N-carbamoyl and N-acyl diamine derivatives were synthesized from symmetrical diamines by their addition to iso(thio)cyanates, cleavage reaction of acid anhydride, or N-acylation by acyl chloride. (1R,2R)-1,2-Diaminocyclohexane [(1R,2R)-1], meso-1,2-diaminocyclohexane (meso-1), (1R,2R)-1,2-diphenylethylenediamine [(1R,2R)-3], or meso-1,2-diphenylethylenediamine (meso-3) were used as the starting...

Cyclobutane diamines (i.e., cis- and trans-1,3-diaminocyclobutane, 6-amino-3-azaspiro[3.3]heptane, and 3,6-diaminospiro[3.3]heptane) are considered as promising sterically constrained diamine building blocks for drug discovery. An approach to the syntheses of their Boc-monoprotected derivatives has been developed aimed at the preparation of multigram amounts of the compounds. These novel synthe...

An investigation into the most suitable alkali metal ions for templating the assembly of [2]catenanes from di-, tri-, and tetra(ethylene glycol)-containing guest diamines and isophthalaldehyde has indicated that Na(+), K(+), and Rb(+) ions are optimal for preparing [2]catenanes containing at least one di(ethylene glycol) unit, two tri(ethylene glycol) units, and at least one tetra(ethylene glyc...

Easily synthesized1-methyl-3-(2-oxyethyl)-1H-imidazol-3-ium-borate sulfonic acid {[MOEI]-BSA} as a novel catalyst efficiently promoted the synthesis of quinoxaline derivatives via condensation of various diamines with 1,2-dicarbonyl compounds at room temperature conditions in ethanol. This research provides a new method for the synthesis of quinoxalines in good to excellent yields with little c...

Polyamines induce the transport in vitro of the precursor of ornithine transcarbamylase (pOTC) into isolated rat liver mitochondria by facilitating its functional binding to these organelles. Comparative studies of the effect on the in vitro transport of pOTC of polyamine derivatives and related compounds have allowed us to establish that: (i) at least two protonated amino groups per molecule a...

Chiral and achiral macrocyclic bis-diketal diamines, analogs of bicyclam AMD 3100, were synthesized in three steps from the previously obtained 14-membered ring diketal dilactams. Their monoreduction with lithium aluminium hydride gave the corresponding diketal aminolactams. Coupling these with dibromo-p-xylene led to xylyl dimer compounds. A second reduction step yielded the expected bis-diket...

In order to study the proclivity of primary amine groups act as halogen bond acceptors, three aromatic diamines (p-phenylenediamine (pphda), benzidine (bnzd) and o-tolidine (otol)) were cocrystallised with perfluorinated iodobenzenes (1,4-tetrafluorodiiodobenzene (14tfib), 1,3-tetrafluorodiiodobenzene (13tfib) 1,3,5-trifluorotriiodobenzene (135tfib)) donors. Five cocrystals obtained: (pphda)(14...

Four diamines and three amino alcohols derived from 1-decanol, 1-dodecanol and 1,2-dodecanediol were evaluated in an in vitro assay against a mixture of trypomastigote and intracellular amastigote forms of Trypanosoma cruzi. Two of these compounds (6 and 7) showed better activity against both proliferative stages of T. cruzi than the positive control benznidazole, three were of similar potency ...