5-morpholino-2-phenyl-1,3-oxazole-4-carbonitrile | 49837-55-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-morpholino-2-phenyl-1,3-oxazole-4-carbonitrile
• 英文别名: 2-Phenyl-4-cyano-5-morpholino-oxazol；5-morpholin-4-yl-2-phenyl-oxazole-4-carbonitrile；5-(Morpholin-4-yl)-2-phenyl-1,3-oxazole-4-carbonitrile；5-morpholin-4-yl-2-phenyl-1,3-oxazole-4-carbonitrile
• CAS: 49837-55-0
• 化学式: C₁₄H₁₃N₃O₂
• mdl: MFCD00432653
• 分子量: 255.276
• InChiKey: HXAFKGPIUHRJRC-UHFFFAOYSA-N

物化性质

• 熔点：
  131-132 °C(Solv: ethanol (64-17-5))
• 沸点：
  477.5±55.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  62.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  吗啉 、 2-benzoylamino-3,3-dichloroacrylonitrile 以 四氢呋喃 为溶剂， 生成 5-morpholino-2-phenyl-1,3-oxazole-4-carbonitrile
  参考文献：
  名称：

  Drach,B.S. et al., Journal of Organic Chemistry USSR (English Translation), 1973, vol. 9, p. 1842 - 1846

  摘要：

  DOI：

文献信息

• Three ways of reactions of 5-(3,5-dimethyl-1H-pyrazol-1-yl)-2-phenyl-1,3-oxazole-4-carbonitrile and its analogs with nitrogen-containing bases
  作者：O. V. Shablykin、V. S. Brovarets、E. B. Rusanov、B. S. Drach

  DOI：10.1134/s1070363208040233

  日期：2008.4

  Substituted 5-(3,5-dimethyl-1H-pyrazol-1-yl)-1,3-oxazole-4-carbonitrile differently react with nitrogen bases having different numbers of labile hydrogen atoms. Treatment of the title compounds with secondary amines or morpholine results in nucleophilic replacement of the pyrazolyl substituent at C(5), the ozaxole ring remaining unchanged. Their reactions with primary amines are accompanied by cleavage of the oxazole ring with formation of the corresponding enamino nitriles. Hydrazine hydrate acts in a similar way, but enehydrazino nitriles thus formed undergo fast cyclization to give new 4,5-diaminopyrazole derivatives. The latter can be converted into substituted pyrazolo[1,5-a]pyrimidines whose structure has been proved by X-ray analysis.
• REPORTER SYSTEM FOR HIGH THROUGHPUT SCREENING OF COMPOUNDS AND USES THEREOF
  申请人：RATAN Rajiv

  公开号：US20130005666A1

  公开（公告）日：2013-01-03

  The NF-E2-related factor 2 (Nrf2) is a key transcriptional regulator of antioxidant defense and detoxification. To directly monitor stabilization of Nrf2 we fused its Neh2 domain, responsible for the interaction with its nucleocytoplasmic regulator, Keap1, to firefly luciferase (Neh2-luciferase). It is shown herein that Neh2 domain is sufficient for recognition, ubiquitination and proteasomal degradation of Neh2-luciferase fusion protein. The novel Neh2-luc reporter system allows direct monitoring of the adaptive response to redox stress and classification of drugs based on the time-course of reporter activation. The novel reporter was used to screen a library of compounds to identify activators of Nrf2. The most robust and yet non toxic Nrf2 activators found—nordihydroguaiaretic acid, fisetin, and gedunin-induced astrocyte-dependent neuroprotection from oxidative stress via an Nrf2-dependent mechanism.
• US9200046B2
  申请人：——

  公开号：US9200046B2

  公开（公告）日：2015-12-01
• Drach,B.S. et al., Journal of Organic Chemistry USSR (English Translation), 1973, vol. 9, p. 1842 - 1846
  作者：Drach,B.S. et al.

  DOI：——

  日期：——