1-butyl-5-propylpyrazole | 1100829-53-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-butyl-5-propylpyrazole
• 英文别名: 1-Butyl-5-propylpyrazole
• CAS: 1100829-53-5
• 化学式: C₁₀H₁₈N₂
• 分子量: 166.266
• InChiKey: IGPRRGFXCFMWSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (1E)-1-chlorohex-1-en-3-one 、 丁基肼 在 三乙胺 作用下， 以 乙醚 为溶剂， 生成 1-butyl-3-propyl-1H-pyrazole 、 1-butyl-5-propylpyrazole
  参考文献：
  名称：

  Ratio of 1,3- and 1,5-dialkyl-substituted pyrazoles obtained from chlorovinyl alkyl ketones and alkylhydrazines, 3(5)-pyrazoles and alkyl bromides

  摘要：

  Unsymmetrically substituted 1,3- and 1,5-dialkylpyrazoles and 1,3-dialkyl-5-chloropyrazoles were prepared. 2-Chlorovinyl ketones react with C-1-C-8-alkylhydrazines along two routes giving mixtures of 1-R'-3-R- and 1-R'-5-R-pyrazoles with the prevalence of 1,3-isomer. The proportion of 3-substituted 1-alkylpyrazole in the isomers mixture grows from 60 to 94-97% with growing length of the alkyl chain in the hydrazine. The alkylation of 1-unsubstituted 3(5)-alkylpyrazoles with alkyl bromides afforded predominantly (by 16-50%) 1,3-disubstituted pyrazoles. 1,3-Dialkyl-5-chloropyrazoles form from 2,2-dichlorovinyl alkyl ketones and functionalized alkylhydrazines. It was suggested to synthesize 1,3-dialkyl-substituted pyrazoles by dechlorination of unsymmetrically substituted 1,3-dialkyl-5-chloropyrazoles in the presence of complex nickel catalyst and water as the proton source.

  DOI：

  10.1134/s1070428014110190

文献信息

• PYRIMIDINE COMPOUNDS HAVING TIES (TEK) INHIBITORY ACTIVITY
  申请人：Jones Clifford David

  公开号：US20100048543A1

  公开（公告）日：2010-02-25

  The invention relates to a compound of the Formula I or salt thereof wherein R x , R y , R z , R 5 , R 6 , A, B, L, n and m are as defined in the description. The invention also relates to pharmaceutical compositions of said compounds, the use of said compounds as medicaments and in the production of an anti-angiogenic effect in a warm-blooded animal. The invention also relates to processes for the preparation of said compounds.

  本发明涉及公式I的化合物或其盐，其中Rx，Ry，Rz，R5，R6，A，B，L，n和m如描述中所定义。本发明还涉及该化合物的药物组合物，该化合物作为药物使用以及在恒温动物中产生抗血管生成效应的生产。本发明还涉及制备该化合物的过程。
• Distinguishing Features of reactions of 2-chloro-and 2,2-dichloro(bromo)vinyl ketones with alkyl-and arylhydrazines
  作者：G. V. Bozhenkov、V. A. Savosik、L. I. Larina、L. V. Klyba、E. R. Zhanchipova、A. N. Mirskova、G. G. Levkovskaya

  DOI：10.1134/s1070428008070129

  日期：2008.7

  2-Chlorovinyl alkyl ketones react with alkylhydrazines to give mixtures of 1-R-3-R'- and 1-R-5-R'-pyrazoles: The 1-R-3-R'-pyrazoles form through the heterocyclization of 2-chlorovinyl ketone alkylhydrazones whereas in the heterocyclization into 1-R-5-R'-pyrazoles N1-alkyl-N2-(2-acylvinyl) hydrazines are involved. The regiospecific heterocyclization of 2-chloro- and 2,2-dichlorovinyl ketones with arylhydrazines and also of 2,2-dichloro(bromo) vinyl trifluoromethyl ketones with C alkylhydrazines into pyrazoles and 5-chloro(bromo)pyrazoles proceeds through a stage of haloenones hydrazones formation. The study of the structure of the obtained 1-alkyl-3(5)-alkylpyrazoles by means of two-dimenaional H-1 and C-13 NMR spectroscopy and GC-MS method made it possible to assign the proton and carbon signals of isomeric pyrazoles and to establish the diagnostic ions for the pair of 1,3- and 1,5-isomers.