A novel series of 6-benzyl substituted 4-aminocarbonyl-1,4-diazepane-2,5-diones was designed, synthesized, and evaluated as human chymase inhibitors. From this series, we identified several compounds which were effective, via oral administration, in a mouse model of chronic dermatitis.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1016/j.bmcl.2007.03.085 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Light-Driven Ring Slippage in [Re(η-CH)(η-CH)] and the Inertness of Its Technetium Homologue.
Inorg Chem
February 2024
Department of Chemistry, University of Zurich, Winterthurerstrasse 190, Zurich 8057, Switzerland.
Here, we present the light-driven reactions of [Re(η-CH)(η-CH)] () with nitriles, phosphines, and isocyanides, which are added to via a ring slippage of the tropylium cation from η to η, forming [Re(η-CH)(η-CH)(L)] (L= acetonitrile ; 2-phenylacetonitrile ; 1,3,5-triaza-5-phosphoadamantane (PTA) ; -butyl isocyanide ; benzyl isocyanide ) and [Re(η-CH)(η-CH)(L)] with L = (ethane-1,2-diyl)bis(diphenylphosphane) (dppe) . To compare the reactivities of rhenium and technetium, we also investigated the synthesis of [Tc(η-CH)], its substitution of naphthalene with cyclohepta-1,3,5-triene to obtain [Tc(η-CH)(η-CH)], and its reactivity (or lack thereof) with light.
View Article and Find Full Text PDFDivergent Synthesis of Functionalized Indenopyridin-2-ones and 2-Pyridones via Benzyl Group Transfer: Two Cases of Aza-semipinacol-Type Rearrangement.
Org Lett
November 2022
West Pomeranian University of Technology, Szczecin, Faculty of Chemical Technology and Engineering, Department of Organic and Physical Chemistry, Al. Piastów 42, Szczecin 71-065, Poland.
The synthesis of bromo-substituted indeno[1,2-]pyridin-2-ones and 3-iodo-5-benzyl-substituted 2-pyridones, starting from easily available 6-benzyl-3,6-dihydropyridin-2(1)-ones, triggered by NBS and NIS, respectively, is described. In both syntheses, a transfer of a benzyl group from the C6 to C5 lactam position occurred, indicating a novel aza-semipinacol-type rearrangement. Identification of intermediate compounds in both transformations supported the proposed reaction mechanisms.
View Article and Find Full Text PDFSynthesis of endo-fused 5-unsubstituted Hexahydro-2H-pyrano[3,2-c]quinolinesvia Sequential Sc(OTf)-catalyzed Cationic Imino-Diels-Alder Reaction/N-debenzylation using N-benzylanilines, 3,4-dihydro-2H-pyran and Paraformaldehyde under MW Irradiation.
Curr Org Synth
November 2021
Department of Chemistry, Faculty of Basic Sciences, Atlantic University, Barranquilla 080020, Colombia.
Background: Hexahydro-2H-pyrano[3,2-c]quinolines are known to have antibacterial, antifungal, and antitumor properties. Great efforts have been made to develop new synthetic methods that lead to the synthesis of valuable libraries. Extensive methodologies, low yields, excessive amounts of catalyst and expensive reactants are some of the limitations of current methodologies.
View Article and Find Full Text PDFSynthesis and biological screening of some novel 6-substituted 2-alkylpyridazin-3(2H)-ones as anti-inflammatory and analgesic agents.
Arch Pharm (Weinheim)
March 2020
Department of Pharmacology and Toxicology, Faculty of Pharmacy, Damanhour University, Damanhour, Egypt.
Some novel derivatives of 2-alkyl 6-substituted pyridazin-3(2H)-ones were synthesized by condensation of 3,6-dichloropyridazine with the sodium salt of benzyl cyanide, followed by hydrolysis and coupling with alkyl halides. The synthesized compounds were screened as cyclooxygenase (COX)-1/COX-2 inhibitors and as analgesic and anti-inflammatory agents. Among the synthesized compounds, 6-benzyl-2-methylpyridazin-3(2H)-one (4a), 6-benzoyl-2-propylpyridazin-3(2H)-one (8b), and 6-(hydroxy(phenyl)methyl)-2-methylpyridazin-3(2H)-one (9a) displayed the highest COX-2 selectivity indices of 96, 99, and 98, respectively, and analgesic efficacies of 47%, 46%, and 45% protection, respectively.
View Article and Find Full Text PDFSynthesis, X-ray crystal and monoamine oxidase inhibitory activity of 4,6-dihydrobenzo[c]pyrano[2,3-e][1,2]thiazine 5,5-dioxides: In vitro studies and docking analysis.
Eur J Pharm Sci
April 2019
Centre for Advanced Drug Research, COMSATS University Islamabad, Abbottabad Campus, Abbottabad 22060, Pakistan. Electronic address:
We report the synthesis and biological evaluation of two new series of 2-amino-6-benzyl-4-phenyl-4,6-dihydrobenzo[c]pyrano[2,3-e][1,2]thiazine-3‑carbonitrile 5,5-dioxides and 2-amino-6-methyl-4-phenyl-4,6-dihydrobenzo[c]pyrano[2,3-e][1,2]thiazine-3‑carbonitrile 5,5-dioxides. The synthetic methodology involves a multistep reaction starting with methyl anthranilate which was coupled with methane sulfonyl chloride. The product of the reaction was subjected to N-benzylation and N-methylation reactions followed by ring closure with sodium hydride resulting in the formation of respective 2,1-benzothiazine 2,2-dioxides.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!