1-甲基-2-乙基-3-羟基吡啶-4-酮 | 115864-73-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 1-甲基-2-乙基-3-羟基吡啶-4-酮
• 英文名称: 2-ethyl-3-hydroxy-1-methylpyrid-4-one
• 英文别名: 1-methyl-2-ethyl-3-hydroxy-4H-pyridin-4-one；1-methyl-2-ethyl-3-hydroxy-4-pyridinone；2-ethyl-3-hydroxy-1-methyl-4-pyridinone；3-hydroxy-2-ethyl-1-methyl-4-pyridinone；1-methyl-2-ethyl-3-hydroxypyrid-4-one；CP93；1-Methyl-2-ethyl-3-hydroxypyridin-4-one；2-ethyl-3-hydroxy-1-methylpyridin-4-one
• CAS: 115864-73-8
• 化学式: C₈H₁₁NO₂
• 分子量: 153.181
• InChiKey: YHUAHVPZGNXPMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  四氯化锡 、 1-甲基-2-乙基-3-羟基吡啶-4-酮 以 丙酮 为溶剂， 以36%的产率得到trichloro(1-methyl-2-ethyl-3-hydroxy-4H-pyridin-4-onato)aquatin(IV)
  参考文献：
  名称：

  Structures of bis-ethylmaltolatodichloro-tin(IV) and -titanium(IV) and of trichloro(1-methyl-2-ethyl-3-hydroxy-4H-pyridin-4-onato)aquatin(IV)

  摘要：

  The structures of solvates of the bis-ethylmaltolatodichloro-metal(Iv) complexes M(etma)(2)Cl-2 with M = Sn and Ti, and of trichloro(lmethyl-2-ethyi-3-hydroxy-4H-pyridin-4-on)aquatin(IV), Sn(mepp)Cl-3(H2O), have been established by single crystal X-ray diffraction methods. Sn(etma)(2)Cl-2, crystallised with one molecule of dichloromethane, Ti(etma)(2)Cl-2 with one molecule of tetrahydrofuran, and Sn(mepp) Cl-3(H2O) with one molecule of acetone, from their respective recrystallisation media. Both ethylmaltol complexes M(etma)(2)Cl-2 are cis-octahedral. The coordination around the tin atom in Sn(mepp) Cl-3(H2O) approximates to octahedral, with the three chloride ligands in fac geometry. The tin(IV)-water bond distance in this pyridinone complex is discussed in relation to this distance in other aquatin(IV) complexes. The effects of coordinating tin(IV) on the geometry of the coordinated pyridinone are considered. (C) 2000 Elsevier Science Ltd All rights reserved.

  DOI：

  10.1016/s0277-5387(99)00371-x
• 作为产物：
  描述：

  乙基麦芽酚 在 palladium on activated charcoal 盐酸 、 sodium hydroxide 、 氢气 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 14.0h， 生成 1-甲基-2-乙基-3-羟基吡啶-4-酮
  参考文献：
  名称：

  Burgess, John; Fawcett, John; Patel, Marttand S., Journal of Chemical Research, Miniprint, 1993, # 2, p. 214 - 246

  摘要：

  DOI：

文献信息

• Process for producing pyrid-4-ones
  申请人：THE ROYAL FREE HOSPITAL SCHOOL OF MEDICINE

  公开号：EP0335745A1

  公开（公告）日：1989-10-04

  Substituted-3-hydroxy-pyrid-4-ones, derivatives thereof, and salts thereof are produced by reacting subsituted-3-hydroxypyr-4-one with ammonia or a non-sterically hindered primary amine usually in the presence of a solvent such as water. Also disclosed are novel derivatives of 2-ethyl-3-hydroxypyrid-4-one.

  通过将取代的3-羟基吡啶-4-酮与氨或非立体位阻的一级胺反应，通常在水等溶剂的存在下，可以制备取代的3-羟基吡啶-4-酮、其衍生物和盐类。此外，还披露了2-乙基-3-羟基吡啶-4-酮的新衍生物。
• Synthetic methods and in vitro iron binding studies of the novel 1-alkyl-2-ethyl-3-hydroxypyrid-4-one iron chelators
  作者：G.J. Kontoghiorghes、L. Sheppard、J. Barr

  DOI：10.1016/s0020-1693(00)84951-8

  日期：1988.7

  Abstract Three novel iron chelators namely the 1-methyl-, 1-ethyl- and 1-propyl-2-ethyl-3-hydroxypyrid-4-ones were prepared in high yields from ethyl maltol and the related alkylamine in a one step reaction. These chelators formed 3 chelator:1 iron stable, coloured, neutral complexes at physiological pH and mobilise iron from transferrin, ferritin and haemosiderin. The rate of iron mobilisation from

  摘要用一步法从乙基麦芽酚和相关的烷基胺中高收率地制备了三种新型的铁螯合剂，即1-甲基-，1-乙基-和1-丙基-2-乙基-3-羟基吡啶-4-酮。这些螯合剂形成3种螯合剂：1在生理pH值下稳定的，有色的铁中性复合物，并从运铁蛋白，铁蛋白和血铁蛋白中动员铁。这些蛋白质的铁动员速率为转铁蛋白>血铁蛋白>铁蛋白。1-烷基-2-乙基-3-羟基吡啶-4-酮在生理pH下的廉价合成和强铁结合特性需要进一步研究和开发这些化合物及其同系物，以治疗铁超负荷和铁过剩。铁的其他疾病失衡和毒性。
• Fluorinated derivatives of deferiprone
  申请人：Tam Tim Fat

  公开号：US20080242706A1

  公开（公告）日：2008-10-02

  The present invention relates to novel derivatives of deferiprone. In particular, the present invention relates to fluorinated derivatives of deferiprone or pharmaceutically acceptable salts thereof, pharmaceutical compositions comprising same, processes for the manufacture thereof and their use in the treatment of neurodegenerative diseases caused by the presence of free iron or iron accumulation in neural tissues and in diseases wherein excess iron must be removed or redistributed.

  本发明涉及延胜肽的新颖衍生物。具体地，本发明涉及延胜肽的氟化衍生物或其药用盐，包括相同的药物组成部分，制造这些药物组成部分的方法以及它们在治疗由游离铁或神经组织中铁积累引起的神经退行性疾病以及需要去除或重新分配过量铁的疾病中的用途。
• Spectroscopic and Potentiometric Characterization of Oxovanadium(IV) Complexes Formed by 3-Hydroxy-4-Pyridinones. Rationalization of the Influence of Basicity and Electronic Structure of the Ligand on the Properties of V^IVO Species in Aqueous Solution
  作者：Maria Rangel、Andreia Leite、M. João Amorim、Eugenio Garribba、Giovanni Micera、Elzbieta Lodyga-Chruscinska

  DOI：10.1021/ic0605571

  日期：2006.10.1

  requirements of the substituent on the carbon atom in position 2 of the pyridinone ring. Four new solid derivatives, [V(IV)O(1,2-diethyl-3-hydroxy-4-pyridinonato)2], [V(IV)O(1-(p-tolyl)-2-ethyl-3-hydroxy-4-pyridinonato)2], [V(IV)O(1-(p-(n-butyl)phenyl)-2-ethyl-3-hydroxy-4-pyridinonato)2], and [V(IV)O(1-(p-(n-hexyl)phenyl)-2-ethyl-3-hydroxy-4-pyridinonato)2], were isolated and characterized; they exhibited a five-coordinate

  已经使用EPR和UV / vis光谱技术进行了有关由VIVO离子与11种3-羟基-4-吡啶酮衍生物形成的络合物的鉴定和表征的水溶液研究。对于足以溶于水的三个配体（HL）（1-甲基-3-羟基-4-吡啶酮，1-甲基-2-乙基-3-羟基-4-吡啶酮和1,2-二乙基-3-羟基-4-吡啶酮），进行电位滴定; 结果与[V（IV）OL] +，[V（IV）OL2]，[V（IV）OL2H（-1）]-，[（V（IV）O）2L2H（-2）的形成一致）]和[V（IV）L3] +物种。双螯合的复合物的特征在于顺式-反式异构体，就顺式排列而言，反式异构体是非常有利的。在CH3COOH中制备了Tris螯合的非羰基V（IV）物质；它们的光谱特征指向ad（z2）基态，以及介于八面体和三棱柱之间的几何形状，这与吡啶酮环2位碳原子上的取代基的空间要求有关。四种新的固体衍生物，[V（IV）O（1,2-二乙基-3-羟基-4-吡啶酮
• Distinctive EPR signals provide an understanding of the affinity of bis-(3-hydroxy-4-pyridinonato) copper(<scp>ii</scp>) complexes for hydrophobic environments
  作者：Maria Rangel、Andreia Leite、André M. N. Silva、Tânia Moniz、Ana Nunes、M. João Amorim、Carla Queirós、Luís Cunha-Silva、Paula Gameiro、John Burgess

  DOI：10.1039/c4dt00642a

  日期：——

  report the synthesis and characterization of a set of 3-hydroxy-4-pyridinone copper(II) complexes with variable lipophilicity. EPR spectroscopy was used to characterize the structure of copper(II) complexes in solution, and as a tool to gain insight into solvent interactions. EPR spectra of solutions of the [CuL2] complexes recorded in different solvents reveal the presence of two copper species whose ratio

  在这项工作中，我们报告了一组具有可变亲脂性的3-羟基-4-吡啶酮铜（II）配合物的合成和表征。EPR光谱用于表征溶液中铜（II）配合物的结构，并作为了解溶剂相互作用的工具。在不同溶剂中记录的[CuL 2 ]配合物溶液的EPR光谱显示存在两种铜，其比例取决于溶剂的性质。研究纯溶剂甲醇，二甲基亚砜，二氯甲烷及其与甲苯的50％（v / v）混合物中的EPR光谱可以表征两种类型的铜信号（g zz = 2.30和g zz= 2.26），其自旋哈密顿参数与溶剂化和非溶剂化的方平面铜（II）配合物一致。关于配体和配合物的潜在生物应用，以及对水-膜界面中分配特性的深入了解，在水饱和的辛醇，pH = 7.4的水溶液和脂质体悬浮液中也获得了代表三种化合物的EPR光谱。不同的亲脂性平衡。对脂质体中获得的EPR光谱进行分析，可以确定复合物在水相和脂质相中的位置。鉴于这项工作的结果，我们提出了使用EPR光谱法评估铜