Mannich Bases and Alcohols from Hexamethylenimine

Application of 1,3-di(4-piperidyl)propane in the Mannich reaction. Synthesis of .beta.-amino ketones

“…1 Recrystallized from EtOH; the other compounds were recrystallized from Et0H-Me2C0-H20. 8 All compounds were analyzed for C, , N. Infrared absorption bands for NII + and C=0 were as expected. Experimental Section13 l,3-Di(4-piperidyl)propane Dihydrochloride.-4-DI-PIP (42 g) was suspended in 100 ml of EtOH.…”

Comparison of Antimicrobial Activity of Nuclear‐Substituted Aromatic Esters of 5‐Dimethylamino‐1‐Phenyl‐3‐Pentanol and 3‐Dimethylamino‐1‐Phenyl‐1‐Propanol with Related Cyclic analogs

“…tion, IR, NMR, and mass spectra, comparison of antimicrobial activity with related cyclic analogs 0 Antimicrobial evaluation-series of nuclear-substituted aromatic esters, compared with cyclic analogs Various Mannich bases have antimicrobial activity (1)(2)(3)(4)(5)(6), and reduction of the ketone group of Mannich bases has led to compounds with increased pharma- cological activity (7). The activity of the alcohols possibly may be improved by esterification, thereby masking the polar hydroxyl group and facilitating transportation to a site of action.…”

Evaluation of mannich bases and related compounds as inhibitors of mitochondrial function in yeast and inhibition of blood platelet aggregation, blood clotting, and in vitro metabolism of 5-dimethylamino-1-phenyl-1-penten-3-one hydrochloride

“…Mitochondrial activity-effect of Mannich bases and related compounds, yeast 0 Blood platelet aggregation-effect of Mannich bases and related compounds, rats 0 Coagulation, hlood-effect of Mannich bases and related compounds, rats Structure-activity relationships-effect of Mannich bases and related compounds on mitochondrial function in yeast, human epidermoid carcinoma cultures, hlood platelet aggregation and hlood clotting, rats Mannich bases have a wide range of biological activity including antineoplastic properties (1,2), antimicrobial effects (3)(4)(5), analgesic activity (6), local anesthetic properties (7,8), and psychotropic effects (9). To pursue a continuing interest in Mannich reactions (10)(11)(12) and cu,/%unsaturated ketones (13,14), several properties of a simple Mannich base, 5-dimethylamino-1 -phenyl-1 -penten-3-one (Ia ), derived aThe figures, in micrograms per milliliter, in the KB cell culture screen indicate the dose inhibiting 50% growth of human epidermoid carcinoma of the nasopharynx in Eagle's medium.…”