<<<2-(methoxymethoxy)ethyl>methylamino>carbonyl>-O-methyltyrosine methyl ester | 122225-49-4

• 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: <<<2-(methoxymethoxy)ethyl>methylamino>carbonyl>-O-methyltyrosine methyl ester
• 英文别名: N-Methyl-(2-methoxymethoxyethyl)aminocarbonyl-(O-methyl)tyrosine Methyl Ester；methyl (2S)-2-[[2-(methoxymethoxy)ethyl-methylcarbamoyl]amino]-3-(4-methoxyphenyl)propanoate
• CAS: 122225-49-4
• 化学式: C₁₇H₂₆N₂O₆
• 分子量: 354.403
• InChiKey: ZXNWAPJWRCUGOP-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  86.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  <<<2-(methoxymethoxy)ethyl>methylamino>carbonyl>-O-methyltyrosine methyl ester 在 N-甲基吗啉 、 lithium hydroxide 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 N-[(S)-1-[(1S,2R)-1-Cyclohexylmethyl-2-((S)-3-ethyl-2-oxo-oxazolidin-5-yl)-2-hydroxy-ethylcarbamoyl]-2-(3H-imidazol-4-yl)-ethyl]-2-[3-(2-methoxymethoxy-ethyl)-3-methyl-ureido]-3-(4-methoxy-phenyl)-propionamide
  参考文献：
  名称：

  Water-soluble renin inhibitors: design of a subnanomolar inhibitor with a prolonged duration of action

  摘要：

  Incorporation of nonreactive polar functionalities at the C- and N-termini of renin inhibitors led to the development of a subnanomolar compound (21) with millimolar solubility. This inhibitor demonstrated excellent efficacy and a long duration of action upon intravenous administration to monkeys. While activity was also observed intraduodenally, a comparison of the blood pressure responses indicated low bioavailability. Subsequent experiments in rats showed that, although the compound was absorbed from the gastrointestinal tract, extensive liver extraction severely limited bioavailability.

  DOI：

  10.1021/jm00169a024
• 作为产物：
  描述：

  2-<<(benzyloxy)carbonyl>methylamino>-1-(methoxymethoxy)ethane 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 12.5h， 生成 <<<2-(methoxymethoxy)ethyl>methylamino>carbonyl>-O-methyltyrosine methyl ester
  参考文献：
  名称：

  Water-soluble renin inhibitors: design of a subnanomolar inhibitor with a prolonged duration of action

  摘要：

  Incorporation of nonreactive polar functionalities at the C- and N-termini of renin inhibitors led to the development of a subnanomolar compound (21) with millimolar solubility. This inhibitor demonstrated excellent efficacy and a long duration of action upon intravenous administration to monkeys. While activity was also observed intraduodenally, a comparison of the blood pressure responses indicated low bioavailability. Subsequent experiments in rats showed that, although the compound was absorbed from the gastrointestinal tract, extensive liver extraction severely limited bioavailability.

  DOI：

  10.1021/jm00169a024

文献信息

• Renin-inhibiting functionalized peptidyl aminodiols and - triols
  申请人：ABBOTT LABORATORIES

  公开号：EP0341602A2

  公开（公告）日：1989-11-15

  A renin inhibiting compound of the formula: or a pharmaceutically acceptable salt, ester or prodrug thereof.

  一个公式为的抑制肾素的化合物： 或其药用可接受的盐、酯或前药。
• ROSENBERG, SAUL H.;WOODS, KEITH W.;SHAM, HING L.;KLEINERT, HOLLIS D.;MART+, J. MED. CHEM., 33,(1990) N, C. 1962-1969
  作者：ROSENBERG, SAUL H.、WOODS, KEITH W.、SHAM, HING L.、KLEINERT, HOLLIS D.、MART+

  DOI：——

  日期：——