We investigated the stability of the secondary amines, desipramine (DP) and
nortriptyline (MT), and the tertiary amines, imipramine (IP) and amitripty
line (AT), in formaldehyde CF) and paraformaldehyde (PE) aqueous solutions.
NRT showed little instability in 0.37 to 37% F and PF solutions, but AT fo
rmation was detected and increased, up to 0.46 to 2.7%, in parallel with ri
sing F and PF concentrations. DP was unstable and levels decreased to 74 to
96% with increasing F concentrations, and fell only to 96% in 10% PF solut
ion. IP formation increased in the same manner as AT to 2.9 to 3.5% of the
initial DP. When AT and IP were stored in F and PF solutions, concentration
s of AT and IP did not change. DP in F pH 3 to 11 phosphate buffer (PB) sol
utions showed high recovery in the order: pH 5 > pH 7 > pH 9 > pH 3 and pH
11. DP in PF buffered solutions decreased slightly only at pH 3 (3.5%). By
contrast, IP did not change at any pH (pH 3 to 11) of the F or PF solutions
. During storage for 21 days at room temperature in 3.7% F and PF solutions
, IP and DP degradation was accelerated when compared with the values in pH
3 and 7 PB solutions. However, IP detected in DP F or PF solution was only
0.2% of the initial DP 21 days after storage. Thus, AT, NRT, IP and DP deg
raded gradually in F and PF solutions during storage at room temperature. T
CAs may first react nucleophilically with formaldehyde to form hemiaminals.
DP in 3.7% formaldehyde aqueous solution formed little of its methylated p
roduct, IF, at room temperature.