| Identification | More | [Name]
Imazaquin acid | [CAS]
81335-37-7 | [Synonyms]
(+/-)-2-[4,5-DIHYDRO-4-METHYL-4-(1-METHYLETHYL)-5-OXO-1H-IMIDAZOL-2-YL]-3-QUINOLINECARBOXYLIC ACID
2-(4-ISOPROPYL-4-METHYL-5-OXO-4,5-DIHYDRO-1H-IMIDAZOL-2-YL)-QUINOLINE-3-CARBOXYLIC ACID
2-(5-isopropyl-5-methyl-4-oxo-2-imidazolin-2-yl)-3-quinolinecarboxylic acid
IMAZAQUIN
imazaquin acid
SCEPTER
SCEPTER(R)
2-(4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1h-3-quinolinecarboxylicaci
2-(4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1h-imidazol-2-yl)-3-quinolin
2-(4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1h-imidazol-2-yl)-3-quinolinec
2-(4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1h-imidazol-2-yl)-3-quinolinecarboxylicaci
2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)quinoline-3-carboxylicacid
ac252,214
ac252214
imazaquine
imidazol-2-yl)-
IMAZAQUIN PESTANAL
IMAZAQUIN, 100MG, NEAT
IMAZAQUIN ANALYTICAL STANDARD
imazaquin (bsi,ansi,draft e-iso) | [Molecular Formula]
C17H17N3O3 | [MDL Number]
MFCD00778521 | [Molecular Weight]
311.34 | [MOL File]
81335-37-7.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R21:Harmful in contact with skin. | [Safety Statements ]
S36:Wear suitable protective clothing . | [WGK Germany ]
2 | [RTECS ]
VB2009800 | [Hazardous Substances Data]
81335-37-7(Hazardous Substances Data) | [Toxicity]
LD50 orally in rats: 5000 mg/kg; LC50 (96 hr) in rainbow trout: 100 mg/l (Congleton) |
| Hazard Information | Back Directory | [Hazard]
Moderately toxic by ingestion and skin contact. Low toxicity by inhalation. | [Definition]
ChEBI: 2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]quinoline-3-carboxylic acid is a quinolinemonocarboxylic acid that is quinoline-3-carboxylic acid which is substituted by a 4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl group at position 2. It is a quinolinemonocarboxylic acid, an imidazolone and a monocarboxylic acid. | [Pharmacology]
Plant Metabolism. The selectivity of imazaquin is due to
differential rates and routes of metabolism in tolerant
crops versus susceptible weeds (3). The primary
metabolite in soybeans is a pyrroloquinoline acetamide
(41, Fig. 18), which is immobile in the plant and is not
an inhibitor of acetolactate synthase. This metabolite is
further broken down to eventually yield a dicarboxylic acid.
Animal Metabolism. Metabolism studies in the rat
showed that they rapidly excreted unchanged imazaquin
in the urine (5). There was no accumulation of imazaquin or any of its derivatives in the liver, kidney, muscle,
fat, or blood. There was no detectable residue in the
liver, kidney, muscle, or fat of lactating goats and
laying hens, which were fed imazaquin for 7 consecutive
days (5). | [Metabolism]
Imazaquin kills plants by inhibiting acetolactate synthase
(ALS) (I50 = 1 μM), which is the first common
enzyme in the biosynthesis of the branched chain amino
acids, valine, leucine, and isoleucine. Imazaquin is rapidly
absorbed through the roots of plants. Once it enters
the plant, imazaquin rapidly translocates to the growing
points and growth ceases within 1 day after herbicide
application followed by chlorosis and then necrosis of the
growing points. Total plant death will occur within 2 to
3 weeks after treatment. | [Toxicity evaluation]
Imazaquin has shown no mutagenic or genotoxic activity in
the Ames assay, mammalian cell gene mutation assay, in
vitro chromosome aberration assay, in vitro unscheduled
DNA synthesis (URS) assay, or the in vivo dominant
lethal assay in male rats. This herbicide also has a low potential for
bioaccumulation in fish. |
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