SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF <i>N</i>-ALKYL-SUBSTITUTED 4-ARYLDIAZENYLPYRAZOLES

Authors

  • А. Е. Иванова I. Ya. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences
  • Я. В. Бургарт I. Ya. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences
  • В. И. Салоутин I. Ya. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences

DOI:

https://doi.org/10.1007/519

Keywords:

pyrazoles, regioisomers, alkylation, deacylation, tuberculostatic and antibacterial activity

Abstract

Alkylation of 4-aryldiazenylpyrazoles using (4-bromobutyl)acetate and [(2-acetoxyethoxy)methyl]-acetate gave the corresponding 1-(4-acetoxybutyl)- and 1-[(2-acetoxyethoxy)methyl]pyrazoles. 3-Fluoroalkyl-4-aryldiazenylpyrazoles react with (4-bromobutyl)acetate to form a mixture of the regio-isomeric 1-(4-acetoxybutyl)-3- and 1-(4-acetoxybutyl)-5-fluoroalkylpyrazoles. Several of the acetoxypyrazole derivatives were deacylated and isolated using HPLC. Modest activity towards the ATCC 6633 strain of bacteria Bacillus subtilis has been found for 1-(4-hydroxybutyl)-5-methyl-4-[(4-methylphenyl)diazenyl]-3-(octafluorobutyl)-1H-pyrazole.

Authors: A. E. Ivanova, Ya. V. Burgart, and V. I. Saloutin.

English Translation in Chemistry of Heterocyclic Compounds, 2013, 49 (8), pp 1128-1135

http://link.springer.com/article/10.1007/s10593-013-1353-7

Author Biographies

А. Е. Иванова, I. Ya. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences

Анна Евгеньевна Иванова

Младший научный сотрудник лаборатории фторорганических соединений

Я. В. Бургарт, I. Ya. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences

Янина Валерьевна Бургарт

Доктор химических наук, ведущий научный сотрудник лаборатории фторорганических соединений

В. И. Салоутин, I. Ya. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences

Виктор Иванович Салоутин

Доктор химических наук, профессор, заместитель директора по научной деятельности, заведующий лабораторией фторорганический соединений

Published

2013-06-17

Issue

Section

Original Papers