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Revised June 1996
Quintozene, PCNB
Trade and Other Names:
The common name for PCNB (Pentachloronitrobenzene) is Quintozene.
Trade or other names for PCNB or products containing it include
Avicol, Botrilex, Brassicol, Earthcide, Folosan, Kobu, Kobutol,
Pentachloronitrobenzene, Pentagen, Saniclor, Terraclor, Terrazan,
Tilcarex, Tri-PCNB, Triquintam, Tritisan, Tubergran, and
Turfcide.
Regulatory Status:
Pentachloronitrobenzene is a slightly toxic compound in EPA
toxicity class III. Labels for products containing PCNB must bear
the Signal Word CAUTION. Most products containing PCNB have been
cancelled for use in the U.S.
Chemical Class:
organochlorine
Introduction:
PCNB is a organochlorine fungicide used as a seed dressing or
soil treatment to control a wide range of fungi species in such
crops as potatoes, wheat, onions, lettuce, tomatoes, tulips,
garlic, and others. Depending on the producer and the
manufacturing procedure, PCNB impurities can include
hexachlorobenzene, pentachlorobenzene, and
tetrachloronitrobenzene. The fungicide is often used in
combination with insecticides and fungicides including carbaryl,
imazalil, tridimenol, etridiazole, and fuberidazole. It is
available as a dustable or wettable powder, in granular form,
emulsifiable concentrate, and seed treatment.
Formulation: The
fungicide is often used in combination with insecticides and
fungicides, including carbaryl, imazalil, tridimenol,
etridiazole, and fuberidazole. It is available as a dustable or
wettable powder, in granular form, emulsifiable concentrate, and
seed treatment.
Toxicological Effects:
- Acute toxicity: PCNB is a slightly toxic
compound via oral administration. The reported oral LD50
values for test animals are 1710 mg/kg in male rats, 1650
mg/kg in female rats, and 800 mg/kg in rabbits [7,9]. A
single oral administration of over 2500 mg/kg in dogs
reportedly caused no fatal response [7]. It is slightly
toxic via inhalation as well, with a reported 4-hour
inhalation LC50 of 6.49 mg/L [9]. PCNB is slightly toxic
via the dermal route with reported dermal LD50 values of
2000 to 4000 mg/kg in rats [17]. A dermal dose of 4000
mg/kg in rabbits did not result in observable signs of
toxicity or skin irritation [7]. Humans exhibited no skin
irritation after a single 48-hour contact, but a second
exposure (2 weeks later) elicited a sensitivity reaction
in 13 of 50 of the test subjects, indicating a potential
for skin sensitization [7]. No reports of skin
sensitization have been reported from nonexperimental
exposures [7]. It has a potential for eye irritation, and
has caused a reversible case of conjunctivitis with some
corneal injury [7,17]. Administration of 1600 mg/kg to
cats caused disruption of normal transport of oxygen by
hemoglobin (methemoglobin), as well as changes in red
blood cells [7]. If these effects occur in humans as a
result of very high acute exposure, the likely effects
could include fatigue, possible dizziness, and lethargy.
It seems unlikely, based on the reported levels of
methemoglobin (a maximum of about 11%), that loss of
consciousness or brain anoxia could occur [7,17].
- Chronic toxicity: Rats fed diets of
about 275 mg/kg/day PCNB over 3 months experienced
reduced body weights and growth rates [7]. These effects
were seen in males at only half that dose [7]. At doses
of about 35 mg/kg/day, both sexes of rats showed
increased relative liver weights, and males had elevated
relative liver weights at doses as low as 3.5 mg/kg/day
[7]. In a rat study over the course of 2 years, the sex
differences in reduced weight gain were reversed, and the
females showed reduced weight gain at doses at which
males did not [7]. These decreases in either sex were not
markedly different at low and high doses, and did not
show a strong relationship to PCNB dose [7]. Dogs showed
no growth effects at doses of 20 mg/kg/day, but there was
some enlargement in liver cells [7]. In another study in
dogs, impairment of liver bile production and fat
metabolism was observed at doses of slightly more than
3.5 mg/kg/day, but no adverse effects were seen at about
0.6 mg/kg/day [7].
- Reproductive effects: A three-generation
study of rats fed PCNB doses of 25 mg/kg/day (and higher
for weanlings) showed no effects from the treatment [7].
Between the treatment and control groups of rats, there
were no differences in numbers and positions of
implantations, dead/resorbed fetuses, litter size or
fetal sex ratios at maternal doses as high as 125
mg/kg/day on days 6 to 15 of pregnancy [7]. Similar
findings (lack of reproductive effects) were observed in
another rat study at doses up to 200 mg/kg/day on
unspecified days [7]. PCNB does not appear to cause
reproductive effects.
- Teratogenic effects: There were no
increases in visceral or skeletal abnormalities or birth
weights at maternal doses as high as 125 mg/kg/day on
days 6 to 15 of pregnancy [7]. Findings of missing
kidneys and cleft palate in mice at maternal doses of 500
mg/kg/day on days 7 to 11 of gestation may have been
attributable to the presence of hexachlorobenzene in the
test product (at a level of 11%, or approximately 55
mg/kg/day) [7,17]. The data indicate that PCNB is not
teratogenic.
- Mutagenic effects: No significant
increases in mutation rates were observed in mice
following injection of PCNB just underneath the skin [7].
The dominant lethal assay for mutation in mice was also
negative. It has been observed to increase frequency of
mutation in E. coli, but it is not clear whether the
underlying mutation rate changed or PCNB interfered with
DNA repair processes in the cells [7]. It appears that
PCNB is either nonmutagenic or weakly mutagenic, and it
is unlikely that mutagenic effects would be seen in
humans under normal circumstances.
- Carcinogenic effects: The maximum
tolerated dosage of about 464 mg/kg/day from day 7 to 28
and about 150 mg/kg/day for 78 weeks (when they were
sacrificed) resulted in increased production of liver
tumors in mice [7]. Under slightly different conditions,
the same results were obtained, also in mice [7]. It is
possible that these studies were performed with PCNB
samples which may have contained hexachlorobenzene, which
may have contibuted to the observed increases. There is
insufficient information to determine the carcinogenic
potential of PCNB.
- Organ toxicity: The main target organ,
following chronic exposure to PCNB, is the liver. Acute
effects may occur in the red blood cells and hemoblobin
in the circulatory system.
- Fate in humans and animals: PCNB is very
rapidly absorbed from the gastrointestinal tract of
monkeys [7]. The speed and thoroughness of absorption
varies among species. In mammals, PCNB is eliminated
unchanged in the feces or as metabolites in urine [7].
While PCNB metabolism may be fairly rapid, the metabolism
of the common contaminants of PCNB (hexa- and
pentachlorobenzene) may be much slower [7]. The major
metabolites are pentachloroaniline, pentachlorophenol,
pentachloroanisole, which may be stored in body fat [9].
Storage of PCNB in the tissues did not occur in rats,
dogs, or cows. Eggs from chickens fed low doses of PCNB
in their diets were considered safe for human
consumption. Only trace amounts were found in the milk of
cows fed 25 mg/day [17].
Ecological Effects:
- Effects on birds: PCNB is practically
nontoxic to bird species; the reported acute oral LD50
values were greater than 2000 mg/kg in mallards and
pheasants, and 170 mg/kg in bobwhite quail [17,53]. No
tissue buildup was observed, and no lesions were found on
internal organs [17].
- Effects on aquatic organisms: PCNB is
highly toxic to fish, with reported LC50 values of 0.55
mg/L in rainbow trout and 0.1 mg/L in bluegill sunfish
[17]. However, other data suggest that it may be less
toxic; a water concentration of 1.2 mg/L (its solubility
limit in water) reportedly caused no fatalities in
rainbow trout and golden orfe [9]. PCNB has been shown to
accumulate in aquatic animals and in aquatic plants [68].
- Effects on other organisms: The compound
is nontoxic to bees when used as directed [9].
Environmental Fate:
- Breakdown in soil and groundwater: PCNB
is of varying persistence in the environment; various
half-lives in soil have been reported, ranging from less
than 3 weeks to over a year [68]. The soil type is the
main source of variation, with more rapid breakdown
occurring in sandier soils [68]. Metabolites in the soil
include pentachloroaniline, pentachlorobenzene,
hexachlorobenzene, and pentochlorothioanisole [12]. These
will persist for 2 or 3 years. PCNB is lost mainly
through either evaporation or biotransformation [68].
Under oxygenated conditions, many soil bacteria aid in
the breakdown of this product [68]. PCNB shows an
appreciable capacity for soil binding, and is not
expected to be extensively mobile in most soils [12,14].
Even very low mobility of a highly persistent compound,
though, can result in appreciable movement over time.
PCNB has been found in very low amounts in well water in
Ohio and in groundwater in California, Missouri, and
Texas, and Ontario, Canada [12].
- Breakdown in water: PCNB is unchanged by
sunlight, and is stable in acidic and neutral solutions
[9,12]. It is rapidly adsorbed to sediments and suspended
solids, absorbed by biota, and volatilized out of the
water column, with an estimated half-life of 1.8 to 5
days [12].
- Breakdown in vegetation: Plants take up
PCNB from both soil and water, and it may be translocated
throughout the plant [17]. Major breakdown products in
plants may include pentachloroaniline and
methylthiopentachlorobenzene [9]. One week after young
cotton plants were treated with 300 ppm PCNB, they
contained 91 ppm of the parent compound and 2.0 ppm
pentachlorobenzene, 2.77 ppm hexachloro-benzene, 0.65 ppm
aniline, 1.36 ppm sulfide, and traces of other
metabolites [17].
Physical Properties:
- Appearance: PCNB is a pale yellow
crystalline solid at room temperature [9].
- Chemical Name: pentachloronitrobenzene
[9]
- CAS Number: 82-68-8
- Molecular Weight: 295.34
- Water Solubility: 0.44 mg/L @ 20 C [9]
- Solubility in Other Solvents: v.s. in
alcohols, benzene, and chloroform [9]
- Melting Point: 144 C [9]
- Vapor Pressure: 6.6 mPa @ 20 C [9]
- Partition Coefficient: 4.46 [17]
- Adsorption Coefficient: 5000 (estimated)
[14]
Exposure Guidelines:
- ADI: 0.007 mg/kg/day [8]
- MCL: Not Available
- RFD: 0.003 mg/kg/day [8]
- PEL: Not Available
- HA: Not Available
- TLV: 0.5 mg/m3 (8-hour) [56]
Basic Manufacturer:
Uniroyal Chemical Co., Inc.
Benson Road
Middelbury, CT 06749
- Phone: 203-573-2000
- Emergency: 203-723-3670
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.