methyl N²-(3.methoxy-4-{[(2E)-3,7-dimethylocta-2,6-dienyl]oxy}benzoyl)-N⁵-[imino(2-oxido-2-oxohydrazino)methyl]-L-ornithinate | 1431978-35-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl N²-(3.methoxy-4-{[(2E)-3,7-dimethylocta-2,6-dienyl]oxy}benzoyl)-N⁵-[imino(2-oxido-2-oxohydrazino)methyl]-L-ornithinate
• 英文别名: methyl (2S)-5-[[amino(nitramido)methylidene]amino]-2-[[4-[(2E)-3,7-dimethylocta-2,6-dienoxy]-3-methoxybenzoyl]amino]pentanoate
• CAS: 1431978-35-6
• 化学式: C₂₅H₃₇N₅O₇
• 分子量: 519.598
• InChiKey: VJUADXPGMYOJNI-ZPBCLNFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  37
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  170
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-{(2E)-3,7-dimethylocta-2,6-dienyloxy}-3-methoxybenzoic acid 、 N'-硝基-L-精氨酸甲酯盐酸盐 在 三乙胺 、 2-乙氧基-1-乙氧碳酰基-1,2-二氢喹啉 作用下， 以 二氯甲烷 为溶剂， 反应 24.25h， 以56%的产率得到methyl N²-(3.methoxy-4-{[(2E)-3,7-dimethylocta-2,6-dienyl]oxy}benzoyl)-N⁵-[imino(2-oxido-2-oxohydrazino)methyl]-L-ornithinate
  参考文献：
  名称：

  Conjugation of l-NAME to prenyloxycinnamic acids improves its inhibitory effects on nitric oxide production

  摘要：

  A series of 10 compounds resulting from the conjugation of O-prenylated naturally occurring benzoic and cinnamic acids to L-NAME were synthesized and tested together with the corresponding unprenylated parent molecule as anti-inflammatory agents for their inhibitory effects on NO production in LPS-stimulated RAW 264.7 macrophages. Results indicated that the coupling between O-geranyl and O-isopentenylcinnamic acids and L-NAME led to products with an enhanced activity when compared to the parent compounds. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.03.050

文献信息

• Conjugation of l-NAME to prenyloxycinnamic acids improves its inhibitory effects on nitric oxide production
  作者：Salvatore Genovese、Francesco Epifano、Serena Fiorito、Massimo Curini、Mariangela Marrelli、Francesco Menichini、Filomena Conforti

  DOI：10.1016/j.bmcl.2013.03.050

  日期：2013.5

  A series of 10 compounds resulting from the conjugation of O-prenylated naturally occurring benzoic and cinnamic acids to L-NAME were synthesized and tested together with the corresponding unprenylated parent molecule as anti-inflammatory agents for their inhibitory effects on NO production in LPS-stimulated RAW 264.7 macrophages. Results indicated that the coupling between O-geranyl and O-isopentenylcinnamic acids and L-NAME led to products with an enhanced activity when compared to the parent compounds. (C) 2013 Elsevier Ltd. All rights reserved.