4-benzylamino-5-chloro-2-methyl-3(2H)-pyridazinone | 91736-88-8

• 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: 4-benzylamino-5-chloro-2-methyl-3(2H)-pyridazinone
• 英文别名: 4-(Benzylamino)-5-chloro-2-methylpyridazin-3(2H)-one；4-(benzylamino)-5-chloro-2-methylpyridazin-3-one
• CAS: 91736-88-8
• 化学式: C₁₂H₁₂ClN₃O
• 分子量: 249.7
• InChiKey: XNDTTZOPIOYPGT-UHFFFAOYSA-N

物化性质

• 沸点：
  358.0±52.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  44.7
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  4-benzylamino-5-chloro-2-methyl-3(2H)-pyridazinone 在 sodium hydrogensulfide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以71%的产率得到2-methyl-4-benzylamino-5-mercapto-3(2H)-pyridazinone
  参考文献：
  名称：

  Kaji, Kenji; Nagashima, Hiromu; Oda, Hirohisa, Chemical and pharmaceutical bulletin, 1984, vol. 32, # 4, p. 1423 - 1432

  摘要：

  DOI：
• 作为产物：
  描述：

  4,5-二氯-2-甲基哒嗪-3-酮 、 苄胺 以 甲苯 为溶剂， 反应 3.0h， 以7%的产率得到5-(N-benzylamino)-4-chloro-2-methyl-3(2H)-pyridazinone
  参考文献：
  名称：

  Kaji, Kenji; Nagashima, Hiromu; Oda, Hirohisa, Chemical and pharmaceutical bulletin, 1984, vol. 32, # 4, p. 1423 - 1432

  摘要：

  DOI：

文献信息

• Yamasaki, Tetsuo; Kawaminami, Eiji; Uchimura, Fumi, Journal of Heterocyclic Chemistry, 1991, vol. 28, # 4, p. 859 - 865
  作者：Yamasaki, Tetsuo、Kawaminami, Eiji、Uchimura, Fumi、Okawara, Tadashi、Furukawa, Mitsuru

  DOI：——

  日期：——
• Lipophilicity of Aminopyridazinone Regioisomers
  作者：Massud A. S. Anwair、László Károlyházy、Diána Szabó、Balázs Balogh、István Kövesdi、Veronika Harmat、Judit Krenyácz、Ákos Gellért、Krisztina Takács-Novák、Péter Mátyus

  DOI：10.1021/jf0343938

  日期：2003.8.1

  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.
• Kinetic and Theoretic Aspects of Regiochemistry in the Reaction of 4,5-Dihalo-3(2H)-pyridazinones with Benzylamines
  作者：Péter Mátyus、Kl�a Czak�、軾nes Behr、Ildik� Varga、Benjamin Pod�yi、Malte von Arnim、P師er V�konyi

  DOI：10.3987/com-92-6238

  日期：——

  Regioselectivity of nucleophilic substitution reactions of 4,5-dihalo-3(2H)-pyridazinones (la-d) with benzylamines was studied under different conditions. Second-order kinetics were obtained for reactions of 1a with benzylamine in ethanol-d6 and toluene-d8 as well. Experimental results obtained were interpreted on the bases of Klopman-Salem equation and analyses of the reaction paths.
• KAJI, KENJI;NAGASHIMA, HIROMU;ODA, HIROHISA, CHEM. AND PHARM. BULL., 1984, 32, N 4, 1423-1432
  作者：KAJI, KENJI、NAGASHIMA, HIROMU、ODA, HIROHISA

  DOI：——

  日期：——