(R)-4-(4-fluorophenyl)-1-[2-hydroxy-2-(3-methyl-1-benzofuran-2-yl)ethyl]piperazinium chloride propan-1-ol solvate.
The title compound, C21H24FN2O2+.Cl-.C3H8O, is a potential drug designed as a hybrid compound with antihypertensive, antioxidant and beta-adrenolytic activity. The cation contains nearly planar benzofuran and fluorophenyl ring systems, as well as a piperazine ring adopting an almost perfect chair conformation. The benzofuran and piperazine moieties are connected by an ethyl chain, the moieties forming a dihedral angle of 163.12 (13) degrees. In the crystal structure, ions and propanol solvent molecules are linked via N-H...Cl and O-H...Cl bonds into linear (010) chains.
Kurfürst
Pavel
P
Department of Chemical Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences, Palackého 1-3, CZ-612 42 Brno, Czech Republic.
Marek
Jaromír
J
Vanco
Ján
J
Csöllei
Jozef
J
D000959:Antihypertensive Agents / Q000737:chemistry*; D001572:Benzofurans / Q000737:chemistry*; D018360:Crystallography, X-Ray; D004962:Estranes / Q000737:chemistry*; D015394:Molecular Structure; D010879:Piperazines / Q000737:chemistry*; D020005:Propanols / Q000737:chemistry*; D011743:Pyrimidines / Q000737:chemistry*; D012717:Sesquiterpenes / Q000737:chemistry*; D013237:Stereoisomerism
C496384:2'-amino-3-methoxypyrimidino(5',4':16,17)estra-1,3,5(10),16-tetraene; C496383:4-(4-fluorophenyl)-1-(2-hydroxy-2-(3-methyl-1-benzofuran-2-yl)ethyl)piperazinium chloride propan-1-ol; D000959:Antihypertensive Agents; D001572:Benzofurans; D004962:Estranes; D010879:Piperazines; D020005:Propanols; D011743:Pyrimidines; D012717:Sesquiterpenes; C496385:rac-eudesm-7(11)-en-4-ol