Synthesis and Bacteriostatic Activity of Some Nitrotrifluoro methylanilides

Baker, Joseph W.; Bachman, Gerald L.; Schumacher, Ignatius.; Roman, Daniel P.; Tharp, Alan L.

doi:10.1021/jm00313a020

Cited by 29 publications

(9 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Radiolabeling of pregabalin, an anticonvulsant drug that has been commercialized by Pfizer under the trade name Lyrica, 16 afforded mainly tertiary-labeled product 25 . Analogs of flutamide, 17 a prostate cancer drug, and ezetimibe, a cholesterol lowering drug, were both labeled efficiently at the tertiary positions, producing 27 and 28 . Radio-fluorination of amantadine, an antiviral and anti-Parkinson disease drug, afforded mostly the tertiary product 26 with secondary labeled compounds as minor side products, which were easily separated by semi-preparative HPLC.…”

Section: Resultsmentioning

confidence: 99%

Site-selective ¹⁸F fluorination of unactivated C–H bonds mediated by a manganese porphyrin

et al. 2018

View full text Add to dashboard Cite

show abstract

Section: Resultsmentioning

confidence: 99%

Site-selective ¹⁸F fluorination of unactivated C–H bonds mediated by a manganese porphyrin

et al. 2018

View full text Add to dashboard Cite

show abstract

“…The initial trends of reactivity noted above were again observed in this phase of the study; electron-deficient aryl halide coupling partners generally performed better than neutral species, which, in turn, were superior to more electron-rich systems. Notably, the anti-androgen agent Flutamide 23 (20), which is used for treatment of prostate cancer, could also be prepared in excellent yield by using the process developed here (Table 2, entry 18).…”

Section: Syn Lettmentioning

confidence: 99%

Palladium-Catalyzed Synthesis of Aryl Amides through Silanoate-Mediated Hydrolysis of Nitriles

McPherson

Livingstone

Jamieson

et al. 2015

Synlett

View full text Add to dashboard Cite

This version is available at https://strathprints.strath.ac.uk/55929/ Strathprints is designed to allow users to access the research output of the University of Strathclyde. Unless otherwise explicitly stated on the manuscript, Copyright © and Moral Rights for the papers on this site are retained by the individual authors and/or other copyright owners. Please check the manuscript for details of any other licences that may have been applied. You may not engage in further distribution of the material for any profitmaking activities or any commercial gain. You may freely distribute both the url (https://strathprints.strath.ac.uk/) and the content of this paper for research or private study, educational, or not-for-profit purposes without prior permission or charge.Any correspondence concerning this service should be sent to the Strathprints administrator: strathprints@strath.ac.ukThe Strathprints institutional repository (https://strathprints.strath.ac.uk) is a digital archive of University of Strathclyde research outputs. It has been developed to disseminate open access research outputs, expose data about those outputs, and enable the management and persistent access to Strathclyde's intellectual output. Abstract: A procedure for the formation of aryl amides through the palladium-catalyzed coupling of nitriles and aryl bromides, via the formation of intermediary silanoate derived imidate species is reported. Optimization and exemplification of the process is described, furnishing products in up to 86% isolated yield.

show abstract

“…[18] In humans, FLT has low oral bioavailability due to poor wettability and low aqueous solubility, poor permeability, and rapid first pass hepatic extraction. [19] Thus, we have proposed to formulate a lipid-based system of FLT to enhance its dissolution rate to achieve optimum oral bioavailability.…”

Section: Introductionmentioning

confidence: 99%

Design and Evaluation of Self-Nanoemulsifying Drug Delivery System of Flutamide

Jyothi

Sreelakshmi

2011

Journal of Young Pharmacists

View full text Add to dashboard Cite

Flutamide (FLT) is an antiandrogen drug for the treatment of prostate cancer. It has the drawback of poor water solubility and needs enhancement of its dissolution rate in simulated gastric fluids. Hence, it is prepared as self-nanoemulsifying drug delivery systems (SNEDDS) with an aim to enhance its dissolution rate. The objectives of the study are to develop SNEDDS of FLT and to characterize for particle size, self-nanoemulsification, and dissolution enhancement. Solubility of FLT was determined in various oils, surfactants, and cosurfactants. Sesame oil was selected as an oil phase, Tween 20 as surfactant, and PEG400 as cosurfactant due to their higher solubilization effect. Various formulations were prepared by simple mixing followed by vortexing. From studies, the optimized SNEDDS formulation was composed of FLT (8.04% w/w), sesame oil (24.12% w/w), Tween 20 (53.38% w/w), and PEG400 (14.46% w/w). The selected SNEDDS could be self-emulsified without precipitation upon simple mixing. The mean particle size of the SNEDDS was 148.7 nm and percent drug content was 99.66. The dissolution rate of FLT from SNEDDS was faster and higher in three different dissolution media such as 2% sodium lauryl sulfate (97.85%), simulated gastric fluid (0.1 N HCl containing 0.5% Tween 20) (95.71%), and simulated intestinal fluid (pH 6.8 buffer) (96.21%).

show abstract

Synthesis and Bacteriostatic Activity of Some Nitrotrifluoro methylanilides

Cited by 29 publications

References 0 publications

Site-selective ¹⁸F fluorination of unactivated C–H bonds mediated by a manganese porphyrin

Site-selective ¹⁸F fluorination of unactivated C–H bonds mediated by a manganese porphyrin

Palladium-Catalyzed Synthesis of Aryl Amides through Silanoate-Mediated Hydrolysis of Nitriles

Design and Evaluation of Self-Nanoemulsifying Drug Delivery System of Flutamide

Contact Info

Product

Resources

About

Synthesis and Bacteriostatic Activity of Some Nitrotrifluoro methylanilides

Cited by 29 publications

References 0 publications

Site-selective 18F fluorination of unactivated C–H bonds mediated by a manganese porphyrin

Site-selective 18F fluorination of unactivated C–H bonds mediated by a manganese porphyrin

Palladium-Catalyzed Synthesis of Aryl Amides through Silanoate-Mediated Hydrolysis of Nitriles

Design and Evaluation of Self-Nanoemulsifying Drug Delivery System of Flutamide

Contact Info

Product

Resources

About

Site-selective ¹⁸F fluorination of unactivated C–H bonds mediated by a manganese porphyrin

Site-selective ¹⁸F fluorination of unactivated C–H bonds mediated by a manganese porphyrin