169614-84-0Relevant academic research and scientific papers
Design, synthesis, and pharmacological evaluation of novel hybrid compounds to treat sickle cell disease symptoms. Part II: Furoxan derivatives
Dos Santos, Jean Leandro,Lanaro, Carolina,Chelucci, Rafael Consolin,Gambero, Sheley,Bosquesi, Priscila Longhin,Reis, Juliana Santana,Lima, Lídia Moreira,Cerecetto, Hugo,González, Mercedes,Costa, Fernando Ferreira,Chung, Man Chin
, p. 7583 - 7592 (2012/11/07)
Phthalimide derivatives containing furoxanyl subunits as nitric oxide (NO)-donors (3a-g) were designed, synthesized, and evaluated in vitro and in vivo for their potential uses in the oral treatment of sickle cell disease symptoms. All compounds (3a-g) demonstrated NO-donor properties at different levels. Moreover, compounds 3b and 3c demonstrated analgesic activity. Compound 3b was determined to be a promising drug candidate for the aforementioned uses, and it was further evaluated in K562 culture cells to determine its ability to increase levels of γ-globin expression. After 96 h at 5 μM, compound 3b was able to induce γ-globin expression by nearly three times. Mutagenic studies using micronucleus tests in peripheral blood cells of mice demonstrated that compound 3b reduces the mutagenic profile as compared with hydroxyurea. Compound 3b has emerged as a new leading drug candidate with multiple beneficial effects for the treatment of sickle cell disease symptoms and provides an alternative to hydroxyurea treatment.
Synthesis and herbicidal activity of N-oxide derivatives
Cerecetto, Hugo,Dias, Eduardo,Di Maio, Rossanna,Gonzalez, Mercedes,Pacce, Sandra,Saenz, Patricia,Seoane, Gustavo,Suescun, Leopoldo,Mombru, Alvaro,Fernandez, Grisel,Lema, Marisa,Villalba, Juana
, p. 2995 - 3002 (2007/10/03)
As part of an ongoing program on the chemistry and biological activity of N-oxide-containing molecules, a number of novel 1,2,5-oxadiazole N-oxide, benzo[1,2-c]1,2,5-oxadiazole N-oxide, and quinoxaline N,N'-dioxide derivatives were synthesized and evaluated for their herbicidal activity. Many of these compounds exhibited moderate to good herbicidal pre-emergence activity against Triticum aestivum. Dose - response studies were done on the more representative compounds (12, 20, and 26). The most active compound, butylcarbamoylbenzo[1,2-c]1,2,5-oxadiazole N-oxide, 26, displayed herbicidal activity at concentrations as low as 24 g/ha.
Synthesis and biological evaluation of 1,2,5-oxadiazole N-oxide derivatives as hypoxia-selective cytotoxins
Monge,Lopez de Cerain,Ezpeleta,Cerecetto,Dias,Di Maio,Gonzalez,Onetto,Seoane,Suescun,Mariezcurrena
, p. 758 - 764 (2007/10/03)
Synthesis and biological evaluation of new 1,2,5-oxadiazole N-oxide derivatives with potential cytotoxic effects are described. From the series of compounds tested, compounds 2 and 6 proved to be very active, although non-selective.
Unsymmetrically Substituted Furoxans. Part 15. Bromination of Dimethylfuroxan and Related Compounds with NBS
Gasco, Andrea Marcello,Boschi, Donatella,Gasco, Alberto
, p. 811 - 814 (2007/10/02)
Treatment of the dimethylfuroxan 1 and of the two methylphenylfuroxan isomers 4, 5 with N-bromosuccinimide (NBS) shows that the methyl group linked at the 3-position of the furoxan ring is selectively brominated.The same reaction run with the 3-methyl-4-nitrofuroxan 8 and with the 4-ethoxy-3-methylfuroxan 9 bears evidence that the reactivity of the 3-methyl group is dependent on the nature of the substituent at the 4-position. 3-Bromomethylfuroxan derivatives easily undergo nucleophilic substitutions to afford a variety of unsymmetrically substituted furoxans.
