87695-79-2Relevant academic research and scientific papers
BICYCLOHETEROARYLAMINE COMPOUNDS AS ION CHANNEL LIGANDS AND USES THEREOF
-
Page/Page column 71-72, (2010/02/12)
Amine compounds are disclosed that have a formula represented by the following: The compounds may be prepared as pharmaceutical compositions, and may be used for the prevention and treatment of a variety of conditions in mammals including humans, includin
Bicycloheteroarylamine compounds as ion channel ligands and uses thereof
-
, (2008/06/13)
Amine compounds are disclosed that have a formula represented by the following: The compounds may be prepared as pharmaceutical compositions, and may be used for the prevention and treatment of a variety of conditions in mammals including humans, including by way of non-limiting example, pain, inflammation, traumatic injury, and others.
Intramolecular and bimolecular nucleophilic substitutions of rimsulfuron sulfonylurea
Rouchaud, J.,Neus, O.,Moulard, C.
, p. 59 - 66 (2007/10/03)
The sulfonylurea herbicide rimsulfuron 1 (N-((4,6-dimethoxypyrimidin-2-yl)aminocarbonyl)-3-(ethylsulfonyl)-2-pyridinesulfonamide) in aqueous solutions of KOH, NaOH, NH4OH, or dilute HCl, and thermally (rimsulfuron or monomethylated rimsulfuron at the sulfonamide hydrogen) was transformed by SO2 extrusion and intramolecular nucleophilic substitution into 2-(N-(4,6-dimethoxy)pyrimidin-2-yl)amino-3-ethylsulfonylpyridine 3.In mild methanol + HCl conditions, the intermediate rearranged urea N-(4,6-dimethoxypyrimidin-2-yl)-N-(3-(ethylsulfonyl)-2-pyridinyl)urea 2 was isolated.In concentrated hydrochloric acid, rimsulfuron 1 was transformed by bimolecular nucleophilic substitution successively into 2-chloro-3-ethylsulfonylpyridine 6 and 2-hydroxy-3-ethylsulfonylpyridine 4.Sodium sulfite transformed rimsulfuron 1 into a mixture of 2-sodiumsulfonate-3-ethylsulfonylpyridine 7 and amine 3.
Reactivity of 2-substituted 3-ethylsulfonylpyridines
Rouchaud, J.,Neus, O.,Moulard, C.
, p. 151 - 158 (2007/10/03)
2-Chloro-3-ethylsulfonylpyridine 6 was transformed by acidic or basic hydrolysis into 2-hydroxy-3-ethylsulfonylpyridine 4, which was in the OH form, i.e. without the 2-pyridone isomer.Diazomethane however transformed 4 into the mixture of the N- and O-methyl derivatives.Sodium sulfite reaction with 6 generated 2-sodiumsulfonate-3-ethylsulfonylpyridine 7.This did not react with SOCl2, and PCl5 transformed it into 6, no 2-sulfonylchloridepyridine being isolated.Potassium phthalimide reaction with 6 gave 2-phthalimido-3-ethylsulfonylpyridine 8', which was transformed by hydrazine into 2-amino-3-ethylsulfonylpyridine 8.This was not transformed by heating in acidic or basic aqueous solutions.In dilute acid solution, sodium nitrite transformed 8 into 4.In concentrated hydrochloric acid, the diazonium salt of 8 however was not formed. 2-(N-(4,6-Dimethoxy)pyrimidin-2-yl)amino-3-ethylsulfonylpyridine 3 in concentrated hydrochloric acid was transformed into 8, the intermediate N-(3-ethylsulfonyl-pyridine-2-yl)-guanidine 9 being isolated when the heating time was shorter.
