(3R,6S)-5-氧代-6-(巯基甲基)-1-硫杂-4-氮杂环十三烷-3-羧酸 | 150198-30-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 中文名称: (3R,6S)-5-氧代-6-(巯基甲基)-1-硫杂-4-氮杂环十三烷-3-羧酸
• 英文名称: (3R,6S)-6-(mercaptomethyl)-5-oxo-1-thia-4-azacyclotridecane-3-carboxylic acid
• 英文别名: 6-(Mercaptomethyl)-5-oxo-1-thia-4-azacyclotridecane-3-carboxylic acid；(3R,6S)-5-oxo-6-(sulfanylmethyl)-1-thia-4-azacyclotridecane-3-carboxylic acid
• CAS: 150198-30-4
• 化学式: C₁₃H₂₃NO₃S₂
• 分子量: 305.463
• InChiKey: IEXLNMCXTFFDIL-MNOVXSKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  92.7
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (3R)-6-methylidene-5-oxo-1-thia-4-azacyclotridecane-3-carboxylic acid 在 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 水 为溶剂， 反应 3.0h， 生成 (3R,6S)-5-氧代-6-(巯基甲基)-1-硫杂-4-氮杂环十三烷-3-羧酸
  参考文献：
  名称：

  Heterocyclic lactam derivatives as dual angiotensin converting enzyme and neutral endopeptidase 24.11 inhibitors

  摘要：

  A series of 13- and 14-membered ring lactam derivatives 9a,b, 10, 11, and 12a-c was prepared from L-cysteine. Compounds 9a,b and 12a,b were tested in vitro for inhibition of neutral endopeptidase 24.11 (NEP) and angiotensin converting enzyme (ACE) inhibition. The structure-activity profile of the series is discussed. Compound 9b, a 13-membered ring macrocyclic lactam, had an NEP IC50 Of 18 nM and an ACE IC50 of 12 nM in vitro and showed dual plasma inhibition after intravenous or oral administration.

  DOI：

  10.1021/jm00076a010

文献信息

• Heterocyclic lactam derivatives as dual angiotensin converting enzyme and neutral endopeptidase 24.11 inhibitors
  作者：James L. Stanton、Donald M. Sperbeck、Angelo J. Trapani、Donald Cote、Yumi Sakane、Carol J. Berry、Rajendra D. Ghai

  DOI：10.1021/jm00076a010

  日期：1993.11

  A series of 13- and 14-membered ring lactam derivatives 9a,b, 10, 11, and 12a-c was prepared from L-cysteine. Compounds 9a,b and 12a,b were tested in vitro for inhibition of neutral endopeptidase 24.11 (NEP) and angiotensin converting enzyme (ACE) inhibition. The structure-activity profile of the series is discussed. Compound 9b, a 13-membered ring macrocyclic lactam, had an NEP IC50 Of 18 nM and an ACE IC50 of 12 nM in vitro and showed dual plasma inhibition after intravenous or oral administration.