63648-89-5Relevant academic research and scientific papers
Catalyst-Controlled Regiodivergent Synthesis of α/β-Dipeptide Derivatives via N-Allylic Alkylation of O-Alkyl Hydroxamates with MBH Carbonates
Song, Shaoli,Wang, Shutao,Wang, Siyu,Xiang, Jinbao,Zhang, Zhuoqi,Zheng, Lianyou
supporting information, (2021/12/06)
A controllable and regiodivergent N-allylation reaction involving readily available O-alkyl hydroxamates derived from natural α-amino acids has been developed, allowing regiospecific access to α/β-dipeptides containing α-unsaturated β-amino acids moieties in moderate to good yields. The regioselectivity could be conveniently switched by alternation of the catalysts and solvents.
Synthesis, physicochemical characterization and neuroprotective evaluation of novel 1-hydroxypyrazin-2(1 H)-one iron chelators in an in vitro cell model of Parkinson's disease
Bird, Kathleen,Bourne, Samuel,Brandel, Jeremy,Duce, James A.,El Fallah, Rawa,Hubscher-Bruder, Véronique,Lewis, Frank W.,Maina, Mahmoud,Navarro, Jean-Philippe,Pienaar, Ilse S.,Tétard, David,Tsatsanis, Andrew
supporting information, p. 3590 - 3603 (2022/03/14)
Iron dysregulation, dopamine depletion, cellular oxidative stress and α-synuclein protein mis-folding are key neuronal pathological features seen in the progression of Parkinson's disease. Iron chelators endowed with one or more therapeutic modes of action have long been suggested as disease modifying therapies for its treatment. In this study, novel 1-hydroxypyrazin-2(1H)-one iron chelators were synthesized and their physicochemical properties, iron chelation abilities, antioxidant capacities and neuroprotective effects in a cell culture model of Parkinson's disease were evaluated. Physicochemical properties (log β, log D7.4, pL0.5) suggest that these ligands have a poorer ability to penetrate cell membranes and form weaker iron complexes than the closely related 1-hydroxypyridin-2(1H)-ones. Despite this, we show that levels of neuroprotection provided by these ligands against the catecholaminergic neurotoxin 6-hydroxydopamine in vitro were comparable to those seen previously with the 1-hydroxypyridin-2(1H)-ones and the clinically used iron chelator Deferiprone, with two of the ligands restoring cell viability to ≥89% compared to controls. Two of the ligands were endowed with additional phenol moieties in an attempt to derive multifunctional chelators with dual iron chelation/antioxidant activity. However, levels of neuroprotection with these ligands were no greater than ligands lacking this moiety, suggesting the neuroprotective properties of these ligands are due primarily to chelation and passivation of intracellular labile iron, preventing the generation of free radicals and reactive oxygen species that otherwise lead to the neuronal cell death seen in Parkinson's disease.
3-HYDROXY-IMIDAZOLIDIN-4-ONE COMPOUNDS AS INHIBITORS OF INDOLEAMINE 2,3-DIOXYGENASE
-
Page/Page column 41, (2019/03/17)
The invention relates to a compound of Formula (I) : Formula (I), or pharmaceutically acceptable enantiomers, or salts thereof. The present invention also relates to the use of compounds of Formula (I) as selective inhibitors of indoleamine 2,3-dioxygenas
INHIBITORS OF INDOLEAMINE 2,3-DIOXYGENASE
-
Page/Page column 39, (2017/09/28)
The invention relates to a compound of Formula (I), or pharmaceutically acceptable enantiomers, or salts thereof. The present invention also relates to the use of compounds of Formula (I) as selective inhibitors of indoleamine 2,3-dioxygenase. The inventi
Synthesis of 1-benzyloxypyrazin-2(1H)-one derivatives
Mai, Anh Hung,Pawar, Sonalika,De Borggraeve, Wim M.
supporting information, p. 4664 - 4666 (2014/12/10)
Different approaches for the synthesis of 1-benzyloxypyrazin-2(1H)-one derivatives from simple amino acids have been investigated. A library of 33 precursors for the preparation of N-hydroxy pyrazinones was obtained in moderate to good yields.
Synthesis of O-benzyl hydroxamates employing the sulfonate esters of N-hydroxybenzotriazole
Palakurthy, Nani Babu,Dev, Dharm,Paikaray, Sonali,Chaudhury, Susmitnarayan,Mandal, Bhubaneswar
, p. 7952 - 7958 (2014/02/14)
The direct conversion of various carboxylic acids, that include sterically hindered amino acids and di-peptides, to O-benzyl hydroxamates is demonstrated using sulfonate esters of benzotriazoles under ambient and milder conditions without significant race
CARBAMATE COMPOUNDS AND OF MAKING AND USING SAME
-
Paragraph 00181, (2013/10/08)
Provided herein are carbamate compounds which may be useful in the treatment of, for example, pain, solid tumors and/or obesity.
Quantum chemistry-based interpretations on the lowest triplet state of luminescent lanthanides complexes. Part 1. Relation between the triplet state energy of hydroxamate complexes and their luminescence properties
Gutierrez, Fabien,Tedeschi, Christine,Maron, Laurent,Daudey, Jean-Pierre,Poteau, Romuald,Azema, Joelle,Tisnes, Pierre,Picard, Claude
, p. 1334 - 1347 (2007/10/03)
In this paper, we evaluate the potential use of theoretical calculations to obtain an energy scale of the lowest ligand-centred triplet excited state in luminescent terbium(m) complexes. In these complexes, non-radiative deactivation of the terbium emitti
Glutathione-like tripeptides as inhibitors of glutathionylspermidine synthetase. Part 1: Substitution of the glycine carboxylic acid group
Amssoms, Katie,Oza, Sandra L.,Ravaschino, Esteban,Yamani, Abdellah,Lambeir, Anne-Marie,Rajan, Padinchare,Bal, Gunther,Rodriguez, Juan Bautista,Fairlamb, Alan H.,Augustyns, Koen,Haemers, Achiel
, p. 2553 - 2556 (2007/10/03)
Glutathionylspermidine synthetase/amidase (GspS) is an essential enzyme in the biosynthesis and turnover of trypanothione and represents an attractive target for the design of selective anti-parasitic drugs. We synthesised a series of analogues of glutathione (L-γ-Glu-L-Leu-Gly-X) where the glycine carboxylic acid group (X) has been substituted for other acidic groups such as tetrazole, hydroxamic acid, acylsulphonamide and boronic acid. The boronic acid appears the most promising lead compound (IC50 of 17.2 μM).
N-Hydroxyamide-Containing Heterocycles. Part 2. Synthesis and Iron(III) Complex-Forming Tendency of 1-Hydroxy-2(1H)-pyrimidinone and -pyrazinone
Ohkanda, Junko,Tokumitsu, Takeshi,Mitsuhashi, Keiryo,Katoh, Akira
, p. 841 - 847 (2007/10/02)
The reaction of N-(benzyloxy)urea with 1,1,3,3-tetraethoxypropane, 4,4-dimethoxy-2-butanone, and 2,4-pentanedione under acidic conditions gave the corresponding 1-benzyloxy-2(1H)-pyrimidinones (3 and 3') in moderate yields.In contrast, the reaction of N-(
