Abstract
The synthesis of nine new mono- and bis-O-phenylisouronium compounds (2, 6b-10b and 12b-14b) and their Boc-protected isourea precursors (2a, 6a-10a and 12a-14a) is described. The carbodiimide 4, which was formed, had been suggested as the reactive intermediate species and driving force of the reaction. All final substrates were tested as potential alpha(2)-ARs ligands in human brain tissue by means of radioligand binding experiments and were compared to the potential antidepressant 1, as well as other related guanidine containing derivatives.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Adrenergic alpha-2 Receptor Antagonists*
-
Antidepressive Agents / chemical synthesis*
-
Antidepressive Agents / chemistry
-
Antidepressive Agents / pharmacology
-
Brain / drug effects
-
Brain / metabolism*
-
Crystallography, X-Ray
-
Drug Evaluation, Preclinical
-
Humans
-
Ligands
-
Models, Molecular
-
Molecular Structure
-
Salts / chemical synthesis
-
Salts / chemistry
-
Salts / pharmacology
-
Stereoisomerism
-
Structure-Activity Relationship
-
Sulfides / chemical synthesis*
-
Sulfides / chemistry
-
Sulfides / pharmacology
-
Urea / analogs & derivatives*
-
Urea / chemical synthesis*
-
Urea / chemistry
-
Urea / pharmacology*
Substances
-
Adrenergic alpha-2 Receptor Antagonists
-
Antidepressive Agents
-
Ligands
-
Salts
-
Sulfides
-
Urea