5-甲基-β-氧代-(9ci)3-异噁唑丙腈 | 130371-64-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 5-甲基-β-氧代-(9ci)3-异噁唑丙腈
• 中文别名: 5-甲基-BETA-氧代-3-异恶唑丙腈
• 英文名称: 3-(5-methyl-isoxazol-3-yl)-3-oxo-propionitrile
• 英文别名: 3-(5-Methyl-isoxazol-3-yl)-3-oxo-propionitril；3-(5-Methylisoxazol-3-yl)-3-oxopropanenitrile；3-(5-methyl-1,2-oxazol-3-yl)-3-oxopropanenitrile
• CAS: 130371-64-1
• 化学式: C₇H₆N₂O₂
• mdl: MFCD00208086
• 分子量: 150.137
• InChiKey: NVLHXSSBZDYPCB-UHFFFAOYSA-N

物化性质

• 密度：
  1.219

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  66.9
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335

反应信息

• 作为反应物：
  描述：

  5-甲基-β-氧代-(9ci)3-异噁唑丙腈 、 3-氯苯胺 在 盐酸 、 sodium nitrite 、 sodium acetate 作用下， 以 水 、 乙醇 为溶剂， 反应 0.08h， 生成 2-[(3-chloro-phenyl)hydrazono]-3-(5-methyl-isoxazol-3-yl)-3-oxo-propionitrile
  参考文献：
  名称：

  Structure–Activity Relationship Studies of Substituted 2-(Isoxazol-3-yl)-2-oxo-N′-phenyl-acetohydrazonoyl Cyanide Analogues: Identification of Potent Exchange Proteins Directly Activated by cAMP (EPAC) Antagonists

  摘要：

  Exchange proteins directly activated by cAMP (EPAC) as guanine nucleotide exchange factors mediate the effects of the pivotal second messenger cAMP, thereby regulating a wide variety of intracellular physiological and pathophysiological processes. A series of novel 2-(isoxazol-3yl)-2-oxo-N'-phenyl-acetohydrazonoyl cyanide EPAC antagonists was synthesized and evaluated in an effort to optimize properties of the previously identified high-throughput (HTS) hit 1 (ESI-09). Structure activity relationship (SAR) analysis led to the discovery of several more active EPAC antagonists (e.g., 22 (HJC0726), 35 (NY0123), and 47 (NY0173)) with low micromolar inhibitory activity. These inhibitors may serve as valuable pharmacological probes to facilitate our efforts in elucidating the biological functions of EPAC and developing potential novel therapeutics against human diseases. Our SAR ring as well as the 5-position of the results have also revealed that further modification at the 3-, 4-, and 5-positions of the phenyl isoxazole moiety may allow for the development of more potent EPAC antagonists.

  DOI：

  10.1021/acs.jmedchem.5b00635
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 生成 5-甲基-β-氧代-(9ci)3-异噁唑丙腈
  参考文献：
  名称：

  Quilico; Musante, Gazzetta Chimica Italiana, 1940, vol. 70, p. 676,683

  摘要：

  DOI：

文献信息

• [EN] MODULATORS OF EXCHANGE PROTEINS DIRECTLY ACTIVATED BY CAMP (EPACS)<br/>[FR] MODULATEURS DE PROTÉINES D'ÉCHANGE DIRECTEMENT ACTIVÉES PAR L'AMPC (EPAC)
  申请人：UNIV TEXAS

  公开号：WO2013119931A1

  公开（公告）日：2013-08-15

  Embodiments of the invention are directed to compounds that inhibit an activity of EP AC proteins and methods of using the same. The inventors have developed a sensitive and robust high throughput screening (HTS) assay for the purpose of identifying EPAC specific inhibitors (Tsalkova et al. (2012) PLOS ONE 7(1 ):e30441).

  该发明的实施例涉及抑制EPAC蛋白活性的化合物以及使用这些化合物的方法。发明人已经开发了一种敏感且稳健的高通量筛选（HTS）测定方法，用于识别EPAC特异性抑制剂（TSalkova等人（2012年）PLOS ONE 7(1)：e30441）。
• PYRAZOLOPYRIDINE DERIVATIVES AS ANTICANCER AGENT
  申请人：Bedjeguelal Karim

  公开号：US20120245170A1

  公开（公告）日：2012-09-27

  The present invention concerns compounds of following general formula (I): (Formula I) and their pharmaceutically acceptable salts, their method of preparation and their uses, notably as anticancer agent.

  本发明涉及以下一般式(I)的化合物：(I)及其药学上可接受的盐，其制备方法以及它们的用途，尤其是作为抗癌剂。
• MODULATORS OF EXCHANGE PROTEINS DIRECTLY ACTIVATED BY CAMP (EPACS)
  申请人：The Board of Regents of the University of Texas System

  公开号：US20150110809A1

  公开（公告）日：2015-04-23

  Embodiments of the invention are directed to compounds that inhibit an activity of EP AC proteins and methods of using the same. The inventors have developed a sensitive and robust high throughput screening (HTS) assay for the purpose of identifying EPAC specific inhibitors (Tsalkova et al. (2012) PLOS ONE 7 (1):e30441).

  本发明的实施例涉及抑制EPAC蛋白活性的化合物及其使用方法。发明人开发了一种灵敏且强大的高通量筛选（HTS）检测方法，以识别EPAC特异性抑制剂（TSalkova等人（2012）PLOS ONE 7（1）：e30441）。
• Novel alpha-cyano-beta-oxopropionamides
  申请人：CIBA-GEIGY AG

  公开号：EP0372470A2

  公开（公告）日：1990-06-13

  -(Substituted carbamoyl)-β-aryl- and heteroaryl-β-oxopropionitriles of formula enol ethers thereof and salts thereof, as well as pharmaceutical preparations containing same and methods of preparing and using these compounds are disclosed. Said compounds represent novel antiinflammatory and antirheumatic agents. Their property to interfere with both the cyclooxygenase and lipoxygenase pathway of the arachidonic fatty acid bioconversion to inflammatory mediators make them valuable therapeutics. These properties render the mentioned substituted carbamoyl-β-oxopropionitriles useful for the treatment of arthritic and rheumatic diseases and other inflammatory conditions in mammals.

  式中的-(取代氨基甲酰基)-β-芳基-和杂芳基-β-氧代丙腈 公开了这些化合物的烯醇醚及其盐类，以及含有这些化合物的药物制剂和制备及使用这些化合物的方法。上述化合物是新型抗炎药和抗风湿药。它们具有干扰环氧化酶和脂氧合酶将花生四烯酸脂肪酸生物转化为炎症介质的途径的特性，使其成为有价值的治疗药物。这些特性使上述取代的氨基甲酰-β-氧代丙腈类化合物可用于治疗哺乳动物的关节炎、风湿病和其他炎症。
• US8889711B2
  申请人：——

  公开号：US8889711B2

  公开（公告）日：2014-11-18