(R)-2-(4-Methoxy-phenyl)-2-(4-nitro-imidazol-1-yl)-propionic acid | 414867-62-2

• 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: (R)-2-(4-Methoxy-phenyl)-2-(4-nitro-imidazol-1-yl)-propionic acid
• 英文别名: (2R)-2-(4-methoxyphenyl)-2-(4-nitroimidazol-1-yl)propanoic acid
• CAS: 414867-62-2
• 化学式: C₁₃H₁₃N₃O₅
• 分子量: 291.263
• InChiKey: JDJJRSBETZDRJT-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (R)-2-(4-Methoxy-phenyl)-2-(4-nitro-imidazol-1-yl)-propionic acid 在 palladium on activated charcoal 草酰氯 、 氢气 作用下， 生成 (R)-2-(4-Amino-imidazol-1-yl)-2-(4-methoxy-phenyl)-1-pyrrolidin-1-yl-propan-1-one
  参考文献：
  名称：

  Synthesis and biological evaluation of an orally active ghrelin agonist that stimulates food consumption and adiposity in rats

  摘要：

  2-(2-Amino-2-methyl-propionylamino)-5-phenyl-pentanoic acid {1-[1-(4-methoxy-phenyl)-1-methyl-2-oxo-2-pyrrolidin-1-yl-ethyll-lH-imidazol-4-yl}-amide (LY444711, 6) is an orally active ghrelin agonist that binds with high affinity to and is a potent activator of the growth hormone secretagogue receptor la (GHS-R1a) receptor. In rat models of feeding behavior and pharmacology, 6 creates a positive energy balance and induces adiposity by stimulating food consumption and sparing fat utilization. As an orally active ghrelin agonist, 6 represents a new pharmacological tool to investigate the orexigenic role of ghrelin in regulating energy homeostasis. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.09.027
• 作为产物：
  描述：

  对甲氧基苯乙酸乙酯 在 lithium hydroxide 、 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 、 草酰氯 、 偶氮二异丁腈 、 sodium hexamethyldisilazane 、 potassium carbonate 作用下， 生成 (R)-2-(4-Methoxy-phenyl)-2-(4-nitro-imidazol-1-yl)-propionic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of an orally active ghrelin agonist that stimulates food consumption and adiposity in rats

  摘要：

  2-(2-Amino-2-methyl-propionylamino)-5-phenyl-pentanoic acid {1-[1-(4-methoxy-phenyl)-1-methyl-2-oxo-2-pyrrolidin-1-yl-ethyll-lH-imidazol-4-yl}-amide (LY444711, 6) is an orally active ghrelin agonist that binds with high affinity to and is a potent activator of the growth hormone secretagogue receptor la (GHS-R1a) receptor. In rat models of feeding behavior and pharmacology, 6 creates a positive energy balance and induces adiposity by stimulating food consumption and sparing fat utilization. As an orally active ghrelin agonist, 6 represents a new pharmacological tool to investigate the orexigenic role of ghrelin in regulating energy homeostasis. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.09.027

文献信息

• Synthesis and biological evaluation of an orally active ghrelin agonist that stimulates food consumption and adiposity in rats
  作者：Charles W. Lugar、Michael P. Clay、Terry D. Lindstrom、Andrea L. Woodson、David Smiley、Mark L. Heiman、Jeffrey A. Dodge

  DOI：10.1016/j.bmcl.2004.09.027

  日期：2004.12

  2-(2-Amino-2-methyl-propionylamino)-5-phenyl-pentanoic acid 1-[1-(4-methoxy-phenyl)-1-methyl-2-oxo-2-pyrrolidin-1-yl-ethyll-lH-imidazol-4-yl}-amide (LY444711, 6) is an orally active ghrelin agonist that binds with high affinity to and is a potent activator of the growth hormone secretagogue receptor la (GHS-R1a) receptor. In rat models of feeding behavior and pharmacology, 6 creates a positive energy balance and induces adiposity by stimulating food consumption and sparing fat utilization. As an orally active ghrelin agonist, 6 represents a new pharmacological tool to investigate the orexigenic role of ghrelin in regulating energy homeostasis. (C) 2004 Elsevier Ltd. All rights reserved.