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| | ETRIDIAZOLE Basic information |
| | ETRIDIAZOLE Chemical Properties |
| Melting point | 19.9°C | | Boiling point | 254.65°C (rough estimate) | | density | 1.503 | | vapor pressure | 1.43 Pa (25 °C) | | refractive index | 1.5650 (estimate) | | Fp | 154.5 °C | | storage temp. | 0-6°C | | solubility | DMSO (Sparingly), Methanol (Slightly) | | form | Liquid | | pka | 2.77 (very weak base) | | Water Solubility | 117 mg l-1(25 °C) | | color | Colourless | | InChIKey | KQTVWCSONPJJPE-UHFFFAOYSA-N | | LogP | 3.370 | | CAS DataBase Reference | 2593-15-9 | | EPA Substance Registry System | Etridiazole (2593-15-9) |
| | ETRIDIAZOLE Usage And Synthesis |
| Description | Etridiazole (20) was first described in 1969 and is a
contact fungicide for control of soilborne diseases caused
by Pythium and Phytophthora. Formulated as a WP
(Terrazole), etridiazole may be used in a preventive
program for control of Pythium blight in turf and of
damping-off in ornamentals. It is also formulated in
mixture with pentachloronitrobenzene (quintozene) as
Terraclor Super X, which is applied in-furrow to cotton
for control of seedling diseases (Rhizoctonia, Pythium,
Fusarium). Application rates in cotton are equivalent to 1
to 1.5 and 0.26 to 0.39 kg ai ha?1 for PCNB and etridiazole,
respectively. | | Chemical Properties | Pale-yellow liquid when pure or reddish-brown
liquid or semisolid as a technical product. Mild odor.
| | Uses | Etridiazole is a contact fungicide with protective and curative
action that is used to control Phytophthora and Pythium spp. in ornamentals,
cotton, peanuts, vegetables and turf. | | Uses | 5-Ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole is a fungicide that can be incorporated into the soil or compost to control Phytophthora spp. and Pythium spp. Useful in cannabis testing kits as a component of pesticide mixes (P698235). | | Definition | ChEBI: A member of the class of thiadiazoles that is 1,2,4-thiadiazole which is substituted at positions 3 and 5 by trichloromethyl and ethoxy groups, respectively. A fungicide, it has been used particularly for the control of Phytophthora and <ital Pythium species in soils. | | Agricultural Uses | Fungicide: Etridiazole is a fungicide used in some countries
as a seed treatment on barley, beans, corn, cotton, peanuts,
peas, sorghum, soybeans, safflower, and wheat. It is
also used on cotton for in-furrow application at planting,
on ornamental plants and shrubs by horticultural nurseries,
on non-bearing citrus and non-bearing coffee, and
for golf course fairways, tees and greens. Some states
hold Special Local Need registrations for use on tobacco
transplants. | | Trade name | AATERRA®; BANROT® (With
Thiophanate-methyl); DWELL®[C]; ETHAZOLE®;
4-WAY®; KOBAN®; MF-344®; OLIN MATHIESON®
2,424; OM® 2424; PANSOIL®; TERRACHLOR-SUPER X® (with Pentachloronitrobenzene); TERRACLOR SUPER
X® (with Pentachloronitrobenzene); TERRACOAT®;
TERRAFLO®; TERRAMASTER®; TRUBAN® | | Potential Exposure | Aromatic hydrocarbon; Thiazole fungicide Etridiazole is a fungicide used in some countries as
a seed treatment on barley, beans, corn, cotton, peanuts,
peas, sorghum, soybeans, safflower, and wheat. It is
also used on cotton for in-furrow application at planting, on
ornamental plants and shrubs by horticultural nurseries, on
nonbearing citrus and nonbearing coffee, and for golf
course fairways, tees and greens. Some states hold Special
Local Need registrations for use on tobacco transplants | | Metabolic pathway | The main metabolic pathways of etridiazole in mammals are dechlorination
of the 3-trichloromethyl moiety followed by oxidation yielding
the carboxylic acid derivative or glutathione-mediated dechlorination.
Catabolism of the glutathione conjugate via the mercapturic acid pathway
affords the cysteine conjugate that is in turn N-acetylated to give the
mercapturic acid. | | Shipping | UN2810 Toxic liquids, organic, n.o.s., Hazard
Class: 6.1; Labels: 6.1-Poisonous materials, Technical
Name Required. Military driver shall be given full and
complete information regarding shipment and conditions in
case of emergency. AR 50-6 deals specifically with the
shipment of chemical agents. Shipments of agent will be
escorted in accordance with AR 740-32. | | Degradation | The DT50 for hydrolysis of etridiazole is 103 days (25 °C, pH 6). The compound
was hardly decomposed at 20 °C by sunlight over 7 days (PM).
The rate of hydrolysis of etridiazole increased with pH and temperature
and the only product was 3-carboxy-5-ethoxy-1,2,4-thiadiazole (2) (EPA,
1980). | | Toxicity evaluation | Etridiazole has low acute toxicity toward mammals
(rat: oral LD50 1,100 mg/kg; rabbit: dermal LD50 >
5,000 mg/kg; rat: inhalation LC50 (4 h) 5.7 mg/L), and
birds (mallard duck: LC50 1,650 mg/kg; bobwhite quail:
LC50 > 5,000 mg/kg). It is also nonteratogenic. However,
chronic administration to rats was associated with an
increased incidence of thyroid follicular cell tumors, and
etridiazole (Terrazole) is included by the EPA in its list of
Group B2 carcinogens.
The only noteworthy ecotoxicological effect concerns
the aquatic toxicity of the combination product, Terraclor
Super X, which is highly toxic towards both fish and
Daphnia. However, this can be attributed more to the
PCNB component (bluegill sunfish: LC50 0.1 mg/L, EPA
designation “highly toxic”) than to etridiazole (LC50
3.27 mg/L, “moderately toxic”). Risk in practice would be mitigated by the use pattern of the product involving
in-furrow soil application. | | Incompatibilities | Diazo compounds can detonate. This
applies in particular to organic azides that have been sensitized by the addition of metal salts or strong acids. Toxic
gases are formed by mixing materials of this class with
acids, aldehydes, amides, carbamates, cyanides, inorganic
fluorides, halogenated organics, isocyanates, ketones,
metals, nitrides, peroxides, phenols, epoxides, acyl halides,
and strong oxidizing or reducing agents. Flammable gases
are formed by mixing materials in this group with alkali
metals. Explosive combination can occur with strong oxidizing agents, metal salts, peroxides, and sulfides. This
chemical is sensitive to prolonged exposure to heat. This
chemical is incompatible with strong oxidizing agents | | Waste Disposal | Incineration would be an
effective disposal procedure where permitted. If an efficient
incinerator is not available, the product should be mixed
with large amounts of combustible material and contact
with the smoke should be avoided. In accordance with
40CFR165, follow recommendations for the disposal of
pesticides and pesticide containers |
| | ETRIDIAZOLE Preparation Products And Raw materials |
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