A5008109281- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Synthesis and biological activity
- Synthesis and Reactivity of Heterocycles
- Multicomponent Synthesis of Heterocycles
- Catalytic C–H Functionalization Methods
- Synthesis and Characterization of Heterocyclic Compounds
- Synthesis of heterocyclic compounds
- Sulfur-Based Synthesis Techniques
- HIV Research and Treatment
- HIV/AIDS drug development and treatment
- Catalytic Cross-Coupling Reactions
- Pneumocystis jirovecii pneumonia detection and treatment
- Chemical Synthesis and Reactions
- Cyclopropane Reaction Mechanisms
- Nanomaterials for catalytic reactions
- Synthesis and bioactivity of alkaloids
- Crystal structures of chemical compounds
- Crystallography and molecular interactions
- Biochemical and Molecular Research
- Cancer therapeutics and mechanisms
- Synthesis and Characterization of Pyrroles
- Synthesis and Reactions of Organic Compounds
- Synthesis of Indole Derivatives
- Nuclear Receptors and Signaling
Children's Healthcare of Atlanta
2022-2024
Emory University
2020-2024
Institut de Chimie Organique et Analytique
2015-2021
Université d'Orléans
2015-2021
Centre National de la Recherche Scientifique
2015-2021
Université Hassan II Mohammedia
2015-2019
Laboratoire de Chimie
2018-2019
Laboratoire de Chimie Physique
2019
University of Hassan II Casablanca
2019
University of Neuchâtel
2019
3-iodo-1H-pyrrolo[3',2':4,5]imidazo-[1,2-a]pyridines and [1,2-b]pyridazines were prepared following Groebke-Blackburn-Bienaymé MCR combined with I2-promoted electrophilic cyclization. The flexibility of the method enables introduction diversity in 2, 5, 6, 7 positions on resulting scaffold using commercially available starting materials. Furthermore, subsequent palladium-catalyzed reactions successfully achieved our iodinated derivatives.
ABSTRACT Allosteric HIV-1 integrase (IN) inhibitors (ALLINIs) are investigational antiretroviral agents that potently impair virion maturation by inducing hyper-multimerization of IN and inhibiting its interaction with viral genomic RNA. The pyrrolopyridine-based ALLINI pirmitegravir (PIR) has recently advanced into phase 2a clinical trials. Previous cell culture-based breakthrough assays identified the (Y99H/A128T IN) variant confers substantial resistance to this inhibitor. Here, we have...
An efficient synthesis of 7-substituted pyrazolo[1,5-<italic>a</italic>]pyrimidines using a one-pot, two-step process <italic>via</italic> Pd-catalyzed direct CH-arylation followed by saponification–decarboxylation reaction is reported.
Original substituted pyrido[2′,1′:2,3]imidazo[4,5-<italic>c</italic>]isoquinolin-5-amines have been easily prepared <italic>via</italic> an Groebke–Blackburn–Bienaymé MCR, then N-deprotection followed by a spontaneous final cyclization step.
Coronavirus disease 2019 (COVID-19) is an emerging global pandemic with severe morbidity and mortality caused by the acute respiratory syndrome coronavirus 2 (SARS-CoV-2). Molnupiravir, ester prodrug form of N4-hydroxycytidine (NHC), was recently emergency-use approved for treatment early SARS-CoV-2 infections. Herein, we report synthesis evaluation a series novel NHC analogs.
An efficient and original synthesis of various 3,7‐substituted pyrazolo[1,5‐ a ]pyrimidines is reported. First, two‐step process by an S N Ar amination followed Pd‐catalyzed direct CH‐arylation was developed, then parallel single‐pot amination/CH arylation sequence performed starting from 7‐chloro‐5‐methyl‐2‐phenylpyrazolo[1,5‐ ]pyrimidine to obtain highly functionalized products with good yields.
An efficient Fe–Cu catalyzed approach is herein developed using 1,3-benzoxazole-2-thiol as a thiol surrogate for the synthesis of symmetrical and unsymmetrical diaryl thioethers.
ABSTRACT Allosteric HIV-1 integrase (IN) inhibitors (ALLINIs) are investigational antiretroviral agents which potently impair virion maturation by inducing hyper-multimerization of IN and inhibiting its interaction with viral genomic RNA. The pyrrolopyridine-based ALLINI pirmitegravir (PIR) has recently advanced into Phase 2a clinical trials. Previous cell culture based breakthrough assays identified the (Y99H/A128T IN) variant that confers substantial resistance to this inhibitor. Here, we...
The convenient preparation of three imidazo[1,2‐ a ]pyridine‐2‐carboxamide intermediates is reported through known Strecker–Ugi type multicomponent reactions, Tschitschibabin condensations, and further synthetic sequences. derivatives were then efficiently converted to novel 4‐chloro‐2‐(trifluoromethyl)pyrido[1,2‐ e ]purines by their original reactions with 2,2,2‐trifluoroacetamide, followed subsequent dehydroxychlorination reactions. These compounds cross‐coupled under microwave irradiation...
A ligand-free cooperative bimetallic iron/copper catalysis system was found to introduce various azoles and thiols onto 6-iodoimidazo[1,2-<i>a</i>] pyridine. After optimization, the inexpensive, nontoxic, air-stable, commercially available CuO FeCl<sub>2</sub>·4H<sub>2</sub>O enabled a regioselective N- S-arylation of common nitrogen heterocycles broad range mercaptans including aliphatic, aromatic, heterocyclic thiols.
DNA glycosylases are emerging as relevant pharmacological targets in inflammation, cancer and neurodegenerative diseases. Consequently, the search for inhibitors of these enzymes has become a very active research field. As continuation previous work that showed 2-thioxanthine (2TX) is an irreversible inhibitor zinc finger (ZnF)-containing Fpg/Nei glycosylases, we designed synthesized mini-library 2TX-derivatives (TXn) evaluated their ability to inhibit enzymes. Among forty compounds, four...
A multicomponent reaction giving easy and cheap access to a variety of bicyclic 5,5-fused hetero-rings has been developed.
The bicyclic imidazo[1,2- a ]pyridine core of the title compound, C 19 H N 3 , is relatively planar with an r.m.s. deviation 0.040 Å. phenyl ring inclined to mean plane unit by 18.2 (1)°. In crystal, molecules are linked N—H...H hydrogen bonds, forming chains along c -axis direction. C—H...π interactions, slabs parallel ac plane. Hirshfeld surface analysis and fingerprint plots reveal that crystal structure dominated H...H (54%) C...H/H...C (35.6%) contacts. studied was refined as inversion twin
We report herein the evaluation of various pyrido[2′,1′:2,3]imidazo[4,5-c]isoquinolin-5-amines as potential cytotoxic agents. These molecules were obtained by developing multicomponent Groebke–Blackburn–Bienaymé reaction to yield pyrido[2′,1′:2,3]imidazo[4,5-c]quinolines which are isosteres ellipticine whose biological activities well established. To evaluate anticancer these pyrido[2′,1′:2,3]imidazo[4,5-c]isoquinolin-5-amine derivatives in human neuroblastoma cell line, cytotoxicity was...
Abstract The Fe/Cu‐catalyst system enables the regioselective N‐arylation of common nitrogen heterocycles and S‐arylation a wide range mercaptans including aliphatic, aromatic, heterocyclic thiols.
Abstract The title compounds (V) and related fused system (X) are obtained by Groebke—Blackburn—Bienayme multicomponent reactions combined with an N‐deprotection a spontaneous final cyclization step.
Abstract This one‐pot, two‐step protocol proceeds via Pd‐catalyzed direct CH‐arylation followed by a saponification—decarboxylation reaction.