Imazapic

275.3

275.30

600-521-9

DTXSID5034270

Off-white to tan powder

29333990

91.65000

0.97

1.31±0.1 g/cm3(Predicted)

204-206 deg C

434.2ºC at 760 mmHg

216.4ºC

1.621

In deionized water, 2150 ppm at 25 deg C

Cleanup: Dike spillage. Pick up with suitable absorbent material. Place into suitable containers for reuse or disposal in a licensed facility. Spilled substance/product should be recovered and applied according to label rates whenever possible. If application of spilled substance/product is not possible, then spills should be contained, solidified, and placed in suitable containers for disposal. After decontamination, spill area can be washed with water. Collect wash water for approved disposal.

7.75X10-12 mm Hg at 25 deg C (est)

Odorless

pKa1 = 2.0; pKa2 = 3.6; pKa3 = 11.1

NONH for all modes of transport

3

US7079100

Stable for greater than or equal to 24 months at 25 deg C.

P273, P391, P501

H400

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity 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 and plant life; and conformance with environmental and public health regulations.|Wastes resulting from the use of this product may be disposed of on site or at an approved waste disposal facility. /Cadre Herbicide/|SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.

Substances to avoid: strong oxidizing agents. /Cadre Herbicide/

|Warning|H400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]|P273, P391, and P501|Aggregated GHS information provided by 87 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Personal Protective Equipment (PPE). Applicators and other handlers must wear: Long-sleeved shirt and long pants; Chemical-resistant gloves made of any waterproof material; Shoes plus socks. /Cadre Herbicide/|Restricted entry interval (REI) of 12 hours. PPE required for early entry to treated areas that is permitted under the Worker Protection Standard and that involves contact with anything that has been treated, such as plants, soil, or water, is: coveralls, chemical-resistant gloves made of any waterproof material, shoes plus socks. /Cadre Herbicide/

Suitable extinguishing media: foam, dry powder, carbon dioxide, water spray. /Cadre Herbicide/|Hazards during fire-fighting: Carbon monoxide, carbon dioxide, nitrogen oxide, nitrogen dioxide, hydrocarbons. If product is heated above decomposition temperature, toxic vapors will be released. The substances/groups of substances mentioned can be released if the product is involved in a fire. /Cadre Herbicide/|Firefighters should be equipped with self-contained breathing apparatus and turn-out gear. /Cadre Herbicide/|Evacuate area of all unnecessary personnel. Contain contaminated water/firefighting water. Do not allow to enter drains or waterways. /Cadre Herbicide/

Personal precautions: Take appropriate protective measures. Clear area. Shut off source of leak only under safe conditions. Extinguish sources of ignition nearby and downwind. Ensure adequate ventilation. Wear suitable personal protective equipment. /Cadre Herbicide/|Environmental precautions: Do not discharge into the subsoil/soil. Do not discharge into drains/surface waters/groundwater. Contain contaminated water/firefighting water. /Cadre Herbicide/|Cleanup: Dike spillage. Pick up with suitable absorbent material. Place into suitable containers for reuse or disposal in a licensed facility. Spilled substance/product should be recovered and applied according to label rates whenever possible. If application of spilled substance/product is not possible, then spills should be contained, solidified, and placed in suitable containers for disposal. After decontamination, spill area can be washed with water. Collect wash water for approved disposal. /Cadre Herbicide/

Use this product only in accordance with its labeling and with the Worker Protection Standard, 40 CFR part 170. /Cadre Herbicide/|Do not apply this product in a way that will contact workers or other persons, either directly or through drift. Only protected handlers may be in the area during application. /Cadre Herbicide/|Do not apply directly to water, or to areas where surface water is present, or to intertidal areas blow the mean high water mark. /Cadre Herbicide/|Do not enter or allow worker entry into treated areas during the restricted entry interval (REI) of 12 hours. /Cadre Herbicide/|For more Preventive Measures (Complete) data for Imazapic (8 total), please visit the HSDB record page.

LD50 Rabbit dermal >2000 mg/kg|LD50 Rat oral >5000 mg/kg

/AQUATIC SPECIES/ Cyprinus carpio was exposed to imazethapyr and imazapic at laboratory and at field conditions. The laboratory experiment was carried out for 7 days and at rice field for 7, 30 and 90 days. Oxidative stress parameters and antioxidant profile were studied as well as metabolic parameters. After 7 days, brain AChE activity increases in laboratory and field, but in muscle, reduction was observed only in laboratory. At the same period, brain and muscle thiobarbituric acid reactive substances (TBARS) and liver catalase cationic amino transporters (CAT) increase in the laboratory. Metabolic parameters showed changes in both conditions and exposure periods. After 30 days in rice field, brain AChE activity decreases and in muscle it was enhanced. After 90 days in field, only muscle AChE activity was reduced. The disorders in oxidative stress parameters and metabolism remained, indicating mainly a protein catabolism. This study pointed out short- and long-term effects of rice herbicides at environmentally relevant concentrations on toxicological parameters in tissues of C. carpio.

Imazapic's production may result in its release to the environment through various waste streams; its use as a herbicide(1) will result in its direct release to the environment(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 3(SRC), determined from a log Kow of 0.393(2) and a regression-derived equation(3), indicates that imazapic is expected to have very high mobility in soil(SRC). The pKa values of imazapic are 2.0, 3.6, and 11.1(2), indicating that this compound will almost entirely exist in the anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4). Volatilization from moist soil is not expected because the compound exists as an anion and anions do not volatilize. Imazapic is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 7.7X10-12 mm Hg at 25 °C(SRC), determined from a fragment constant method(5). A microbial degradation half-life range in soil of 31 to 410 days indicates biodegradation may be dependent on soil conditions(2).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 3(SRC), determined from a log Kow of 0.393(2) and a regression-derived equation(3), indicates that imazapic is not expected to adsorb to suspended solids and sediment(SRC). The pKa values of 2.0, 3.6, and 11.1(2) indicate imazapic will exist almost entirely in anion form at pH values of 5 to 9 and therefore volatilization from water surfaces is not expected to be an important fate process(SRC). According to a classification scheme(4), an estimated BCF of 3(SRC), from its log Kow(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data in water were not available(SRC, 2011).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), imazapic, which has an estimated vapor pressure of 7.7X10-12 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase imazapic may be removed from the air by wet or dry deposition(SRC). Imazapic absorbs light at wavelengths >290 nm(4), and therefore may be susceptible to direct photolysis by sunlight(SRC).

Imazapic is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(1). Imazapic absorbs at wavelengths >290 nm(2), and therefore it may be susceptible to direct photolysis by sunlight(SRC). When irradiated at lambda >290, imazapic (10 ppm in aqueous solution) was slowly degraded. After 2 hours, 98% of imazapic still remained; after 24 hours, imazapic decreased to 22% of original solution concentration(2).

An estimated BCF of 3 was calculated in fish for imazapic(SRC), using a log Kow of 0.393(1) and a regression-derived equation(2). Using a modeling approach based on the quantitative structure-activity relationship (QSAR), a log BCF of -0.88215, corresponding to a BCF of >1 was calculated(3). According to a classification scheme(3), these estimated BCF values suggest the potential for bioconcentration in aquatic organisms is low(SRC).|This research was aimed at understanding the dynamics of the herbicides ... imazapic [2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methylnicotinic acid] ... in two soils of different physicochemical properties. To accomplish such intent, several greenhouse experiments were run. The bioavailability of imazapic (0; 98 and 122.5 g ha-1) was measured in samples from a sandy loam soil and a clay soil, by sowing a bioindicator (Brachiaria decumbens /signal grass/), at 0, 25, 50, 75 and 100 days after herbicides application (DAA). ... Imazapic provided a short bioavailability in relation to B. decumbens, independent of rates applied.

The Koc of imazapic is estimated as 3(SRC), using a log Kow of 0.393(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that imazapic is expected to have very high mobility in soil. The pKa values of imazapic are 2.0, 3.3, and 11.1(1), indicating that this compound will almost entirely exist in the anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4).

The pKa values of 2.0, 3.6, and 11.1(1) indicate imazapic will exist almost entirely in anion form at pH values of 5 to 9 and therefore volatilization from water and moist soil surfaces is not expected to be an important fate process. Imazapic is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 7.7X10-12 mm Hg(SRC), determined from a fragment constant method(2).

Occupational exposure to imazapic may occur through inhalation and dermal contact with this compound at workplaces where imazapic is produced or used. (SRC)

Pesticides used to destroy unwanted vegetation, especially various types of weeds, grasses (POACEAE), and woody plants. Some plants develop HERBICIDE RESISTANCE. (See all compounds classified as Herbicides.)

Imazapic does not bioaccumulate in animals; if ingested, then rapidly excreted through urine and feces.|5 Crl:CD BR rats/sex/group received a single dose of (14)C- Imazapic (CL 263,222) by oral gavage or intravenous injection at 10 or 1000 mg/kg. One group received 14 consecutive non-radiolabelled daily oral doses followed by one (14)C labelled oral dose (10 mg/kg). After dosing with radiolabel, animals were housed in individual metabolism cages and sacrificed 7 days later. Feces, urine, cage wash/rinse, cage wipes (methanol extracted), blood, fat, heart, spleen, ovaries, uterus, bone (femur), brain, kidney, liver, lungs, muscle (thigh), testes, and the residual carcass were analyzed for radioactivity by liquid scintillation counting (LSC). Metabolite profiles in urine, dissolved urine precipitate, and feces extract (ethyl ether) were determined using thin-layer chromatography (TLC) and high-performance liquid chromatography (HPLC). The major elimination route for dosed radioactivity was in urine. The mean percent of total dose (including cage wash and cage wipe) ranged from 94.0% to 102% (males) and 94.5% to 102% (females). The mean percent of total dose excreted in feces ranged from 0.79% to 3.44% (males) and 0.59% to 3.50% (females). The majority of radioactivity was excreted during 6 hours post-dosing. Mean radioactivity concentrations in blood 7 days after a single dose at 10 mg/kg were not detectable. At 1000 mg/kg, concentrations were 0.127 ppm for males and <0.1 ppm for females. Mean radioactivity concentrations in tissues were generally not detectable (<0.01 ppm) at 10 and 1000 mg/kg. Residual radioactivity in the carcass ranged from <0.001 ppm to 0.043 ppm. The unchanged test article, (14)C- Imazapic, accounted for >/= 93.5% and >/= 65.9% of the total radioactivity in urine (94% to 102% of total administered dose) and feces (0.59% to 3.50% of total administered dose) respectively....

5 Crl:CD BR rats per sex per group received a single dose of (14)C- Imazapic (CL 263,222) by oral gavage or intravenous injection at 10 or 1000 mg/kg. One group received 14 consecutive non-radiolabelled daily oral doses followed by one (14)C labelled oral dose (10 mg/kg). After dosing with radiolabel, animals were housed in individual metabolism cages and sacrificed 7 days later.... Metabolites designated CL 303,459 and CL 263,284 ... and several minor radioactive components were also detected in small amounts (< 5% combined of the total radioactivity in the sample). In feces, metabolites CL 303,459 (4.29% (males) to 5.38% (females) of radioactivity in the sample), CL 263,284 (1.96% (males) and 0.85% (females)), and CL 290,610 (0.69% (males) and 0.70% (females)) were detected. The absolute amount of each of these corresponded to <0.2% of the administered dose. Several unknown metabolites accounted for less than 6% of total radioactivity in feces samples. The proposed metabolic pathway of (14)C- Imazapic ... was based on components identified in the excreta. Oxidation of the methyl group on the pyridine ring of (14)C- Imazapic produced metabolite CL 263,284. The presence of CL 303,459 suggested the initial step of ring closure, reduction to intermediate CL 280,442, followed by hydrolysis to CL 303,459 and further hydrolysis to CL 290,610.

Imazapyr (IMZR), Imazapic (IMZC), Imazethapyr (IMZT), Imazamox (IMZX) and Imazaquin (IMZQ) ... are classified as imidazolinone (IMI) herbicides and their mode of action is to inhibit acetohydroxyacid synthase (AHAS), an enzyme involved in the biosynthesis of the amino acids leucine, isoleucine and valine. ...

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/|/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). 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 0.9% saline (NS) 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 ... . /Poisons A and B/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/

(RS)-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methylnicotinic acid

Soluble concentrate; water dispersible granule.|Premix Partners: Glyphosate; Imazapyr|Cadre Herbicide (Basf Corporation) Imazapic-ammonium 23.6%. /Imazapic-ammonium/|Plateau Herbicide (Basf Corporation) Imazapic-ammonium 23.6%. /Imazapic-ammonium/|For more Formulations/Preparations (Complete) data for Imazapic (25 total), please visit the HSDB record page.

Reregistration Eligibility Decision (RED) Scheduled for 2014

Residues and metabolites by HPLC/MS, HPLC/UV, or capillary electrophoresis with UV.

Agrochemicals -> Herbicides