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EC number: 203-978-9
CAS number: 112-50-5
Short description of key information on absorption rate:
Permeability co-efficient: 24 +/-0.9ug/cm2/hr
No metabolism data is available for this substance. There is data on a
large number of other glycol ethers in the family of ethylene oxide
derived members that allows a good insight into the way TEGEE is likely
to behave in vivo.
The main metabolic pathway for metabolism of ethylene glycol monoalkyl
ethers is oxidation via alcohol and aldehyde dehydrogenases (ALD/ADH)
that leads to the formation of an alkoxy acid. Alkoxy acids are the only
toxicologically significant metabolites of glycol ethers that have been
detected in vivo. Methoxy acetic acid, a metabolite of ethylene glycol
methyl ether, is a known testicular toxicant in rats, and butoxyacetic
acid, a metabolite of ethylene glycol butyl ether, causes hemolysis of
rodent red blood cells.
In a study to examine the metabolism 2 -(2
-(2-methoxyethoxy)ethoxy)ethanol, SD rats were given a single oral dose
of 1000 and the urine collected over two 24 hour periods for analysis
for a number of expected metabolites. The dominant metabolite was 2 -(2
-(2-methoxyethoxy)ethoxy)acetic acid, which accounted for 81% of the
original dose. Unmetabolised 2 -(2 -(2-methoxyethoxy)ethoxy)ethanol and
its glucoronide conjugate, triethylene glycol, methoxyethoxyethoxyacetic
acid were also found at levels of 1 -5% . In addition, the metabolite
methoxyacetic acid was found, the amount accounting for 0.5% of the dose
of 2 -(2 -(2-methoxyethoxy)ethoxy)ethanol given. This demonstrates that
oxidation of the hydroxyl function is the dominant metabolic pathway but
small amounts of the substance are metabolised by cleavage of the ether
linkage. The study also showed that 100% of the dose of 2 -(2
-(2-methoxyethoxy)ethoxy)ethanol was eliminated within 24 hours in the
In a study to examine the metabolism 2 -(2 -butoxyethoxy)ethanol, SD
rats were given a single oral dose of 1000mg/kgbw and the urine
collected over two 24 hour periods for analysis for a number of expected
metabolites. The main metabolite was 2 -(2 -(2
-butoxyethoxy)ethoxy)acetic acid (BEEAA), which accounted for 43% of the
original dose. The metabolite butoxyacetic acid was found, the amount
accounting for ~4% of the dose of 2 -(2 -(2 -butoxyethoxy)ethoxy)ethanol
given. This demonstrates that oxidation of the hydroxyl function is the
main metabolic pathway but lesser amounts of the substance are
metabolised by cleavage of the ether linkages and also through oxidation
of the butyl chain, although metabolites from the latter route could
also be due to further oxidation of BEEAA as the secondary metabolites
from these two routes are the same. The study also showed that >98% of
the dose of 2 -(2 -(2 -butoxyethoxy)ethoxy)ethanol was eliminated within
24 hours demonstrating rapid metabolism (half life ~4 -5 hours) and no
potential for bioaccumulation. Around 85% of the dose was collected in
the urine within 48 hours, which is considered within the boundaries of
what can be considered complete recovery.
These two studies on TEGME and TEGBE allow interpolation to predict the
behaviour of TEGEE. The principal metabolite of
2-(2-(2-ethoxyethoxy)ethoxy)ethanol will certainly be 2-[2-(2-
ethoxyethoxy)ethoxy] acetic acid. The onlly other metabolite of
consideration would be the monoalkoxyacetic acid. TEGME produces an
insigificant 0.5% of methoxyacetic acid whereas TEGBE produces 4% of
butoxyacetic acid. Whilst this is not a concern for this substance, the
question remains would TEGEE behave more like TEGME or TEGBE? TEGEE is
closer to TEGME than TEGBE in the homologous series and there is no
evidence of alkyl chain metabolism in either the methyl or ethyl series
compared to the butyl series. There is no evidence of DEGEE forming
ethoxyacetic acid as a metabolite. Therefore, it can de deduced that
TEGEE is likely to be closer to TEGME than TEGBE and it is assumed that
TEGEE will produce less than 1% ethoxyacetic acid as a metabolite.
An in vitro study determined that the permeability of 2-(2-(2
-ethoxyethoxy)ethoxy)ethanol to human skin is quite low. The
permeability co-efficient was determined to be 24 +/-0.9ug/cm2/hr, which
is around 1% of the skin penetration rate of the shorter chain glycol
ether ethylene glycol methyl ether. Exposure to the substance also
caused no significant deterioration of skin barrier properties.
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