82684-41-1Relevant academic research and scientific papers
Development of new inhibitors for N-acylethanolamine-hydrolyzing acid amidase as promising tool against bladder cancer
Vago, Riccardo,Bettiga, Arianna,Salonia, Andrea,Ciuffreda, Pierangela,Ottria, Roberta
, p. 1242 - 1249 (2017)
The endocannabinoid system is a signaling system involved in a wide range of biological effects. Literature strongly suggests the endocannabinoid system role in the pathogenesis of cancer and that its pharmacological activation produces therapeutic benefi
Lipid peroxidation inhibition study: A promising case of 1,3-di([1,1′-biphenyl]-3-yl)urea
Casati, Silvana,Ciuffreda, Pierangela,Ottria, Roberta,Yancheva, Denitsa,?melcerovi?, Andrija,Lazarevi?, Jelena,Zvezdanovi?, Jelena
, (2020/06/08)
In the present study eighteen inhibitors of the hydrolytic enzymes of the endocannabinoid system were investigated for antioxidant activity using lipid peroxidation (LP) method. Among the assayed compounds ten belong to carbamates with phenyl [1,1′-biphenyl]-3-ylcarbamate (6), reported for the first time, and eight are retro-amide derivatives of palmitamine. Interestingly, results indicated that most of the tested compounds have good antioxidant properties. In particular, 1,3-di([1,1′-biphenyl]-3-yl)urea (3) shows IC50 = 26 ± 6 μM comparable to ones obtained for standard antioxidants trolox and quercetin (IC50 = 22 ± 6 μM and 23 ± 6 μM, respectively). Compound 3 was investigated further by means of DFT calculations, to clarify a possible mechanism of the antioxidant action. In order to estimate the capability of 3 to act as radical scavenger the structure was optimized at B3LYP/6–311++G** level and the respective bond dissociation enthalpies were calculated. The calculations in non-polar medium predicted as favorable mechanism a donation of a hydrogen atom to the free radical and formation of N-centered radical, while in polar solvents the mechanism of free radical scavenging by SPLET dominates over HAT H-abstraction. The possible radical scavenging mechanisms of another compound with potent antioxidant properties (IC50 = 53 ± 12 μM), the retro-amide derivative of palmitamine (compound 18), was estimated computationally based on the reaction enthalpies of a model compound (structural analogue to 18). The computations indicated that the most favorable mechanisms are hydrogen atom transfer from the hydroxyl group in meta-position of the benzamide fragment in nonpolar medium, and proton transfer from the hydroxyl group in ortho-position of the benzamide fragment in polar medium.
Transamidation of carboxamides with amines over nanosized zeolite beta under solvent-free conditions
Durgaiah, Chevella,Naresh, Mameda,Swamy, Peraka,Srujana, Kodumuri,Rammurthy, Banothu,Narender, Nama
, p. 29 - 32 (2016/05/02)
A highly efficient approach to transamidation of carboxamides with amines over nanosized zeolite beta under solvent-free conditions has been successfully demonstrated. Transamidation of a variety of amides with amines produced the respective N-alkyl amides in moderate to excellent yields.
The synthesis of an amine-bearing polymerizable phospholipid
Zaffalon, Pierre-Leonard,Stalder, Etienne,Fedotenko, Illya A.,Favarger, France,Zumbuehl, Andreas
supporting information; experimental part, p. 4215 - 4217 (2011/09/19)
Exchange of the natural glycerol phospholipid backbone with an artificial 1,3-diaminopropanol backbone led to the first synthetic 1,3-diaminophospholipid. The amines in the polar head group region were reacted to acrylamides giving a UV polymerizable phospholipid. Preliminary experiments demonstrate that formulated vesicles can be polymerized into large aggregates of vesicles.
Convenient synthesis of 6,6-bicyclic malonamides: A new class of conformationally preorganized ligands for f-block ion binding
Parks, Bevin W.,Gilbertson, Robert D.,Domaille, Dylan W.,Hutchison, James E.
, p. 9622 - 9627 (2007/10/03)
A general synthetic approach was developed for the preparation of a series of 6,6-bicyclic malonamides, a class of ligands that provide a preorganized binding site for f-block ions (particularly trivalent lanthanides). The approach described is convenient to introduce a variety of functional groups at the amide nitrogens to tune the properties of the ligand without altering the preorganized binding. Each of the ten derivatives (that represent a range of functionality, including R = alkyl, hydroxy, phenyl, ester, perfluorocarbon) reported here derives from a single, readily prepared dialdehyde intermediate. This intermediate is converted to the final products via reductive amination with an appropriately functionalized benzylamine, followed by hydrogenolysis and lactam formation. Because derivatization occurs late in the synthesis, the approach is general, requiring only modification of the purification procedures for each new derivative. To aid in the purification of the bicyclic malonamides, we report a novel complexation-based purification method that takes advantage of the high affinity of the ligand for f-block metals.
Synthesis, characterization, and reverse-micellar studies of some N-substituted derivatives of 6-amino-6-deoxy-1,2-O-isopropylidene-D-glucose
Sharma,Singh
, p. 43 - 49 (2007/10/02)
Dry heating of N-substituted hexadecylamines with 5,6-anhydro- 1,2-O-isopropylidene-α-D-glucofuranose afforded glucose-based nonionic surfactants having a tertiary amino group linked to C-6 of the glucose moiety. These surfactants were tested for the solu
