Tag: M.W=200-250

Ghamari kargar, Pouya published the artcileA porous metal-organic framework (Ni-MOF): An efficient and recyclable catalyst for cascade oxidative amidation of alcohols by amines under ultrasound-irradiations, Application of 4-Methoxy-N-phenylbenzamide, the main research area is nickel metal organic framework surface area amidation green chem.

A novel and green protocol was developed for the synthesis of amides via the reaction of benzyl alcs. with amines in the presence of Ni-MOF named UoB-8 as catalyst. The morphol., structural, and physicochem. characteristics of the Ni-MOF were investigated by FT-IR, XRD, FESEM, EDX, TEM, BET, CHN and ICP analyses. The products were obtained in good to excellent yields, with short reaction times, under ultrasound irradiation (40 °C) in ethanol as solvent. In addition, low-cost catalyst was recovered and reused at least 5 times without detecting a noticeable reduction in efficiency.

Molecular Catalysis published new progress about Amidation. 7465-88-5 belongs to class amides-buliding-blocks, name is 4-Methoxy-N-phenylbenzamide, and the molecular formula is C14H13NO2, Application of 4-Methoxy-N-phenylbenzamide.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Kumpan, Katerina published the artcileStructure-based design, synthesis and evaluation in vitro of arylnaphthyridinones, arylpyridopyrimidinones and their tetrahydro derivatives as inhibitors of the tankyrases, HPLC of Formula: 13958-99-1, the main research area is tankyrase inhibitor anticancer antitumor agent pyrimidine naphthyridine preparation; 7-Aryl-1-methyl-1,2,3,4-tetrahydro-1,6-naphthyridin-5-one; Crystal structure; Naphthyridinone; TNKS; Tankyrase.

The tankyrase enzymes [i.e., poly(ADP-ribose) polymerase enzymes] are members of the PARP superfamily. They poly(ADP-ribosyl)ate their target proteins using NAD+ as a source of electrophilic ADP-ribosyl units. The three principal protein substrates of the tankyrase enzymes (TRF1, NuMA and axins) are involved in replication of cancer cells. Thus, inhibitors of the tankyrase enzymes may have anticancer activity (antitumor activity). Using a structure-based drug design and by analogy with known 3-aryl-1-isoquinolinone and 2-aryl-4-quinazolinone inhibitors, series of (aryl)naphthyridinone derivatives, (aryl)pyridopyrimidinone derivatives and their tetrahydro-derivatives were synthesized and evaluated in vitro. 7-Aryl-1,6-naphthyridin-5-one derivatives, 3-aryl-2,6-naphthyridin-1-one derivatives and 3-aryl-2,7-naphthyridin-1-ones were prepared by an acid-catalyzed cyclization of the corresponding [(aryl)ethynyl]pyridinecarbonitrile derivatives or reaction of (bromo)pyridinecarboxylic acids with β-diketones, followed by treatment with NH3. The 7-aryl-1,6-naphthyridin-5-ones were methylated at 1-N and reduced to 7-aryl-1-methyl-1,2,3,4-tetrahydro-1,6-naphthyridin-5-ones. A copper-catalyzed reaction of benzamidines with (bromo)pyridinecarboxylic acids furnished 2-(aryl)pyrido[2,3-d]pyrimidin-4-ones. A condensation of benzamidines with Me 1-benzyl-4-oxopiperidine-3-carboxylate and deprotection gave 2-aryl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-ones, aza analogs of the known inhibitor XAV939. Introduction of a ring-nitrogen in the arylnaphthyridinones and the arylpyridopyrimidinones caused >1000-fold loss in activity, compared with their carbocyclic isoquinolinone and quinazolinone analogs (structure-activity relationship). However, the 7-aryl-1-methyl-1,2,3,4-tetrahydro-1,6-naphthyridin-5-ones showed excellent inhibition of the tankyrase enzymes, with some examples having IC50 = 2 nM. One compound (7-(4-bromophenyl)-1-methyl-1,2,3,4-tetrahydro-1,6-naphthyridin-5-one) showed 70-fold selectivity for inhibition of tankyrase-2 vs. tankyrase-1. The mode of binding was explored through crystal structures of inhibitors in complex with tankyrase-2.

Bioorganic & Medicinal Chemistry published new progress about Alkylation. 13958-99-1 belongs to class amides-buliding-blocks, name is 3-Bromoisonicotinamide, and the molecular formula is C6H5BrN2O, HPLC of Formula: 13958-99-1.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Norton, David published the artcileFragment-Guided Discovery of Pyrazole Carboxylic Acid Inhibitors of the Kelch-like ECH-Associated Protein 1: Nuclear Factor Erythroid 2 Related Factor 2 (KEAP1:NRF2) Protein-Protein Interaction, Name: 5-Bromo-N,N-dimethylnicotinamide, the main research area is pyrazole carboxylic acid inhibitor KEAP1 NRF2 protein interaction.

The NRF2-mediated cytoprotective response is central to cellular homeostasis, and there is increasing interest in developing small-mol. activators of this pathway as therapeutics for diseases involving chronic oxidative stress. The protein KEAP1, which regulates NRF2, is a key point for pharmacol. intervention, and we recently described the use of fragment-based drug discovery to develop a tool compound that directly disrupts the protein-protein interaction between NRF2 and KEAP1. We now present the identification of a second, chem. distinct series of KEAP1 inhibitors, which provided an alternative chemotype for lead optimization. Pharmacophoric information from our original fragment screen was used to identify new hit matter through database searching and to evolve this into a new lead with high target affinity and cell-based activity. We highlight how knowledge obtained from fragment-based approaches can be used to focus addnl. screening campaigns in order to de-risk projects through the rapid identification of novel chem. series.

Journal of Medicinal Chemistry published new progress about Drug design. 292170-96-8 belongs to class amides-buliding-blocks, name is 5-Bromo-N,N-dimethylnicotinamide, and the molecular formula is C8H9BrN2O, Name: 5-Bromo-N,N-dimethylnicotinamide.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Hoyt, Scott B. published the artcileDiscovery of Triazole CYP11B2 Inhibitors with in Vivo Activity in Rhesus Monkeys, Computed Properties of 292170-96-8, the main research area is triazole preparation aldosterone synthase inhibitor; Aldosterone synthase; CYP11B2; hit-to-lead; hypertension.

Hit-to-lead efforts resulted in the discovery of compound I, a potent CYP11B2 inhibitor that displays high selectivity vs. related CYPs, good pharmacokinetic properties in rat and rhesus, and lead-like phys. properties. In a rhesus pharmacodynamic model, compound I displays robust, dose-dependent aldosterone lowering efficacy, with no apparent effect on cortisol levels.

ACS Medicinal Chemistry Letters published new progress about Aldosteronism. 292170-96-8 belongs to class amides-buliding-blocks, name is 5-Bromo-N,N-dimethylnicotinamide, and the molecular formula is C8H9BrN2O, Computed Properties of 292170-96-8.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Exner, Jessica published the artcileElectronic effects in profluorescent benzotriazinyl radicals: a combined experimental and theoretical study, HPLC of Formula: 7465-88-5, the main research area is profluorescent benzotriazinyl radical preparation styryl trapping product; absorption photoluminescence EPR g factor quantum chem calculation.

The synthesis, photophys. characterization, and quantum chem. calculations of a series of benzotriazinyl radicals I (R1, R2, R3 = H, OMe, CN) and their styryl radical trapping products II are presented. The benzotriazinyl radicals are non-luminescent but surprisingly the corresponding styryl radical trapping products exhibit high fluorescence quantum yields (up to 60% in some cases), making them highly valuable probes or labels. Addnl., the influence of the substitution pattern on the optical properties of the radical trapping products was observed exptl. and interpreted by means of quantum chem. calculations Specific substitution patterns showed a bathochromic shift compared to the unsubstituted compound Computationally, it was shown that this substitution pattern leads to a stronger energetic stabilization of the LUMO than the HOMO. Anal. of the influence of the substitution pattern on the optical properties showed a bathochromic shift in several examples, which was interpreted by means of quantum chem. calculations

Physical Chemistry Chemical Physics published new progress about Absorption spectra. 7465-88-5 belongs to class amides-buliding-blocks, name is 4-Methoxy-N-phenylbenzamide, and the molecular formula is C14H13NO2, HPLC of Formula: 7465-88-5.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Kadam, Abhishek A. published the artcileNi-Catalyzed Three-Component Alkene Carboacylation Initiated by Amide C-N Bond Activation, Computed Properties of 7465-88-5, the main research area is alkene amide tetraarylborate nickel catalyst chemoselective diastereoselective carboacylation; functionalized ketone stereoselective preparation.

The nickel-catalyzed intermol. carboacylation of alkenes with amides and tetraarylborates is presented. Bicyclic alkenes are readily functionalized with a variety of N-benzoyl-N-phenylbenzamides and triarylboranes, which are generated in situ from the corresponding tetraarylborates, to synthesize ketone products in up to 91% yield. Preliminary mechanistic studies suggest that migratory insertion precedes transmetalation and that reductive elimination is the turnover-limiting step. These reactions occur with excellent chemoselectivity and diastereoselectivity in the absence of a directing/chelating group and further demonstrate amides as practical acyl electrophiles for alkene dicarbofunctionalization reactions.

ACS Catalysis published new progress about Acylation catalysts. 7465-88-5 belongs to class amides-buliding-blocks, name is 4-Methoxy-N-phenylbenzamide, and the molecular formula is C14H13NO2, Computed Properties of 7465-88-5.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Chen, Dianpeng published the artcileExternal Reductant-Free Palladium-Catalyzed Reductive Insertion of Isocyanide: Synthesis of Polysubstituted Pyrroles and Its Applications as a Cysteine Probe, SDS of cas: 7465-88-5, the main research area is palladium catalyst insertion isocyanide polysubstituted pyrrole preparation cysteine determination.

An unprecedented route is described for the synthesis of 2-amino-4-cyanopyrrole derivatives via palladium-catalyzed reductive isocyanide insertion of alkynyl imines. In the reactions, no external reductant was added and isocyanide plays a dual role as both a C1 synthon for imidoylation and a cyano source for cyanation. Mechanism studies suggest a [4 + 1] cycloaddition, an isocyanide insertion, β-carbon elimination, and palladium hydride-based reduction are involved. Moreover, the application of 2-amine-4-cyanopyrroles as a cysteine probe is realized to detect cysteine.

Organic Letters published new progress about Cycloaddition reaction. 7465-88-5 belongs to class amides-buliding-blocks, name is 4-Methoxy-N-phenylbenzamide, and the molecular formula is C14H13NO2, SDS of cas: 7465-88-5.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Quach, David published the artcileStrategic Design of Catalytic Lysine-Targeting Reversible Covalent BCR-ABL Inhibitors, HPLC of Formula: 292170-96-8, the main research area is BCR ABL inhibitor lysine drug design; cancer; covalent inhibitors; lysine; proteomics; reversibility.

Targeted covalent inhibitors have re-emerged as validated drugs to overcome acquired resistance in cancer treatment. Herein, by using a carbonyl boronic acid (CBA) warhead, we report the structure-based design of BCR-ABL inhibitors via reversible covalent targeting of the catalytic lysine with improved potency against both wild-type and mutant ABL kinases, especially ABLT315I bearing the gatekeeper residue mutation. We show the evolutionarily conserved lysine can be targeted selectively, and the selectivity depends largely on mol. recognition of the non-covalent pharmacophore in this class of inhibitors, probably due to the moderate reactivity of the warhead. We report the first co-crystal structures of covalent inhibitor-ABL kinase domain complexes, providing insights into the interaction of this warhead with the catalytic lysine. We also employed label-free mass spectrometry to evaluate off-targets of our compounds at proteome-wide level in different mammalian cells.

Angewandte Chemie, International Edition published new progress about Antiproliferative agents. 292170-96-8 belongs to class amides-buliding-blocks, name is 5-Bromo-N,N-dimethylnicotinamide, and the molecular formula is C8H9BrN2O, HPLC of Formula: 292170-96-8.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Ondachi, Pauline W. published the artcileSynthesis, Nicotinic Acetylcholine Receptor Binding, and in Vitro and in Vivo Pharmacological Properties of 2′-Fluoro-(substituted thiophenyl)deschloroepibatidine Analogues, Recommanded Product: 5-Bromothiophene-3-carboxamide, the main research area is nicotinic receptor binding fluoro thiophenyldeschloroepibatidine analog preparation nicotine dependence; in vitro/in vivo studies; nAChR antagonist; nicotine receptors; α4β2- and α3β4-nAChR.

The synthesis, nAChR in vitro and in vivo pharmacol. properties of 2′-fluoro-3′-(substituted thiophenyl)deschloroepibatidine analogs are presented herein. All had subnanomolar affinity at α4β2*-nAChRs. Contrary to lead structure epibatidine, a potent nAChR agonist, all were potent α4β2- and α3β4-AChR antagonists in an in vitro functional assay. In vivo, the compounds were also nAChR antagonists with various degrees of agonist activity. Many of the compounds had no agonist effects in the tail-flick, hot-plate, hypothermia, or spontaneous activity tests, whereas others did not have agonist activity in the tail-flick and hot-plate tests but like varenicline, were agonists in the hypothermia and spontaneous activity tests. Compound 4-(5-(7-azabicyclo[2.2.1]hept-2-yl)-2-fluoropyridin-3-yl)thiophene-2-carboxamide had agonist activity in all four in vivo tests. All the compounds were antagonists of nicotine-induced antinociception in the tail-flick test and most were antagonists of nicotine-induced antinociception in the hot-plate test. Compound 2-[5-(4-chlorothiophen-2-yl)-6-fluoropyridin-3-yl]-7-azabicyclo[2.2.1]heptane which had a Ki = 0.86 nM in the binding assay similar potency at α4β2/α3β4 with selectivity relative to α7 nAChRs, AD50 value of 0.001 μg/kg in the tail-flick test with no agonist activity in the in vitro or in vivo test had one of the more interesting profiles.

ACS Chemical Neuroscience published new progress about Drug dependence (treatment). 189329-94-0 belongs to class amides-buliding-blocks, name is 5-Bromothiophene-3-carboxamide, and the molecular formula is C5H4BrNOS, Recommanded Product: 5-Bromothiophene-3-carboxamide.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Mei, Yong-Kang published the artcilePhoto-Induced Construction of N-Aryl Amides by Fe Catalysis, Category: amides-buliding-blocks, the main research area is aryl amide preparation; methoxyamide arylboronic acid photo electrophilic amidation iron catalyst.

A photo-induced electrophilic amidation reaction with N-methoxyamides RC(O)NHOMe (R = Ph, 3-chlorophenyl, 2-thienyl, etc.) and arylboronic acids R1B(OH)2 (R1 = Ph, 3-bromophenyl, 3-thienyl, etc.) at low temperature using a simple iron salt as the catalyst precursor to N-aryl amides RC(O)NHR1 has been described. Initial mechanistic studies suggested that crucial amide radical species was involved.

European Journal of Organic Chemistry published new progress about Amidation (electrophilic). 7465-88-5 belongs to class amides-buliding-blocks, name is 4-Methoxy-N-phenylbenzamide, and the molecular formula is C14H13NO2, Category: amides-buliding-blocks.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics