methyl (2R)-2-[[2-(acetylsulfanylmethyl)-3-phenylpropanoyl]amino]-3-tritylsulfanylpropanoate | 139263-30-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: methyl (2R)-2-[[2-(acetylsulfanylmethyl)-3-phenylpropanoyl]amino]-3-tritylsulfanylpropanoate
• CAS: 139263-30-2
• 化学式: C₃₅H₃₅NO₄S₂
• 分子量: 597.799
• InChiKey: OCIJPPXTUMETIF-YYMSGCCCSA-N

物化性质

• 沸点：
  744.0±60.0 °C(Predicted)
• 密度：
  1.210±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  42
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  123
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl (2R)-2-[[2-(acetylsulfanylmethyl)-3-phenylpropanoyl]amino]-3-tritylsulfanylpropanoate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以81%的产率得到(2R)-2-[(2-benzyl-3-sulfanylpropanoyl)amino]-3-tritylsulfanylpropanoic acid
  参考文献：
  名称：

  Mercaptoacyl aminoacid inhibitors of atriopeptidase. 1. Structure-activity relationship studies of methionine and S-alkylcysteine derivatives

  摘要：

  A broad series of N-(3-mercaptoacyl) amino acid derivatives was evaluated for their ability to inhibit atriopeptidase (neutral endopeptidase, EC 3.4.24.11) in vitro and in vivo. Structural parameters studied were (i) the substituent on the 2-position of the 3-mercaptopropionyl moiety, (ii) the amino acid component, (iii) the S-terminal derivative, and (iv) the C-terminal derivative. Optimum activity was observed for derivatives of methionine and S-alkylcysteines. N-[3-Mercapto-2(S)-[(2-methylphenyl)methyl]-1-oxopropyl]-L-methionine was identified as a highly effective inhibitor of atriopeptidase meriting evaluation as a potential cardiovascular therapeutic agent.

  DOI：

  10.1021/jm00041a026
• 作为产物：
  描述：

  S-三苯甲基-L-半胱氨酸 在 N-甲基吗啉 、 氯化亚砜 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 生成 methyl (2R)-2-[[2-(acetylsulfanylmethyl)-3-phenylpropanoyl]amino]-3-tritylsulfanylpropanoate
  参考文献：
  名称：

  Mercaptoacyl aminoacid inhibitors of atriopeptidase. 1. Structure-activity relationship studies of methionine and S-alkylcysteine derivatives

  摘要：

  A broad series of N-(3-mercaptoacyl) amino acid derivatives was evaluated for their ability to inhibit atriopeptidase (neutral endopeptidase, EC 3.4.24.11) in vitro and in vivo. Structural parameters studied were (i) the substituent on the 2-position of the 3-mercaptopropionyl moiety, (ii) the amino acid component, (iii) the S-terminal derivative, and (iv) the C-terminal derivative. Optimum activity was observed for derivatives of methionine and S-alkylcysteines. N-[3-Mercapto-2(S)-[(2-methylphenyl)methyl]-1-oxopropyl]-L-methionine was identified as a highly effective inhibitor of atriopeptidase meriting evaluation as a potential cardiovascular therapeutic agent.

  DOI：

  10.1021/jm00041a026

文献信息

• Neutral metalloendopeptidase inhibitors in the treatment of hypertension
  申请人：SCHERING CORPORATION

  公开号：EP0254032A2

  公开（公告）日：1988-01-27

  The method of treating hypertension with neutral metalloendopeptidase (NMEP) inhibitors, NMEP inhibitors in combination with atrial peptides, and NMEP inhibitors in combination with angiotensin converting enzyme inhibitors, as well as pharmaceutical compositions therefor, are disclosed.

  本研究公开了使用中性金属内肽酶（NMEP）抑制剂、NMEP 抑制剂与心房肽联合使用、NMEP 抑制剂与血管紧张素转换酶抑制剂联合使用治疗高血压的方法及其药物组合物。
• US4801609A
  申请人：——

  公开号：US4801609A

  公开（公告）日：1989-01-31
• US4929641A
  申请人：——

  公开号：US4929641A

  公开（公告）日：1990-05-29
• US5061710A
  申请人：——

  公开号：US5061710A

  公开（公告）日：1991-10-29
• US5262436A
  申请人：——

  公开号：US5262436A

  公开（公告）日：1993-11-16