ethyl (2Z)-2-[(4-hydroxyphenyl)hydrazinylidene]-3-oxobutanoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl (2Z)-2-[(4-hydroxyphenyl)hydrazinylidene]-3-oxobutanoate
• 化学式: C₁₂H₁₄N₂O₄
• 分子量: 250.254
• InChiKey: AIYVXIOVOIUOBN-KAMYIIQDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.31
• 重原子数：
  18.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  87.99
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl (2Z)-2-[(4-hydroxyphenyl)hydrazinylidene]-3-oxobutanoate 、 间苯二酚 在 硫酸 作用下， 以 乙醇 、 水 为溶剂， 反应 18.0h， 以85%的产率得到
  参考文献：
  名称：

  Sharma, Pratibha; Pritmani, Shreeya, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1999, vol. 38, # 9, p. 1139 - 1142

  摘要：

  DOI：
• 作为产物：
  描述：

  乙酰乙酸乙酯 、 苯重氮化,4-羟基-,氯化 在 sodium acetate 作用下， 以 乙醇 为溶剂， 生成 ethyl (2Z)-2-[(4-hydroxyphenyl)hydrazinylidene]-3-oxobutanoate
  参考文献：
  名称：

  Sharma, Pratibha; Pritmani, Shreeya, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1999, vol. 38, # 9, p. 1139 - 1142

  摘要：

  DOI：

文献信息

• [EN] HETEROCYCLIC COMPOUNDS AS IMAGING PROBES OF TAU PATHOLOGY<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES UTILISÉS COMME SONDES D'IMAGERIE DE PATHOLOGIE TAU
  申请人：GE HEALTHCARE LTD

  公开号：WO2013090497A1

  公开（公告）日：2013-06-20

  Pyridazinone compounds of Formula I: (I) wherein: R' is alkyl or Ar, optionally substituted with at least one alkyl, halo¬ gen, hydroxyl, alkoxy, haloalkoxy, acid, ester, amino, nitro, amide, or alkoxyhalo; 2 R is independently alkyi, alkynyl, ester, amino, amide, acid, aryl, heteroaryl, aminoalkyl, -C(=0)alkyl, -C(=0)aryl, -C(=0)heteroaryl, -C(=0)heterocycloalkyl, - C(=0)heterocycloalkylAr, -C(=0)(CH2)nhalo, -C(=0)(CH2)nheterocyclyl, or -SC^Ar, optionally substituted with at least one alkyi, alkylhalo, halogen, nitro, aryl, heteroaryl, or heteroaryl(CH2)nhalo; R 3 and R4 are independently hydrogen, alkyi, alkenyl, alkynyl, aryl, heteroaryl; Ar is an aryl, heteroaryl, cycloalkyl, heterocycloalkyl group; n is an integer from 0-10; or a radiolabeled derivative thereof. The compounds are useful as imaging probes of Tau pathology in Alzheimer's disease are described. Compositions and methods of making such compounds are also described.

  Formula I中的吡啶嗪酮化合物：（I），其中：R'是烷基或Ar，可选择地取代为至少一个烷基，卤素，羟基，烷氧基，卤代烷氧基，酸，酯，氨基，硝基，酰胺，或烷氧基卤代；2 R独立地是烷基，炔基，酯，氨基，酰胺，酸，芳基，杂环芳基，氨基烷基，-C(=0)烷基，-C(=0)芳基，-C(=0)杂环芳基，-C(=0)杂环烷基，-C(=0)杂环烷基Ar，-C(=0)(CH2)n卤代，-C(=0)( )n杂环基，或-SC^Ar，可选择地取代为至少一个烷基，烷基卤代，卤素，硝基，芳基，杂环芳基，或杂环芳基( )n卤代；R3和R4独立地是氢，烷基，烯基，炔基，芳基，杂环芳基；Ar是芳基，杂环芳基，环烷基，杂环烷基基团；n是0-10之间的整数；或其放射标记衍生物。所述化合物可用作阿尔茨海默病中Tau病理的成像探针。还描述了制备这种化合物的组成物和方法。
• HETEROCYCLIC COMPOUNDS AS IMAGING PROBES OF TAU PATHOLOGY
  申请人：GE HEALTHCARE LIMITED

  公开号：US20150004100A1

  公开（公告）日：2015-01-01

  Pyridazinone compounds of Formula I: (I) wherein: R′ is alkyl or Ar, optionally substituted with at least one alkyl, halogen, hydroxyl, alkoxy, haloalkoxy, acid, ester, amino, nitro, amide, or alkoxyhalo; 2 R is independently alkyi, alkynyl, ester, amino, amide, acid, aryl, heteroaryl, aminoalkyl, —C(=0)alkyl, —C(=0)aryl, —C(=0)heteroaryl, —C(=0)heterocycloalkyl, —C(=0)heterocycloalkylAr, —C(=0)(CH 2 ) n halo, —C(═O)(CH 2 )nheterocyclyl, or —SĈAr, optionally substituted with at least one alkyi, alkylhalo, halogen, nitro, aryl, heteroaryl, or heteroaryl(CH 2 )nhalo; R 3 and R 4 are independently hydrogen, alkyi, alkenyl, alkynyl, aryl, heteroaryl; Ar is an aryl, heteroaryl, cycloalkyl, heterocycloalkyl group; n is an integer from 0-10; or a radiolabeled derivative thereof. The compounds are useful as imaging probes of Tau pathology in Alzheimer's disease are described. Compositions and methods of making such compounds are also described.

  公式I中的吡啶并酮化合物：(I) 其中：R′是烷基或Ar，可选地被至少一种烷基，卤素，羟基，烷氧基，卤代烷氧基，酸，酯，氨基，硝基，酰胺或烷氧卤代基取代；2R独立地是烷基，炔基，酯，氨基，酰胺，酸，芳基，杂芳基，氨基烷基，-C（= 0）烷基，-C（= 0）芳基，-C（= 0）杂芳基，-C（= 0）杂环烷基，-C（= 0）杂环烷基Ar，-C（= 0）（CH2）n卤代基，-C（═O）（ ）nheterocyclyl或-SĈAr，可选地被至少一种烷基，烷基卤代基，卤素，硝基，芳基，杂芳基或杂芳基（ ）n卤代基取代；R3和R4独立地是氢，烷基，烯基，炔基，芳基，杂芳基；Ar是芳基，杂芳基，环烷基，杂环烷基基团；n是0-10的整数；或其放射性标记衍生物。这些化合物可用作阿尔茨海默病中Tau病理学的成像探针。还描述了制备这种化合物的组合物和方法。
• Rotamerism and tautomerism in hydrazone derivatives of ethylacetoacetate: Spectroscopic features, Hammett relationships, and computational calculations
  作者：Mohammad Reza Zamanloo、Rogayeh Salmanzadeh、Mehdi D. Esrafili、Bahareh Seyednoruziyan、Gholamhassan H. Imanzadeh、Habibollah Eskandari

  DOI：10.1002/poc.4487

  日期：——

  structure–property correlation on the base of Hammett relationships. All of the hydrazone derivatives were found to equilibrate in acetone solution, and more of them existed in one rotameric form in solid state. The aryl substituents influence the intermolecular and intramolecular interactions differently, because the derivatives could be isolated as two distinct crystals only in a few members. Moreover, the RAHB concept

  β-二羰基化合物的腙衍生物显示出完整的构型和构象变化，这使得它们被认为是揭示氢键在氢转移和转换中重要性的探针。3-氧代-丁酸乙酯衍生的腙通过 Japp-Klingemann 反应合成，并采用薄层色谱、红外 (IR)、紫外-可见 (UV-vis) 和 1 H 等色谱和光谱行为对其进行了表征13C核磁共振（NMR）技术。通过参考的光谱测量，确定并详细研究了两种可能的旋转异构体之间的构象异构化及其互变异构形式，并详细研究了共振辅助氢键 (RAHB) 概念。此外，使用获得的光谱数据评估取代基影响，并基于哈米特关系评估结构-性质相关性。发现所有腙衍生物在丙酮溶液中达到平衡，并且其中更多以一种旋转异构形式存在于固态。芳基取代基对分子间和分子内相互作用的影响不同，因为衍生物只能在少数成员中分离为两种不同的晶体。而且，RAHB 概念被发现可以在不同程度上稳定腙衍生物的构象异构体，从而导致不同的平衡常数。量子化学计算