Oxycarboxine

267.3

267.30

226-066-2

NPU5GBN17X

232673

DTXSID8034792

OFF-WHITE CRYSTALS|White solid

2934999038

80.8

0.772

1.41 g/cu cm

127.5-130 °C

527.6ºC at 760mmHg

100 °C

1.606

1g/L(25 ºC)

0-6°C

4.2X10-8 mm Hg

Oral-Rat LD50: 2000 mg/kg

Combustion produces toxic nitrogen oxide and sulfur oxide gas

Henry's Law constant = 1.1X10-11 atm-cu m/mol at 25 °C (est)

Hydroxyl radical reaction rate constant = 1.3X10-10 cu cm/molec-sec at 25 °C (est)

CORROSIVE

UN3077 (solid)

22-52/53

61

RP4900000

Xn

The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials

Stable, except under highly acidic or highly alkaline conditions

P273

H302-H412

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

USEPA/Office of Pesticide Programs; Reregistration Eligibility Decision Document - Carboxin (and Oxycarboxin). EPA 738-R-04-015 September 2004. Available from the Database Query page at http://cfpub.epa.gov/oppref/rereg /status.cfm?show=rereg as of April 22, 2005. The RED summarizes the risk assessment conclusions and outlines any risk reduction measures necessary for the pesticide to continue to be registered in the U.S.|California Environmental Protection Agency/Department of Pesticide Regulation; Toxicology Data Review Summaries. Available from: http://www.cdpr.ca.gov/docs/toxsums/toxsumlist.htm on Oxycarboxin (5259-88-1) as of April 20, 2005.

|Warning|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P273, P301+P312, P330, and P501|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|Aggregated GHS information provided by 213 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

The current label requires baseline levels of protection: Long pants, long-sleeved shirts, shoes, and socks.

Do not inhale dust or spray mist; avoid contact with skin and mucous membranes|SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

moderately toxic

LD50 Rabbit percutaneous >16000 mg/kg|LD50 Rat (male) oral 5816 mg/kg|LD50 Rat (female) oral 1632 mg/kg|LC50 Rat inhalation >5000 mg/L/4 hr

Oxycarboxin's production may result in its release to the environment through various waste streams(SRC). Oxycarboxin is only registered for use as a fungicide for ornamentals grown in enclosed commercial structures such as greenhouses and its direct release to the environment from this use is unlikely(1). Oxycarboxin has been identified as a degradation product of a related fungicide, carboxin(1); therefore, the use and subsequent degradation of carboxin may result in the indirect release of oxycarboxin in the environment(SRC).

TERRESTRIAL FATE: FIVE DIFFERENT SOILS WERE TESTED FOR PERSISTENCE & DEGRADATION OF CARBOXIN & OXYCARBOXIN. IN ONE SOIL ONLY, BOTH WERE DEGRADED WITH ACCUMULATION OF AMMONIUM & NITRITE. UNDER CONDITIONS OF FORCED CIRCULATION OF AIR & CONTINUOUS PERFUSION, OXYCARBOXIN WAS MORE SUSCEPTIBLE TO DEGRADATION THAN CARBOXIN. UNDER SIMULATED RICE FIELD CONDITIONS, CONVERSION OF CARBOXIN TO ITS SULFOXIDE & TO NONTOXIC DERIVATIVE OF OXYCARBOXIN WAS OBSERVED IN ALL SOILS. IN ORGANIC MATTER FREE SOIL DEGRADATION WAS DELAYED. ON THREE FORMS OF MONOIONIC CLAYS, CARBOXIN WAS RAPIDLY CONVERTED TO ITS SULFOXIDE BUT OXYCARBOXIN WAS TRANFORMED TO AN UNIDENTIFIED DERIVATIVE.|TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 20(SRC), determined from a structure estimation method(2), indicates that oxycarboxin is expected to have very high mobility in soil(SRC). Volatilization of oxycarboxin from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.1X10-11 atm-cu m/mole(SRC), derived from its vapor pressure, 4.2X10-8 mm Hg(3), and water solubility, 1400 mg/L(3). Oxycarboxin is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). The half-life of oxycarboxin has been reported to range from about 2.5 to 8 weeks in soils(3).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 20(SRC), determined from a structure estimation method(2), indicates that oxycarboxin is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 1.1X10-11 atm-cu m/mole(SRC), derived from its vapor pressure, 4.2X10-8 mm Hg(4), and water solubility, 1400 mg/L(4). According to a classification scheme(5), an estimated BCF of 3(SRC), from a log Kow of 0.77(4) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low. The hydrolysis half-life of oxycarboxin was reported as 44 days at pH 6 and 25 °C(4). Oxycarboxin may be subject to indirect photolysis in sunlit surface waters containing humic and fulvic acids which act as photosensitizing agents(7). Oxycarboxin solutions containing 1 ppm humic or fulvic acids were photodegraded approximately 25% following 8 hours of irradiation with simulated sunlight and approximately 20% photodegradation was observed for oxycarboxin solutions containing soil suspensions(7).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), oxycarboxin, which has a vapor pressure of 4.2X10-8 mm Hg at 25 °C(2), is expected to exist primarily in the particulate phase in the ambient atmosphere. Particulate-phase oxycarboxin may be removed from the air by wet and dry deposition(SRC).

The hydrolysis half-life of oxycarboxin was reported as 44 days at pH 6 and 25 °C(1). Less than 10% photodegradation was observed when oxycarboxin solutions were exposed to light > 290 nm for 8 hours; however, this reaction was shown to be enhanced with the addition of humic and fulvic acids which act as photosensitizing agents(2). Oxycarboxin solutions containing 1 ppm humic or fulvic acids were photodegraded approximately 25% following 8 hours of irradiation with simulated sunlight and approximately 20% photodegradation was observed for oxycarboxin solutions containing soil suspensions(2).

An estimated BCF of 3 was calculated for oxycarboxin(SRC), using a log Kow of 0.77(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

95.50 L/kg|Using a structure estimation method based on molecular connectivity indices(1), the Koc for oxycarboxin can be estimated to be 20(SRC). According to a classification scheme(2), this estimated Koc value suggests that oxycarboxin is expected to have very high mobility in soil.

The Henry's Law constant for oxycarboxin is estimated as 1.1X10-11 atm-cu m/mole(SRC) derived from its vapor pressure, 4.2X10-8 mm Hg(1), and water solubility, 1400 mg/L(1). This Henry's Law constant indicates that oxycarboxin is expected to be essentially nonvolatile from water surfaces(2). Oxycarboxin is not expected to volatilize from dry soil surfaces(SRC) based upon vapor pressure(1).

Occupational exposure to oxycarboxin may occur through inhalation and dermal contact with this compound at workplaces where it is produced or used. Since oxycarboxin is only registered for use on ornamentals in enclosed structures such as greenhouses and can only be applied by commercial applicators utilizing hand held equipment(1), exposure to the general population is expected to be low(SRC).

In plants carboxin and its metabolite, carboxin sulfoxide, are absorbed by germinating seeds /and/ moved upward in the plant, traveling with the transpiration system and moving into the lower stem and first leaves of the plant. Carboxin does not redistribute into new growth as the plant matures, and is not found in seeds or upper leaves of crops grown from treated seeds. Oxycarboxin is more stable in plants than carboxin but it is distributed in a similar manner.|/Oxycarboxin is/ ... excreted in urine and feces.

The most prominent metabolites /of oxycarboxin/ result from the opening of the oxathiin ring.|When bean plants were exposed to oxycarboxin, four degradation products found in the plants and solution in which the plants were incubated were identified as: 2-(2-hydroxyethylsulfonyl)acetanilide, 4-phenyl-3-thiomorpholinone-1,1-dioxide, 2-(vinylsulfonyl)acetanilide.

The half-life of oxycarboxin in soil is 2-8 weeks with the most prominent metabolites resulting from the opening of the oxathiin ring.

Oxycarboxin inhibited the growth of rhizobia in vitro at concentration of 19 ug/mL. Growth inhibition appeared to be primarily due to inhibition of respiration. The effect of oxycarboxin was more pronounced on RNA. Inhibition was transitory and the bacterium overcame this initial inhibition without mutation.|/Oxycarboxin inhibits/ oxidative metabolism and succinic dehydrogenase in mitochondria of liver and bone.|Oxycarboxin inhibits oxidative metabolism and specifically succinate dehydrogenase activity in both fungal and vertebrate mitochondria, but the potency was much higher against the enzyme from the target species (Rhizoctonia solani, I50 = 6.8 uM; Ustilago maydis, I50 = 8.0 uM) than vertebrates (rat and mouse liver , I50 = 50-100 uM). It is less potent than carboxin as an inhibitor of complex II in both fungi and vertebrates.

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/

5,6-dihydro-2-methyl-1,4-oxathiin-3-carboxanilide 4,4-dioxide

Emulsifiable concentrate, wettable powder|Technical grade is >/=97% pure.|Products: Plantvax; Carboject. Discontinued products: Ringmaster.

In the U.S., there are two products containing oxycarboxin: A technical product and an end-use product. Both products are supported by Crompton Corporation. The single oxycarboxin end-use product (Plantvax 75W, EPA Registration Number 400-144) is a wettable powder fungicide to be used as a foliar spray for control of rust diseases of ornamentals grown in enclosed commercial structures such as greenhouses, shadehouses and interiorscapes. It can only be applied by commercial applicators utilizing hand held equipment.|INTRODUCED IN 1966 BY UNIROYAL AS AN EXPERIMENTAL SYSTEMIC SEED TREATMENT FUNGICIDE. FIRST DESCRIBED BY B VON SCHMELING & M KULKA, SCI 152: 659 (1966); ... US PATENTS 3,399,214 & 3,402,241. ... INCOMPATIBILITIES: COMPATIBLE WITH ALL BUT HIGHLY ACIDIC OR BASIC PESTICIDES. EFFECTIVE SYSTEMIC FUNGICIDE THAT CONTROLS BY SEED, SOIL, OR FOLIAR TREATMENT THE RUSTS OF SMALL GRAINS, VEGETABLES & ORNAMENTALS. SUGGESTED RATES 1.5 TO 4.0 LB PER ACRE FOR FOLIAR AND SOIL TREATMENTS.

A PROCEDURE FOR DETERMINATION OF TECHNICAL OXYCARBOXIN IN COMMERCIAL PRODUCTS BY INFRARED SPECTROPHOTOMETRY IS PRESENTED. CHLOROFORM WAS USED AS THE SOLVENT. A GLC PROCEDURE FOR QUALITATIVE ANALYSIS WAS ALSO EMPLOYED.|GLC METHOD USING NITROGEN SELECTIVE DETECTOR IS DESCRIBED FOR DETERMINATION OF OXYCARBOXIN RESIDUES IN GRAINS.|NINETY FIVE PESTICIDAL & RELATED COMPOUNDS, INCL OXYCARBOXIN, WERE CLASSIFIED BASED ON RF VALUES ON TLC.|PHENYLAMIDE PESTICIDES INCLUDING OXYCARBOXIN WERE DETERMINED IN NATURAL WATER BY ACID HYDROLYSIS, FOLLOWED BY DIAZOTIZATION OF THE RESULTING ANILINES, & COUPLING WITH ALPHA-NAPHTHOL TO YIELD AZO DYES. COLORIMETRY WAS CARRIED OUT. SENSITIVITY WAS 0.02 MG/L.|Product analysis by hplc or by i.r. spectrometry ... Residue analysis by hydrolysis and determination of the aniline so formed by glc

Agrochemicals -> Fungicides|Environmental transformation -> Pesticide transformation products (metabolite, successor)

Oxycarboxin is a known environmental transformation product of carboxin.|Carboxin sulfone M0 is a known environmental transformation product of Carboxin.