2562-71-2Relevant articles and documents
Excited-state proton and charge transfer in protonated amino and methylated derivatives of 2-(2′-hydroxyphenyl)benzimidazole
Ros Vzquez, Sonia,Prez Lustres, J. Luis,Rodrguez-Prieto, Flor,Mosquera, Manuel,Ros Rodrguez, M. Carmen
, p. 2475 - 2489 (2015)
We studied the excited-state behavior of a family of mono- and diprotonated derivatives of 2-phenylbenzimidazole in different solvents, using steady-state and time-resolved fluorescence spectroscopy. The species investigated were 2-(4′-amino-2′-hydroxyphenyl)benzimidazole (1), the diethylamino analogue 2-(4′-N,N-diethylamino-2′-hydroxyphenyl)benzimidazole (2) and its N-methylated derivative 1-methyl-2-(4′-N,N-diethylamino-2′-hydroxyphenyl)benzimidazole (3). The O-methoxy derivatives of 2 and 3 (2-OMe and 3-OMe), and the simpler models 2-phenylbenzimidazole (4) and its 4′-amino (5) and 4′-dimethylamino (6) derivatives were also studied. We found that the dications of 1, 2, and 3 (protonated at the benzimidazole N3 and at the amino group) were strong photoacids, which were deprotonated at the hydroxyl group upon excitation in aqueous solution (totally for 2 and 3) to give a tautomer of the ground-state monocation. In contrast, no photodissociation was observed for the monocations of these species. Instead, some of the monocations studied behaved as molecular rotors, for which electronic excitation led to a twisted intramolecular charge transfer (TICT) state. The monocations of 2, 3, 2-OMe, 3-OMe, and 6, protonated at the benzimidazole N3, experienced a polarity- and viscosity-dependent radiationless deactivation associated with a large-amplitude rotational motion. We propose that this process is connected to an intramolecular charge transfer from the dimethylaminophenyl or diethylaminophenyl moiety (donor) to the protonated benzimidazole group (acceptor) of the excited monocation, which yields a twisted charge-transfer species. No fluorescence from this species was detected except for 3 and 3-OMe in low-viscosity solvents.
Synthesis and antinociceptive activities of some novel benzimidazole-piperidine derivatives
Demir ?zkay, ümide,Can, ?zgür Devrim,Turan, Nazli,Kaya ?avu?o?lu, Betül
, p. 672 - 684 (2017)
In this study, a series of benzimidazole-piperidine derivatives were synthesized with the objective of developing potent antinociceptive agents. Some 2-(4-substituted-phenyl)-1-[2-(piperidin-1-yl)ethyl]-1H-benzimidazole derivatives were obtaine
Pharmacological and Toxicological Screening of Novel Benzimidazole-Morpholine Derivatives as Dual-Acting Inhibitors
Can, Nafiz nc,Evik, Ulviye Acar,Sagl?k, Beg m Nurpelin,Zkay, Yusuf,Atl?, Zlem,Baysal, Merve,Zkay, mide Demir,Can, zg r Devrim
, (2017)
The aim of this study was to investigate acetylcholinesterase (AChE), monoamine oxidase A (MAO-A), monoamine oxidase B (MAO-B), cyclooxygenase-1 (COX-1) and cyclooxygenase-2 (COX-2) enzyme inhibitory, and antimicrobial activities of a new series of 2-(4-s
Synthesis and evaluation of 2-aryl-1H-benzo[d]imidazole derivatives as potential microtubule targeting agents
Lee, Jung-Seop,Nimse, Satish Balasaheb,Shinde, Pramod B.,Song, In-ho,Song, Keum-soo,Warkad, Shrikant Dashrath,Yeom, Gyu Seong
, (2022/01/20)
Microtubule targeting agents (MTAs) are the potential drug candidates for anticancer drug discovery. Disrupting the microtubule formation or inhibiting the de-polymerization process by a synthetic molecule can lead to an excellent anticancer drug candidat
Al2O3/CuI/PANI nanocomposite catalyzed green synthesis of biologically active 2-substituted benzimidazole derivatives
Chandra, Ramesh,Hooda, Sunita,Kohli, Sahil,Rathee, Garima
, p. 7750 - 7758 (2021/06/16)
This work is generally focused on the synthesis of an efficient, reusable and novel heterogeneous Al2O3/CuI/PANI nanocatalyst, which has been well synthesized by a simple self-assembly approach where aniline is oxidized into PANI and
