398151-25-2Relevant academic research and scientific papers
Synthesis and Characterization of Novel Mono- And Bis-Guanyl Hydrazones as Potent and Selective ASIC1 Inhibitors Able to Reduce Brain Ischemic Insult
Gornati, Davide,Ciccone, Roselia,Vinciguerra, Antonio,Ippati, Stefania,Pannaccione, Anna,Petrozziello, Tiziana,Pizzi, Erika,Hassan, Amal,Colombo, Eleonora,Barbini, Stefano,Milani, Mario,Caccavone, Cecilia,Randazzo, Pietro,Muzio, Luca,Annunziato, Lucio,Menegon, Andrea,Secondo, Agnese,Mastrangelo, Eloise,Pignataro, Giuseppe,Seneci, Pierfausto
supporting information, p. 8333 - 8353 (2021/06/28)
Acid-sensitive ion channels (ASICs) are sodium channels partially permeable to Ca2+ions, listed among putative targets in central nervous system (CNS) diseases in which a pH modification occurs. We targeted novel compounds able to modulate ASIC1 and to reduce the progression of ischemic brain injury. We rationally designed and synthesized several diminazene-inspired diaryl mono- and bis-guanyl hydrazones. A correlation between their predicted docking affinities for the acidic pocket (AcP site) in chicken ASIC1 and their inhibition of homo- and heteromeric hASIC1 channels in HEK-293 cells was found. Their activity on murine ASIC1a currents and their selectivity vs mASIC2a were assessed in engineered CHO-K1 cells, highlighting a limited isoform selectivity. Neuroprotective effects were confirmedin vitro, on primary rat cortical neurons exposed to oxygen-glucose deprivation followed by reoxygenation, andin vivo, in ischemic mice. Early lead 3b, showing a good selectivity for hASIC1 in human neurons, was neuroprotective against focal ischemia induced in mice.
Salicylic acids as readily available starting materials for the synthesis of meta-substituted biaryls
Luo, Junfei,Preciado, Sara,Larrosa, Igor
supporting information, p. 3127 - 3130 (2015/04/14)
Salicylic acids are shown to be readily available and versatile starting materials that easily undergo a tandem arylation-protodecarboxylation process under Pd-catalysis. The corresponding meta-arylphenols can subsequently be easily transformed into a variety of meta-functionalized biaryls, highlighting the versatility of this approach to access this structural motif.
Salicylic acids as readily available starting materials for the synthesis of meta-substituted biaryls
Luo, Junfei,Preciado, Sara,Larrosa, Igor
supporting information, p. 3127 - 3130 (2015/06/03)
Salicylic acids are shown to be readily available and versatile starting materials that easily undergo a tandem arylation-protodecarboxylation process under Pd-catalysis. The corresponding meta-arylphenols can subsequently be easily transformed into a var
Overriding ortho-para selectivity via a traceless directing group relay strategy: The meta-selective arylation of phenols
Luo, Junfei,Preciado, Sara,Larrosa, Igor
supporting information, p. 4109 - 4112 (2014/04/03)
The direct functionalization of phenols at the ortho and para position is generally facilitated by the electron-donating nature of the hydroxyl group. Accessing meta-functionalized phenols from the parent phenols, on the other hand, generally requires lengthy synthetic sequences. Here, we report the first methodology for the one-pot direct meta-selective arylation of phenols. This methodology is based on a traceless directing group relay strategy. In this process carbon dioxide is used as a transient directing group which facilitates a palladium catalyzed arylation meta to the phenol hydroxyl group with iodoarenes. This transformation proceeds with complete meta-selectivity and is compatible with a variety of functional groups both in the phenol and in the iodoarene coupling partner.
Aerobic oxidative heck/dehydrogenation reactions of cyclohexenones: Efficient access to meta-substituted phenols
Izawa, Yusuke,Zheng, Changwu,Stahl, Shannon S.
supporting information, p. 3672 - 3675 (2013/04/23)
Jockeying for the (meta)position: A new dicationic palladium(II) catalyst, employing a 6,6′-dimethyl-2,2′-bipyridine ligand, promotes both the aerobic oxidative Heck coupling and dehydrogenation reactions of cyclohexenones. These reactions may be combined in a one-pot sequence to enable the straightforward synthesis of meta-substituted phenols (see scheme). Copyright
BENZIMIDAZOLE DERIVATIVES AND MEDICAL USES THEREOF
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Page/Page column 34, (2008/06/13)
The present invention providesbenzimidazole derivatives represented by the following formula (I) or pharmaceutically acceptable salts thereof, or prodrugs thereof, which exert an inhibitory activity on sodium-dependent nucleoside transporter 2 and are useful for a disease associated with an abnormality of plasma uric acid level. The compounds of the present invention are useful for the prevention or treatment of gout, hyperuricemia, urinary lithiasis, hyperuricemic nephropathy or the like. In the formula, n is 1 or 2; R1 and R2 are H, a halogen atom, cyano group, optionally substituted alkyl group, optionally substituted aryl group or the like; R3 is H, a halogen atom, optionally substituted alkyl group or the like; R9 and R5 are H, a halogen atom, OH or the like; and R6 and RX are H or OH: RY is F or OH.
Biaromatic compound activators of PPARy-type receptors
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, (2008/06/13)
The invention relates to novel biaromatic compounds which correspond to the general formula (I) below: and also to the method for preparing them and their use in pharmaceutical compositions intended for use in human or veterinary medicine (in dermatology, and also in the field of cardiovascular diseases, immune diseases and/or diseases associated with lipid metabolism), or alternatively in cosmetic compositions.
