Metabolic fate of indeloxazine hydrochloride: α-glucoside formation in rats

Abstract

1. After oral administration of indeloxazine hydrochloride ((±)-2-[(inden-7-yloxy)methyl]morpholine hydrochloride) to rats, two conjugates, which were labile to α-glucosidase hydrolysis but refractory to β-glucosidase, were isolated from the urine.

2. Mass spectral and n.m.r. analyses confirmed that these conjugates were α-D-glucopyranosides of M-2 (trans-4-(2-morpholinylmethoxy)-1,2-indandiol) and M-3 (trans-6-[[(1,2-dihydroxy-4-indanyl)oxy]-methyl]-3-morpholinone).

3. These are probably the first examples of foreign compounds conjugated with glucose in the α-configuration.