Untitled

Direct and Waste‐Free Amidations and Cycloadditions by Organocatalytic Activation of Carboxylic Acids at Room Temperature

“…Ibuprofen amides have been reported to display improved anti-inflammatory activity with less toxicity. [17] In this case, the amidation of optically active (S)-ibuprofen with both benzylamine and (R)-(+)-amethylbenzylamine in THF led to the corresponding amides with less than 5 % racemization (Table 1, entry 12). Given the propensity of ibuprofen and its amides to racemize, [18] this result provides a clear testimony to the mildness of these lowtemperature conditions.…”

Synthesis and Antiinflammatory and Analgesic Activity of 2H-3,3-Dimethyl-3,4-dihydroisoquinolin-1-ones

“…The solvent was distilled off and the oily residue was distilled at a reduced pressure (~5 Torr). The target product I was collected with a fraction boiling at 157 -160°C; yield, 71%; 1 1-Methylthio-3,3,5,6,7-trimethyl-3,4-dihydroisoquinoline (I) (method B: the general procedure of three-component synthesis). A mixture of 1.2 g (10 mmole) of 1,2,3-trimethylbenzene, 0.72 g (10 mmole) of isobutyric aldehyde, and 0.73 g (10 mmole) of methylrodan was added dropwise with stirring and cooling to 5 ml of concentrated sulfuric acid.…”

“…The target product I was collected with a fraction boiling at 150 -160°C; yield, 1.9 g (77%); C 15 H 21 NS. Upon prolonged standing, the oil solidifies; double recrystallization of this solid from methanol yields pure thioester; m.p., 55 -56°C; yield 52%; IR spectrum (n max , cm -1 ): 1610, 1580, 1500; 1 1-Methylthio-3,3,6,7-tetramethyl-3,4-dihydroisoquinoline was synthesized as described in [3].…”

“…Previously, we reported [1] on the derivatives of 3,3-dialkhyl-3,4-dihydroisoquinolyl-1-amidino acids possessing antiinflammatory and analgesic properties. In this context, it was also of interest to study the antiinflammatory and analgesic activity in a more representative set of compounds of this group.…”

Synthesis and Properties of a Star-Shaped Poly( ϵ -Caprolactone)–Ibuprofen Conjugate

“…Moreover, hydrolyzable IBU derivatives, such as amides [45] or anhydrides [46], were also synthesized in order to improve biopharmaceutical properties of the drug.…”