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Revised June 1996
Isofenphos
Trade and Other Names:
Trade names for products containing isofenphos include Amaze,
Oftanol and Pryfon.
Regulatory Status:
Isofenphos is a highly toxic insecticide in EPA toxicity class I.
Products containing it must bear the Signal Words DANGER - POISON
on their labels. Isofenphos is a Restricted Use Pesticide (RUP),
which may be purchased and applied only by certified applicators.
Chemical Class:
organophospate
Introduction:
Isofenphos is an organophosphate insecticide used to control
soil-dwelling insects such as white grubs, cabbage root flies,
corn roundworms, and wireworms. The product is used in vegetables
including maize and carrots, on soil insects in fruit crops like
bananas, and in soils with turfgrass. It is a selective contact
and stomach poison in insects. It is applied as a preplant or
preemergence soil treatment. It is also used to control termites
in and around structures. The insecticide may also be found in
formulations with the fungicide thiram. It is available in
emulsifiable concentrate, dry seed treatment, granular, and
wettable powder formulations.
Formulation: It is
available in emulsifiable concentrate, dry seed treatment,
granular, and wettable powder formulations.
Toxicological Effects:
- Acute toxicity: Isofenphos is highly
toxic via the oral route, with a reported acute oral LD50
of 28 to 38 mg/kg in rats and 91.3 to 127 mg/kg in mice
[8,13]. It is moderately toxic via the dermal route, with
a reported dermal LD50 of 188 mg/kg in rats [13,41]. The
acute dermal LD50 in rabbits ranges from 162 to 315 mg/kg
[8,13]. The compound causes no damage to the skin or
mucous membranes in rats. It is highly toxic via the
inhalation route, with the reported airborne LC50s of 1.3
mg/L and 0.144 mg/L in rats [8,13]. The hamster 4-hour
inhalation LC50 is 0.23 mg/L [8]. Typical of other
organophosphate insecticides, this compound is a
cholinesterase inhibitor. Effects that may occur from
exposure include: increased secretions, difficulty in
breathing, diarrhea, urination, pupil contraction, and
slowness of the heart [74]. At very high doses,
convulsions and coma may ensue. Isofenphos may be more
toxic when it is combined with the insecticide malathion
[74].
- Chronic toxicity: The primary chronic
effect of isofenphos in animals and in humans is
suppression of cholinesterase activity. Doses in the
diets of rats and mice below 0.05 mg/kg/day had no effect
on blood stream (plasma) cholinesterase activity. Rats
and dogs fed 1 mg/kg/day of isofenphos for 3 months
exhibited no compound-related effects. Rats fed low doses
of isofenphos for 2 years showed no effects on
cholinesterase activity related to the compound below the
1 mg/kg/day dose [8]. Repeated doses at 2 mg/kg/day for
90 days did not affect the nerves of the hens. Other
tests on rats, however, showed evidence of nerve damage
after repeated low-level exposures to some
organophosphates [75].
- Reproductive effects: Female rats fed
isofenphos at doses of 0.05 to 5.0 mg/kg/day through
three successive litters exhibited no adverse effects on
reproduction at the lowest dose, but maternal body weight
reductions occurred doses above 0.05 mg/kg/day. At 0.5
mg/kg/day, isofenphos produced decreases in reproductive
success, in some studies but not others [8]. However,
some evidence of abnormalities associated with toxicity
to the developing embryos were reported at 0.15 mg/kg/day
[8]. The available data on reproductive effects due to
isofenphos are inconclusive, but suggest that such
effects are unlikely in humans at expected exposure
levels.
- Teratogenic effects: Pregnant rats fed
low to moderate amounts (0.3 to 3 mg/kg/day) of
isofenphos during gestation had no compound induced
malformations in their offspring [8]. Pregnant rabbits
fed isofenphos over a range of doses 1 to 5 mg/kg/day
during gestation had offspring with no teratogenic
effects [8]. These data indicate that isofenphos is not
teratogenic.
- Mutagenic effects: A number of tests on
the mutagenic potential of isofenphos were all negative
[8,74]. Additional tests using concentrations as high as
3.15 ml/plate confirmed the nonmutagenicity of isofenphos
[8,74].
- Carcinogenic effects: Mice fed
isofenphos at doses of up to 5 mg/kg/day for 2 years in
their food had no dose-related increases in tumors. There
was however, high mortality in all of the groups in the
study, including the controls [74]. Rats fed low to high
doses of isofenphos (0.05 mg/kg/day to 5 mg/kg/day) for 2
years had no treatment-related alterations in thirty
different tissues examined [8,74]. The evidence suggests
that isofenphos is not carcinogenic.
- Organ toxicity: Target organs affected
by isofenphos exposure include the central and peripheral
nervous systems and the blood.
- Fate in humans and animals: Rats, pigs,
and cows all eliminate isofenphos rapidly. Rats excreted
nearly all of the compound in urine and the remaining
small amount in feces within 3 days of the initial
dosing. Pigs eliminated 80% in urine and most of the
remaining amount in feces within a day. Cows had a very
similar pattern of excretion over a 2-day interval. Less
than 1% of the initial dose was detected in the milk [8].
When domestic hens were fed moderate doses of isofenphos
(4 mg/kg/day) for 3 days, a significant amount of the
compound was eliminated within 2 days. Residues of the
compound in the tissues and eggs were less than 3% of the
administered dose. The major residues found in excreta,
tissues, and eggs were isofenphos and isopropyl
salicylate [8]. Though the compound can be temporarily
stored in tissues, the concentrations drop after exposure
to the compound ceases. Rats fed isofenphos at high doses
(15 mg/kg/day) for 6 days had small amounts of the
compound in muscle, liver tissue, fat, and in the
kidneys. Within 5 days after dosing, the concentration in
these tissues had fallen to very low levels [15]. Cows
had a peak blood plasma level 2 hours after the dose.
Levels fell sharply within a day.
Ecological Effects:
- Effects on birds: Isofenphos is highly
toxic to birds. The reported 5-day dietary LC50 in
Japanese quail is 299 ppm [6,14]. In northern bobwhite
quail, the reported acute LD50 is 13 to 19 mg/kg [6]. For
hens, the LD50 ranges between 6 and 20 mg/kg. Red-winged
blackbirds are also susceptible to isofenphos [66].
Laboratory studies on blackbirds and the death of over
100 birds linked to the application of the product
Oftanol, support its toxicity to this species.
- Effects on aquatic organisms: Isofenphos
is moderately toxic to fish. The LC50 values of the
compound for various species of fish are relatively
consistent. The reported 96-hour LD50 values are 2 mg/L
in goldfish, 2 to 4 mg/L in carp, 1 to 2 mg/L in orfe,
and 1 mg/L in rudd [13]. Studies indicate possible
adverse effects on aquatic protozoa at concentrations
exceeding 20 mg/L [76]. The potential of the compound to
significantly bioaccumulate is relatively low. When
channel catfish were exposed to 0.01 mg/L for a month
residues accumulated to 75 times the water concentration
within the first 7 days and only slowly declined during
treatment period. After the end of treatment, fish tissue
residues decreased by 87% within the first day and by 96%
within 10 days. All of the extractable tissue residue was
isofenphos [76].
- Effects on other organisms: No data are
currently available.
Environmental Fate:
- Breakdown in soil and groundwater:
Isofenphos is moderately to highly persistent in the soil
environment. At a normal field-use rate, a single
application of isofenphos had a half-life of 30 to 300
days, with a typical time of 150 days [19]. Isofenphos is
poorly bound to soils, but has a low water solubility
[19]. Isofenphos slowly leaches in all soils and the
breakdown products leach more rapidly. The first step in
the breakdown of the compound requires the presence of
oxygen (oxidation). The products of this process are
isopropyl salicylate and cyclic isofenphos. Degradation
was not greatly influenced by the addition of organic
matter to the soil [77]. The evaporation of breakdown
products accounts for a substantial portion of the loss
of these residues from the soil.
- Breakdown in water: The maximum
concentrations expected as the result of runoff following
a field application of the compound would be very low in
water (0.07 mg/L) and in sediment (0.04 mg/L) [76]. The
rate of its chemical breakdown in the presence of water
(hydrolysis) is markedly increased by acidic or basic
conditions and by increases in temperature. Its breakdown
in the presence of sunlight is very slow.
- Breakdown in vegetation: Plants, such as
corn and onions, absorb isofenphos from the soil and, in
the case of corn, translocate it to plant leaves and
stems. Plants generally transform the compound to its
oxygen analog. The oxygen analog is then moved within the
plant to the upper plant parts where further changes
occur. Cereal grains, leafy and root vegetables, and
edible oil crops grown in soil treated 9 months earlier
can take up the residues of the insecticide even when it
is present at very low concentrations (0.005 mg/kg). The
principal residues found in plants are isofenphos and an
isofenphos-oxygen analog [8].
Physical Properties:
- Appearance: Isofenphos is a colorless
oil at room temperature [13].
- Chemical Name: O-ethyl
O-2-isopropoxycarbonylphenyl
isopropylphosphoramidothioate [13]
- CAS Number: 25311-71-1
- Molecular Weight: 345.40
- Water Solubility: 24 mg/L @ 20 C [13]
- Solubility in Other Solvents: s. in
cyclohexone, toluene, acetone, and diethyl ether [13]
- Melting Point: Less than -12 C [13]
- Vapor Pressure: 0.53 mPa @ 20 C [13]
- Partition Coefficient: Not Available
- Adsorption Coefficient: 600 [19]
Exposure Guidelines:
- ADI: 0.0001 mg/kg/day [38]
- MCL: Not Available
- RfD: Not Available
- PEL: Not Available
- HA: Not Available
- TLV: Not Available
Basic Manufacturer:
Miles, Inc.
8400 Hawthorn Road
P.O. Box 4913
Kansas City, MO 64120
- Phone: 816-242-2429
- Emergency: 800-242-2582
References:
References for the information in this PIP can be found in
Reference List Number 5
DISCLAIMER: The
information in this profile does not in any way replace or
supersede the information on the pesticide product labeling or
other regulatory requirements. Please refer to the pesticide
product labeling.