N-[4-methyl-5-(2-sulfanyl-1,3-oxazol-5-yl)-1,3-thiazol-2-yl]acetamide | 1415569-81-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-[4-methyl-5-(2-sulfanyl-1,3-oxazol-5-yl)-1,3-thiazol-2-yl]acetamide
• 英文别名: N-[4-methyl-5-(2-sulfanylidene-3H-1,3-oxazol-5-yl)-1,3-thiazol-2-yl]acetamide
• CAS: 1415569-81-1
• 化学式: C₉H₉N₃O₂S₂
• 分子量: 255.321
• InChiKey: NTXARRMPTYUMRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  124
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[4-methyl-5-(2-sulfanyl-1,3-oxazol-5-yl)-1,3-thiazol-2-yl]acetamide 在 potassium carbonate 、 三氯氧磷 作用下， 以 二甲基亚砜 为溶剂， 生成 N-[4-methyl-5-(2-pyridin-3-yloxy-1,3-oxazol-5-yl)-1,3-thiazol-2-yl]acetamide
  参考文献：
  名称：

  Discovery and optimization of a series of 2-aminothiazole-oxazoles as potent phosphoinositide 3-kinase γ inhibitors

  摘要：

  A novel series of 2-aminothiazole-oxazoles was designed and synthesized as part of efforts to develop potent phosphoinositide 3-kinase gamma (PI3K gamma) inhibitors. The modification of a high-throughput screening hit, compound 1, resulted in the identification of compounds 10 and 15, which displayed potent inhibitory activities in enzyme-based and cell-based assays. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.028
• 作为产物：
  描述：

  在 二硫化碳 、 sodium carbonate 作用下， 以 乙醇 、 水 为溶剂， 以57%的产率得到N-[4-methyl-5-(2-sulfanyl-1,3-oxazol-5-yl)-1,3-thiazol-2-yl]acetamide
  参考文献：
  名称：

  Discovery and optimization of a series of 2-aminothiazole-oxazoles as potent phosphoinositide 3-kinase γ inhibitors

  摘要：

  A novel series of 2-aminothiazole-oxazoles was designed and synthesized as part of efforts to develop potent phosphoinositide 3-kinase gamma (PI3K gamma) inhibitors. The modification of a high-throughput screening hit, compound 1, resulted in the identification of compounds 10 and 15, which displayed potent inhibitory activities in enzyme-based and cell-based assays. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.028

文献信息

• A CONVENIENT SYNTHESIS OF 2-MERCAPTO-OXAZOLES VIA β-KETOAZIDE AND ITS APPLICATION TO A KEY INTERMEDIATE OF PI3Kγ INHIBITORS
  作者：Yusuke Oka、Tetsuya Yabuuchi、Yoshinori Sekiguchi

  DOI：10.3987/com-13-12778

  日期：——

  A convenient synthesis of 2-mercapto-oxazoles via the reaction of beta-ketoazide with triphenylphosphine (TPP) and carbon disulfide and its application to the synthesis of a key intermediate of phosphoinositide 3-kinase gamma (PI3K gamma) inhibitors are described.
• Discovery and optimization of a series of 2-aminothiazole-oxazoles as potent phosphoinositide 3-kinase γ inhibitors
  作者：Yusuke Oka、Tetsuya Yabuuchi、Yasuyuki Fujii、Hidenori Ohtake、Shunichi Wakahara、Kayo Matsumoto、Mayumi Endo、Yunoshin Tamura、Yoshinori Sekiguchi

  DOI：10.1016/j.bmcl.2012.10.028

  日期：2012.12

  A novel series of 2-aminothiazole-oxazoles was designed and synthesized as part of efforts to develop potent phosphoinositide 3-kinase gamma (PI3K gamma) inhibitors. The modification of a high-throughput screening hit, compound 1, resulted in the identification of compounds 10 and 15, which displayed potent inhibitory activities in enzyme-based and cell-based assays. (C) 2012 Elsevier Ltd. All rights reserved.