4-(3-羧基丙酰基)-哌嗪-1-羧酸叔丁酯 | 288851-44-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: 4-(3-羧基丙酰基)-哌嗪-1-羧酸叔丁酯
• 英文名称: 4-oxo-4-(4-Boc-piperazin-1-yl)butyric acid
• 英文别名: 4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)-4-oxobutanoic acid；4-[4-[(2-methylpropan-2-yl)oxycarbonyl]piperazin-1-yl]-4-oxobutanoic acid
• CAS: 288851-44-5
• 化学式: C₁₃H₂₂N₂O₅
• 分子量: 286.328
• InChiKey: ZLNADSVMXTWJPD-UHFFFAOYSA-N

物化性质

• 熔点：
  127-129°C
• 沸点：
  473.6±40.0 °C(Predicted)
• 密度：
  1.220±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  87.2
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2933599090
• 危险性防范说明：
  P261,P301+P312,P302+P352,P304+P340,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  4-(3-羧基丙酰基)-哌嗪-1-羧酸叔丁酯 在 sodium hydroxide 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 4-oxo-4-(4-Boc-piperazin-1-yl)butyrylglycine
  参考文献：
  名称：

  Andronati, Sergei A.; Krysko, Andrei A.; Kabanov, Vladimir M., Acta poloniae pharmaceutica, 2003, vol. 60, # 5, p. 375 - 381

  摘要：

  DOI：
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 4-氧代-哌嗪-1-基-丁酸 在 sodium hydroxide 作用下， 生成 4-(3-羧基丙酰基)-哌嗪-1-羧酸叔丁酯
  参考文献：
  名称：

  Calcium-promoted hydrolysis of N-acylureas allows mild release of peptides anchored with the Dpr(Phoc) linker to hydrophilic resins

  摘要：

  Calcium chloride is an efficient additive for promoting the release of short peptide models anchored with Dpr(Phoc) linker to hydrophilic solid-phase synthesis supports. It was shown to induce a moderate to marked (especially for C-terminal proline peptides) increase in the rate of alkaline hydrolytic cleavage, without epimerization at the C-terminal residue, while substantially reducing the hydroxide ion concentration. Base-promoted side-reactions are therefore expected to be slowed down. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00973-8

文献信息

• NOVEL CONJUGATES, PREPARATION THEREOF, AND THERAPEUTIC USE THEREOF
  申请人：BOUCHARD Hervé

  公开号：US20120225089A1

  公开（公告）日：2012-09-06

  Provided herein are cryptophycin conjugates and compositions containing them. Methods of making and using such compounds also are provided.

  本发明提供了隐藻素偶联物及其包含它们的组合物。还提供了制备和使用此类化合物的方法。
• Prodrugs of Compounds that Enhance Antifungal Activity and Compositions of Said Prodrugs
  申请人：MethylGene Inc.

  公开号：US20150203517A1

  公开（公告）日：2015-07-23

  The invention relates to prodrugs for use in the inhibition of histone deacetylase. The prodrugs of the present invention have good aqueous solubility and good aqueous stability. The prodrugs of the invention advantageously are metabolized to the active ingredient in plasma or in the blood stream of a warm-blooded animal. The invention also provides compositions and, and methods for making the prodrugs, and methods for using the prodrugs to treat fungal infections.

  该发明涉及用于抑制组蛋白去乙酰化酶的前药。本发明的前药具有良好的水溶性和良好的水稳定性。本发明的前药有利地在温血动物的血浆或血液中代谢成活性成分。该发明还提供了制备前药的组合物和方法，以及使用前药治疗真菌感染的方法。
• [EN] TRIPTOLIDE CONJUGATES AND USES THEREOF<br/>[FR] CONJUGÉS DE TRIPTOLIDE ET LEURS UTILISATIONS
  申请人：REYOUNG CORP

  公开号：WO2022040487A1

  公开（公告）日：2022-02-24

  This disclosure provides triptolide-conjugates, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, as well methods of using such compounds in the treatment of conditions/diseases, such as those relating to cancer, immunomodulation and/or inflammation.

  本公开提供了三鞭酸酯化物，制备这种化合物的方法，包含这种化合物的药物组合物和药品，以及使用这种化合物治疗癌症、免疫调节和/或炎症等疾病/病症的方法。
• Glycosylated triptolide affords a potent in vivo therapeutic activity to hepatocellular carcinoma in mouse model
  作者：Jian Xue、Feng Pan、Tengcong Long、Frank Shujie Hou

  DOI：10.1007/s00044-022-03008-4

  日期：2023.2

  studies have demonstrated the therapeutic potential of triptolide for different cancers including hepatocellular carcinoma (HCC), its development is greatly hurdled by lacking tumor targeting and poor solubility. To address these issues, triptolide was bonded to different site of glucose/glucose analogues via different linkage resulting in triptolide glycoconjugates, which were evaluated with several of

  虽然研究表明雷公藤甲素对包括肝细胞癌 (HCC) 在内的不同癌症具有治疗潜力，但由于缺乏肿瘤靶向性和溶解性差，其发展受到很大阻碍。为了解决这些问题，雷公藤内酯通过不同的连接键合到葡萄糖/葡萄糖类似物的不同位点，从而产生雷公藤内酯糖缀合物，并用几种异种移植 HCC 模型对其进行了评估。我们的研究表明，与葡萄糖的 C-6 OH 连接的雷公藤内酯具有更好的抗 HCC 活性和最小的毒性，结合物3就是一个例子。3个显着逆转 GLUT1 过表达的异种移植 HCC 模型中的肿瘤生长；它还在高转移性原位 HCC 模型中剂量依赖性地降低肿瘤负荷并减少肿瘤肺转移，并提高肿瘤负荷小鼠的存活率。本研究阐明了糖缀合物的结构与毒性药物选择性递送至过表达 GLUT 的肿瘤（例如 HCC）之间的关系。 图形概要
• Synthesis and biological activity of novel macrocyclic antifungals
  作者：David Barrett、Akira Tanaka、Keiko Harada、Etsuko Watabe、Katsuyuki Maki、Fumiaki Ikeda

  DOI：10.1016/s0960-894x(01)00317-1

  日期：2001.7

  A series of tyrosine-modified derivatives of the macrocyclic lipopeptidolactone FR901469 have been prepared and evaluated for in vitro and in vivo antifungal activity and for hemolytic activity towards red blood cells. Compound 14 displayed significantly reduced hemolytic potential at 1 mg/mL and a comparable protective effect to FR901469 in a mouse candidiasis model. (C) 2001 Elsevier Science Ltd. All rights reserved.