3-methyl-6-phenylpyrimidine-2,4(1H,3H)-dione | 61736-36-5

• 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: 3-methyl-6-phenylpyrimidine-2,4(1H,3H)-dione
• 英文别名: 3-methyl-6-phenyl-1H-pyrimidine-2,4-dione；3-Methyl-6-phenyl-1H-pyrimidin-2,4-dion；3-Methyl-6-phenyluracil；3-methyl-6-phenyl-1H-pyrimidine-2,4-dione
• CAS: 61736-36-5
• 化学式: C₁₁H₁₀N₂O₂
• mdl: MFCD00452859
• 分子量: 202.213
• InChiKey: PEVQVOGHJZJMBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-methyl-6-phenylpyrimidine-2,4(1H,3H)-dione 、 溴 生成 5-bromo-3-methyl-6-phenyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  SKULNICK H. I.; LUDENS J. H.; WENDLING M. G.; GLENN E. M.; ROHLOFF N. A.;+, J. MED. CHEM., 29,(1986) N 8, 1499-1504

  摘要：

  DOI：
• 作为产物：
  描述：

  3-methyl-6-phenyl-dihydro-pyrimidine-2,4-dione 在 溴 、 溶剂黄146 作用下， 生成 3-methyl-6-phenylpyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  RESEARCHES ON PYRIMIDINES. CXIX. DETERMINATION OF THE CONSTITUTION OF ALKYLATION PRODUCTS OF PHENYLURACIL AND PHENYLHYDROURACIL¹

  摘要：

  DOI：

  10.1021/ja01375a051

文献信息

• Synthesis of uracil derivatives by oxidation of Fischer tungsten–carbene uracil complexes
  作者：Giorgio Della Sala、Antonietta Artillo、Susagna Ricart、Aldo Spinella

  DOI：10.1016/j.jorganchem.2006.12.013

  日期：2007.3

  oxidation of Fischer tungsten–carbene uracil complexes has been carried out. Several commonly used oxidants gave results strongly influenced by the presence of substituent on nitrogen atoms. In particular, usual oxidants failed in the oxidation of 3-alkyl uracil carbene complexes. Finally, we showed that t-butyl hydroperoxide is able to oxidize successfully also 3-alkyl uracil carbene complexes and can be used

  已经对费歇尔钨-卡宾尿嘧啶配合物的氧化进行了研究。几种常用的氧化剂所产生的结果受氮原子上取代基的强烈影响。特别是，通常的氧化剂不能使3-烷基尿嘧啶卡宾配合物氧化。最后，我们证明了叔丁基氢过氧化物也能够成功氧化3-烷基尿嘧啶卡宾配合物，并且可以用作其他方法的良好替代品。
• Direct Chemoselective Synthesis of N-3-Substituted Pyrimidinones in a Microwave-Assisted Method
  作者：Burgula Laxminarayana、Lal Mohan Kundu

  DOI：10.1080/00397911.2015.1017770

  日期：2015.6.3

  chemoselective alkylation, benzylation, and arylation of C-5 and C-6 substituted pyrimidine nucleobases selectively at the N-3 position. The reactions were found to proceed, with high efficiency, without the requirement of solvent and were complete within 10–15 min of irradiation. The efficiency of the method was further improved by addition of a Lewis acid, which not only increases the yield significantly but

  摘要 由于区域选择性和化学选择性较差，选择性合成 N-3 取代的嘧啶核碱基或嘧啶酮一直是一个挑战。在本文中，我们展示了选择性 N-3 取代的修饰嘧啶酮的一步、从头合成。我们开发了一种微波辅助方法，用于在 N-3 位置选择性地对 C-5 和 C-6 取代的嘧啶核碱基进行直接、化学选择性烷基化、苄基化和芳基化。发现反应以高效率进行，不需要溶剂，并在辐照后 10-15 分钟内完成。通过加入路易斯酸进一步提高了该方法的效率，不仅显着提高了产率，而且加快了反应速度。图形概要
• Pyrimidinones. 3. N-Substituted 6-phenylpyrimidinones and pyrimidinediones with diuretic/hypotensive and antiinflammatory activity
  作者：Harvey I. Skulnick、James H. Ludens、Michael G. Wendling、E. Myles Glenn、Norman A. Rohloff、Robert J. Smith、Wendell Wierenga

  DOI：10.1021/jm00158a030

  日期：1986.8

  In an extensive analysis of the antiviral and interferon-induction structure-activity relationship of 6-arylpyrimidinones we found that modifications at positions 1-4 of the pyrimidine ring resulted in a loss of activity. However, we uncovered interesting hypotensive and antiinflammatory activity with a series of N-substituted analogues, the results of which we report herein.
• Pyrimidine-2,4-dione targets STAT3 signaling pathway to induce cytotoxicity in hepatocellular carcinoma cells
  作者：Ayyiliath M Sajith、Kereyagalahally H. Narasimhamurthy、Muthu K. Shanmugam、Shobith Rangappa、S. Chandra Nayak、Arunachalam Chinnathambi、Tahani Awad Alahmadi、Sulaiman Ali Alharbi、K.R. Haridas、E.K. Reddy、B. Savitha、Chakrabhavi Dhananjaya Mohan、Kanchugarakoppal S. Rangappa

  DOI：10.1016/j.bmcl.2021.128332

  日期：2021.10
• GOTO, SHUNSUKE;YAMANAKA, ATSUO;KAGARA, KOHJI;YAZAWA, HISATOYO, CHEM. EXPRESS, 3,(1988) N, C. 211-214
  作者：GOTO, SHUNSUKE、YAMANAKA, ATSUO、KAGARA, KOHJI、YAZAWA, HISATOYO

  DOI：——

  日期：——