3-methyl-2-(4-morpholinylcarbonyl)butanoic acid | 56266-09-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3-methyl-2-(4-morpholinylcarbonyl)butanoic acid
• 英文别名: 3-Methyl-2-morpholincarbonybuttersaeure；3-methyl-2-(morpholine-4-carbonyl)-butyric acid；3-Methyl-2-(morpholine-4-carbonyl)butanoic acid
• CAS: 56266-09-2
• 化学式: C₁₀H₁₇NO₄
• 分子量: 215.249
• InChiKey: CWBWSVNZPBDAQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-methyl-2-(4-morpholinylcarbonyl)butanoic acid 、 氯甲酸异丁酯 在 N-甲基吗啉 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 生成
  参考文献：
  名称：

  Inhibition of Human Neutrophil Elastase with Peptidyl Electrophilic Ketones. 2. Orally Active PG-Val-Pro-Val Pentafluoroethyl Ketones

  摘要：

  Valylprolylvalyl pentafluoroethyl ketones with different N-protecting groups were evaluated in vitro and in vivo as inhibitors of human neutrophil elastase (HNE). Several of these compounds were found to be orally active in HNE-induced rat and hamster lung hemorrhage models. The compound with 4-(4-morpholinylcarbonyl)benzoyl as the protecting group, 71 (MDL 101,146), was studied in greater detail. Hydration and epimerization studies were performed on 71 and related compounds in various media, including human blood serum. Highperformance liquid chromatography studies on a reversed-phase system as a measure of the Lipophilicity of 71. and related compounds revealed a small range of relative retention times wherein the orally active compounds fell. The K-i value determined for 71 vs HNE was 25 nM.

  DOI：

  10.1021/jm00052a013
• 作为产物：
  描述：

  3-methyl-2-(4-morpholinylcarbonyl)butanoic acid methyl ester 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以81%的产率得到3-methyl-2-(4-morpholinylcarbonyl)butanoic acid
  参考文献：
  名称：

  Inhibition of Human Neutrophil Elastase with Peptidyl Electrophilic Ketones. 2. Orally Active PG-Val-Pro-Val Pentafluoroethyl Ketones

  摘要：

  Valylprolylvalyl pentafluoroethyl ketones with different N-protecting groups were evaluated in vitro and in vivo as inhibitors of human neutrophil elastase (HNE). Several of these compounds were found to be orally active in HNE-induced rat and hamster lung hemorrhage models. The compound with 4-(4-morpholinylcarbonyl)benzoyl as the protecting group, 71 (MDL 101,146), was studied in greater detail. Hydration and epimerization studies were performed on 71 and related compounds in various media, including human blood serum. Highperformance liquid chromatography studies on a reversed-phase system as a measure of the Lipophilicity of 71. and related compounds revealed a small range of relative retention times wherein the orally active compounds fell. The K-i value determined for 71 vs HNE was 25 nM.

  DOI：

  10.1021/jm00052a013

文献信息

• Cobalt-Catalyzed Reductive Carboxylation of α,β-Unsaturated Compounds with Carbon Dioxide
  作者：Chika Hayashi、Takuo Hayashi、Tohru Yamada

  DOI：10.1246/bcsj.20150043

  日期：2015.6.15

  The gaseous carbon dioxide incorporation reaction with α,β-unsaturated compounds was examined in the presence of a catalytic amount of bis(acetylacetonato)cobalt(II) and using diethylzinc as a redu...

  在催化量的双（乙酰​​丙酮）钴 (II) 存在下，并使用二乙基锌作为还原剂，研究了气态二氧化碳与 α,β-不饱和化合物的掺入反应。
• Studies concerning the antibiotic actinonin. Part VIII. Structure–activity relationships in the actinonin series
  作者：Barbara J. Broughton、Peter Chaplen、Wilfred A. Freeman、Peter J. Warren、Kenneth R. H. Wooldridge、Derek E. Wright

  DOI：10.1039/p19750000857

  日期：——

  The in vitro activity of a series of actinonin derivatives against S. aureus has been correlated with free-energy-related substituent parameters by multiple regression analysis. The activity shows a parabolic dependence on partition which probably reflects transport and membrane permeability factors. The relationships also show a dependence on the steric properties of the side-chains and it is suggested

  在体外一系列放线酰胺素针对其衍生物的活性的金黄色葡萄球菌已通过多重回归分析自由能相关的取代基的参数相关。该活性显示出对分配的抛物线依赖性，这可能反映了转运和膜通透性因子。该关系还显示出对侧链的空间性质的依赖性，并且表明生物学活性可能与异羟肟酸羰基处四面体过渡态的形成有关。体内活性较差，可能是由于新陈代谢为无活性的裂解产物所致。
• Novel orally-active elastase inhibitors
  申请人：MERRELL PHARMACEUTICALS INC.

  公开号：EP0529568A1

  公开（公告）日：1993-03-03

  This invention relates to novel morpholinourea and related derivatives of pentafluoroethyl peptides which are orally active elastase inhibitors. Pharmaceutical compositions containing these compounds are useful in the treatment of various inflammatory diseases and emphysema.

  本发明涉及新型吗啉脲和五氟乙基肽的相关衍生物，它们是口服活性弹性蛋白酶抑制剂。含有这些化合物的药物组合物可用于治疗各种炎症性疾病和肺气肿。
• US5478811A
  申请人：——

  公开号：US5478811A

  公开（公告）日：1995-12-26
• US5714470A
  申请人：——

  公开号：US5714470A

  公开（公告）日：1998-02-03