(R)-2-Diphenylacetylamino-5-guanidino-pentanoic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide | 221667-44-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R)-2-Diphenylacetylamino-5-guanidino-pentanoic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide
• 英文别名: benzhydrylcarbonyl-D-Arg-D-Phg-ol；(2R)-5-(diaminomethylideneamino)-2-[(2,2-diphenylacetyl)amino]-N-[(1R)-2-hydroxy-1-phenylethyl]pentanamide
• CAS: 221667-44-3
• 化学式: C₂₈H₃₃N₅O₃
• 分子量: 487.602
• InChiKey: HMBAZAWAYQBQCT-RPWUZVMVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  36
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  143
• 氢给体数：
  5
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-2-Diphenylacetylamino-5-guanidino-pentanoic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide 在 palladium on activated charcoal 氢气 、 溶剂黄146 作用下， 20.0 ℃ 、500.0 kPa 条件下， 生成 (R)-2-Diphenylacetylamino-5-guanidino-pentanoic acid ((S)-2-hydroxy-1-phenyl-ethyl)-amide
  参考文献：
  名称：

  Structure–activity relationships of neuropeptide Y Y1 receptor antagonists related to BIBP 3226

  摘要：

  Analogues of BIBP 3226, (R)-N-alpha-diphenylacetyl-N-(4-hydroxybenzyl)argininamide, were synthesized and investigated for Y-1 antagonism (Ca2+-assay, HEL cells) and binding on Y-1, Y-2 and Y-5 receptors. Replacing the benzylamino by a tetrahydrobenzazepinyl group preserves most of the Y-1 activity. Combination with a N-G-phenylpropyl arginine and a N-alpha-p-biphenyly-lacetyl moiety shifted the NPY receptor selectivity towards Y-5 (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00292-4
• 作为产物：
  描述：

  D-苯甘氨醇 在 palladium on activated charcoal 氢气 、 溶剂黄146 、 N,N-二异丙基乙胺 、 N,N'-羰基二咪唑 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 20.0~40.0 ℃ 、500.0 kPa 条件下， 生成 (R)-2-Diphenylacetylamino-5-guanidino-pentanoic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide
  参考文献：
  名称：

  Structure–activity relationships of neuropeptide Y Y1 receptor antagonists related to BIBP 3226

  摘要：

  Analogues of BIBP 3226, (R)-N-alpha-diphenylacetyl-N-(4-hydroxybenzyl)argininamide, were synthesized and investigated for Y-1 antagonism (Ca2+-assay, HEL cells) and binding on Y-1, Y-2 and Y-5 receptors. Replacing the benzylamino by a tetrahydrobenzazepinyl group preserves most of the Y-1 activity. Combination with a N-G-phenylpropyl arginine and a N-alpha-p-biphenyly-lacetyl moiety shifted the NPY receptor selectivity towards Y-5 (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00292-4