N^ω-nitro-L-arginine ethyl ester; hydrochloride | 37682-82-9

• 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: N^ω-nitro-L-arginine ethyl ester; hydrochloride
• 英文别名: N^ω-Nitro-L-arginin-aethylester; Hydrochlorid；ethyl (2S)-2-amino-5-[[amino(nitramido)methylidene]amino]pentanoate;hydrochloride
• CAS: 37682-82-9
• 化学式: C₈H₁₇N₅O₄*ClH
• 分子量: 283.715
• InChiKey: KJMMYCJVUPLEAS-RGMNGODLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.83
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  149
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N^ω-nitro-L-arginine ethyl ester; hydrochloride 在 甲醇 、 乙醇 、 钯 、 溶剂黄146 、 三乙胺 作用下， 生成 L-Arginine, L-alanyl-, monoacetate
  参考文献：
  名称：

  Zahn; Diehl, Zeitschrift fur Naturforschung, 1957, vol. 12b, p. 85,91

  摘要：

  DOI：
• 作为产物：
  描述：

  乙醇 、 N'-硝基-L-精氨酸 在 盐酸 作用下， 反应 0.25h， 以99%的产率得到N^ω-nitro-L-arginine ethyl ester; hydrochloride
  参考文献：
  名称：

  Inhibitory effects of l-arginine derivatives on endothelium-dependent vasorelaxing response to acetylcholine of the rat aorta

  摘要：

  N-omega-nitro-L-arginine alkyl esters (A-1-A-B) and L-arginine alkyl esters (E-I-E-B) were synthesized, and the vasorelaxing effects of acetylcholine were studied in the absence or presence of these compounds in rat aortic rings with intact endothelium that was precontracted with phenylephrine. These compounds revealed that the nitro group is an essential inhibiting group of these inhibitors, and that hydrophobic functional groups can fine-tune the binding effects. Among them, A-3 is the most potent inhibitor. (C) 2004 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2004.02.012

文献信息

• Zahn; Diehl, Zeitschrift fur Naturforschung, 1957, vol. 12b, p. 85,91
  作者：Zahn、Diehl

  DOI：——

  日期：——
• Inhibitory effects of l-arginine derivatives on endothelium-dependent vasorelaxing response to acetylcholine of the rat aorta
  作者：Guei-Jane Wang、Tzi-Chung Lai、Chinpiao Chen

  DOI：10.1016/j.ejmech.2004.02.012

  日期：2004.7

  N-omega-nitro-L-arginine alkyl esters (A-1-A-B) and L-arginine alkyl esters (E-I-E-B) were synthesized, and the vasorelaxing effects of acetylcholine were studied in the absence or presence of these compounds in rat aortic rings with intact endothelium that was precontracted with phenylephrine. These compounds revealed that the nitro group is an essential inhibiting group of these inhibitors, and that hydrophobic functional groups can fine-tune the binding effects. Among them, A-3 is the most potent inhibitor. (C) 2004 Elsevier SAS. All rights reserved.