17,21-二羟基孕甾-1,4-二烯-3,11,20-三酮 21-(琥珀酸氢酯) | 24808-87-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 中文名称: 17,21-二羟基孕甾-1,4-二烯-3,11,20-三酮 21-(琥珀酸氢酯)
• 中文别名: 17,21-二羟基孕甾-1,4-二烯-3,11,20-三酮21-(琥珀酸氢酯)
• 英文名称: prednisone succinate
• 英文别名: Einecs 246-470-2；4-[2-[(8S,9S,10R,13S,14S,17R)-17-hydroxy-10,13-dimethyl-3,11-dioxo-6,7,8,9,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethoxy]-4-oxobutanoic acid
• CAS: 24808-87-5
• 化学式: C₂₅H₃₀O₈
• 分子量: 458.508
• InChiKey: IMWBZDUOZWSUQI-WFLBVZAHSA-N

物化性质

• 熔点：
  210-215 °C
• 沸点：
  693.0±55.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  135
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  17,21-二羟基孕甾-1,4-二烯-3,11,20-三酮 21-(琥珀酸氢酯) 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以50%的产率得到prednisone monosuccinate anhydride
  参考文献：
  名称：

  COMBINATION THERAPEUTIC NANOPARTICLES

  摘要：

  包含化疗药物和抗炎药物的纳米粒子对前列腺癌细胞具有特别的细胞毒性。

  公开号：

  US20160045445A1
• 作为产物：
  描述：

  丁二酸酐 、 泼尼松 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 以335 mg的产率得到17,21-二羟基孕甾-1,4-二烯-3,11,20-三酮 21-(琥珀酸氢酯)
  参考文献：
  名称：

  COMBINATION THERAPEUTIC NANOPARTICLES

  摘要：

  包含化疗药物和抗炎药物的纳米粒子对前列腺癌细胞具有特别的细胞毒性。

  公开号：

  US20160045445A1

文献信息

• Design, synthesis of Janus dendrons conjugated with ketoprofen and prednisone for human chronic myelogenous therapy
  作者：Luis Daniel Pedro-Hernández、Isabel Hernández-Rioja、Israel Barajas-Mendoza、Irving Osiel Castillo-Rodríguez、Teresa Ramirez-Apan、Marcos Martínez-García

  DOI：10.1016/j.tet.2023.133559

  日期：2023.8

  we present the synthesis of ketoprofen dendrons of first and second generation, with oxobutanoic acid chain lengths, a β-d-galactose derivative, an alkyne terminal group and the other dendrons with prednisone-triethylene glycol with an azide terminal group. Finally, the Janus dendrons were obtained by a coupling azide-alkyne “click” reaction. The cytotoxicity in vitro of the dendrons was evaluated against

  在此，我们介绍了第一代和第二代酮洛芬树枝的合成，其具有氧代丁酸链长、β- d-半乳糖衍生物、炔末端基团以及具有叠氮化物末端基团的泼尼松三乙二醇的其他树枝状基团。最后，通过叠氮-炔偶联“点击”反应获得了 Janus 树枝。针对六种不同的癌细胞系评估了树突的体外细胞毒性，仅对人慢性粒细胞白血病（K-562）细胞表现出活性，非洲绿猴肾（COS-7）细胞系用作参考。IC 50第一代和第二代针对K-562的树突的浓度分别为51.29±0.1μM、47.17±0.7μM和37.15±0.6μM。然而，第一代和第二代Janus dendron的IC 50分别为（13.43 ± 0.5 μM 和7.02 ± 0.2 μM）。最有趣的结果是第二代 Janus dendrimer 获得的，它被发现是该系列中针对 K-562 细胞系的最佳抑制剂。
• Prednisone and ibuprofen conjugate Janus dendrimers and their anticancer activity
  作者：Israel Barajas-Mendoza、Irving Osiel Castillo-Rodríguez、Isabel Hernández-Rioja、Teresa Ramirez-Apan、Marcos Martínez-García

  DOI：10.1016/j.steroids.2024.109395

  日期：2024.5

  Drug release from hyperbranched Janus dendrimer-drug conjugates and their subsequent activity are influenced by the different drugs in each dendron and the linker. To understand these effects, we synthetized new Janus-type dendrimers of first and second generation. One dendron with 2,2-Bis(hydroxymethyl)propionic acid functionalized with ibuprofen and the second dendron was obtained with 3-aminopropanol-amidoamine

  超支化 Janus 树枝状聚合物-药物缀合物的药物释放及其后续活性受到每个树枝和连接体中不同药物的影响。为了了解这些效应，我们合成了第一代和第二代新的 Janus 型树枝状聚合物。第一个树枝是用布洛芬官能化的 2,2-双（羟甲基）丙酸，第二个树枝是用 3-氨基丙醇-酰氨基胺和泼尼松获得的。据报道，树枝状聚合物是通过铜（I）催化的Click叠氮-炔环加成反应形成三唑作为Janus树枝状聚合物缀合物的树枝状核而获得的。
• A dual pH/Redox responsive copper-ligand nanoliposome bioactive complex for the treatment of chronic inflammation
  作者：Simphiwe Mavuso、Yahya E. Choonara、Thashree Marimuthu、Pradeep Kumar、Lisa C. du Toit、Pierre P.D. Kondiah、Viness Pillay

  DOI：10.1016/j.ijpharm.2016.05.069

  日期：2016.7

  A novel dual pH/redox-responsive polymeric nanoliposome system (NLs) loaded with a copper-liganded bioactive complex was prepared and designed as a controlled delivery system for the management of inflammation. The NLs were synthesised after preparation of the copper-glyglycine-prednisolone succinate] ([(Cu(glygly)(PS)]) complex, and the dual pH/redox responsive biopolymer respectively. The methodology undertaken for the development of the drug delivery system involved coordination of the bioactive to Copper (II), preparation of dual pH/redox responsive biopolymer, and the synthesis of dual pH/redox nanoliposomes. Characterisations of the prepared copper-liganded bioactive [Copper-glyglycine-prednisolone succinate] ([(Cu(glygly)(PS)]) complex, dual pH/redox responsive biopolymer (Eudragit E100-cystamine) and [(Cu(glygly)(PS)]-loaded NLs were carried out using spectroscopic and physicochemical techniques. Results indicated a high inflammatory/oxidant inhibitory activity of [Cu(glygly)(PS)] in comparison to the free PS drug. The [Cu(glygly)(PS)] complex exhibited a significant free radical-scavenging activity (60.1 +/- 1.2%) and lipoxygenase (LOX-5) inhibitory activity (36.6 +/- 1.3%) in comparison to PS which resulted in activity of 4.4 +/- 1.4% and inhibition of 6.1 +/- 2.6% respectively. The [Cu(glygly)(PS)] loaded NLs demonstrated low release profiles of 22.9 +/- 5.4% in 6 h at pH 7.4, in comparison to a significant accelerated release at pH 5 in a reducing environment of 75.9 +/- 3.7% over 6 h duration. Results suggest that the novel copper-liganded bioactive delivery system with controlled drug release mechanism could serve as a potential drug delivery system candidate in the management of inflammation. (C) 2016 Elsevier B.V. All rights reserved.
• WO2023/10061
  申请人：——

  公开号：——

  公开（公告）日：——