 英文别名: 6-Chloro-3-(2-phenylethyl)-1,4-dihydroquinazolin-2-one
• CAS: 1218819-42-1
• 化学式: C₁₆H₁₅ClN₂O
• 分子量: 286.761
• InChiKey: DQKLCUIZOSHIHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6-chloro-3-phenethyl-3,4-dihydroquinazolin-2(1H)-one 在 劳森试剂 作用下， 以 甲苯 为溶剂， 以33%的产率得到6-chloro-3-phenethyl-3,4-dihydroquinazolin-2(1H)-thione
  参考文献：
  名称：

  Evaluation of 3,4-dihydroquinazoline-2(1H)-thiones as inhibitors of α-MSH-induced melanin production in melanoma B16 cells

  摘要：

  Novel 3,4-dihydroquinazoline-2(1H)-thiones (QNTs) 1 were found to be potent inhibitors of alpha-MSH-induced melanin production. The effect of QNTs to inhibit melanin formation in B16 melanoma cells was screened in the presence of alpha-MSH. In defining the mechanism of activity, the effects on tyrosinase activity, on tyrosinase synthesis and on the depigmentation of melanin were evaluated. QNTs did not affect the catalytic activity of tyrosinase, but rather acted as an inhibitor of tyrosinase synthesis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.01.005
• 作为产物：
  描述：

  、 N,N'-羰基二咪唑 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以56%的产率得到6-chloro-3-phenethyl-3,4-dihydroquinazolin-2(1H)-one
  参考文献：
  名称：

  Evaluation of 3,4-dihydroquinazoline-2(1H)-thiones as inhibitors of α-MSH-induced melanin production in melanoma B16 cells

  摘要：

  Novel 3,4-dihydroquinazoline-2(1H)-thiones (QNTs) 1 were found to be potent inhibitors of alpha-MSH-induced melanin production. The effect of QNTs to inhibit melanin formation in B16 melanoma cells was screened in the presence of alpha-MSH. In defining the mechanism of activity, the effects on tyrosinase activity, on tyrosinase synthesis and on the depigmentation of melanin were evaluated. QNTs did not affect the catalytic activity of tyrosinase, but rather acted as an inhibitor of tyrosinase synthesis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.01.005