3-Aminomethylation of salicylalkylamides afforded hybrids with a Mannich base. In addition, it triggered the rotation of the amide bond. The observed conformational switch is driven by strong intramolecular hydrogen bonding between the Mannich base and phenolic group. Crystal structure analysis reveals the stabilization of the hybrid molecules by double hydrogen bonding of the phenolic OH, whic...

A catalytic Mannich reaction of a simple ester with no activating functionality at the α-position via a product-base mechanism was reported. The desired Mannich adducts were obtained in high yields using a catalytic amount of KH. This is a rare example of a Brønsted base-catalyzed Mannich reaction of unactivated esters as substrates.

The Mannich base containing ciprofloxacin and kojic acid structural units was prepared and evaluated in antitumor activity. The enhancement in antitumor activity was observed both from the Mannich base (IC(50): 103.3±5.0 µM for HepG2, 87.9±8.0 µM for HCT-116 cell) and its copper complex (IC(50): 11.5±1.8 µM for HepG2, 44.4±2.5 µM for HCT-116 cell) compared to the ciprofloxacin and kojic acid. T...

N-Substituted aminomethylphenol (Mannich base) and 3,4-dihydro-2H-3-substituted 1,3-benzoxazine (benzoxazine) were synthesized from substituted phenol (p-cresol, phenol, p-chlorophenol), substituted aniline (p-toluidine, aniline, p-chloroaniline) and formaldehyde to study influence of substituent on equilibrium of benzoxazine synthesis from Mannich base and formaldehyde. (1)H-NMR and charges of...

the direct three component modified mannich reaction via condensation of aldehydes, 2-naphthol or 2,7-naphthalendiol and piperidine to generate betti bases has been carried out over l-proline (20 mol%) with high efficiency under solvent free conditions at 70 oc. also, the reaction of aromatic aldehyde and 4-hydroxycoumarin in the presence of l-proline (20 mol%) in the ethanol under reflux condi...

is a bis-Mannich base. Mannich bases have various biological activities such as antimicrobial, cytotoxic, anticancer, analgesic, and anticonvulsant activities. It has been reported that Mannich bases such as 1-diphenylaminomethyl-3-(1-naphthylimino)-1,3-dihydroindol-3-one, 1diphenylaminomethyl-3-(4-methylphenylimino)-1,3-dihydroindol-3-one and 1,3-dicyclohexyl-5-alkyl-5-aminomethylbarbituric ac...

Amodiaquine (AQ) and tebuquine are 4-aminoquinoline antimalarials with Mannich base side chain and are highly effective against chloroquine (CQ)-resistant strains of Plasmodium falciparum. Clinical use of AQ has been severely restricted due to hepatoxicity and agranulocytosis side effects associated with its long term use. Lysosomal accumulation and bioactivation to generate reactive quinoneimi...

A study was conducted to synthesise and evaluate the anti-inflammatory and anti-microbial activities of mannich bases from 1, 2 - hydroxy pyrazolines. For this, vanillin was reacted with substituted acetophenones and different vanillinyl chalcones were obtained which when coupled with phenyl hydrazine, produced hudroxy 1, 2 - pyrazolines. The hydroxyl pyrazolines were reacted with sulpha drugs ...

The new Mannich base VEP (N,N’-bis-(5,5’-diethyl-barbituryl-1-methyl)-piperazine), has been synthetized by condensation of veronal with formaldehyde and piperazine following a Mannich procedure. The new binuclear complex Cu2VEP(X)4·4H2O , X=ClO4where VEP stands for N,N’-bis-(5,5’-diethyl-barbituryl-1-methyl)-piperazine, were obtained by metal ligand direct synthesis. Tetrahedral geometry of the...

The reaction o f 1-hydroxyxanthenone (1) and hydroxyquinoline (10, 13) Mannich bases with the reactive phosphacumulated ylides (2), represents a new way for the synthesis o f the pyranones and pyranthiones (5, 11, 14). On the other hand, the stabilized phosphorus ylides (6) affect the transylidation o f the Mannich base (1) to the corresponding phosphoranylidenes (9). The structure o f the resu...