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EC number: 239-594-3
CAS number: 15546-11-9
See table 5 and figure 1 attached.
From the graphical representation, it is clear that hydrolysis was
rapid. The half-life of DBTM was < 0.5 hours; already at 0.5 hours the
percentage of simulated gastric hydrolysis had reached a plateau level
of 100% of the theoretical level. This supports the conclusion that all
of the DBTM had hydrolyzed to DBTC and maleic anhydride by the first
analysis time point, 0.5 hours.
See table 6 and figure 2 attached.
From the graphical representation, it is clear that the simulated
gastric hydrolysis of DBTL to DBTC was rapid. The percentage of
hydrolysis was 87.8% after 2 hours. The half-life was < 0.5 hours;
already at 0.5 hours the percentage of simulated gastric hydrolysis had
reached a plateau level of 82% of the theoretical level. This supports
the conclusion that most of the DBTL had hydrolyzed to DBTC in 2 hours.
As the levels of lauric acid were too low due to analytical problems,
the measurement of the ligand was not further used for the data
See table 7 and figure 3 attached.
From the graphical representation, approximately 80% hydrolysis to DBTC
occurred in 2 hours and the percent hydrolysis to DBTC in 4 hours was
87%. The half-life of DBTO was 3.5 hours.
In three separate experiments, each of the test substances, dibutyltin
dilaurate (DBTL, CAS # 77-58-7), dibutyltin maleate (DBTM, CAS #
78-04-6) and dibutyltin oxide (DBTO, CAS # 818-08-6) were individually
tested under low pH (-1-2) conditions (0.07 N HC1) at 37 °C in order to
simulate the hydrolytic action by mammalian gastric contents.
The hypothesis was that in the hydrochloric acid solution the tin-ligand
bond breaks, leading to formation of the corresponding alkyltin chloride
and simultaneous liberation of the ligand.
The degree of hydrolysis for the test substances DBTM, DBTL and DBTO was
studied by determination of the amount of DBTC formed after 0.5, 1.0,
2.0 and 4.0 hours, using GC-FPD.
Where possible the ligand was also analyzed. The analytical approach to
the individual ligands, maleate, laurate, and oxide, was different due
to the unique chemical properties of each.
The hydrolysis of DBTM and DBTL to DBTC plus the ligands was rapid. The
calculated percentages of hydrolysis were 100.1 % after 0.5 hours for
DBTM and 87.8% after 2 hours for DBTL. The half-life of DBTM and DBTL
under simulated gastric hydrolysis conditions was < 0.5 hours. DBTO
hydrolyzed to 87.3% after 4 hours, with a half-life at 3.5 hours.
It was not possible to carry out the simulated gastric hydrolysis study
for dioctyltin oxide (DOTO, CAS # 870-08-6). From the information
available, it was concluded that DOTO only partially hydrolyzed in the
test system and the estimated percentage of hydrolysis was 20 to 55%.
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