(S)-N-<<1-<(phenylmethoxy)carbonyl>-2-pyrrolidinyl>methyl>-L-leucylglycinamide | 101315-94-0

• 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: (S)-N-<<1-<(phenylmethoxy)carbonyl>-2-pyrrolidinyl>methyl>-L-leucylglycinamide
• 英文别名: [S-(R*,R*)]-2-[[[[1-[(2-Amino-2-oxoethyl)amino]carbonyl]-3-methylbutyl]amino]methyl]-1-pyrrolidinecarboxylic acid, phenylmethyl ester；(S)-N-({1-[(phenylmethoxy)carbonyl]-2-pyrrolidinyl}methyl)-L-leucylglycinamide；benzyl (2S)-2-[[[(2S)-1-[(2-amino-2-oxoethyl)amino]-4-methyl-1-oxopentan-2-yl]amino]methyl]pyrrolidine-1-carboxylate
• CAS: 101315-94-0
• 化学式: C₂₁H₃₂N₄O₄
• 分子量: 404.509
• InChiKey: KJTLVZNKJZVLCK-ROUUACIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  29
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  114
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  H-Leu-Gly-NH2 、 (2S)-N-苄氧羰基-2-吡咯烷甲醛 在 盐酸 、 5A molecular sieve 、 6-溴-2-甲基苯酚 、 sodium cyanoborohydride 作用下， 生成 (S)-N-<<1-<(phenylmethoxy)carbonyl>-2-pyrrolidinyl>methyl>-L-leucylglycinamide
  参考文献：
  名称：

  Modified di- and tripeptides of the C-terminal portion of oxytocin and vasopressin as possible cognition activation agents

  摘要：

  A number of peptides and modified peptides were synthesized and studied for their ability to reverse electroconvulsive shock-induced amnesia in rodents. A few of these peptides were selected for secondary evaluation in tests of short-term memory in rats and aged rhesus monkeys. A number of the peptides and modified peptides were active in the amnesia reversal test. In selected secondary tests, however, the chosen compounds failed to show significant activity in enhancing memory. New methods for preparing methyleneamino and methyleneoxy isosteres of peptides are reported. Other modified peptides also included methylenethio, methylenesulfonyl, and ethylene isosteres in place of the normal peptide amide bond.

  DOI：

  10.1021/jm00156a012

文献信息

• US4596819A
  申请人：——

  公开号：US4596819A

  公开（公告）日：1986-06-24
• Modified di- and tripeptides of the C-terminal portion of oxytocin and vasopressin as possible cognition activation agents
  作者：E. D. Nicolaides、F. J. Tinney、J. S. Kaltenbronn、J. T. Repine、D. A. DeJohn、E. A. Lunney、W. H. Roark

  DOI：10.1021/jm00156a012

  日期：1986.6

  A number of peptides and modified peptides were synthesized and studied for their ability to reverse electroconvulsive shock-induced amnesia in rodents. A few of these peptides were selected for secondary evaluation in tests of short-term memory in rats and aged rhesus monkeys. A number of the peptides and modified peptides were active in the amnesia reversal test. In selected secondary tests, however, the chosen compounds failed to show significant activity in enhancing memory. New methods for preparing methyleneamino and methyleneoxy isosteres of peptides are reported. Other modified peptides also included methylenethio, methylenesulfonyl, and ethylene isosteres in place of the normal peptide amide bond.