54459-73-3Relevant articles and documents
Supramolecular structures of five 5-(arylmethylene)-1,3-dimethyl- pyrimidine-2,4,6(1H,3H,5H)-triones: Isolated molecules, hydrogen-bonded chains and chains of fused hydrogen-bonded rings
Rezende, Marcos C.,Dominguez, Moises,Wardell, James L.,Skakle, Janet M. S.,Low, John N.,Glidewell, Christopher
, p. o306-o311 (2005)
In each of the five title compounds, namely 5-benzylidene-1,3- dimethylpyrimidine-2,4,6(1H,3H,5H)-trione, C13H12N 2O3, (I), 5-(3-methoxybenzylidene)-l,3-dimethylpyrimidine- 2,4,6(l/f,3H,5H)-trione, C14H14N2O4, (II), 5-(4-methoxybenzylidene)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione, C14H14N2O4, (III), 5-[4-(dimethylamino)benzylidene]-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione, C15H17N3O3, (IV), and 5-(3,5-di-tert-butyl-4-hydroxybenzylidene)-1,3-dimethylpyrimidine-2,4,6(1H,3H, 5H)-trione, C21H28N2O4, (V), which crystallizes with Z′ = 2 in P1, there is a very wide C-C-C angle at the methine C atom linking the two rings, ranging from 137.1 (2)° in (I) to 139.14 (14)° in (III). There is evidence for intramolecular charge separation in (IV) and, to a lesser degree, in (III). The molecules of (I)-(III) are linked by pairs of C-H...O hydrogen bonds into chains of edge-fused rings, with alternating R22(14) and R2 2(16) rings in (I), alternating R22(14) and R44(20) rings in (II), with two types of R 22(16) rings alternating in (III). The molecules in (IV) are linked by a single C-H...O hydrogen bond into simple C(8) chains, but there are no direction-specific intermolecular interactions in (V).
InCl3-Catalyzed, Three-Component Reactions for the Synthesis of Some Novel Functionalized/Annulated Barbituric Acids
Sharma, Meenakshi,Borah, Pallabi,Bhuyan, Pulak J.
, p. 1792 - 1798 (2015)
Some novel 5-aminoalkylbarbituric acids and corresponding chromene derivatives were synthesized via a one-pot, three-component Mannich reaction starting from 1,3-dimethylbarbituric acid, arylaldehydes, and amines.
Macrocyclic Modalities Combining Peptide Epitopes and Natural Product Fragments
Carbajo, Rodrigo J.,Grossmann, Tom N.,Larsson, Niklas,Lemurell, Malin,Plowright, Alleyn T.,Potowski, Marco,Thavam, Sasikala,Valeur, Eric,Waldmann, Herbert,Dahl, G?ran,Dellsén, Anita,Guéret, Stéphanie M.
supporting information, p. 4904 - 4915 (2020/04/01)
"Hot loop" protein segments have variable structure and conformation and contribute crucially to protein-protein interactions. We describe a new hot loop mimicking modality, termed PepNats, in which natural product (NP)-inspired structures are incorporated as conformation-determining and-restricting structural elements into macrocyclic hot loop-derived peptides. Macrocyclic PepNats representing hot loops of inducible nitric oxide synthase (iNOS) and human agouti-related protein (AGRP) were synthesized on solid support employing macrocyclization by imine formation and subsequent stereoselective 1,3-dipolar cycloaddition as key steps. PepNats derived from the iNOS DINNN hot loop and the AGRP RFF hot spot sequence yielded novel and potent ligands of the SPRY domain-containing SOCS box protein 2 (SPSB2) that binds to iNOS, and selective ligands for AGRP-binding melanocortin (MC) receptors. NP-inspired fragment absolute configuration determines the conformation of the peptide part responsible for binding. These results demonstrate that combination of NP-inspired scaffolds with peptidic epitopes enables identification of novel hot loop mimics with conformationally constrained and biologically relevant structure.
One-Pot Knoevenagel and [4 + 2] Cycloaddition as a Platform for Calliviminones
Roy, Pritam,Anjum, S. Rehana,Ramachary, Dhevalapally B.
supporting information, p. 2897 - 2901 (2020/04/15)
Bioactive compounds featuring an unusual core of spiro[5.5]undecenes and calliviminones were synthesized in very good yield with good regio- and diastereoselectivities through a one-pot Knoevenagel and [4 + 2] cycloaddition from the readily available aldehydes, cyclic-1,3-diones, dienes, and a catalytic amount of (s)-proline.
