5-mercapto-1-<2-(4-morpholino)ethyl>-1H-tetrazole | 98318-36-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 5-mercapto-1-<2-(4-morpholino)ethyl>-1H-tetrazole
• 英文别名: 1-(2-Morpholinoethyl)-2-tetrazoline-5-thione；1-(2-morpholin-4-ylethyl)-2H-tetrazole-5-thione
• CAS: 98318-36-6
• 化学式: C₇H₁₃N₅OS
• 分子量: 215.279
• InChiKey: YRURJHBVUGYLCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  84.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-mercapto-1-<2-(4-morpholino)ethyl>-1H-tetrazole 在 N-甲基吗啉 、 盐酸 、 氨 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 乙二醇甲醚 为溶剂， 反应 8.5h， 生成 {(S)-1-[(S)-1-{(1S,2R)-1-Cyclohexylmethyl-2-hydroxy-3-[1-(2-morpholin-4-yl-ethyl)-1H-tetrazol-5-ylsulfanyl]-propylcarbamoyl}-2-(1H-imidazol-4-yl)-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Renin inhibitors containing C-termini derived from mercaptoheterocycles

  摘要：

  A series of transition-state analogues having heterocyclylthio C-termini has been synthesized and evaluated for inhibition of human renin. Addition of mercaptoheterocycles to a chiral Boc-amino epoxide intermediate led, after several steps, to the target [(2R,3S)-3-(BocPheHis-amino)-4-cyclohexyl-2-hydroxy-1-butyl]thio derivatives. Oxidation of the thioether to sulfone was also investigated. Several of the compounds, especially those derived from N1-substituted-5-mercaptotetrazoles or N4-substituted-3-mercapto-5-(trifluoromethyl)-1,2,4-triazoles, were moderately potent inhibitors of human plasma renin, having IC50 values of 30-40 nM. When selected compounds were administered intravenously to sodium-deficient rhesus monkeys at 0.3-1.2 mg/kg, they reduced plasma renin activity by 75-98%. However, this inhibition and the accompanying drop in blood pressure were of short duration.

  DOI：

  10.1021/jm00089a023
• 作为产物：
  描述：

  methyl N-<2-(4-morpholino)ethyl>dithiocarbamate 在 sodium azide 作用下， 以 乙醇 、 水 为溶剂， 反应 3.5h， 以24%的产率得到5-mercapto-1-<2-(4-morpholino)ethyl>-1H-tetrazole
  参考文献：
  名称：

  Renin inhibitors containing C-termini derived from mercaptoheterocycles

  摘要：

  A series of transition-state analogues having heterocyclylthio C-termini has been synthesized and evaluated for inhibition of human renin. Addition of mercaptoheterocycles to a chiral Boc-amino epoxide intermediate led, after several steps, to the target [(2R,3S)-3-(BocPheHis-amino)-4-cyclohexyl-2-hydroxy-1-butyl]thio derivatives. Oxidation of the thioether to sulfone was also investigated. Several of the compounds, especially those derived from N1-substituted-5-mercaptotetrazoles or N4-substituted-3-mercapto-5-(trifluoromethyl)-1,2,4-triazoles, were moderately potent inhibitors of human plasma renin, having IC50 values of 30-40 nM. When selected compounds were administered intravenously to sodium-deficient rhesus monkeys at 0.3-1.2 mg/kg, they reduced plasma renin activity by 75-98%. However, this inhibition and the accompanying drop in blood pressure were of short duration.

  DOI：

  10.1021/jm00089a023

文献信息

• Photographic elements containing development accelerator release
  申请人：Eastman Kodak Company

  公开号：US05221600A1

  公开（公告）日：1993-06-22

  Certain development inhibitor releasing compounds when incorporated in a photographic element at low levels provide development acceleration. The compounds release silver halide binding groups that are substituted with a group containing an ether oxygen atom and/or an imino nitrogen atom. They are especially useful in high speed color photographic materials.

  在低水平中加入某些发展抑制剂释放化合物，可以提供发展加速作用。这些化合物释放含有以乙醚氧原子和/或亚胺氮原子为基团的银卤素结合基团。它们在高速彩色照相材料中特别有用。
• Renin inhibitors containing C-termini derived from mercaptoheterocycles
  作者：Wallace T. Ashton、Christine L. Cantone、Laura C. Meurer、Richard L. Tolman、William J. Greenlee、Arthur A. Patchett、Robert J. Lynch、Terry W. Schorn、John F. Strouse、Peter K. S. Siegl

  DOI：10.1021/jm00089a023

  日期：1992.5

  A series of transition-state analogues having heterocyclylthio C-termini has been synthesized and evaluated for inhibition of human renin. Addition of mercaptoheterocycles to a chiral Boc-amino epoxide intermediate led, after several steps, to the target [(2R,3S)-3-(BocPheHis-amino)-4-cyclohexyl-2-hydroxy-1-butyl]thio derivatives. Oxidation of the thioether to sulfone was also investigated. Several of the compounds, especially those derived from N1-substituted-5-mercaptotetrazoles or N4-substituted-3-mercapto-5-(trifluoromethyl)-1,2,4-triazoles, were moderately potent inhibitors of human plasma renin, having IC50 values of 30-40 nM. When selected compounds were administered intravenously to sodium-deficient rhesus monkeys at 0.3-1.2 mg/kg, they reduced plasma renin activity by 75-98%. However, this inhibition and the accompanying drop in blood pressure were of short duration.