81090-49-5Relevant academic research and scientific papers
Unexpected Rearrangement of 2-Bromoaniline under Biphasic Alkylation Conditions
Barraza, Scott J.,Denmark, Scott E.
, p. 2891 - 2895 (2017/10/06)
Alkylation of 2-bromoaniline with benzyl bromide under ostensibly basic N-alkylation conditions resulted in migration of bromine from the 2- to the 4-aryl position. Herein we report our studies to elucidate the mechanism of this rearrangement with the objective of suppressing this unexpected outcome. We find that careful choice of reagents is critical, and that this behavior may be extrapolated to alkylation reactions of electron-rich bromo- and iodoanilines in general.
1-SUBSTITUTED-2-(N-PHENYL-N-(PHENYL-METHYL)METHANAMINE)-4,5-DIHYDRO-IMIDAZOLES AND RELATED COMPOUNDS AND THEIR USE IN TREATING CALCIUM OVERLOAD IN BRAIN CELLS
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, (2008/06/13)
The present patent application discloses compounds of the formula STR1 wherein R 1 is C 1-10 saturated or unsaturated alkyl; or STR2 wherein R'" is H or STR3 R 2 is phenyl which is unsubstituted or substituted one or more times with halogen, CF 3, C. sub.1-6-alkoxy, NO 2, CO 2--C 1-6-alkyl, methyl; benzyl which may be substituted one or more times with halogen, CF 3, C 1-6-alkoxy, NO 2, CO 2--C 1-6-alkyl, methyl; pyridyl; or cyclohexyl;R 3 phenyl which is unsubstituted or substituted one or more times with halogen, CF 3, C 1-6-alkoxy, NO 2, CO 2--C 1-6-alkyl, methyl; naphthyl which may be substituted one or more times with halogen, CF 3, C 1-6-alkoxy, NO 2, CO 2--C 1-6-alkyl, methyl; pyridyl; C 1-6 unsaturated alkyl; furanyl;R 4 is H, C 1-6-alkyl, or benzyl; or STR4 together form STR5 R' and R" are each hydrogen or together form an extra benzo ring; and wherein the dotted line represents an optional extra bond between the two carbon atoms designated α and β, or a pharmaceutically-acceptable addition salt thereof.The compounds are useful as pharmaceuticals, for example in the treatment of Ca overload in brain cells. "
Imidazole derivatives as calcium channel blockers
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, (2008/06/13)
The present patent application discloses compounds of the formula ψψ ψwhereinψ R1 is C1-10-alkyl which may be branched; C1-10-unsaturated alkyl; or CHR'''''' ψψ ψwherein R'''''' is H or ψψ ψRy is phenyl which may be substituted one or more times with halogen, CF3, C1-6-alkoxy, NO2, CO2-C1-6-alkyl, methyl; benzyl which may be substituted one or more times with halogen, CF3, C1-6-alkoxy, NO2, CO2-C1-6-alkyl, methyl; pyridyl; or cyclohexyl;ψ R3 phenyl which may be substituted one or more times with halogen, CF3, C1-6-alkoxy, NO2, CO2-C1-6-alkyl, methyl; naphthyl which may be substituted one or more times with halogen, CF3, C1-6-alkoxy, NO2, CO2-C1-6-alkyl, methyl; pyridyl; C1-6 unsaturated alkyl; furanyl;ψ R4 is H, C1-6-alkyl, or benzyl;ψ or ψψ ψtogether form ψψ ψR5 is H, or C1-6-alkyl;ψ R'' and R'''' are each hydrogen or together form an extra benzo ring;ψ and wherein the dotted line represents an optional extra bond between the two carbon atoms designated à and á, or a pharmaceutically-acceptable addition salt thereof. ψThe compounds are useful as pharmaceuticals, for example in the treatment of Ca overload in brain cells.ψ
