Category: 343338-28-3

Hoejgaard Hansen, Anders published the artcileStructure-Activity Relationship Explorations and Discovery of a Potent Antagonist for the Free Fatty Acid Receptor 2, Safety of (S)-2-Methylpropane-2-sulfinamide, the main research area is structure activity relationship FFA2 antagonist; FFA2; GPCR; GPR43; inflammation; short-chain fatty acids.

Free fatty acid receptor 2 (FFA2) is a sensor for short-chain fatty acids that has been identified as an interesting potential drug target for treatment of metabolic and inflammatory diseases. Although several ligand series are known for the receptor, there is still a need for improved compounds One of the most potent and frequently used antagonists is the amide-substituted phenylbutanoic acid known as CATPB (1). We here report the structure-activity relationship exploration of this compound, leading to the identification of homologues with increased potency. The preferred compound 37 (TUG-1958) was found, besides improved potency, to have high solubility and favorable pharmacokinetic properties.

ChemMedChem published new progress about Condensation reaction. 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Safety of (S)-2-Methylpropane-2-sulfinamide.

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

Durand-Reville, Thomas F. published the artcileDiscovery of an Orally Available Diazabicyclooctane Inhibitor (ETX0282) of Class A, C, and D Serine β-Lactamases, Computed Properties of 343338-28-3, the main research area is multidrug resistance GNB Enterobacterales lactamase inhibitor carbapenem orally bioavailable.

Multidrug resistant Gram-neg. bacterial infections are an increasing public health threat due to rapidly rising resistance toward β-lactam antibiotics. The hydrolytic enzymes called β-lactamases are responsible for a large proportion of the resistance phenotype. β-Lactamase inhibitors (BLIs) can be administered in combination with β-lactam antibiotics to negate the action of the β-lactamases, thereby restoring activity of the β-lactam. Newly developed BLIs offer some advantage over older BLIs in terms of enzymic spectrum but are limited to the i.v. route of administration. Reported here is a novel, orally bioavailable diazabicyclooctane (DBO) β-lactamase inhibitor. This new DBO, ETX1317(I), contains an endocyclic carbon-carbon double bond and a fluoroacetate activating group and exhibits broad spectrum activity against class A, C, and D serine β-lactamases. The ester prodrug of ETX1317, ETX0282(II), is orally bioavailable and, in combination with cefpodoxime proxetil, is currently in development as an oral therapy for multidrug resistant and carbapenem-resistant Enterobacterales infections.

Journal of Medicinal Chemistry published new progress about Antibacterial agents. 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Computed Properties of 343338-28-3.

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

Antonsen, Simen published the artcileSynthesis of the Enantiomers of Thioridazine, Name: (S)-2-Methylpropane-2-sulfinamide, the main research area is thioridazine preparation enantioselective antibacterial activity.

Herein, an auxiliary-based strategy is used for the total synthesis of both enantiomers (+)-thioridazine and (-)-thioridazine in high optical purity and good overall yield. The strategy can easily be scaled up. Both enantiomers were tested against several bacteria. Comparison of the racemic mixture, (-)-thioridazine and its (+)-antipode revealed that they have the same antimicrobial effects. Thus, the non-toxic enantiomer, (-)-thioridazine, can prove useful in this role and should be investigated further.

SynOpen published new progress about Antibacterial agents. 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Name: (S)-2-Methylpropane-2-sulfinamide.

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

Wellhofer, Isabelle published the artcileFunctionalized helical β-peptoids, Computed Properties of 343338-28-3, the main research area is functionalized helical peptoid synthesis helix conformation crystal structure; peptide folding chirality CD; aza Michael addition peptide coupling.

Peptidomimetic foldamers adopting well-defined three-dimensional structures while being stable toward proteolysis are of interest in biomedical research, chem. biol., and biomimetic materials science. Despite their backbone flexibility, β-peptoids containing N-(S)-1-(1-naphthyl)ethyl (Ns1npe) side chains can fold into unique triangular prism-shaped helixes. We report herein the successful introduction of amino groups onto robustly folded β-peptoid helixes by construction and incorporation of novel chiral building blocks. This is the first example of an X-ray crystal structure of a linear β-peptoid containing more than one type of side chain. We thus present a unique foldamer design comprising a robustly folded core with functionalized side chains protruding perpendicular to the helical axis to provide a highly predictable display of functional groups. This work paves the way for development of β-peptoid foldamers with a desired function, such as catalytic properties or as scaffolds enabling polyvalent display.

Journal of Organic Chemistry published new progress about Aza-Michael reaction. 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Computed Properties of 343338-28-3.

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

Kutateladze, Dennis A. published the artcileEnantioselective Tail-to-Head Cyclizations Catalyzed by Dual-Hydrogen-Bond Donors, HPLC of Formula: 343338-28-3, the main research area is enantioselective cyclization dual hydrogen bond donor catalyst urea; neryl chloride analog.

Chiral urea derivatives are shown to catalyze enantioselective tail-to-head cyclization reactions of neryl chloride analogs. Exptl. data are consistent with a mechanism in which π-participation by the nucleophilic olefin facilitates chloride ionization and thereby circumvents simple elimination pathways. Kinetic and computational studies support a cooperative mode of catalysis wherein two mols. of the urea catalyst engage the substrate and induce enantioselectivity through selective transition state stabilization.

Journal of the American Chemical Society published new progress about Absolute configuration. 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, HPLC of Formula: 343338-28-3.

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

Gao, Jianhong published the artcileTotal Synthesis of (+)-Jatrophalactam, Quality Control of 343338-28-3, the main research area is asym total synthesis of jatrophalactam absolute configuration determination; conformationally controlled cyclopropanation asym total synthesis of jatrophalactam; Meldrums acid macrolactam formation asym total synthesis of jatrophalactam; palladium oxidative cyclization asym total synthesis of jatrophalactam.

The first asym. total synthesis of (+)-jatrophalactam was reported, which unambiguously determined the absolute configuration of the titled natural product. The key features entail a conformationally controlled cyclopropanation, a Meldrum’s acid adduct-engaged macrolactam formation, and a Pd(II)-mediated oxidative cyclization.

Organic Letters published new progress about Absolute configuration. 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Quality Control of 343338-28-3.

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

Teuscher, Kevin B. published the artcileDiscovery of Potent Orally Bioavailable WD Repeat Domain 5 (WDR5) Inhibitors Using a Pharmacophore-Based Optimization, Name: (S)-2-Methylpropane-2-sulfinamide, the main research area is cancers WDR5 WIN site inhibitor selectivity pharmacokinetic antiproliferative bioavailability.

WD repeat domain 5 (WDR5) is a nuclear scaffolding protein that forms many biol. important multiprotein complexes. The WIN site of WDR5 represents a promising pharmacol. target in a variety of human cancers. Here, we describe the optimization of our initial WDR5 WIN-site inhibitor using a structure-guided pharmacophore-based convergent strategy to improve its druglike properties and pharmacokinetic profile. The core of the previous lead remained constant while a focused SAR effort on the three pharmacophore units was combined to generate a new in vivo lead series. Importantly, this new series of compounds has picomolar binding affinity, improved cellular antiproliferative activity and selectivity, and increased kinetic aqueous solubility They also exhibit a desirable oral pharmacokinetic profile with manageable i.v. clearance and high oral bioavailability. Thus, these new leads including compound 41 (I), are useful probes toward studying the effects of WDR5 inhibition.

Journal of Medicinal Chemistry published new progress about Acute myeloid leukemia. 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Name: (S)-2-Methylpropane-2-sulfinamide.

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

Shan, Chao published the artcileRapid Synthesis of α-Chiral Piperidines via a Highly Diastereoselective Continuous Flow Protocol, Quality Control of 343338-28-3, the main research area is chiral piperidine preparation diastereoselective; butylsulfinyl imine Grignard reagent debromocyclization continuous flow.

A practical continuous flow protocol has been developed using readily accessible N-(tert-butylsulfinyl)-bromoimine and Grignard reagents, providing various functionalized piperidines (34 examples) in superior results (typically >80% yield and with >90:10 dr) within minutes. The high-performance scale-up is smoothly carried out, and efficient synthesis of the drug precursor further showcases its utility. This flow process offers rapid and scalable access to enantioenriched α-substituted piperidines.

Organic Letters published new progress about Cyclization (debromo-). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Quality Control of 343338-28-3.

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

McDaniel, Jade published the artcileDiscovery of annulating reagents enabling the one-step and highly stereoselective synthesis of cyclopentyl and cyclohexyl cores, Recommanded Product: (S)-2-Methylpropane-2-sulfinamide, the main research area is carbocycle stereoselective preparation tertbutylsulfinyl chlorobutanimidate bromopentanimidate Michael acceptor cycloaddition.

The use of the unprecedented annulating reagents Me N-(tert-butylsulfinyl)-4-chlorobutanimidate and Me N-(tert-butylsulfinyl)-5-bromopentanimidate enables the diastereoselective preparation of 5- and 6-membered carbocycles bearing three contiguous stereocenters. These synthons undergo cycloaddition with a variety of Michael acceptors to form cyclopentane/cyclohexane rings with excellent stereochem. control, generating only one of the eight possible diastereomers. This novel methodol. has enabled the highly enantioselective and high yielding synthesis of novel chemotypes of pharmacol. relevance.

Organic Letters published new progress about Cycloaddition reaction. 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Recommanded Product: (S)-2-Methylpropane-2-sulfinamide.

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

Raubo, Piotr published the artcileThe discovery and evaluation of 3-amino-2(1H)-pyrazinones as a novel series of selective p38α MAP kinase inhibitors, Application of (S)-2-Methylpropane-2-sulfinamide, the main research area is amino pyrazinone derivative preparation p38MAP kinase inhibitor inhalation structure; AZD6703; AZD7624; COPD; Inflammation; Kinases; P38α.

The discovery and optimization of a novel series of potent and selective p38α inhibitors is described. Evaluating the structure-activity relationship of an aminoalkyl substituent at the 3 position of the 2(1H)-pyrazinone core, p38α potency was increased 20000-fold. The most advanced compound (25) demonstrated excellent in vivo properties suitable for an inhaled route of administration.

Bioorganic & Medicinal Chemistry Letters published new progress about Anti-inflammatory agents. 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Application of (S)-2-Methylpropane-2-sulfinamide.

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