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Ultrasound-Promoted Synthesis of 3-(Thiophen-2-yl)-4,5-dihydro-1H-pyrazole-1-carboximidamides and Anticancer Activity Evaluation in Leukemia Cell Lines
- Source :
- Journal of the Brazilian Chemical Society v.28 n.2 2017, Journal of the Brazilian Chemical Society, Sociedade Brasileira de Química (SBQ), instacron:SBQ, Journal of the Brazilian Chemical Society, Volume: 28, Issue: 2, Pages: 217-224, Published: FEB 2017
- Publication Year :
- 2017
- Publisher :
- Sociedade Brasileira de Química, 2017.
-
Abstract
- 3-(Thiophen-2-yl)-4,5-dihydro-1H-pyrazole-1-carboximidamides were efficiently prepared through a cyclocondensation of thiophenylchalcones with aminoguanidine hydrochloride under ultrasonic conditions in the presence of KOH and ethanol as a green solvent in short reaction times (15-35 min) and good yields (62-95%). All compounds produced were evaluated against the human Jurkat and RS4;11 acute lymphoblastic leukemia cell lines of T- and B-cell origin, respectively, and the K562 myelogenous leukemia cell line. Six compounds presented half maximal inhibitory concentration (IC50) values around 15 µmol L-1 and five compounds presented IC50 values around 40 µmol L-1 for at least one of the three cell lines analyzed. One compound was not significantly cytotoxic, presenting IC50 value > 100 µmol L-1.
- Subjects :
- 010405 organic chemistry
Hydrochloride
Stereochemistry
leukemia
Pyrazoline
General Chemistry
Pyrazole
010402 general chemistry
medicine.disease
01 natural sciences
Jurkat cells
0104 chemical sciences
Solvent
chemistry.chemical_compound
Leukemia
chemistry
medicine
amidinopyrazole
ultrasonic irradiation
pyrazoline
IC50
K562 cells
Nuclear chemistry
cytotoxic activity
Subjects
Details
- Language :
- English
- Database :
- OpenAIRE
- Journal :
- Journal of the Brazilian Chemical Society v.28 n.2 2017, Journal of the Brazilian Chemical Society, Sociedade Brasileira de Química (SBQ), instacron:SBQ, Journal of the Brazilian Chemical Society, Volume: 28, Issue: 2, Pages: 217-224, Published: FEB 2017
- Accession number :
- edsair.doi.dedup.....d90e117243daf85116c752e0e53b3924