4,4-dimethyl-2-phenyl-5-oxazolone | 7563-05-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4,4-dimethyl-2-phenyl-5-oxazolone
• 英文别名: 4,4-Dimethyl-2-phenyl-2-oxazolin-5-on；4,4-Dimethyl-2-phenyl-1,3-oxazol-5(4H)-on；4,4-Dimethyl-2-phenyloxazolin-5-on；2-Phenyl-4,4-dimethyl-2-oxazolin-5-on；5(4H)-Oxazolone, 4,4-dimethyl-2-phenyl-；4,4-dimethyl-2-phenyl-1,3-oxazol-5-one
• CAS: 7563-05-5
• 化学式: C₁₁H₁₁NO₂
• 分子量: 189.214
• InChiKey: LNARBTSTFCUKML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,4-dimethyl-2-phenyl-5-oxazolone 在 盐酸 、 溶剂黄146 作用下， 反应 6.0h， 生成 2-甲基丙氨酸
  参考文献：
  名称：

  Synthesis of?-substituted?-amino acids by the alkylation of 5-oxazolinone derivatives

  摘要：

  DOI：

  10.1007/bf01166316
• 作为产物：
  描述：

  2-Benzamido-N,N,2-trimethylpropionamid 在 盐酸 作用下， 以 甲苯 为溶剂， 以90%的产率得到4,4-dimethyl-2-phenyl-5-oxazolone
  参考文献：
  名称：

  通过2- Oxazolin -5-one als Zwischenstufen选择性地封端Amidgruppe offenkettiger聚酰胺。VotteäufigeMitteilung † ‡

  摘要：

  通过2-Oxazolin-5-ones作为中间体对线性聚酰胺末端酰胺基团的选择性改性

  DOI：

  10.1002/hlca.19810640213

文献信息

• Synthese von 4,4-disubstituierten 1,3-Thiazol-5(4H)-thionen
  作者：Christjohanes Jenny、Heinz Heimgartner

  DOI：10.1002/hlca.19860690217

  日期：1986.3.19

  Synthesis of 4,4-Disubstituted 1,3-Thiazol-5(4H)-thiones

  4,4-二取代的1,3-噻唑-5（4 H）-硫酮的合成
• NF-kB inhibitors and uses threreof
  申请人：Board of Trustees of MICHIGAN STATE UNIVERSITY

  公开号：US20030232998A1

  公开（公告）日：2003-12-18

  A new class of imidazolines as 4-position acids or esters with very potent anti-inflammatory as well as antimicrobial activity is described. The synthesis of these imidazolines includes a multicomponent reaction applicable to a combinatorial synthetic approach. The combination of these two key characteristics provides an effective therapeutic drug in the treatment of septic shock as well as many other inflammatory (arthritis and asthma) and infectious disorders. The use of this novel class of non-steroidal agents as anti-inflammatory agents (for the treatment of asthma, etc.), antibacterial agents, and antiseptic agents is described. The compounds are also useful in the treatment of tumors (such as cancers). The imidazolines are potent inhibitors of the transcription factor NF-&kgr;B as well as potent activity against the Gram (+) bacterium. The compositions are also useful for treating autoimmune diseases and for inhibiting rejection of organ and tissue transplants.

  描述了一类新型的咪唑啉化合物，作为4-位置酸或酯具有非常强大的抗炎和抗菌活性。这些咪唑啉的合成包括一种适用于组合合成方法的多组分反应。这两个关键特性的结合提供了一种有效的治疗药物，可用于治疗败血症休克以及许多其他炎症（如关节炎和哮喘）和传染性疾病。描述了这一新型非甾体类抗炎药物（用于治疗哮喘等）、抗菌药物和防腐剂的用途。这些化合物还可用于治疗肿瘤（如癌症）。咪唑啉是转录因子NF-κB的强效抑制剂，对革兰氏阳性细菌也具有强效活性。这些组合物还可用于治疗自身免疫性疾病，并抑制器官和组织移植的排斥。
• Multi-substituted imidazolines and method of use thereof
  申请人：Board of Trustees of MICHIGAN STATE UNIVERSITY

  公开号：US20030232870A1

  公开（公告）日：2003-12-18

  A new class of imidazolines as 4-position acids or esters with very potent anti-inflammatory as well as antimicrobial activity is described. The synthesis of these imidazolines includes a multicomponent reaction applicable to a combinatorial synthetic approach. The combination of these two key characteristics provides an effective therapeutic drug in the treatment of septic shock as well as many other inflammatory (arthritis and asthma) and infectious disorders. The use of this novel class of non-steroidal agents as anti-inflammatory agents (for the treatment of asthma etc.), antibacterial agents and antiseptic agents is described. The compounds are also useful in the treatment of tumors (such as cancers). The imidazolines are potent inhibitors of the transcription factor NF-&kgr;B as well as potent activity against the Gram (+) bacterium B. subtillus and B. cereus with MIC values in the range of 50 &mgr;m/mL.

  描述了一类新型的咪唑啉，作为4位酸或酯，具有非常强大的抗炎和抗微生物活性。这些咪唑啉的合成包括适用于组合合成方法的多组分反应。这两个关键特性的结合提供了一种有效的治疗药物，可用于治疗脓毒性休克以及许多其他炎症（关节炎和哮喘）和传染性疾病。描述了这种新型非甾体类抗炎药物（用于哮喘等的治疗）、抗菌药物和防腐剂的用途。这些化合物还可用于肿瘤的治疗（如癌症）。咪唑啉是转录因子NF-κB的强效抑制剂，并对革兰氏阳性细菌B. subtillus和B. cereus具有强大的活性，MIC值在50 μm/mL的范围内。
• Kinetics of the acetic acid-catalysed ring-opening reaction of 2-phenyl-4,4-dimethyl-2-oxazolin-5-one with some aminoacid ethyl esters in carbon tetrachloride
  作者：C. Chuaqui、S. Atala、A. Márquez、H. Rodríguez

  DOI：10.1016/0040-4020(73)80101-2

  日期：1973.1

  ethyl ester of dl-alanine. To explain the function of the catalyst a cyclic intermediate has been compared with other intermediates proposed for similar reactions. A good correlation has been obtained between the rate constant for the catalysed reaction and Taft's σ* values, showing that the effects of the substituents on the esters are mainly polar and supporting the structure of the proposed intermediate

  乙酸催化的2-苯基-4,4-二甲基-2-恶唑啉-5-酮（1）与甘氨酸乙酯（2），dl-α-氨基丁酸（4）反应的动力学行为已经研究了α-氨基异丁酸（5），dl-正缬氨酸（6），dl-缬氨酸（7），dl-亮氨酸（8）和dl-苯丙氨酸（9）。在所使用的浓度范围内，反应遵循二级动力学，实验速率常数不依赖于初始浓度1，就像之前发现的dl-丙氨酸乙酯一样。为了解释催化剂的功能，已将环状中间体与提出用于类似反应的其他中间体进行了比较。在催化反应的速率常数和塔夫脱（Taft）σ*值之间已获得良好的相关性，表明取代基对酯的作用主要是极性的，并支持所提出的中间体的结构。
• Synthese von 3,3-Dimethylperhydro-1,4-diazepin-2,5,7-trionen aus 3-Dimethylamino-2,2-dimethyl-2<i>H</i>-azirin und Malonsäuremonoamiden
  作者：Daniel Obrecht、Bernhard Scholl、Heinz Heimgartner

  DOI：10.1002/hlca.19850680220

  日期：1985.3.27

  Synthesis of 3,3-Dimethylperhydro-1,4-diazepin-2,5,7-triones from 3-Dimethylamino-2,2-dimethyl-2H-azirine and Malonic Acid Monoamides

  由3-二甲基氨基-2,2-二甲基-2 H-叠氮基和丙二酸单酰胺合成3,3-二甲基过氢-1,4-二氮杂-2,5,7-三酮