ethyl 5-cyano-1-(4-methoxyphenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate | 123565-82-2

• 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 5-cyano-1-(4-methoxyphenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate
• 英文别名: 5-cyano-4-methyl-1-(4-methoxy-phenyl)-6-oxo-1,6-dihydro-pyridazine-3-carboxylic acid ethyl ester；ethyl 5-cyano-1-(4-methoxyphenyl)-4-methyl-6-oxopyridazine-3-carboxylate
• CAS: 123565-82-2
• 化学式: C₁₆H₁₅N₃O₄
• mdl: MFCD01570316
• 分子量: 313.313
• InChiKey: ARDLXJPTRUMTTH-UHFFFAOYSA-N

物化性质

• 熔点：
  164.0-164.5 °C
• 沸点：
  453.5±55.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  92
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 5-cyano-1-(4-methoxyphenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate 在 sulfur 、 溶剂黄146 、 三乙胺 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 5.5h， 生成 ethyl 5-amino-6-cyano-3,4-dihydro-3-(4-methoxyphenyl)-4-oxo-phthalazine-1-carboxylate
  参考文献：
  名称：

  Elnagdi, Mohamed Hilmy; Negm, Abdalla Mohamed; Erian, Ayman Wahba, Liebigs Annalen der Chemie, 1989, p. 1255 - 1256

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl 5-amino-3,4-dihydro-3-(4-methoxyphenyl)-4-oxothieno<3,4-d>pyridazine-1-carboxylate 在 苄烯丙二腈 作用下， 以 溶剂黄146 为溶剂， 反应 5.0h， 以42%的产率得到ethyl 5-cyano-1-(4-methoxyphenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate
  参考文献：
  名称：

  Elnagdi, Mohamed Hilmy; Negm, Abdalla Mohamed; Erian, Ayman Wahba, Liebigs Annalen der Chemie, 1989, p. 1255 - 1256

  摘要：

  DOI：

文献信息

• α, β-Unsaturated Nitriles in Heterocyclic Synthesis: Synthesis of Several Arylpyridine and Arylpyridazine Derivatives
  作者：Galal Hamza Elgemeie、Hassan Attia Elfahham、Yusria Rizk Ibrahiem、Mohamed Hilmy Elnagdi

  DOI：10.1002/ardp.19893220905

  日期：——

  Several new azabiaryls and diazabiaryls were synthesized utilizing readily obtainable α, β‐unsaturated nitriles.

  利用容易获得的α，β-不饱和腈合成了几种新的氮杂二芳基和二氮杂二芳基。
• [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)(CH2)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(CH2)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。
• POLYFUNCTIONALLY SUBSTITUTED HETEROCYCLES: SYNTHESIS OF NEW POLYFUNCTIONALLY SUBSTITUTED PHTHALAZINES, PYRIDO[3,4-C]PYRIDAZINES AND PYRAZOLO[3,4-C]PYRIDAZINES
  作者：Ayman Wahba Erian、Yehya Mahmoud Elkholy、Elham Ezz Al-arab、Mohamed Hilmy Elnagdf

  DOI：10.1080/10426509708043501

  日期：1997.3.1

  Abstract Several new alkylpyridine and pyridazine derivatives have been synthesized. The reactivity of these alkylazines towards aromatic aldehydes and sulphur are reported. New syntheses of pyrido[3,4-C]pyridines and phthalazines were achieved.

  摘要 合成了几种新的烷基吡啶和哒嗪衍生物。报道了这些烷基嗪对芳香醛和硫的反应性。实现了吡啶并[3,4-C]吡啶和酞嗪的新合成。
• 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）（CH2）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（CH2）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。
• US6169087
  申请人：——

  公开号：——

  公开（公告）日：——