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Substituted n-(indole-2-carbonyl)-glycinamides and derivatives as glycogen phosphorylase inhibitors

Compounds of Formula (1) wherein R 6 is carboxy, (C 1 -C 8)alkoxycarbonyl, benzyloxycarbonyl, C(O)NR 8 R 9 or C(O)R 12 as glucogen phosphorylase inhibitors, pharmaceutical compositions containing such inhibitors and the use of such inhibitors to treat diabetes, hyperglycemia, hypercholesterolemia, hypertension, hyperinsulinemia, hyperlipidemia, atherosclerosis and myocardial ischemia in mammals.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H122NO – PubChem

 

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Complexation of Carbonyl Compounds with an Organic Salt Dominated by Acid-Base Interactions in Dichloromethane

Small neutral carbonyl compounds (2-5) form very stable complexes (Ka’s ranging from 1E3 to 1E5 M-1) with ethyl 2,6-diaminonicotinium tetrakis(3,5-bis(trifluoromethyl)phenyl)borate (1) in dichloromethane.The dominant driving force for complexation between the host and guest.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H345NO – PubChem

 

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PYRIDIN-2-YL ALKYLAMINO SUBSTITUTED HYDROXAMIC ACID AND USES THEREOF

Compounds of formula I are provided: wherein X is NH, or CH2, Y is a single bond, or -CHR5-, R1 is H, C1-C4 alkyl, or C1-C4 hydroxyalkyl, R2 and R2′ are each independently H, C1-C4 alkyl, or C1-C4 hydroxyalkyl, each R3 is independently H, halo, -CF3, C1-C4 alkyl, or C1-C4 alkoxy, C3 perhaloalkyl, each R4 is independently H, halo, or C1-C4 alkyl, R5 is C1-C4 alkoxy, r is integer from 0 to 3; and p is integer from 0 to 3.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H1615NO – PubChem

 

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3-Ketone-4,6-diene ceramide analogs exclusively induce apoptosis in chemo-resistant cancer cells

Multidrug-resistance is a major cause of cancer chemotherapy failure in clinical treatment. Evidence shows that multidrug-resistant cancer cells are as sensitive as corresponding regular cancer cells under the exposure to anticancer ceramide analogs. In this work we designed five new ceramide analogs with different backbones, in order to test the hypothesis that extending the conjugated system in ceramide analogs would lead to an increase of their anticancer activity and selectivity towards resistant cancer cells. The analogs with the 3-ketone-4,6-diene backbone show the highest apoptosis-inducing efficacy. The most potent compound, analog 406, possesses higher pro-apoptotic activity in chemo-resistant cell lines MCF-7TN-R and NCI/ADR-RES than the corresponding chemo-sensitive cell lines MCF-7 and OVCAR-8, respectively. However, this compound shows the same potency in inhibiting the growth of another pair of chemo-sensitive and chemo-resistant cancer cells, MCF-7 and MCF-7/Dox. Mechanism investigations indicate that analog 406 can induce apoptosis in chemo-resistant cancer cells through the mitochondrial pathway. Cellular glucosylceramide synthase assay shows that analog 406 does not interrupt glucosylceramide synthase in chemo-resistant cancer cell NCI/ADR-RES. These findings suggest that due to certain intrinsic properties, ceramide analogs’ pro-apoptotic activity is not disrupted by the normal drug-resistance mechanisms, leading to their potential use for overcoming cancer multidrug-resistance.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H2550NO – PubChem

 

Archives for Chemistry Experiments of Oxazolidin-2-one

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Bi(OTf)3-catalyzed three-component synthesis of amidomethylarenes and -heteroarenes

A highly efficient Bi(OTf)3-catalyzed multicomponent synthesis of amidomethylated arenes and heteroarenes from readily available starting materials has been developed. This reaction proceeds under mild conditions, has a broad substrate scope, and in addition water is generated as only side product. Georg Thieme Verlag Stuttgart, New York.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H966NO – PubChem

 

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Structural basis of translation inhibition by cadazolid, a novel quinoxolidinone antibiotic

Oxazolidinones are synthetic antibiotics used for treatment of infections caused by Gram-positive bacteria. They target the bacterial protein synthesis machinery by binding to the peptidyl transferase centre (PTC) of the ribosome and interfering with the peptidyl transferase reaction. Cadazolid is the first member of quinoxolidinone antibiotics, which are characterized by combining the pharmacophores of oxazolidinones and fluoroquinolones, and it is evaluated for treatment of Clostridium difficile gastrointestinal infections that frequently occur in hospitalized patients. In vitro protein synthesis inhibition by cadazolid was shown in Escherichia coli and Staphylococcus aureus, including an isolate resistant against linezolid, the prototypical oxazolidinone antibiotic. To better understand the mechanism of inhibition, we determined a 3.0 A cryo-electron microscopy structure of cadazolid bound to the E. coli ribosome in complex with mRNA and initiator tRNA. Here we show that cadazolid binds with its oxazolidinone moiety in a binding pocket in close vicinity of the PTC as observed previously for linezolid, and that it extends its unique fluoroquinolone moiety towards the A-site of the PTC. In this position, the drug inhibits protein synthesis by interfering with the binding of tRNA to the A-site, suggesting that its chemical features also can enable the inhibition of linezolid-resistant strains.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H961NO – PubChem

 

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Amidation of esters with amino alcohols using organobase catalysis

A catalytic protocol for the base-mediated amidation of unactivated esters with amino alcohol derivatives is reported. Investigations into mechanistic aspects of the process indicate that the reaction involves an initial transesterification, followed by an intramolecular rearrangement. The reaction is highly general in nature and can be extended to include the synthesis of oxazolidinone systems through use of dimethyl carbonate.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H389NO – PubChem

 

Top Picks: new discover of 102029-44-7

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Stereoselective Simmons-Smith cyclopropanation of chiral enamides

(Chemical Equation Presented) Efficient and practical access to chiral aminocyclopropanes is secured by the title reaction (see example). Both E and Z enamides undergo the cyclopropanation with high diastereoselectivity (d.r. up to > 95:5). The application of this methodology to the synthesis of biologically significant aminocyclopropanes illustrates the potential of chiral enamides as useful building blocks for stereoselective organic synthesis.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H2026NO – PubChem

 

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Aminoethylation process for production of substituted ethylene diamines

A process is disclosed for producing a substituted ethylenediamine, the process comprising reacting an oxazolidinone with a secondary amine or an alkanolamine. The process includes, in one aspect, reacting precursors of the oxazolidinone in situ.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H213NO – PubChem

 

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A flexible strategy for the divergent modification of pleuromutilin

The complex antibacterial natural product, pleuromutilin, can be directly modified by the radical addition reaction of various xanthates to the unactivated terminal olefin present on C-12.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H326NO – PubChem