0000000000185474
AUTHOR
Justo Cobo
Synthesis of novel 1,2,5,6-tetrahydro-4H-pyrrolo[3,2,1-ij]quinolines via benzotriazole methodology
Abstract Pyrroloquinolines have been synthesized reacting 1-(benzotriazol-1(2)-ylmethyl)indolines with unactivated and electron-rich alkenes in the presence of p-toluenesulfonic acid catalyst. Mixtures of the expected diastereomers were obtained and some of them separated in their respective components. X-Ray diffraction along with two-dimensional NMR experiments was needed to assist the determination for both the structures of the precursors and products.
Indole-substituted 2,4-diamino-5,8-dihydropyrido[2,3-d]pyrimidines from one-pot process and evaluation of their ability to bind dopamine receptors
A series of novel 7-indole substituted 2,4-diamino-5,8-dihydropyrido[2,3-d]pyrimidine analogous to the 2,4-diaminopteridine core were synthesized by the three-component one-pot cyclocondensation between 2,4,6-triaminopyrimidine, 3-(2-cyanoacetyl)indole and aromatic aldehydes. The reactions, which exhibited good performance, proceeded in EtOH using indium (III) chloride as catalyst under microwave irradiation, in short reaction times. On the basis of certain structural similarity of these compounds with known ligands of the D2 dopamine receptors (D2DR), the study of these compounds as possible ligands of dopamine D2 and D1 receptors was carried out. Three of them showed moderate affinity to …
Synthesis and biological evaluation of sphingosine kinase 2 inhibitors with anti-inflammatory activity.
The synthesis of inhibitors of SphK2 with novel structural scaffolds is reported. These compounds were designed from a molecular modeling study, in which the molecular interactions stabilizing the different complexes were taken into account. Particularly interesting is that 7‐bromo‐2‐(2‐phenylethyl)‐2,3,4,5‐tetrahydro‐1,4‐epoxynaphtho[1,2‐b]azepine, which is a selective inhibitor of SphK2, does not exert any cytotoxic effects and has a potent anti‐inflammatory effect. It was found to inhibit mononuclear cell adhesion to the dysfunctional endothelium with minimal impact on neutrophil–endothelial cell interactions. The information obtained from our theoretical and experimental study can be us…
ChemInform Abstract: Synthesis of Novel 1,2,5,6-Tetrahydro-4H-pyrrolo[3,2,1-ij]quinolines via Benzotriazole Methodology.
Abstract Pyrroloquinolines have been synthesized reacting 1-(benzotriazol-1(2)-ylmethyl)indolines with unactivated and electron-rich alkenes in the presence of p-toluenesulfonic acid catalyst. Mixtures of the expected diastereomers were obtained and some of them separated in their respective components. X-Ray diffraction along with two-dimensional NMR experiments was needed to assist the determination for both the structures of the precursors and products.
2-(Benzotriazol-1-ylmethyl)-1-phenyl-3-pyrazolidinone: two weak hydrogen bonds combine to form molecular ladders
In the supramolecular structure of C16H15N5O, weak C—H⋯O and C—H⋯N bonds combine to form molecular ladders, the former bonds acting as the rungs and the latter as the uprights.