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EXTOXNET primary files maintained and archived at Oregon State
University
Revised June 1996
Methoxychlor
Trade and Other Names:
Trade names for methoxychlor include Chemform, Dimethoxy-DT,
DMDT, ENT 1716, Higalmetox, Methoxychlore, Marlate, Methoxy-DDT,
OMS 466 and Prentox.
Regulatory Status:
Methoxychlor is a practically nontoxic compound in EPA toxicity
class IV. It is a General Use Pesticide (GUP), and labels for
products containing it must bear the Signal Word CAUTION.
Chemical Class:
organochlorine
Introduction:
Methoxychlor is an organochlorine insecticide effective against a
wide range of pests encountered in agriculture, households, and
ornamental plantings. It is registered for use on fruits,
vegetables, forage crops, and in forestry. Methoxychlor is also
registered for veterinary use to kill parasites on dairy and beef
cattle.
Methoxychlor is one of a few organochlorine pesticides that
have seen an increase in use since the ban on DDT in 1972. It is
quite similar in structure to DDT, but has relatively low
toxicity and relatively short persistence in biological systems.
It is available in wettable and dustable powders, emulsifiable
conentrates, granules, and an aerosol. It may be found in
formulations with malathion, parathion, piperonyl butoxide, and
pyrethrins.
Formulation: It is
available in wettable and dustable powders, emusifiable
concetnrates, granules, and as an aerosol. It may be found in
formulations with malathion, parathion, piperonyl butoxide, and
pyrethrins.
Toxicological Effects:
- Acute toxicity: Methoxychlor is
practically nontoxic via the oral route, with reported
oral LD50 values of 5000 to 6000 mg/kg in rats [2,9],
1850 mg/kg in mice and 2000 mg/kg in hamsters [2]. The
lowest oral dose that can cause lethal effects in humans
is estimated to be 6400 mg/kg, and the lowest dose
through the skin that produces toxic effects in humans is
2400 mg/kg based on behavioral symptoms [17]. It is
reportedly slightly to practically nontoxic dermally,
with a reported dermal LD50 in rabbits of greater than
2000 mg/kg [9]. Symptoms of high acute exposure include
central nervous system depression, progressive weakness,
and diarrhea [2]. Extremely high doses can cause death
within 36 to 48 hours.
- Chronic toxicity: Rats fed methoxychlor
at doses of 500 mg/kg/day for 2 years showed practically
no weight gain, but this was attributed to refusal of
food rather than any toxic effects of the compound
[2,17]. At doses of 1500 mg/kg/day in rats, severe
reductions in weight appeared, and most animals died
within 45 days [2]. Rabbits were more susceptible than
rats; doses of 200 mg/kg/day were fatal in most cases
within 15 days [2]. Data from experiments in dogs are
contradictory; dogs experienced weight loss at
approximately 25 mg/kg/day over 6 months, and doses of 50
mg/kg/day caused convulsions and subsequent death in some
animals within 9 weeks [2]. In other studies, dogs fed up
to 300 mg/kg/day in the diet for 1 year, and about 63
mg/kg/day by stomach tube for 5 months showed no signs of
injury or observable effects [2]. Massive doses in swine,
rats, and monkeys produced pathological changes in liver,
kidney, mammary glands, and uteri. Other data suggest
that the liver effects in rats may be temporary, and one
study showed no effects on the liver in rats [2]. Human
volunteers taking oral doses up to 2.0 mg/kg/day for 8
weeks showed no detectable effects on overall health,
blood and enzyme biochemistry and no observable changes
in bone marrow, liver, small intestine, or testes [2].
- Reproductive effects: Available evidence
suggests that high doses of technical methoxychlor (88 to
90% pure) or its metabolites may have estrogenic or
reproductive effects [2]. In rats, dietary doses of about
125 mg/kg/day reduced mating, and many did not produce
litters [2]. Rats fed doses of about 50 mg/kg/day had
normal fertility and fecundity, but their offspring had
abnormal reproductive functioning [2]. Male and female
weanling rats fed methoxychlor through puberty and mating
had normal fertility overall, but female rats had reduced
fertility when paired with untreated males [2]. In mice,
200 mg/kg/day administered on days 6 to 15 of pregnancy
decreased fertility and birthweight [2]. Testicular
atrophy was observed in rats at levels of approximately
500 mg/kg/day over an unspecified period, but not in dogs
at doses of 100 mg/kg/day [2]. Wistar rats given 100
mg/kg/day for 14 (females) to 70 (males) days showed
pathological changes in reproductive tissues [2]. It is
unlikely that methoxychlor will cause reproductive
effects in humans at expected exposure levels.
- Teratogenic effects: In mice, 200
mg/kg/day administered on days 6 to 15 of pregnancy
resulted in delayed ossification and wavy ribs in the
offspring [2]. When a methoxychlor formulation containing
50% active ingredient and 50% unknown compounds was
administered to pregnant female rats, adverse effects on
the fetus occurred only at doses large enough to be toxic
to the dams [65]. At 400 mg/kg/day, the pesticide killed
rat embryos [65]. These suggest that teratogenic effects
in humans are unlikely under normal conditions.
- Mutagenic effects: Most mutation assays
have proven to be negative [65]. There is no convincing
evidence that methoxychlor is toxic to genetic material.
- Carcinogenic effects: Tumor incidence
was statistically similar in unexposed rats and those
given as much as 80 mg/kg/day over 2 years [2]. Dogs
given about 250 mg/kg/day over an unspecified period did
not show evidence of tumors [17]. Two strains of mice
were fed diets containing up to approximately 90
mg/kg/day methoxychlor for 2 years showed no significant
incidence of liver tumors, but one strain did have
increased testicular tumors [17]. In rats, about 25
mg/kg/day produced slight increases in liver cancers. The
data suggest that methoxychlor is unlikely to show
carcinogenic activity in humans .
- Organ toxicity: Central nervous system
depression occurs with acute exposure; data from animals
studies indicate that target organs for methoxychlor
include the kidneys, liver, mammary glands, and uterus.
- Fate in humans and animals: Available
evidence suggests that methoxychlor does not accumulate
to any significant degree in fat or other tissues of
mammals. At high dietary doses in rats, storage was
minimal over the 18-week course of the study, and
nondetectable within 2 weeks after the study [2]. Mice
excreted 98.3% of a single oral 50 mg/kg dose in urine
and feces within 24 hours [2]. The major metabolites in
mouse feces and urine were the monophenol and bisphenol
[2,9]. Other metabolites (e.g., dihydroxybenzophenone)
were also present, but are not the primary metabolites
[2,9]. These compounds are typically eliminated in a
conjugated form (i.e., bound to an innocuous molecule,
such as glutathione, sulfate, etc.) [2]. It is thought
that these metabolites may form reactive intermediates if
not successfully conjugated and eliminated [2]. Lactating
cows treated twice in 14 days with sprays of 0.25 to 0.5%
methoxychlor (2 quarts per animal) had residues of 2 to 3
ppm in milk. After 14 days, levels were at the limit of
detection (0.005 ppm) [17].
Ecological Effects:
- Effects on birds: Methoxychlor is
slightly toxic to bird species, with reported acute oral
LD50 values of greater than 2000 mg/kg in the mallard
duck, sharp-tailed grouse, and California quail [53]. The
reported 5-day dietary LC50 in Japanese quail is greater
than 5000 ppm. Reported 8-day LC50 values are greater
than 5000 ppm in bobwhite quail and ring-necked pheasants
[9]. Dietary levels of as high as about 145 mg/kg/day had
no effects on reproductive function of male and female
chickens over 8 to 16 weeks [2].
- Effects on aquatic organisms:
Methoxychlor is very highly toxic to fish and aquatic
invertebrates. Reported 96-hour LC50 values (for the
technical grade material, ca. 90% pure) are less than 20
ug/L for cutthroat trout, atlantic salmon, brook trout,
lake trout, northern pike, and large mouth bass [55].
Reported LC50 values are between 20 and 65 ug/L in
rainbow trout, goldfish, fathead minnow, channel catfish,
bluegill, and yellow perch [55]. Aquatic invertebrates
with 96- or 48-hour LC50 values of less than 0.1 mg/L
include Daphnia, scuds, sideswimmers, and stoneflies
[55]. Predicted bioconcentration factors were the highest
in the mussel (12,000) and in the snail (8570) [66]. This
indicates that methoxychlor would accumulate in aquatic
organisms that do not rapidly metabolize the compound.
Practically no metabolism was seen in Daphnia or mayflies
[55]. Fish reportedly break down methoxychlor fairly
rapidly and thus tend not to accumulate it appreciably
[12], but this may vary according to species and/or
life-stage. No magnification of residues was observed in
largemouth bass fingerlings fed contaminated Daphnia, and
no evidence of metabolism was seen in rainbow trout [55].
- Effects on other organisms: The compound
is nontoxic to bees [9].
Environmental Fate:
- Breakdown in soil and groundwater:
Methoxychlor is very persistent in soil, with a reported
representative half-life of approximately 120 days [14].
However, rates may be as fast as 1 week in some
instances. Methoxychlor degrades much more rapidly in
soil that has a supply of oxygen (aerobic) than in soil
without oxygen (anaerobic). Methoxychlor is tightly bound
to soil and is insoluble in water, so it is not expected
to very mobile in moist soils [9,14]. Actual mobility
will depend on site-specific factors (e.g., soil organic
matter and rainfall). The risk to groundwater should be
slight, but may be greater if application rates are very
high, or the water table is very shallow [17]. Movement
of the pesticide is more likely via adsorption to
suspended soil particles in runoff. In the EPA pilot
groundwater survey, methoxychlor was found in a number of
wells in New Jersey (not quantified) and at extremely low
concentrations (from 0.1 to 1.0 ng/L, or ppt) in water
from the Niagara River, the James River, and a Lake
Michigan tributary [65].
- Breakdown in water: Methoxychlor is
practically insoluble in water, and so will most likely
reach surface waters via runoff as described above. In
hydrosoils (sediments in an aquatic environment),
degradation of methoxychlor to methoxychlor olefin (MDE)
occured only under aerobic conditions [55]. In open water
the major products of breakdown in a neutral solution are
anisoin, anisil, and p,p-dimethoxydichloroethene (DMDE).
The half-life in distilled water is 37 to 46 days but in
some river waters the half-life may be as rapid as 2 to 5
hours [9,17]. Methoxychlor evaporates very slowly, but
the evaporation may contribute to the cycling of the
product in the environment [12].
- Breakdown in vegetation: On mature
soybean foliage, the washoff rate was 8% per cm of
rainfall, with a total of 33.5% washoff for a season
[17]. Dislodgeable residues account for less than 1% of
the amount applied.
Physical Properties:
- Appearance: Pure methoxychlor is a
colorless crystalline solid; technical methoxychlor (88
to 90% pure) is a grey powder [9].
- Chemical Name:
1,1,1-trichloro-2,2-bis(4-methoxyphenyl)ethane [9]
- CAS Number: 72-43-5
- Molecular Weight: 345.65
- Water Solubility: 0.1 mg/L @ 25 C [9]
- Solubility in Other Solvents: v.s. in
most organic solvents [9]
- Melting Point: 77 C (technical product)
[9]
- Vapor Pressure: Very low [9]
- Log P: Not Available
- Partition Coefficient: 80,000 [14]
Exposure Guidelines:
- ADI: 0.1 mg/kg/day [27]
- MCL: 0.04 mg/L [8]
- RFD: 0.005 mg/kg/day [8]
- PEL: Not Available
- HA: Not Available
- TLV: 10.0 mg/m3 (8-hour) [56]
Basic Manufacturer:
Drexel Chemical Company
1700 Channel Avenue
Memphis, TN 38113
- Phone: 901-774-4370
- Emergency: Not Available
References:
References for the information in this PIP can be found in
Reference List Number 6
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.