35905-85-2Relevant academic research and scientific papers
1,3-Disubstituted urea derivatives: Synthesis, antimicrobial activity evaluation and in silico studies
Gündüz, Miyase G?zde,U?ur, Sümeyye Buran,Güney, Funda,?zkul, Ceren,Krishna, Vagolu Siva,Kaya, Serdal,Sriram, Dharmarajan,Do?an, ?engül Dilem
, (2020/07/31)
The development of new antimicrobial compounds is in high demand to overcome the emerging drug resistance against infectious microbial pathogens. In the present study, we carried out the extensive antimicrobial screening of disubstituted urea derivatives. In addition to the classical synthesis of urea compounds by the reaction of amines and isocyanates, we also applied a new route including bromination, oxidation and azidination reactions, respectively, to convert 2-amino-3-methylpyridine to 1,3-disubstituted urea derivatives using various amines. The evaluation of antimicrobial activities against various bacterial strains, Candida albicans as well as Mycobacterium tuberculosis resulted in the discovery of new active molecules. Among them, two compounds, which have the lowest MIC values on Pseudomonas aeruginosa, were further evaluated for their inhibition capacities of biofilm formation. In order to evaluate their potential mechanism of biofilm inhibition, these two compounds were docked into the active site of LasR, which is the transcriptional regulator of bacterial signaling mechanism known as quorum sensing. Finally, the theoretical parameters of the bioactive molecules were calculated to establish their drug-likeness properties.
Photophysical behavior of a novel 4-aza-indole derivative in different solvents: reverse solvatochromism
Bozkurt, Ebru,Dogan, Sengul Dilem
, p. 863 - 872 (2018/11/01)
The photophysical properties of a new 4-aza-indole derivative [ethyl 1-((2-(2-ethoxy-2-oxoethyl)pyridin-3-yl)carbamoyl)-2-hydroxy-1H-pyrrolo-[3,2-b]pyridine-3-carboxylate, 12] were determined in different solvents. Compound 12 exhibited an absorbance peak at 340–360?nm with high fluorescence intensity in the wavelength range from 405 to 417?nm in all solvents except N,N-dimethylformamide (DMF). Compound 12 exhibited reverse solvatochromism behavior depending on the solvent polarity. Furthermore, compound 12 showed very high quantum yield in all solvents independent of their polarity. The results suggest that this novel dye could be used for many applications, e.g., as a labeling agent and in bio- or analytical sensors and/or optoelectronic devices.
PIPERIDINE COMPOUNDS AS PCSK9 INHIBITORS
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Paragraph 0239; 0240; 0241; 0506; 0507; 0508; 0509, (2018/11/21)
One aspect of the invention relates to a series of new PCSK9 inhibitor compounds comprising piperidine ring structures, including compounds of formula (I) and/or pharmaceutically acceptable salts thereof. Another aspect of the invention relates to methods of treating PCSK9 receptor related diseases comprising administration of one or more compounds of formula (I) or a pharmaceutically acceptable salt thereof.
Synthesis of new 4-aza-indoles via acyl azides
Do?an, Sengul Dilem,Demirpolat, Eren,Yerer Aycan, Mükerrem Betül,Balci, Metin
, p. 252 - 258 (2015/02/02)
We hereby report the preparation of new azaindole derivatives starting from 2-(2-ethoxy-2-oxoethyl)nicotinic acid. Conversion of a half ester into acyl azide followed by Curtius rearrangement gave the corresponding isocyanate. Trapping of the isocyanate with different nucleophiles produced urea and urethane derivatives. Intramolecular cyclization reactions gave the target compounds.
Conjugate addition of 2- and 4-pyridylcuprates: An expeditious asymmetric synthesis of natural (-)-evoninic acid
Spivey, Alan C.,Shukla, Lena,Hayler, Judy F.
, p. 891 - 894 (2007/10/03)
(Chemical Equation Presented) The scope and limitations of the conjugate addition of 2- and the first 4-pyridyl Gilman homocuprates to various α,β-unsaturated Michael acceptors are delineated. The conjugate addition of the cuprate of 2-bromo-3-methylpyridine to (E)-methyl crotonate then diastereoselective enolate alkylation and lipase-mediated enantioselective ester hydrolysis have enabled an efficient four-step first asymmetric synthesis of the Celastraceae sesquiterpenoid esterifying ligand (-)-(1′S,2′S) -evoninic acid.
1,1,1-TRIFLUORO-4-PHENYL-4-METHYL-2-(1H-PYRROLO
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Page/Page column 165, (2010/02/11)
Compounds of Formula (IA), IB), IC), and (ID) wherein R1, R2, R3, R4, R5, and R6 are as respectively defined herein for Formula (IA), (IB), (IC), and (ID), or a tautomer, prodrug, solvate, or salt thereof; pharmaceutical compositions containing such compounds, and methods of modulating the glucocorticoid receptor function and methods of treating disease-states or conditions mediated by the glucocorticoid receptor function or characterized by inflammatory, allergic, or proliferative processes in a patient using these compounds.
Synthesis of formylphenylpyridinecarboxylic acids using Suzuki-Miyaura coupling reactions
Meier, Peter,Legraverant, Stephanie,Mueller, Sascha,Schaub, Josette
, p. 551 - 554 (2007/10/03)
Formylphenylboronic acids were coupled with bromopyridylcarboxylic acids in the presence of a palladium catalyst. The yields of the different biaryls are strongly dependant on the substitution pattern of the two coupling partners. The electronic and steric effects of these are discussed.
Synthesis and SAR of benzamidine factor Xa inhibitors containing a vicinally-substituted heterocyclic core
Fevig, John M.,Pinto, Donald J.,Han, Qi,Quan, Mimi L.,Pruitt, James R.,Jacobson, Irina C.,Galemmo, Jr, Robert A.,Wang, Shuaige,Orwat, Michael J.,Bostrom, Lori L.,Knabb, Robert M.,Wong, Pancras C.,Lam, Patrick Y.S.,Wexler, Ruth R.
, p. 641 - 645 (2007/10/03)
The selective inhibition of coagulation factor Xa has emerged as an attractive strategy for the discovery of novel antithrombotic agents. Here we describe highly potent benzamidine factor Xa inhibitors based on a vicinally-substituted, heterocyclic core.
6-membered aromatics as factor Xa inhibitors
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, (2008/06/13)
The present application describes 6-membered aromatics of formula I: or pharmaceutically acceptable salt forms thereof, wherein D may be CH2NH2 or C(=NH)NH2, which are useful as inhibitors of factor Xa.
Improved synthesis of 2-bromonicotin-aldehyde and acid
Melnyk,Gasche,Thal
, p. 2727 - 2730 (2007/10/02)
Synthetically useful 2-bromonicotinaldehyde and 2-bromonicotinic acid can be conveniently prepared in high yield from the directed ortho metalation of 2-bromopyridine.
