1-(4-ethylbenzyl)hexahydropyrimidin-2-one | 1216944-06-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-(4-ethylbenzyl)hexahydropyrimidin-2-one
• 英文别名: 1-[(4-Ethylphenyl)methyl]-1,3-diazinan-2-one
• CAS: 1216944-06-7
• 化学式: C₁₃H₁₈N₂O
• 分子量: 218.299
• InChiKey: SQQLXCOGCXBCDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 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：

  1-(4-ethylbenzyl)hexahydropyrimidin-2-one 在 劳森试剂 作用下， 以 甲苯 为溶剂， 以45%的产率得到1-(4-ethylbenzyl)hexahydropyrimidine-2-thione
  参考文献：
  名称：

  Inhibitory effect of novel tetrahydropyrimidine-2(1H)-thiones on melanogenesis

  摘要：

  The series of imidazoldine-2-thiones 2 and tetrahydropyrimidine-2-thiones 3 were discovered as inhibitor of alpha-MSH-induced melanin production in melanoma B16 cells. The primary bioassay showed that 1-(4-ethylbenzyl)-tetrahydropyrimidine-2(1H)-thione 3e (> 100% inhibition at 10 mu M, IC50 = 1.2 mu M) and 1-(4-tert-butylbenzyl)-tetrahydropyrimidine-2(1H)-thione 3f (> 100% inhibition at 10 mu M, IC50 = 0.76 mu M) exhibited potent inhibitory effect against alpha-MSH-induced melanin production. Compounds 3 inhibit the biosynthesis of tyrosinase without affecting its catalytic activity in melanogenesis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.12.044
• 作为产物：
  描述：

  tert-butyl 3-(4-ethylbenzylamino)propylcarbamate 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以53%的产率得到1-(4-ethylbenzyl)hexahydropyrimidin-2-one
  参考文献：
  名称：

  Inhibitory effect of novel tetrahydropyrimidine-2(1H)-thiones on melanogenesis

  摘要：

  The series of imidazoldine-2-thiones 2 and tetrahydropyrimidine-2-thiones 3 were discovered as inhibitor of alpha-MSH-induced melanin production in melanoma B16 cells. The primary bioassay showed that 1-(4-ethylbenzyl)-tetrahydropyrimidine-2(1H)-thione 3e (> 100% inhibition at 10 mu M, IC50 = 1.2 mu M) and 1-(4-tert-butylbenzyl)-tetrahydropyrimidine-2(1H)-thione 3f (> 100% inhibition at 10 mu M, IC50 = 0.76 mu M) exhibited potent inhibitory effect against alpha-MSH-induced melanin production. Compounds 3 inhibit the biosynthesis of tyrosinase without affecting its catalytic activity in melanogenesis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.12.044

文献信息

• COMPOUNDS AND METHODS OF TREATING OCULAR DISORDERS
  申请人：Palczewski Krzysztof

  公开号：US20120295895A1

  公开（公告）日：2012-11-22

  A method of treating an ocular disorder in a subject associated with aberrant all-trans-retinal clearance in the retina, the method comprising administering to the subject a therapeutically effective amount of a primary amine compound of formula: wherein R 1 is an aliphatic and/or aromatic compound.
• US8722669B2
  申请人：——

  公开号：US8722669B2

  公开（公告）日：2014-05-13