5-(N-benzyl-N-2-hydroxyethylamino)-4-chloro-2-methyl-3(2H)-pyridazinone | 66597-60-2

• 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: 5-(N-benzyl-N-2-hydroxyethylamino)-4-chloro-2-methyl-3(2H)-pyridazinone
• 英文别名: 5--4-chlor-2-methyl-2H-pyridazin-3-on；5-[benzyl-(2-hydroxy-ethyl)-amino]-4-chloro-2-methyl-2H-pyridazin-3-one；5-[Benzyl(2-hydroxyethyl)amino]-4-chloro-2-methylpyridazin-3-one
• CAS: 66597-60-2
• 化学式: C₁₄H₁₆ClN₃O₂
• 分子量: 293.753
• InChiKey: ZNYGCBJFGIGLGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  56.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(N-benzyl-N-2-hydroxyethylamino)-4-chloro-2-methyl-3(2H)-pyridazinone 在 sodium methylate 作用下， 以 乙醇 为溶剂， 生成 4-Benzyl-7-methyl-2,3-dihydro-4H,7H-pyridazino<4,5-b><1,4>oxazin-8-on
  参考文献：
  名称：

  Studies on Pyridazinone Derivatives. VII. Synthesis of Urinary Metabolites of 4-Ethoxy-2-methyl-5-morpholino-3 (2H)-pyridazinone (M73101) in Human

  摘要：

  DOI：

  10.1248/yakushi1947.98.10_1421
• 作为产物：
  描述：

  4,5-二氯-2-甲基哒嗪-3-酮 、 N-苄基乙醇胺 以 乙醇 为溶剂， 以20%的产率得到5-(N-benzyl-N-2-hydroxyethylamino)-4-chloro-2-methyl-3(2H)-pyridazinone
  参考文献：
  名称：

  Lipophilicity of Aminopyridazinone Regioisomers

  摘要：

  Ten pairs of pyridazinone regioisomers were prepared, and their lipophilicity was described by the logarithm of the octanol/water partition coefficient (log P) determined experimentally and calculated with prediction methods. The 4- and 5-(substituted amino)-3(2H)-pyridazinone regioisomers were synthesized by nucleophilic substitution of one of the chloro atoms of 4,5-dichloro-2-methyl-3(2H)pyridazinone or its 6-nitro derivative. Structures of new compounds were proven by spectroscopic methods. The experimental log P values were obtained by a shake flask method in octanol and a Sorensen buffer (pH 7.4) solvent system. A consequent difference was found in the lipophilicity of regioisomers. For each isomer pair, the log P value of the 4-isomer was significantly (average by 0.75 log unit) higher than that of the 5-isomer. Some quantum chemical calculations as well as X-ray analysis of two pairs of regioisomers were also carried out to gain insight into the structural differences of regioisomers. The log P values were calculated by the fragmental approach KOWWIN and a QSPR analysis (3DNET). The a priori KOWWIN gave poor agreement, but with the programs KOWWIN with EVA (experimental value adjusted) and 3DNET, the results were generally in agreement with experiment.

  DOI：

  10.1021/jf0343938

文献信息

• Synthesis of some novel 2-phenylpyridazino[4,5-<i>b</i>][1,5]thiazepines
  作者：Péter Mátyus、Erzsébet Zára-Kaczián、SÁNdor Boros、Zsolt Böcskei

  DOI：10.1002/jhet.5570330309

  日期：1996.5

  Synthesis of some derivatives of the pyridazino[4,5-b][1,5]thiazepine ring system is reported. Thus, 5-benzyl-8-methyl-2-phenyl-2,3.4,5-tetrahydro-5H-pyridazino[4,5-b][1,5]thiazepin-9(8H)-one (5) was prepared by an intramolecular S-alkylation reaction, whereas the thiazepine ring of sulfone analogue 21, and that of the novel tricyclic pyrrolidino fused ring system 22 was elaborated by an intramolecular

  报道了哒嗪并[4，5- b ] [1，5]噻氮平环系统的一些衍生物的合成。因此，5-苄基-8-甲基-2-苯基-2,3.4,5-四氢-5 H-哒嗪[4,5- b ] [1,5]噻嗪酮-9（8 H）-一（5）通过分子内的S-烷基化反应制备了环戊二烯，而通过分子内的C-烷基化反应制备了砜类似物21的硫氮平环和新型三环吡咯烷基稠合环系统22的噻唑烷环。还讨论了双环吡啶并噻嗪稠合的哒嗪系统的意外形成。