phenylcarbamoyl-L-leucine methyl ester | 104060-50-6

• 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: phenylcarbamoyl-L-leucine methyl ester
• 英文别名: Methyl N-(anilinocarbonyl)leucinate；methyl (2S)-4-methyl-2-(phenylcarbamoylamino)pentanoate
• CAS: 104060-50-6；104060-53-9；104060-52-8
• 化学式: C₁₄H₂₀N₂O₃
• 分子量: 264.324
• InChiKey: PZWXWEBQYQPSJI-LBPRGKRZSA-N

物化性质

• 沸点：
  362.8±34.0 °C(Predicted)
• 密度：
  1.126±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  phenylcarbamoyl-L-leucine methyl ester 在 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 potassium carbonate 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.17h， 生成
  参考文献：
  名称：

  10.3184/174751911x556837

  摘要：

  DOI：

  10.3184/174751911x556837
• 作为产物：
  描述：

  苯胺 在 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 4.0h， 生成 phenylcarbamoyl-L-leucine methyl ester
  参考文献：
  名称：

  Development of Synthetic Aminopeptidase N/CD13 Inhibitors to Overcome Cancer Metastasis and Angiogenesis

  摘要：

  Cancer metastasis is a major barrier to its treatment and an important cause of patient death. Antimetastatic agents hold promise for patients with advanced metastatic tumors. Aminopeptidase N/CD13 (APN) is being pursued by many as an important target against cancer metastasis and angiogenesis, but there are few reports on the in vivo evaluation of synthetic APN inhibitors. Herein, a series of compounds targeting APN were synthesized and evaluated for their antimetastasis and antiangiogenesis potency both in vitro and in vivo. Excitingly, compounds 4m, 4t, and 4cc, with the most potent APN inhibitory activities, displayed significant antimetastasis and antiangiogenesis effects in vitro and in vivo, suggesting that those synthetic APN inhibitors have the potential to overcome cancer metastasis and angiogenesis.

  DOI：

  10.1021/ml3000758

文献信息

• Synthesis of Novel Chiral Cholic Acid-Based Molecular Tweezers Containing Unsymmetrically Disubstituted Urea Units Using Microwave Irradiation
  作者：Bitao Zeng、Zhigang Zhao、Lijun Zhou、Qinghan Li

  DOI：10.3184/174751912x13318994425202

  日期：2012.4

  An efficient procedure has been developed for the synthesis of new chiral cholic acid molecular tweezer artificial receptors by linking an unsymmetrically disubstituted urea to methyl deoxycholate via a carbonate chain using microwave irradiation. The structures of these new receptors were confirmed by 1H NMR, IR, MS spectra and elemental analysis. Their binding properties were examined by UV-Vis spectra

  通过使用微波辐射通过碳酸酯链将不对称双取代的尿素连接到脱氧胆酸甲酯，开发了一种用于合成新的手性胆酸分子镊子人工受体的有效程序。这些新受体的结构通过 1H NMR、IR、MS 光谱和元素分析得到证实。通过紫外-可见光谱滴定检查它们的结合特性。初步结果表明，这些分子镊子不仅能识别阴离子，而且对 D-氨基酸甲酯也表现出良好的对映选择性。
• The Synthesis of Novel Chiral Cholic Acid-Based Molecular Clefts Containing Unsymmetrically Disubstituted Urea Unit
  作者：Qi Ming Mu、Cui Hua Xue、Qing Hua Zhang、Shu Hua Chen

  DOI：10.1081/scc-120022481

  日期：2003.9.1

  Abstract A novel type of chiral molecular clefts has been designed and synthesized by linking an unsymmetrically disubstituted urea to methyl deoxycholate via a carbonate chain. The structures of these new receptors 3a–d were confirmed by 1H NMR, IR, MS spectra, and Elemental analysis.

  摘要 通过碳酸酯链将不对称双取代脲与脱氧胆酸甲酯连接，设计并合成了一种新型手性分子裂缝。这些新受体 3a-d 的结构通过 1H NMR、IR、MS 光谱和元素分析得到证实。
• 一种拟肽类化合物及其制备方法和应用
  申请人：中国药科大学

  公开号：CN114456211A

  公开（公告）日：2022-05-10

  本发明公开了具有如通式如式I所示的拟肽类化合物、其药学上可接受的盐、其互变异构体、其立体异构体、其代谢产物、其代谢前体或其前药；本发明的拟肽类化合物、其药学上可接受的盐、其互变异构体、其立体异构体、其代谢产物、其代谢前体或其前药和药物组合物应用广泛，可制备为治疗/预防SARS‑CoV、HBV、HCV、H1N1、Ebola或SARS‑CoV‑2病毒感染疾病的药物，IC50值最优可达到纳摩尔浓度级别。
• Boeijen, Astrid; Liskamp, Rob M. J., European Journal of Organic Chemistry, 1999, # 9, p. 2127 - 2135
  作者：Boeijen, Astrid、Liskamp, Rob M. J.

  DOI：——

  日期：——
• Davies, John S.; Enjalbal, Christine; Llewellyn, Gareth, Journal of the Chemical Society. Perkin transactions II, 1992, # 8, p. 1225 - 1231
  作者：Davies, John S.、Enjalbal, Christine、Llewellyn, Gareth

  DOI：——

  日期：——