2,4- and 2,5-disubstituted arylthiazoles

Rapid synthesis by C-H coupling and biological evaluation

Lilia Lohrey, Takahiro N. Uehara, Satoshi Tani, Junichiro Yamaguchi, Hans Ulrich Humpf, Kenichiro Itami

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Life-threatening infections caused by bacteria that have developed resistance to common antibiotics, such as methicillin-resistant Staphylococcus aureus (MRSA), have become a serious problem in hospitals and other areas all over the world. Thus, the development of an effective class of antibiotics against these bacteria is an urgent subject. Herein, we report a step-economical and diversity-oriented synthesis of a series of 2-arylidenehydrazinyl-4- arylthiazole and 2-arylidenehydrazinyl-5-arylthiazole analogues that utilizes C-H coupling methodologies. A library of 54 new congeners were synthesized and tested for their biological potential. Moreover, new knowledge regarding the structure-activity relationships (SARs) of these heterobiaryl compounds was collected.

Original languageEnglish
Pages (from-to)3387-3394
Number of pages8
JournalEuropean Journal of Organic Chemistry
Volume2014
Issue number16
DOIs
Publication statusPublished - 2014
Externally publishedYes

Fingerprint

antibiotics
bacteria
Bacteria
Anti-Bacterial Agents
congeners
Methicillin
staphylococcus
evaluation
infectious diseases
synthesis
methodology
analogs

Keywords

  • Antibiotics
  • C-H arylation
  • Cross-coupling
  • Structure-activity relationships
  • Thiazoles

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry

Cite this

2,4- and 2,5-disubstituted arylthiazoles : Rapid synthesis by C-H coupling and biological evaluation. / Lohrey, Lilia; Uehara, Takahiro N.; Tani, Satoshi; Yamaguchi, Junichiro; Humpf, Hans Ulrich; Itami, Kenichiro.

In: European Journal of Organic Chemistry, Vol. 2014, No. 16, 2014, p. 3387-3394.

Research output: Contribution to journalArticle

Lohrey, Lilia ; Uehara, Takahiro N. ; Tani, Satoshi ; Yamaguchi, Junichiro ; Humpf, Hans Ulrich ; Itami, Kenichiro. / 2,4- and 2,5-disubstituted arylthiazoles : Rapid synthesis by C-H coupling and biological evaluation. In: European Journal of Organic Chemistry. 2014 ; Vol. 2014, No. 16. pp. 3387-3394.
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