2-phenyl-7,8-dihydro-6H-quinazolin-5-one | 21599-31-5

• 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: 2-phenyl-7,8-dihydro-6H-quinazolin-5-one
• 英文别名: 2-phenyl-7,8-dihydroquinazolin-5(6H)-one；2-phenyl-7,8-dihydro-6H-quinazolin-5-one
• CAS: 21599-31-5
• 化学式: C₁₄H₁₂N₂O
• 分子量: 224.262
• InChiKey: ICMXAAQFHQMZTO-UHFFFAOYSA-N

物化性质

• 熔点：
  125 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  326.2±35.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  42.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-phenyl-7,8-dihydro-6H-quinazolin-5-one 在 sodium methylate 作用下， 以 甲苯 为溶剂， 生成 6-[1-Diethylamino-meth-(E)-ylidene]-2-phenyl-7,8-dihydro-6H-quinazolin-5-one
  参考文献：
  名称：

  Mosti, Luisa; Menozzi Giulia; Schenone, Pietro, Journal of Heterocyclic Chemistry, 1987, vol. 24, p. 603 - 608

  摘要：

  DOI：
• 作为产物：
  描述：

  1,3-环己二酮 以 乙醇 为溶剂， 反应 1.0h， 生成 2-phenyl-7,8-dihydro-6H-quinazolin-5-one
  参考文献：
  名称：

  掺入双/三环部分的4位取代的苯磺酰胺是有力的和同工型选择性碳酸酐酶II / IX抑制剂。

  摘要：

  由于我们的努力扩大化学多样性在碳酸酐酶抑制剂（CAI），三个小系列多杂环化合物中的一部分（4 - 6），具有连接在主苯磺酰胺部分与BI /三环支架进行了研究。鉴定了针对靶肿瘤相关的hCA IX（低纳摩尔/亚纳摩尔效价水平）的高效抑制剂，该抑制剂对hCA I，II和IV同功酶具有显着的功能选择性。分子对接研究阐明了新化合物活性和选择性背后的原因。

  DOI：

  10.1021/acs.jmedchem.8b00670

文献信息

• Aqueous One-Pot Synthesis of Pyrazoles, Pyrimidines and Isoxazoles Promoted by Microwave Irradiation
  作者：Valentina Molteni、Matthew M. Hamilton、Long Mao、Christine M. Crane、Andreas P. Termin、Dean M. Wilson

  DOI：10.1055/s-2002-33650

  日期：——

  Microwave irradiation promotes the conversion of enaminoketones formed in situ into a variety of heterocycles by reaction with the appropriate bidentate nucleophile. The advantages of the method over previous approaches are short reaction times and facile purification by precipitation of the products in aqueous media. Moreover the convenient one-pot procedure makes these syntheses particularly suitable for library production. Organic reactions in aqueous media have become of great interest as water is not only more environmentally friendly, but also because organic reactions in water often display unique reactivity and selectivity.

  微波辐射促进了现场形成的烯胺酮与适当的二齿亲核试剂反应，转化为多种杂环化合物。与之前的方案相比，该方法的优势在于反应时间短，且通过产品在水介质中的沉淀实现简便纯化。此外，便捷的一锅法工艺使得这些合成特别适合于库的生产。水相中的有机反应备受关注，不仅因为水更为环保，还因为在水中进行的有机反应常常展现出独特的反应性和选择性。
• [EN] SPIROPYRROLIDINE BETA-SECRETASE INHIBITORS FOR THE TREATMENT OF ALZHEIMER'S DISEASE<br/>[FR] INHIBITEURS DE BÊTA-SÉCRÉTASE DE TYPE SPIROPYRROLIDINE POUR LE TRAITEMENT DE LA MALADIE D'ALZHEIMER
  申请人：MERCK SHARP & DOHME

  公开号：WO2010094242A1

  公开（公告）日：2010-08-26

  The present invention is directed to spiropyrrolidine compounds of formula (I) which are inhibitors of the beta-secretase enzyme and that are useful in the treatment of diseases in which the beta-secretase enzyme is involved, such as Alzheimer's disease. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the treatment of such diseases in which the beta-secretase enzyme is involved.

  本发明涉及式(I)的螺环吡咯烷化合物，它们是β-分泌酶的抑制剂，并且在治疗涉及β-分泌酶的疾病，如阿尔茨海默病中有用。该发明还涉及包含这些化合物的药物组合物，以及在治疗涉及β-分泌酶的这类疾病中使用这些化合物和组合物。
• Structure-activity relationships (SAR) of some tetracyclic heterocycles related to the immunosuppressive agent brequinar sodium
  作者：William J Pitts、James W Jetter、Donald J Pinto、Michael J Orwat、Douglas G Batt、Susan R Sherk、Joseph J Petraitis、Irina C Jacobson、Robert A Copeland、Randine L Dowling、Bruce D Jaffee、Tracy L Gardner、Elizabeth A Jones、Ronald L Magolda

  DOI：10.1016/s0960-894x(98)00010-9

  日期：1998.2

  The structure-activity relationships of some tetracyclic heterocycles related to Brequinar were explored. Activities as inhibitors of dihydroorotate dehydrogenase and the mixed lymphocyte reaction are related to ring system, heteroatom placement, and pendant ring substitution.

  探索了一些与布雷奎纳有关的四环杂环的构效关系。作为二氢乳清酸酯脱氢酶抑制剂和混合淋巴细胞反应的活性与环系统，杂原子位置和侧链取代有关。
• Reaction of 2-dimethylaminomethylene-1,3-diones with dinucleophiles. III. Synthesis of 5-acylpyrimidines and 7,8-dihydroquinazolin-5(6<i>H</i> )-ones
  作者：Luisa Mosti、Giulia Menozzi、Pietro Schenone

  DOI：10.1002/jhet.5570200328

  日期：1983.5

  The reaction of open-chain and cyclohexane sym-2-dimethylaminomethylene-1,3-diones with amidines and guanidine in refluxing ethanol gave, generally in good yields, a series of 5-acylpyrimidines and 7,8-dihydroquinazolin-5(6H)-ones, respectively. With formamidine (and in part acetamidine), 2-formylimino-1,3-diones were formed in general, as sole products or mixtures with the corresponding pyrimidines

  在回流的乙醇中，开环和环己烷对称的-2-二甲基氨基亚甲基-1,3-二酮与am和胍的反应通常以良好的收率得到一系列的5-酰基嘧啶和7,8-二氢喹唑啉-5（6 H）-一个。与甲am（和部分为乙am）一起，通常形成2-甲酰氨基-1,3-二酮，其为单独的产物或与相应的嘧啶或二氢喹唑啉酮的混合物。
• Organic Electronic Device Comprising an Organic Semiconducting Material
  申请人：Lux Andrea

  公开号：US20120283437A1

  公开（公告）日：2012-11-08

  The present invention relates to an organic electronic device comprising an organic semiconducting material comprising at least one compound according to the formulae (I) to (II).

  本发明涉及一种有机电子器件，包括至少一种化合物，其符合式（I）至（II）中的至少一种，其中所述有机半导体材料包括所述化合物。