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Carboranes as Aryl Mimetics in Catalysis: A Highly Active Zwitterionic NHC-Precatalyst

Modern catalysis takes advantage of aryl-based interactions to tune and control reactions. In the design of N-heterocyclic-carbene catalysts, both the electronic and steric nature of the nitrogen substituents play a crucial role. Although hydrocarbon-based systems and especially aryl residues have contributed considerably to overcome multifaceted catalytic challenges, the unique properties of carborane moieties, including delocalized charge, potential planar chirality, and well-known thermodynamic stability, offer unprecedented opportunities to develop new catalysts while being employed as aryl mimetics. We report a straightforward synthetic route to a novel zwitterionic triazolium-based N-heterocyclic carbene (NHC) precatalyst bearing a 7,8-dicarba-nido-undecaboranyl substituent. The catalyst’s excellent activity and its broad applicability are demonstrated in a wide range of organocatalytic transformations. Comparison of the performance with known N-aryl NHC catalysts offers preliminary insights into the stereoelectronic nature of this nido-carboranyl substituent.

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Reference£º
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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Impact of type III secretion effectors and of phenoxyacetamide inhibitors of type III secretion on abscess formation in a mouse model of pseudomonas aeruginosa infection

Pseudomonas aeruginosa is a leading cause of intra-abdominal infections, wound infections, and community-acquired folliculitis, each of which may involve macro- or microabscess formation. The rising incidence of multidrug resistance among P. aeruginosa isolates has increased both the economic burden and the morbidity and mortality associated with P. aeruginosa disease and necessitates a search for novel therapeutics. Previous work from our group detailed novel phenoxyacetamide inhibitors that block type III secretion and injection into host cells in vitro. In this study, we used a mouse model of P. aeruginosa abscess formation to test the in vivo efficacy of these compounds against the P. aeruginosa type III secretion system (T3SS). Bacteria used the T3SS to intoxicate infiltrating neutrophils to establish abscesses. Despite this antagonism, sufficient numbers of functioning neutrophils remained for proper containment of the abscesses, as neutrophil depletion resulted in an increased abscess size, the formation of dermonecrotic lesions on the skin, and the dissemination of P. aeruginosa to internal organs. Consistent with the specificity of the T3SS-neutrophil interaction, P. aeruginosa bacteria lacking a functional T3SS were fully capable of causing abscesses in a neutropenic host. Phenoxyacetamide inhibitors attenuated abscess formation and aided in the immune clearance of the bacteria. Finally, a P. aeruginosa strain resistant to the phenoxyacetamide compound was fully capable of causing abscess formation even in the presence of the T3SS inhibitors. Together, our results further define the role of type III secretion in murine abscess formation and demonstrate the in vivo efficacy of phenoxyacetamide inhibitors in P. aeruginosa infection.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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THE R-ISOMER OF BETA AMINO ACID COMPOUNDS AS INTEGRIN RECEPTOR ANTAGONISTS DERIVATIVES

The present invention relates to a class of compounds represented by the Formula (I) or a pharmaceutically acceptable salt thereof, pharmaceutical compositions comprising compounds of the Formula (I), and methods of selectively inhibiting or antagonizing the alphaVbeta3 and/or the alphaVbeta5 integrin without significantly inhibiting the alphaVbeta6 integrin

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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THIOPHENE-SUBSTITUTED PYRAZOLINES

The invention relates to the field of blood coagulation and, in particular, to the use of thiophene-substituted pyrazolines (1) as medicaments, novel thiophene-substituted pyrazolines and to a method for the production thereof and to the use thereof for producing medicaments for treating and/or for the prophylaxis of illnesses, in particular cardiovascular diseases, preferably thromboembolic diseases.

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Reference£º
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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STUDIES ON THE SYNTHESIS OF OPTICALLY ACTIVE AZALACTAMS

The optically active nine-membered azalactam, (S)-(-)-1,5-diaza-4-phenylcyclononan-2-one has been prepared starting with optically active (S)-(-)-beta-phenyl-beta-alanine methyl ester and 2-methoxypyrroline.Other studies with chiral esters of transcinnamic acid and piperidazine are reported.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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Adamantyl triazoles as selective inhibitors of 11beta-hydroxysteroid dehydrogenase type 1

Adamantyl triazoles were identified as selective inhibitors of 11beta-hydroxysteroid dehydrogenase type 1 (11beta-HSD1). They are active both in in vitro and in in vivo pharmacodynamic models. The synthesis and structure-activity relationships of these inhibitors are presented.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Can You Really Do Chemisty Experiments About 13950-21-5

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Cycloaddition of nitrile oxides to cyclic and acyclic alpha,beta-unsaturated amides. Frontier orbital interactions and an unexpected steric drift determine regiochemistry

The regiochemistry of the cycloadditions of nitrile oxides to alpha,beta- unsaturated amides is determined by frontier orbital interactions and by a regiochemical drift due to steric effects. Cycloadditions to alpha,beta- unsaturated lactames afford mainly 4-carboxamido-isoxazolines with high regioselectivity. In cycloadditions to acyclic alpha,beta-unsaturated amides the regioselectivity relaxes and finally reverses in the case of N,N- disubstituted derivatives, because of the increasing steric congestion at the amine nitrogen.

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Reference£º
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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Chemical Compounds

Provided are a series of novel pyridine or pyrimidine derivatives which inhibit CDK9 and may be useful for the treatment of hyperproliferative diseases. In particular the compounds are of use in the treatment of proliferative disease such as cancer including hematological malignancies such as acute myeloid leukemia, multiple myeloma, chronic lymphocytic leukemia, diffuse large B cell lymphoma, Burkitt’s lymphoma, follicular lymphoma and solid tumors such as breast cancer, lung cancer, neuroblastoma and colon cancer.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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An aza-enolate alkylation strategy for the synthesis of alpha-alkyl-delta-amino esters and alpha-alkyl valerolactams

Alkylation of the aza-enolate of valerolactim methyl ether with electrophiles affords alpha-alkyl lactims that may be hydrolysed under mild acidic conditions to afford their corresponding alpha-alkyl-delta-amino esters as their hydrochloride salts. Neutralisation of these salts with base results in smooth intramolecular cyclisation to afford their corresponding alpha-alkyl lactams in excellent yield. Georg Thieme Verlag Stuttgart.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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Synthesis and Biological Activity of Some New Hydrazones, Hydrazides and Bicyclic Triazoles Derived from 2-Thiazoline, 1-Pyrroline and 2H-5,6-Dihydro-1,4-oxazine

A series of new aryl(heteroaryl)hydrazones (5-8) and hydrazides (9-11) derived from 2-thiazoline, 1-pyrroline and 2H-5,6-dihydro-1,4-oxazine have been synthesised starting from the corresponding hydrazinoheterocycles (2 and 3) and lactim ethers (1 and 4) respectively.Cyclodehydration of 9-11 in boiling o-dichlorobenzene affords the respective bicyclic triazoles (12-14).All the new hydrazones, hydrazides and bicyclic triazols have been evaluated for their antibacterial, antifungal, anthelmintic and antiinflammatory activities.

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Reference£º
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem