- Synthesis and antileishmanial activity of new 1-aryl-1H-pyrazole-4- carboximidamides derivatives
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Chemotherapy for leishmaniasis, diseases caused by protozoa of the genus Leishmania, remains inefficient in several treatments. So there is a need to search for new drugs. In this work, we have synthesized 1-aryl-1H-pyrazole-4- carboximidamides derivatives and evaluated antileishmanial activities in vitro, as well as cytotoxic effects. Structure-activity relationship (SAR) studies were carried out with all the compounds of the series. Compound 2 showed an activity profile that can be improved through medicinal chemistry strategies.
- Dos Santos, Mauri?cio S.,Gomes, Adriana O.,Bernardino, Alice M. R.,De Souza, Marcos C.,Khan, Misbahul A.,De Brito, Monique A.,Castro, Helena C.,Abreu, Paula A.,Rodrigues, Carlos R.,De Le?o, Rosa M. M.,Leon, Leonor L.,Canto-Cavalheirr, Marilene M.
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experimental part
p. 352 - 358
(2011/10/04)
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- Cyanoacetaldehyde - New Synthetic Applications of an Old Compound Syntheses with Nitriles, XCI
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Various reactions of cyanoacetaldehyde (1), freshly prepared by ozonization of (E)-1,4-dicyano-2-butene or allylcyanide, are described.Thus, conversion of 1 with anilines gave β-phenylaminoacrylonitriles 2a-e.Reaction of 1 with hydrazines led to the corresponding hydrazones 3a-e, which could be cyclized under alkaline conditions to 5-aminopyrazoles 4a-d.An aldol-type condensation product 5a could be obtained by reaction of 1 with sodiumphenoxide.Treatment of 1 with dimethylformamide-dimethylacetal led to the formation of (E)-3-dimethylamino-2-formylpropenenitrile (6), a very useful synthon in synthetic chemistry.For the determination of the structure of 6 the method of steady state diffferential NOEs was used.Reaction of 6 with hydrazines gave 1-substituted-4-cyanopyrazoles 7a-k. Keywords.Cyanoacetaldehyde; Hydrazones; Cyanopyrazoles; Aminopyrazoles.
- Jachak, Madhukar,Kriessmann, Ulrike,Mittelbach, Martin,Junek, Hans
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p. 199 - 208
(2007/10/02)
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