83316-95-4Relevant academic research and scientific papers
Synthesis and antiplasmodial activity of new heteroaryl derivatives of 7-chloro-4-aminoquinoline
Casagrande, Manolo,Barteselli, Anna,Basilico, Nicoletta,Parapini, Silvia,Taramelli, Donatella,Sparatore, Anna
, p. 5965 - 5979 (2012/10/29)
With the aim to investigate the effect of different heterocyclic rings linked to the 4-aminoquinoline nucleus on the antimalarial activity, a set of 7-chloro-N-(heteroaryl)-methyl-4-aminoquinoline and 7-chloro-N-(heteroaryl)-4- aminoquinoline was synthesi
Role of benzimidazole (Bid) in the δ-opioid agonist pseudopeptide H-Dmt-Tic-NH-CH2-Bid (UFP-502)
Salvadori, Severo,Fiorini, Stella,Trapella, Claudio,Porreca, Frank,Davis, Peg,Sasaki, Yusuke,Ambo, Akihiro,Marczak, Ewa D.,Lazarus, Lawrence H.,Balboni, Gianfranco
, p. 3032 - 3038 (2008/09/19)
H-Dmt-Tic-NH-CH2-Bid (UFP-502) was the first δ-opioid agonist prepared from the Dmt-Tic pharmacophore. It showed interesting pharmacological properties, such as stimulation of mRNA BDNF expression and antidepression. To evaluate the importance of 1H-benzimidazol-2-yl (Bid) in the induction of δ-agonism, it was substituted by similar heterocycles: The substitution of NH(1) by O or S transforms the reference δ-agonist into δ-antagonists. Phenyl ring of benzimidazole is not important for δ-agonism; in fact 1H-imidazole-2-yl retains δ-agonist activity.
Intramolecular triplet-triplet energy transfer in short flexible bichromophoric amino acids, dipeptides and carboxylic acid diester
Zabadal, Miroslav,Heger, Dominik,Klan, Petr,Kriz, Zdenek
, p. 776 - 796 (2007/10/03)
Efficiencies of the intramolecular triplet-triplet energy transfer (ITET) in various bichromophoric amino acids (glycine, valine, phenylalanine, and sarcosine), dipeptides (glycylglycine, phenylalanylphenylalanine), and a simple diester, with the benzoyl
Protecting Groups that can be Removed through Photochemical Electron Transfer: Mechanistic and Product Studies on Photosensitized Release of Carboxylates from Phenacyl Esters
Banerjee, Anamitro,Falvey, Daniel E.
, p. 6245 - 6251 (2007/10/03)
Photolysis of electron-donating photosensitizers in the presence of various phenacyl esters (PhCOCH2-OCOR) results in C-O bond scission leading to the formation of acetophenone (PhCOCH3) and the corresponding carboxylic acid (RCO2H). Preparative experiments showed that the carboxylic acids are generated in high or quantitative isolated yields. It is argued that this reaction is initiated by a photoinduced electron transfer from the excited state sensitizer to the phenacyl ester. The latter process forms the anion radical of the phenacyl ester which in turn undergoes rapid C-O bond scission leading to the phenacyl radical and the corresponding carboxylate anion. This mechanism is supported by the following observations. (1) The phenacyl esters quench fluorescence from the sensitizers. (2) Analysis of the redox potentials of the sensitizer excited states and the substrates shows that the proposed electron transfer step is exergonic by 15-20 kcal/mol. (3) The byproducts are indicative of the proposed ion radical intermediates. In particular N-methylaniline is detected when N4Y-dimethylaniline is used as a sensitizer. (4) Competing processes are observed in phenacyl esters whose acid components are themselves labile to single-electron transfer. For example, phenacyl 4-bromophenylacetate showed bromide elimination in competition with deprotection.
APPROACHES TO NOVEL WATER SOLUBLE PRODRUGS OF ERYTHROMYCIN A. SYNTHESIS OF 2'-O-(N-ALKYLSUCCINAMOYL)ERYTHROMYCIN DERIVATIVES INCORPORATING ANIONIC AND CATIONIC GROUPS
Ackland, Mark J.,Atkins, Paul J.,Jones, Norman B.
, p. 1265 - 1278 (2007/10/02)
Two approaches to the synthesis of 2'-O-(N-alkylsuccinamoyl)erythromycin derivatives are explored as a means of introducing anionic and cationic functionalities into erythromycin at the 2'-O-position.The phenacyl group was used to protect the anionic func
