Amicarbazone
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Amicarbazone
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CAS No:
129909-90-6
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Formula:
C10H19N5O2
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Chemical Name:
Amicarbazone
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Synonyms:
1H-1,2,4-Triazole-1-carboxamide,4-amino-N-(1,1-dimethylethyl)-4,5-dihydro-3-(1-methylethyl)-5-oxo-;4-Amino-N-(1,1-dimethylethyl)-4,5-dihydro-3-(1-methylethyl)-5-oxo-1H-1,2,4-triazole-1-carboxamide;BAY-MKH 3586;Amicarbazone;BAY 314666;Dinamic;4-Amino-N-tert-butyl-3-isopropyl-5-oxo-4,5-dihydro-1H-1,2,4-triazole-1-carboxamide;Galago;Xonerate;Anzuocaotong
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CAS No:
Description
ChEBI: A member of the class of triazoles that is 4,5-dihydro-1H-1,2,4-triazol-5-one which is substituted at position 1 by a tert-butylaminocarbonyl group and at position 3 by an isopropyl group. A selective herbicide for pre- and ost-emergence control of annual dicotyledonous weeds and grasses, it is not approved for use within the European Union.
Amicarbazone is a member of the class of triazoles that is 4,5-dihydro-1H-1,2,4-triazol-5-one which is substituted at position 1 by a tert-butylaminocarbonyl group and at position 3 by an isopropyl group. A selective herbicide for pre- and post-emergence control of annual dicotyledonous weeds and grasses, it is not approved for use within the European Union. It has a role as a herbicide. It is a member of triazoles and a carbohydrazide.
Amicarbazone Basic Attributes
241.29
241.29
603-373-3
7FU145I60E
DTXSID3034329
Colorless crystals
2933990090
Characteristics
91
1.18 (pH 4)
1.12
100-105 °C @ Solvent:
1.587
In water, 4,600 mg/L at 20 deg C
Store in a cool, dry place and in such a manner as to prevent cross contamination with other pesticides, fertilizers, food, and feed. Store in original container and out of reach of children, preferably in a locked storage area. Handle and open container in a manner as to prevent spillage. If the container is leaking or material spilled for any reason or cause, carefully sweep material into a pile . Do not walk through spilled material. In spill or leak incidents, keep unauthorized people away.
9.8X10-9 mm Hg at 20 deg C
LD50 in rats (mg/kg): 1015 orally; >2000 dermally; LC50 in rats (4 hr): 2.242 mg/l air; LC50 in bluegill sunfish, rainbow trout (96 hr): >129, >120 mg/l (Philbrook)
Henry's Law constant = 6.7X10-13 atm cu-m/mole at 20 °C
Hydroxyl radical reaction rate constant = 6.2X10-12 cu cm/molecule-sec at 25 °C (est)
Safety Information
20/22
Xn
P261, P264, P270, P271, P301+P312, P304+P312, P304+P340, P312, P330, P501
H302
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.|Pesticide Disposal: Wastes resulting from the use of this product may be disposed of on site or at an approved waste diposal facility.|Container Disposal: Triple rinse (or equivalent). Then offer for recycling or reconditioning, or puncture and dispose of in a sanitary landfill, or incineration, or if allowed by state or local authorities, by burning. If burned, stay out of smoke.
USEPA/OPPTS; Health Effects Division Records Center Series 361 Science Reviews File R112623 on Amicarbazone (CAS # 129909-90-6) (August 10, 2005). Available from http://www.epa.gov/opprd001/factsheets/amicarbazone-HHRA.pdf as of February 13, 2008.
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P301+P312, P304+P312, P304+P340, P312, P330, and P501|Aggregated GHS information provided by 127 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Applicators or workers must wear long-sleeved shirt and long pants, waterproof gloves, and shoes plus socks.|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: long-sleeved shirt and long pants, waterproof gloves, and shoes plus socks.
Drift or runoff may adversely affect non-target plants. Do not contaminate water when disposing of equipment washwaters. Do not use the same spray equipment for other purposes unless thoroughly cleaned, Do not allow sprays to drift onto adjacent desirable plants.
Avoid contact with eyes. Wash thoroughly with soap and water after handling and before eating, drinking, chewing gum, using tobacco, or using the toilet. Remove clothing/PPE immediately if pesticide gets inside. Then wash thoroughly and put on clean cloth. Remove PPE immediately after handling this product. wash the outside of gloves before removing.|Agricultural use requirements: Use this product only in accordance with its labeling and with the Worker Protection Standard, 40 CFR part 170.|Do not enter or allow worker entry into treated areas during the restricted entry interval (REI) of 12 hours following application, Exception: If the product is soil-Injected or soil-incorporated, the Worker Protection Standard, under certain circumstances, allows workers to enter the treated area If there will be no contact with anything that has been treated.|For several good reasons, .... herbicides ... should be handled and applied only with full attention to safety measures that minimize personal contact. Many formulations contain adjuvants (stabilizers, penetrants, surfactants) that may have significant irritating and toxic effects. A number of premixed formulations contain two or more active ingredients; the companion pesticides may be more toxic than the principal herbicide. Good hygienic practice should not be disregarded just because a pesticide is reported to have a high LD50 in laboratory rodents.|For more Preventive Measures (Complete) data for AMICARBAZONE (7 total), please visit the HSDB record page.
It causes moderate eye irritation.
Toxicity
LD50 Rat (male) oral >2050 mg/kg|LD50 Rat (female) oral 1015 mg/kg|LD50 Rat dermal >5000 mg/kg
/FIELD STUDIES/ Radiolabeled amicarbazone was applied directly to silt loam soil at 0.9x the maximum proposed seasonal rate, and rotational kale, turnip, and wheat were planted 47, 138, and 364 days after treatment (DAT). Although a 30-day plant back interval (PBI) was proposed, crops planted 30 DAT failed due to phytotoxicity. Data indicate the uptake by rotational crops is likely to occur, with total radioactive residues (TRR) accumulating at > or = 0.01 ppm in all rotated crops from all PBIs ...|/PLANTS/ Drift or runoff may adversely affect non-target plants.
Amicarbazone'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), Koc values of 23-37(2), indicate that amicarbazone is expected to have very high mobility in soil(SRC). Volatilization of amicarbazone from moist soil surfaces is not expected to be an important fate process(SRC) given a Henry's Law constant of 6.7X10-13 atm-cu m/mole(2). Amicarbazone is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 9.8X10-9 mm Hg at 20 °C(2). The biodegradation half-life of amicarbazone in aerobic soils was 50 days and in field experiments ranged from 18-24 days(2).|AQUATIC FATE: Based on a classification scheme(1), Koc values of 23-37(2), indicates that amicarbazone is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon a Henry's Law constant of 6.7X10-13 atm-cu m/mole(2). According to a classification scheme(4), an estimated BCF of 2(SRC), from a Kow of 1.23(2) and a regression-derived equation(5), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data for amicarbazone in water were not located(SRC, 2008); however, a biodegradation half-life of 50 days in soil(2) suggests biodegradation in natural water may occur(SRC). Amicarbazone has a hydrolysis half-life of 64 days at pH 9, but was stable at pH 5 and 7(2). Photolysis occurs slowly for amicarbazone in water with half-lives on the order of about two months(2).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), amicarbazone, which has a vapor pressure of 9.8X10-9 mm Hg at 20 °C(2), is expected to exist solely in the particulate phase. Particulate-phase amicarbazone may be removed from the air by wet or dry deposition(SRC). Photolysis occurs slowly for amicarbazone in water and on soil with half-lives on the order of about two months(2), suggesting direct photolysis may be possible in air.
Amicarbazone has a hydrolysis half-life of 64 days at pH 9, but was stable at pH 5 and 7(1). Photolysis occurs slowly for amicarbazone in water and on soil with half-lives on the order of about two months, estimated for outdoor environmental conditions(2).
An estimated BCF of 2 was calculated in fish for amicarbazone(SRC), using a log Kow of 1.23(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).
The Koc of amicarbazone in unspecified soils was reported to range from 23-37(1). According to a classification scheme(2), these Koc values suggests that amicarbazone is expected to have very high mobility in soil(SRC).
The Henry's Law constant for amicarbazone was reported as 6.7X10-13 atm-cu m/mole(1). This Henry's Law constant indicates that amicarbazone is expected to be essentially nonvolatile from water surfaces(2). Amicarbazone's Henry's Law constant indicates that volatilization from moist soil surfaces is not expected to be an important environmental fate process(SRC). Amicarbazone is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure of 9.8X10-9 mm Hg at 20 °C(1).
... Encapsulated amicarbazone was admin orally to lactating cows for 30 days. Cows were dosed at 0.374, 1.238, or 4.538 ppm in the diet. Milk was sampled twice daily ... Samples of muscle, liver, kidney and fat were collected at sacrifice. Amicarbazone-related residues were below the method limit of quantitation (LOQ; <0.010 ppm) in whole milk samples collected over the course of the dosing period from the high-dose group. ...|In ruminants, the amicarbazone metabolite tBuOH MKH 3586 is ... the highest level residue in milk (28% total radioactive residues (TRR)) as well as a major metabolite (> or = 10% TRR) in muscle and kidney.
Occupational exposure may occur through dermal contact with this compound at workplaces where amicarbazone is produced or used. (SRC)
Drug Information
A plant metabolism study was conducted on corn with soil application of (triazolinone-3-(14)C)amicarbazone at 1.6X the max seasonal rate; application to the soil was made pre-emergence, 4 hr after planting corn seed into containers in a greenhouse. The total radioactive residues (TRRs) were 0.988, 2.369, and 0.054 ppm in corn forage, fodder, and grain, respectively, with preharvest intervals (PHIs) of 104 to 126 days. Total extractable residues were 91 to 100% TRR. Residues were characterized/identified primarily by HPLC analysis with confirmatory analysis by TLC and LC/MS. Total identified residues were 74 to 79%TRR in corn commodities. Parent amicarbazone was the major residue identified in forage and fodder, and was found in smaller amt in grain. The major residue identified in grain was the metabolite iPr-2-OH DA MKH 3586, which was also found in forage and fodder. Other identified residues were DA MKH 3586, 4-N-glu-DA MKH 3586 and iPr-2-O-glu-DA MKH 3586 in grain, forage and fodder; and tBu-iPr-2-diOH DA MKH 3586 in forage only. Four additional glucose/glucoside conjugates were identified in small amt (< or = 5% TRR) in fodder.|... A 23 field corn field trials each consisted or 3 application scenarios - a single broadcast application made preemergence, a single preplant incorporated application (both at 0.45 lb ai/acre) and an early postemergence application (0.25 lb ai/acre). All applications were made using ground application equipment. Even though the early postemergence application rate was the lowest of the 3 applications, it resulted in the highest combined residues of amicarbazone and its metabolites DA MKH 3586 and iPr-2-OH DA MKH 3586; residues following preplant incorporated application were slightly higher than those following preemergence application. Combined residues were at most 0.56 ppm in forage, 0.43 ppm in stover, and approx 0.05 ppm in field corn grain.|... (Triazolinone-3-(14)C)amicarbazone ... was admin orally to 2 lactating goats at an avg of 101 ppm in the diet (42x the max theoretical dietary burden to dairy cattle). The goats were dosed once per day for 3 consecutive days. Milk was collected twice daily throughout the study, and tissues (muscle, fat, liver, and kidney) were collected at sacrifice. Radioactive residues were highest in the meat by-products liver and kidney, followed by muscle, fat, and milk ... Total residues amounting to 91 to 99% TRR were identified in goat matrices. Both parent amicarbazone and metabolite DA amicarbazone were major residues; amicarbazone was a major residue in all matrices with the exception of kidney. Metabolite iPr-2-OH DA amicarbazone was a major residue in kidney but was a minor residue in all other matrices. Metabolite t-Bu-OH MKH 3586 was also identified as a major residue in milk, muscle, and kidney, but was a minor residue in fat and liver. Metabolite iPr-Ene DA MKH 3586 was a major residue in liver but was a minor residue in all other matrices. Other identified metabolites were found at < or = 9% TRR; these included triazolinone MKH 3586, triazolinone DA MKH 3586, tBu-Acid MKH 3586, tBu-iPr-2-diOH DA MKH 3586 (kidney and liver only), iPr-1,2-diOH DA MKH 3586, and tBu-OH DA MKH 3586.|... Encapsulated amicarbazone was admin orally to lactating cows for 30 days. Cows were dosed at 0.374, 1.238, or 4.538 ppm in the diet. Milk was sampled twice daily ... Samples of muscle, liver, kidney and fat were collected at sacrifice. Amicarbazone-related residues were below the method limit of quantitation (LOQ; <0.010 ppm) in whole milk samples collected over the course of the dosing period from the high-dose group ... Amicarbazone-related residues were highest in liver and kidney, and lower in muscle and fat. In the high dose group, residues were 1.165 to 1.193 ppm in liver, 0.080 to 0.127 ppm in kidney, 0.014 to 0.021 ppm in muscle, and < 0.010 to 0.012 ppm in fat ... Residues from the mid- and low-dose groups were 0.305 to 0.440 ppm and 0.191 to 0.235 ppm in liver, and 0.033 to 0.039 ppm and 0.017 to 0.018 ppm in kidney, respectively. Residues were below the method LOQ ... in muscle and fat samples from the mid-dose group ... The relationship between dosing level and amicarbazone-related residues appears to be linear in liver and kidney.|For more Absorption, Distribution and Excretion (Complete) data for AMICARBAZONE (7 total), please visit the HSDB record page.
In a rat metabolism study ... (triazolinone-3 (14)C) MKH 3586 (amicarbazone ... radiochemical purity > 99%) in water was admin to 4 male Fischer rats as a single gavage dose at 5.25 to 5.99 mg/kg ... Overall recovery of the radioactive dose was 95% by 72 hr following admin. The majority of the dose was recovered in the urine within 24 hr (64% dose), indicating substantial absorption. Fecal excretion accounted for 27% dose within 24 hr post-dose. Only 2% dose was recovered in the excreta after 24 hr ... Concn of radioactivity in the selected tissues at 72 hr post-dose were low (0.004 to 0.073 ug/g). HPLC and LC-MS/MS analysis were used to identify parent and 9 metabolites in excreta from male rats ... Identified cmpd in excreta accounted for 74% of the dose ... Minor amt of parent were detected in both urine (approximately 2% dose) and feces (< 1% dose). The major metabolite in excreta was a hydroxylated, deaminated derivative of the parent, iPr-2-OH DA (34% dose), mainly found in the urine (32% dose). Other hydroxylated deaminated derivatives were also identified: tBu-OH DA (11% dose in urine and 4% dose in feces), and iPr-1,2-di-OH DA (6% dose in urine and < 1% dose in feces). The glucuronic acid conjugate of the parent, MKH 3586 GA, accounted for 11% dose, mainly in the feces (10% dose). Other metabolites (each < or = 3% dose) identified in excreta included: tBu-1,2-di-iPr-tri-OH DA; tBu-iPr-di-OH DA; iPr-1,3-diOH DA; tBu-OH-iPr-ene and DA. Based on the metabolic profile, the metabolism of MKH 3586 in male rats primarily involves deamination followed by hydroxylation with elimination in the urine. Parent also undergoes glucuronic acid conjugation and elimination in the feces.|In a rat metabolism study ... (triazolinone-3-(14)C) 4-methyl MKH 3586 (soil metabolite of amicarbazone ... radiochemical purity > 99%) in water was admin to 4 male Fischer rats as a single gavage dose at 4.86 to 5.22 mg/kg ... Overall recovery of the radioactive dose was 91% by 96 hr following admin. The majority of the dose was recovered in the urine within 12 hr (70% dose), with total urinary excretion accounted for 80% dose, indicating substantial absorption. Fecal excretion (0 to 24 hr post-dose) accounted for 8% dose. Approx 3% dose was recovered in the excreta after 24 hr ... At 96 hr post-dose, the concn of radioactivity in the tissues were low (0.002 to 0.028 ug/g), with < 0.1% dose in each tissue. HPLC, (1)H-NMR, and LC-MS/MS analysis identified 12 components in excreta ... 4 of these cmpd were present as chiral pairs. Identified cmpd accounted for 75% of the dose ... The overall accountability of the admin dose was ~ 82% ... The tested substance was not detected in the urine or feces. Hydroxylation of the soil metabolite at the isopropyl moiety formed the major metabolite, 4-Me-i-Pr-2-OH DA MKH 3586 (29% dose), which was found primarily in urine (28% dose). Further hydroxylation at the tertiary butyl group resulted in the formation of 4-Me-t-Bu-iPr-2-di-OH DA MKH 3586, which accounted for 12% dose. Alternatively, additional hydroxylation of isopropyl moiety formed 4-Me-iPr-1,2-di-OH DA MKH 3586, which constituted 9% dose in urine. Desmethylation of the parent formed DA MKH 3586 (<1% dose), which was then hydroxylated at the isopropyl moiety to form iPr-2-OH DA MKH 3586 (8% dose). The parent was also be hydroxylated at the tertiary butyl moiety to form 4-Me-tBu-OH DA MKH 3586 (9% dose), which was only detected in urine. The other minor identified metabolites occurred resulted from further oxidation, usually hydroxylation. The pathway for the metabolism of 4-methyl DA MKH 3586 in rats primarily involves a series of hydroxylation reaction. No conjugates were detected. /4-Methyl MKH 3586 (soil metabolite of amicarbazone)/|... The residues of concern in plants and livestock for tolerances and risk assessment consist of /amicarbazone ( 4-Amino-N-(1,1-dimethylethyl)-4,5-dihydro-3-(1-methylethyl)-5-oxo-1H-1,2,4-triazole-1-carboxamide)/, a desamino metabolite /(DA amicarbazone: N-(1,1-dimethylethyl)-4,5-dihydro-3-(1-methylethyl)-5-oxo-1H-1,2,4-triazone-1-carboxamide), and a hydroxylated derivative of the latter /(iPr-2-OH DA amicarbazone: N-(1,1-dimethylethyl)-4,5-dihydro-3-(1-hydroxyl-1-methylethyl)-5-oxo-1H-1,2,4-triazone-1-carboxamide). The desamino metabolite is also included in the drinking water assessment along with its N-methyl derivative ...|/It was/ proposed that the major metabolic pathway in corn involves the deamination of the triazole amino group to form the desamino metabolite (DA MKH 3586) followed by hydroxylation at the tertiary carbon of the isopropyl group to form iPr-2-OH DA MKH 3586. Additional pathways involve hydroxylation of the isopropyl methyl to form iPr-1-OH DA MKH 3586, followed by glucosidation; hydroxylation of the t-butyl and isopropyl groups to form tBu-iPr-2-diOH DA MKH 3586. In addition, DA MKH 3586 formed an N-glucoside; and glucosidation of hydroxylated DA MKH 3586 formed several minor O-glucosides.|For more Metabolism/Metabolites (Complete) data for AMICARBAZONE (10 total), please visit the HSDB record page.
In a ... mechanistic subchronic oral toxicity study ... MKH 3586 (amicarbazone; > or = 98% ai ... ) was admin to 25 Fischer 344 rats/sex/group in the diet at dose levels of 0, 50, 1250, or 2500 ppm (equiv to 0/0, 0.8/0.6, 19.4/13.5, or 40.0/28.8 mg/kg/day in males/females) for 10 wk. Additionally, 5 rats/sex/group were fed test diets containing 0 and 2500 ppm for 10 wk followed by a 4-wk recovery period ... In the 1250 ppm females, TSH, free T3, T3, free T4 and T4 were incr by 27 to 61%. In the 2500 ppm females, levels of these thyroid hormones were incr over controls by 5 to 24% (not significant (NS)) but to a lesser extent than at 1250 ppm. Incr T3 (52%) and free T3 (31%; NS) were observed in males at 2500 ppm. At the end of the recovery period, levels of TSH, T3 and T4 in 2500 ppm males and females were comparable to controls. In the perchlorate assay, thyroid to blood ratio of (125)I in MKH 3586 treated groups were comparable to negative controls in males and females, indicating that the incr in thyroid hormones is not due to incr synthesis ... There were no treatment-related effects on thyroid weight or microscopic changes in the thyroid at any dose. In the liver, UDP-GT activity was incr by 109 to 241% in the > or = 1250 ppm males and females and remained incr by 27% in the 2500 ppm females at the end of recovery. Abs/relative (to body) liver weights were incr in ... 1250 males (9/14%) and females (5/12%) and in the 2500 ppm males (25/32%) and females (18/31%). Relative liver weights remained incr (7%) in the 2500 ppm males at the end of the recovery period. Abs liver weights in males and abs and relative liver weights in females were comparable to controls at the end of the recovery period. Because metabolism of the test substance is primarily via glucuronidation by UDP-GT, it is postulated that MKH 3586 competitively inhibited UDP-GT glucuronidation of T3 and T4 at 1250 ppm, resulting in incr levels of these thyroid hormones in the blood serum. At 2500 ppm, further induction of UDP-GT began to compensate for this competitive inhibition, allowing T3 and T4 levels to decline. In the females, terminal bw were decr by 7 to 10% at > or = 1250 ppm ... and remained decr by 8% at 2500 ppm at the end of recovery. An incr in the number of animals spilling food was noted at 2500 ppm. Food consumption was intermittently decr on a g/animal/day basis by 3 to 16% (p < or = 0.05) in the: (i) ... males at 2500 ppm during treatment; (ii) ... females at > or = 1250 ppm during treatment; and (iii) 2500 ppm females at the end of the recovery period. On a g/kg/day basis, food consumption was similar among groups. Abs/relative uterine weights were decr at 1250 ppm (15/9%) and 2500 ppm (24/15%). Decr in abs (20%) and relative (13%; NS) uterine weight continued in the 2500 ppm recovery group animals. There were no effects of treatment on the number of estrous cycles. However, a minor incr of 4% in the duration of the estrous cycle was observed at 2500 ppm. In conclusion, thyroid hormones were incr in the > or = 1200 ppm females and 2500 ppm males. However, thyroid to blood ratios of (125)I in treated groups were comparable to negative controls, indicated there was no impairment of thyroid hormone synthesis. Thus, the differences in thyroid hormones must be due to metabolism at an extra-thyroidal site. The liver was implicated as this site based on incr liver weights and UDP-glucuronosyltransferase activity.|... Possible interactions of MKH 3586 (amicarbazone; 98.2% ai ... ), MKH 3594 (N-desamino metabolite; 99.4% ai ... ) and KOK 9422 (putative hydrolysis metabolite; 100% ai ... ) with the enzymes involved in the synthesis of thyroid hormones and the regulation of the hypothalmus-pituitary-thyroid axis were investigated using 3 in vitro systems: (i) thyroid peroxidase (TPO), the key enzyme responsible for organification of iodine and the coupling of iodinated tyrosine residues to both T3 and T4; (ii) ioidothyronine deiodinase type I (ID-I), catalyzing the phenolic ring deiodination of T4 to form T3 in peripheral organs like thyroid, liver and kidney; and (iii) iodothyronine deiodinase type II (ID-II), catalyzing the phenolic ring deiodination of T4 to T3 in the hypothalamus and pituitary gland. Positive controls adequately demonstrated the sensitivity of each of these in vitro assays through strong, concn-dependent inhibition of the enzyme of concern ... Neither MKH 3586, MKH 3594, nor KOK 9422 inhibited TPO, ID-I or ID-II at concn up to 1mM, suggesting that MKH 3586 does not affect the iodide organification step of thyroid hormone synthesis (via either inhibition of TPO or trapping of iodine) or the peripheral metabolism of thyroid hormones via Type I or Type II deiodinases in vivo. These findings support the conclusion that MKH 3586 does not affect the major enzymes involved in the synthesis or regulation of thyroid hormones and are consistent with the findings of the ... subchronic mechanistic study in rats ...|Amicarbazone has herbicidal activity against annual broadleaf weeds. It selectively inhibits acetolactase synthase, and enzyme involved in photosystem II of plants.
/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/
/SIGNS AND SYMPTOMS/ It is harmful if swallowed.
4-amino-N-tert-butyl-3-isopropyl-5-oxo-4,5-dihydro-1H-1,2,4-triazole-1-carboxamide
Amicarbazone Use and Manufacturing
Preparation: K.H. Muller et al, DE 3839206; M. Lindig et al, US 5194085 (1990, 1993 both to Bayer).
Herbicide.
Amicarbazone is formulated as a 70% dry, flowable powder.|Trade Names: Amicarbazone Technical, Amicarbazone DF|Water dispersible granules.|AMICARBAZONE TECHNICAL HERBICIDE: Active Ingredient 98 % Amino-4, 5-dihydro-N-(1, 1-dimethylethyl)-3-(1-methylethyl)-5-oxo-1H -1, 2, 4-triazol-1-carboxamide (114004).|For more Formulations/Preparations (Complete) data for AMICARBAZONE (6 total), please visit the HSDB record page.
Computed Properties
Molecular Weight:241.29
XLogP3:1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:241.15387487
Monoisotopic Mass:241.15387487
Topological Polar Surface Area:91
Heavy Atom Count:17
Complexity:369
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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