1,3-bis(4-hydroxyphenyl)tetrahydropyrimidinone | 946123-69-9

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 1,3-bis(4-hydroxyphenyl)tetrahydropyrimidinone
• CAS: 946123-69-9
• 化学式: C₁₆H₁₆N₂O₃
• 分子量: 284.315
• InChiKey: NEKFTCHIGPOKBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.93
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  64.01
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1,3-bis(4-hydroxyphenyl)tetrahydropyrimidinone 、 二甲氨基氯乙烷盐酸 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 5.0h， 以31%的产率得到1-[4-(2-dimethylaminoethoxy)phenyl]-3-(4-hydroxyphenyl)tetrahydropyrimidinone
  参考文献：
  名称：

  Novel estrogen receptor (ER) modulators containing various hydrophobic bent-core structures

  摘要：

  We previously discovered m-carborane-containing estrogen receptor (ER) modulator 4, which exhibits weak ER-agonistic and antagonistic activities in transactivation assays. With the aim of developing novel ER partial agonists, we designed and synthesized various analogues of 4 with a bent-core structure, that is, pseudo cyclic structure (5), tetrahydropyrimidinone (6), m-benzene (7), adamantane (8), and 9,1 0-dimethyl-m-carborane (9), in place of the m-carborane moiety. Compound 9 showed greater binding affinity than 4 in ER-binding assay using [6,7-H-3-17 beta-estradiol and was a more effective partial agonist than 4 in MCF-7 cell proliferation assay. It appears to be a promising candidate as a selective ER modulator (SERM). (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.04.022
• 作为产物：
  描述：

  N′-(4-methoxyphenyl)-N-(4-methoxyphenyl)-N-(3-bromopropyl)urea 在 三溴化硼 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.5h， 生成 1,3-bis(4-hydroxyphenyl)tetrahydropyrimidinone
  参考文献：
  名称：

  Novel estrogen receptor (ER) modulators containing various hydrophobic bent-core structures

  摘要：

  We previously discovered m-carborane-containing estrogen receptor (ER) modulator 4, which exhibits weak ER-agonistic and antagonistic activities in transactivation assays. With the aim of developing novel ER partial agonists, we designed and synthesized various analogues of 4 with a bent-core structure, that is, pseudo cyclic structure (5), tetrahydropyrimidinone (6), m-benzene (7), adamantane (8), and 9,1 0-dimethyl-m-carborane (9), in place of the m-carborane moiety. Compound 9 showed greater binding affinity than 4 in ER-binding assay using [6,7-H-3-17 beta-estradiol and was a more effective partial agonist than 4 in MCF-7 cell proliferation assay. It appears to be a promising candidate as a selective ER modulator (SERM). (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.04.022

文献信息

• Cyclic ureas as novel building blocks for bent-core liquid crystals
  作者：Benjamin Glettner、Sara Hein、R. Amaranatha Reddy、Ute Baumeister、Carsten Tschierske

  DOI：10.1039/b703907g

  日期：——

  Cyclic ureas represent a new class of bent-core liquid crystals which, depending on the ring size and other structural parameters, can form a series of polar (ferroelectric and antiferroelectric), as well as non-polar, tilted and non-tilted smectic and undulated smectic phases.

  环状脲代表一类新的弯曲核液晶，根据环的大小和其他结构参数，它们可以形成一系列极性（铁电和反铁电）以及非极性，倾斜和非倾斜的近晶液晶。起伏的近晶相。