Two absorption furosemide prodrugs.
The structures of two absorption furosemide prodrugs, hexanoyloxymethyl 4-chloro-N-furfuryl-5-sulfamoyl-anthranilate (C19H23CIN2O7S), (I), and benzoyloxymethyl 4-chloro-N-furfuryl-5-sulfamoylanthranilate (C20H17CIN2O7S), (II), are described in this paper and compared with furosemide and four other prodrugs. The molecular conformations of both compounds are similar to those of the other prodrugs; the packing and the crystal system are the primary differences. Compound (I) crystallizes in the trigonal space group R3 and compound (II) in the monoclinic space group P2(1)/n. The packing of both structures is stabilized by a three-dimensional hydrogen-bond network.
Mombrú
A W
AW
Laboratorio de Cristalografía y Química del Estado Sólido, Facultad de Química, Universidad de la República, Montevideo, Uruguay.
Mariezcurrena
R A
RA
Suescun
L
L
Pardo
H
H
Manta
E
E
Prandi
C
C
D018360:Crystallography, X-Ray; D005665:Furosemide / Q000493:pharmacokinetics*; D006860:Hydrogen Bonding; D007408:Intestinal Absorption; D008958:Models, Molecular; D011355:Prodrugs / Q000493:pharmacokinetics*
D011355:Prodrugs; D005665:Furosemide