184832-35-7Relevant academic research and scientific papers
Regioselective Nitration of N-Alkyl Anilines using tert-Butyl Nitrite under Mild Condition
Chaudhary, Priyanka,Gupta, Surabhi,Muniyappan, Nalluchamy,Sabiah, Shahulhameed,Kandasamy, Jeyakumar
, p. 104 - 119 (2019/01/08)
Regioselective ring nitration of N-alkyl anilines is reported using tert-butyl nitrite. The reactions proceed efficiently with a wide range of substrates providing synthetically useful N-nitroso N-alkyl nitroanilines in excellent yields which can be easily converted into N-alkyl phenylenediamines and N-alkyl nitroanilines using Zn-AcOH and HCl/MeOH, respectively.
Phenylquinoxalinone CFTR activator as potential prosecretory therapy for constipation
Cil, Onur,Phuan, Puay-Wah,Son, Jung-Ho,Zhu, Jie S.,Ku, Colton K.,Tabib, Niloufar Akhavan,Teuthorn, Andrew P.,Ferrera, Loretta,Zachos, Nicholas C.,Lin, Ruxian,Galietta, Luis J.V.,Donowitz, Mark,Kurth, Mark J.,Verkman, Alan S.
, p. 14 - 4,26 (2017/03/22)
Constipation is a common condition for which current treatments can have limited efficacy. By high-throughput screening, we recently identified a phenylquinoxalinone activator of the cystic fibrosis transmembrane conductance regulator (CFTR) chloride chan
New 2-piperazinylbenzimidazole derivatives as 5-HT3 antagonists. Synthesis and pharmacological evaluation
Orjales, Aurelio,Mosquera, Ramón,Labeaga, Luis,Rodes, Rosa
, p. 586 - 593 (2007/10/03)
A series of 2-piperazinylbenzimidazole derivatives were prepared and evaluated as 5-HT3 receptor antagonists. Their 5-HT3 receptor affinities were evaluated by radioligand binding assays, and their abilities to inhibit the 5-HT-induced Bezold-Jarisch reflex in anesthetized rats were determined. Compound 7e (lerisetron, pK(i) = 9.2) exhibited higher affinity for the 5- HT3 receptor than did tropisetron and granisetron, while compound 7q (pK(i) = 7.5) had very low affinity for this receptor, showing that substitution on the N1 atom of the benzimidazole ring is essential for affinity and activity. The effect of substitution on the aromatic ring of benzimidazole by several substituents in different positions is also discussed. A strong correlation between the 5-HT3 antagonistic activity of the studied compounds and the position of substitution on the aromatic ring was established. Thus, while the 4-methoxy derivative 7m showed weak affinity for the 5-HT3 receptor (pK(i) = 6.7), the 7-methoxy derivative 7n exhibited the highest affinity (pK(i) = 9.4). Compounds 7e and 7n are now under further investigation as drugs for the treatment of nausea and emesis evoked by cancer chemotherapy and radiation.
