A simple synthesis of cyclic guanidine derivatives is presented in this study. The construction of the central basic scaffolds is achieved by the application of microwave-assisted chemistry. This process completed without use of any extra reagent or protecting group manipulations. The formation of products of substituted guanidine was controlled by the temperature.

Novel guanidine-bisurea bifunctional organocatalysts 5 bearing a chiral pyrrolidine moiety on guanidine were designed with the guidance of DFT calculations. The resulting organocatalysts 5 were examined for α-hydroxylation of tetralone-derived β-keto esters, and good selectivity was obtained with 5j bearing a methoxymethyl ether-containing chiral pyrrolidine moiety.

Abstract Recent studies have revealed the prevalence and biological significance of guanidine metabolism in nature. However, metabolic pathways used by microbes to degrade or mitigate its toxicity not been widely studied. Here, via comparative proteomics subsequent experimental validation, we demonstrate that Sll1077, previously annotated as an agmatinase enzyme model cyanobacterium Synechocyst...

We describe a new class of potent, non-amide-based small molecule thrombin inhibitors in which an amidinohydrazone is used as a guanidine bioisostere on a non-peptide scaffold. Compound 4 exhibits nM inhibition of thrombin, is selective for thrombin, and shows 60 and 23% bioavailability in rabbits and dogs, respectively. Crystallographic analysis of 4 bound to thrombin confirmed the amindinohyd...

New wedge-shaped thermotropic liquid crystalline materials containing a guanidinium moiety at the apex organize into various supramolecular structures such as hexagonal columnar, rectangular columnar and Pm3n cubic mesophases depending on anions illustrating guest-directed self-organization in mesophases.

In the title compound, C(18)H(29)N(3)O, a polysubstituted guanidine, the torsion angles indicate that the guanidine unit and the carbonyl group are almost perpendicular to one another [O-C-N-C= -7.40 (18), C-N-C-N= -97.21 (15) and 86.41 (13)°]. The crystal packing is stablized by inter-molecular N-H⋯O hydrogen bonds, which link the mol-ecules into a chain.

Cylindradines A and B, members of the polycyclic pyrrole-imidazole alkaloids (PIAs), are the only congeners bearing a 3-carbamoylpyrrole unit among the PIAs. In this communication, we described a total synthesis of (+)-cylindradine A based on intramolecular Friedel-Crafts type cyclization of pyrrole-aldehyde and oxidative cyclization of tricyclic pyrrolopyrrolidine-guanidine with hypervalent io...