Synthesis, Mesogenic and Spectroscopic Properties of 2,5‐Disubstituted Thiophene Derivatives.

Abstract

Two series of 2,5-disubstituted thiophene derivatives (series 1: 2,5-bis(p-alkoxyphenylethynyl)thiophene and series 2: 2,5-bis[p-(p-alkoxyphenylethynyl)(phenylethynyl)]thiophene) were synthesized and characterized by 1 H NMR, 13 C NMR, HRMS and elemental analysis. The relationship between the structure and the mesogenic and spectroscopic properties has been discussed. The results show that compounds 1a-1f all exhibited an enantiotropic nematic mesophase, which was confirmed by the polarized optical microscopy (POM), differential scanning calorimeter (DSC) and variable temperature powder X-ray diffraction (PXRD). In contrast, the extended conjugated analogues 2a-2b had no liquid crystal properties. As for the spectroscopic properties, incorporating more phenylethynyl units results in red-shifted absorption and emission spectra, greatly enhanced quantum efficiency.

Design and Preclinical Characterization Program toward Asundexian (BAY 2433334), an Oral Factor XIa Inhibitor for the Prevention and Treatment of Thromboembolic Disorders

“…Exploration of Distinct Chemical Classes of FXIa Inhibitors: Zwitterionic/Charged FXIa Inhibitors. To explore FXIa inhibitors, we synthesized tetrazole 1 (inspired by chemical matter published by Bristol Myers Squibb in 2007 23 ) which showed good potency (FXIa IC 50 = 9 nM, Figure 1). A docking experiment of this compound in the published X-ray structure of FXIa 24 indicated that the 4aminomethyl-trans-cyclohexyl residue would occupy the S1 pocket.…”