2-(3-Amino-1,2-oxazol-5-yl)acetic acid | 1024606-10-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 亚胺内酰胺
• 英文名称: 2-(3-Amino-1,2-oxazol-5-yl)acetic acid
• CAS: 1024606-10-7
• 化学式: C₅H₆N₂O₃
• mdl: MFCD19215395
• 分子量: 142.114
• InChiKey: VHZCXTYBVXHCFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  89.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(3-Amino-1,2-oxazol-5-yl)acetic acid 、 2-氨基-5-氯二苯甲酮 在 三氯氧磷 作用下， 生成 5-(2,6-Dichloro-4-phenylquinolin-3-yl)-1,2-oxazol-3-amine
  参考文献：
  名称：

  Synthesis and evaluation of novel 3,4,6-substituted 2-quinolones as FMS kinase inhibitors

  摘要：

  A series of 3,4,6-substituted 2-quinolones has been synthesized and evaluated as inhibitors of the kinase domain of macrophage colony-stimulating factor-1 receptor (FMS). The fully optimized compound, 4-(4-ethyl-phenyl)-3-(2-methyl-3H-imidazol-4yl)-2-quinolone-6-carbonitrile 21b, has an IC50 of 2.5 nM in an in vitro assay and 5.0 nM in a bone marrow-derived macrophage cellular assay. Inhibition of FMS signaling in vivo was also demonstrated in a mouse pharmacodynamic model. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.088

文献信息

• Synthesis and evaluation of novel 3,4,6-substituted 2-quinolones as FMS kinase inhibitors
  作者：Mark J. Wall、Jinsheng Chen、Sanath Meegalla、Shelley K. Ballentine、Kenneth J. Wilson、Renee L. DesJarlais、Carsten Schubert、Margery A. Chaikin、Carl Crysler、Ioanna P. Petrounia、Robert R. Donatelli、Edward J. Yurkow、Lisa Boczon、Marie Mazzulla、Mark R. Player、Raymond J. Patch、Carl L. Manthey、Christopher Molloy、Bruce Tomczuk、Carl R. Illig

  DOI：10.1016/j.bmcl.2008.01.088

  日期：2008.3

  A series of 3,4,6-substituted 2-quinolones has been synthesized and evaluated as inhibitors of the kinase domain of macrophage colony-stimulating factor-1 receptor (FMS). The fully optimized compound, 4-(4-ethyl-phenyl)-3-(2-methyl-3H-imidazol-4yl)-2-quinolone-6-carbonitrile 21b, has an IC50 of 2.5 nM in an in vitro assay and 5.0 nM in a bone marrow-derived macrophage cellular assay. Inhibition of FMS signaling in vivo was also demonstrated in a mouse pharmacodynamic model. (c) 2008 Elsevier Ltd. All rights reserved.