N'-[5-[[4-[[5-(乙酰基羟基氨基)戊基]氨基]-1,4-二氧代丁基]羟基氨基]戊基]-N-(5-氨基戊基)-N-羟基琥珀酰胺单盐酸盐 | 1950-39-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: N'-[5-[[4-[[5-(乙酰基羟基氨基)戊基]氨基]-1,4-二氧代丁基]羟基氨基]戊基]-N-(5-氨基戊基)-N-羟基琥珀酰胺单盐酸盐
• 英文名称: desferrioxamine B hydrochloride
• 英文别名: Deferrioxamine B hydrochloride；Desferrioxamine B Hydrochloride；deferoxamine hydrochloride；N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N'-(5-aminopentyl)-N'-hydroxybutanediamide;hydron;chloride
• CAS: 1950-39-6
• 化学式: C₂₅H₄₈N₆O₈*ClH
• 分子量: 597.152
• InChiKey: KCRQZLMAZHZDCL-UHFFFAOYSA-N

物化性质

• 熔点：
  172-175°

计算性质

• 辛醇/水分配系数(LogP)：
  1.34
• 重原子数：
  40
• 可旋转键数：
  23
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  206
• 氢给体数：
  7
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  二十二酰氯 、 N'-[5-[[4-[[5-(乙酰基羟基氨基)戊基]氨基]-1,4-二氧代丁基]羟基氨基]戊基]-N-(5-氨基戊基)-N-羟基琥珀酰胺单盐酸盐 在 sodium hydroxide 作用下， 以 氯仿 为溶剂， 生成 N-Decosanoyl-desferrioxamin B
  参考文献：
  名称：

  Stoffwechselprodukte von Mikroorganismen。43. Mitteilung。Zur Kenntnis von Desferrioxamin B

  摘要：

  描述了铁氧还蛋白B（铁氧还蛋白B的无铁研磨物质）的化学和物理性质。

  DOI：

  10.1002/hlca.19630460433
• 作为产物：
  描述：

  O-benzyl-N-(4-cyanobutyl)-hydroxylamine 在 palladium on activated charcoal 吡啶 、 盐酸 、 4-二甲氨基吡啶 、 氢气 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 氯仿 为溶剂， 100.0 ℃ 、101.33 kPa 条件下， 反应 21.2h， 生成 N'-[5-[[4-[[5-(乙酰基羟基氨基)戊基]氨基]-1,4-二氧代丁基]羟基氨基]戊基]-N-(5-氨基戊基)-N-羟基琥珀酰胺单盐酸盐
  参考文献：
  名称：

  An efficient total synthesis of desferrioxamine B

  摘要：

  DOI：

  10.1021/jo00249a001

文献信息

• Multistage process for the preparation of highly pure deferoxamine mesylate salt
  申请人：——

  公开号：US20030059905A1

  公开（公告）日：2003-03-27

  The present invention provides a purification process whereby deferoxamine B produced by a microorganism and in mixture with other polyhydroxamates produced by the microorganism may be converted into its mesylate salt substantially free of the other polyhydroxamates and substantially free of chloride ion. The process includes adsorption and desorption of the deferoxamine B on an adsorption resin, direct precipitation of the deferoxamine free base out of the eluent from the adsorption resin, contacting of the deferoxamine B free base with methanesulfonic acid and isolation of the deferoxamine B mesylate salt by precipitation. This process minimizes decomposition of deferoxamine B.

  本发明提供了一种纯化工艺，通过该工艺，由微生物产生的脱铁胺B与微生物产生的其他聚羟酰胺混合物可以转化为其甲磺酸盐，该甲磺酸盐基本上不含其他聚羟酰胺和氯离子。该过程包括将脱铁胺B吸附和脱附在吸附树脂上，从吸附树脂的洗脱液中直接沉淀脱铁胺自由碱，将脱铁胺B自由碱与甲磺酸接触，并通过沉淀分离脱铁胺B甲磺酸盐。该工艺最小化了脱铁胺B的分解。
• CHELATED IRON-CONTAINING CULTURE MEDIUM FOR NEURAL STEM CELLS
  申请人：Ajinomoto Co., Inc.

  公开号：EP3279317A1

  公开（公告）日：2018-02-07

  The present invention provides a medium for neural stem cells and/or neural progenitor cells, which contains chelated iron, and promotes cell proliferation of neural stem cells and/or neural progenitor cells while maintaining undifferentiated state and multipotency, a method of culturing neural stem cells and/or neural progenitor cells by using the medium, and the like.

  本发明提供了一种神经干细胞和/或神经祖细胞培养基，该培养基含有螯合铁，可促进神经干细胞和/或神经祖细胞的细胞增殖，同时保持未分化状态和多潜能性；还提供了一种使用该培养基培养神经干细胞和/或神经祖细胞的方法等。
• Chelated iron-containing culture medium for neural stem cells
  申请人：AJINOMOTO CO., INC.

  公开号：US10968429B2

  公开（公告）日：2021-04-06

  Culture media, which contain chelated iron, promote cell proliferation of neural stem cells and/or neural progenitor cells while maintaining undifferentiated state and multipotency.

  含有螯合铁的培养基可促进神经干细胞和/或神经祖细胞的细胞增殖，同时保持未分化状态和多潜能性。
• A Versatile Synthesis of Deferrioxamine B
  作者：Raymond J. Bergeron、James S. McManis、Otto IV Phanstiel、J. R. Timothy Vinson

  DOI：10.1021/jo00106a022

  日期：1995.1

  A new and versatile route to N'-[5-[[4-[[5-(acetylhydroxyamino)pentyl]amino]-1,4-dioxobutyl]-hydroxyamino]pentyl]-N-(5-aminopentyl)-N-hydroxybutanediamide, deferrioxamine B (DFO), is described. The key improvement over the two prior routes was replacement of the nitrile in 2 with a tert-butoxycarbonyl-protected amino terminus. Elimination of the nitrile improved the kinetics of hydrogenation in that the benzyl groups of 12 were cleaved more rapidly than saturation of the cyano group of 2, and a potential overreduction byproduct (4) was thus avoided. N-(Benzyloxy)-1,5-diaminopentane (6) was selectively protected at the primary amino site with a tert-butoxycarbonyl (BOG) group, providing 7. This was reacted at the (benzyloxy)amine with succinic anhydride to produce carboxylic acid 8, which was in turn acylated regiospecifically with diamine 6 at the primary amine to give (benzyloxy)amine 9. The previous two steps were reiterated to afford DFO reagent 11. This synthon allows for modification of DFO at either end of the molecule, thus providing more flexibility in accessing DFO analogues than any prior route. Acetylation of TI, followed by hydrogenolysis and tert-butoxycarbonyl group removal, furnished DFO.
• EP1235791A4
  申请人：——

  公开号：EP1235791A4

  公开（公告）日：2006-03-08