Structure–activity relationship in the 3-iodo-4-phenoxypyridinone (IOPY) series: The nature of the C-3 substituent on anti-HIV activity

α‐Iodonitroalkenes as Potential Antifungal and Antitubercular Agents

“…Materials and methods, assays and compound characterization data, 1 H NMR, 13 C NMR and HPLC data for all α-iodonitroalkenes.The complete set of biological activity data will be uploaded to ChEMBL (https://www.ebi.ac.uk/chembl/). [a] HEK 293; [b] Human RBC; [c] Tamoxifen; [d] Melittin.…”

“…[6] Due to their higher binding affinity towards Aβ-aggregates, several iodine bearing molecules like TZDM, IBOX, IMPY, m-I-stilbene (structures 1-4, Figure 1) are employed for in vivo positron emission tomography (PET) and single photo emission computed tomography (SPECT) imaging probes for histopathological studies. [7] Further, iodo-aryl motifs are probed for studies involving anti-diabetic, [8] DENV inhibition, [9] anti-cancer, [10] VR1 receptor partial agonists, [11] TRPM8 receptors, [12] HIV-reverse transcriptase inhibitors, [13] Serotonin transporters, [14] anti-asthma, [15] and copiously as radiopharmaceutical agents. [16] Nitro group is the strongest electron withdrawing substituent and the most versatile group by virtue of its transformations to legion of other functionalities.…”

TMC278 (Rilpivirine): A Next‐Generation NNRTI in Phase III Clinical Development for Treatment‐Naive Patients

“…To build a structure-activity relationship, a research program was established by medicinal chemists to synthesize and evaluate a wide range of analogs [13] from R131459. The introduction of a metaacrylonitrile moiety on the phenyl ring and replacement of the dimethylamino group in the C3 position by an iodine atom dramatically improved antiviral activity against wild-type and mutant viruses (Table 1) [14,15]. Whereas modifications of the C3, C5, and C6 centers of the pyridinone core formed a solid basis for continued exploration of the iodopyridinone class (IOPY), the poor solubility and bioavailability of the best derivatives led the team to stop its optimization.…”

“…Whereas modifications of the C3, C5, and C6 centers of the pyridinone core formed a solid basis for continued exploration of the iodopyridinone class (IOPY), the poor solubility and bioavailability of the best derivatives led the team to stop its optimization. A second option was to combine the medicinal chemistry expertise that had been built between the IOPY class [13][14][15][16] and the diarylpyrimidine (DAPY) series [17,18] (see Chapter 6). R152929 was selected as a starting point to build a straightforward strategy [19,20].…”

Focus on the Synthesis and Reactions of Some New Pyridine Carbonitrile Derivatives as Antimicrobial and Antioxidant Agents

“…In a previous work, we reported that certain of our newly substituted pyridine derivatives exhibited anticonvulsant, analgesic, antiparkinsonian (1) and antimicrobial (2,3) activities. Also, pyridine moiety showed antiplasmodial activity (4) , anticancer activities (5) , anti-infammatory (6) , antioxidant (7) and anti-HIV activity (8) . Pyridinones were used for the treatment of ischemic stroke (9) .…”