(DL)-alanylglycineamide | 38689-34-8

• 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: (DL)-alanylglycineamide
• 英文别名: L-Alanylglycinamide；(2S)-2-amino-N-(2-amino-2-oxoethyl)propanamide
• CAS: 38689-34-8
• 化学式: C₅H₁₁N₃O₂
• 分子量: 145.161
• InChiKey: NVNQBGLCMZNHEX-VKHMYHEASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  98.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-benzyloxycarbamoyl-4-methyl-pentanoic acid 、 (DL)-alanylglycineamide 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 N-Benzyloxy-N'-[(S)-1-(carbamoylmethyl-carbamoyl)-ethyl]-2-isobutyl-malonamide
  参考文献：
  名称：

  Design and Synthesis of Malonic Acid-Based Inhibitors of Human Neutrophil Collagenase (MMP8)

  摘要：

  For most of the known synthetic inhibitors of matrix metalloproteinases (MMPs), a substrate-like binding mode was postulated on the basis of X-ray crystallographic structures of MMP/inhibitor complexes. Conversely, the malonic acid-based inhibitor (2R,S)-HONH-CO-CH(i-Bu)-CO-Ala-Gly-NH2 was found to bind in a surprisingly different manner. Using this compound as a new lead structure, the interaction sites with human neutrophil collagenase (MMP8) were optimized with a series of iteratively designed analogues and with the help of X-ray structural analysis of selected inhibitors to finally produce low molecular weight nonpeptidic compounds of 500-1000-fold improved inhibitory potency.

  DOI：

  10.1021/jm9706426
• 作为产物：
  描述：

  Ala-Gly-NHFmoc 、 哌啶 在 1-甲基吡咯烷 、 甲醇 作用下， 以 1-甲基吡咯烷 为溶剂， 反应 1.0h， 以again with N-methylpyrrolidine (3×15 mL) to give compound 91的产率得到1-甲基吡咯烷
  参考文献：
  名称：

  Antiinfective Lipopeptides

  摘要：

  本发明涉及新型脱肽肽类化合物。本发明还涉及这些化合物的药物组合物以及将这些化合物用作抗菌化合物的方法。本发明还涉及生产这些新型脱肽肽类化合物的方法以及用于生产这些化合物的中间体。

  公开号：

  US20080051326A1

文献信息

• Nootropic imidazolidinones
  申请人：ISF, S.p.A.

  公开号：US04703054A1

  公开（公告）日：1987-10-27

  The invention relates to 4-imidazolidinone derivatives which help restore learning and memory difficulties associated with ageing. A compound of the invention is 1-(2-aminoacetyl)-2,2-dimethyl-4-imidazolidinone, of the formula: ##STR1##

  这项发明涉及有助于恢复与衰老相关的学习和记忆困难的4-咪唑烷酮衍生物。该发明的化合物是1-(2-氨基乙酰基)-2,2-二甲基-4-咪唑烷酮，化学式如下：##STR1##
• Design and Synthesis of Malonic Acid-Based Inhibitors of Human Neutrophil Collagenase (MMP8)
  作者：Erich Graf von Roedern、Frank Grams、Hans Brandstetter、Luis Moroder

  DOI：10.1021/jm9706426

  日期：1998.1.1

  For most of the known synthetic inhibitors of matrix metalloproteinases (MMPs), a substrate-like binding mode was postulated on the basis of X-ray crystallographic structures of MMP/inhibitor complexes. Conversely, the malonic acid-based inhibitor (2R,S)-HONH-CO-CH(i-Bu)-CO-Ala-Gly-NH2 was found to bind in a surprisingly different manner. Using this compound as a new lead structure, the interaction sites with human neutrophil collagenase (MMP8) were optimized with a series of iteratively designed analogues and with the help of X-ray structural analysis of selected inhibitors to finally produce low molecular weight nonpeptidic compounds of 500-1000-fold improved inhibitory potency.
• Antiinfective Lipopeptides
  申请人：Alexander Christopher Dylan

  公开号：US20080051326A1

  公开（公告）日：2008-02-28

  The present invention relates to novel depsipeptide compounds. The invention also relates to pharmaceutical compositions of these compounds and methods of using these compounds as antibacterial compounds. The invention also relates to methods of producing these novel depsipeptide compounds and intermediates used in producing these compounds.

  本发明涉及新型脱肽肽类化合物。本发明还涉及这些化合物的药物组合物以及将这些化合物用作抗菌化合物的方法。本发明还涉及生产这些新型脱肽肽类化合物的方法以及用于生产这些化合物的中间体。