81335-37-7 Usage
Uses
Agricultural chemical.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 81335-37-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,1,3,3 and 5 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 81335-37:
(7*8)+(6*1)+(5*3)+(4*3)+(3*5)+(2*3)+(1*7)=117
117 % 10 = 7
So 81335-37-7 is a valid CAS Registry Number.
InChI:InChI=1/C17H17N3O3/c1-9(2)17(3)16(23)19-14(20-17)13-11(15(21)22)8-10-6-4-5-7-12(10)18-13/h4-9H,1-3H3,(H,21,22)(H,19,20,23)
81335-37-7Relevant articles and documents
Formation of the imidazolinone ring under mild conditions in the presence of sodium hydride
Vasiliev, Aleksey N.,Lopez, Antonio F.,Fernandez, Julio D.,Mocchi, Anibal J.
, p. 535 - 540 (2004)
Substituted imidazolinones containing heterocyclic carboxylic acids as substituents and possessing herbicidal properties were synthesized by cyclization of 2-amino-2,3-dimethylbutyramide with heterocyclic ethyl dicarboxylates under mild conditions. The use of NaH as base leads to a significant increase in the reaction rate and allows the preparation of the target compounds in high yields.
Herbicidal composition
-
, (2008/06/13)
The present invention relates to a herbicidal composition, comprising A) one or more compounds of the formula (I) 1in which Hal1 and Hal2 are identical or different halogen atoms, R1 is H, a cation or a C1-C20-carbon-containing radical and B) one or more surfactants, comprising as structural element at least 12 alkylene oxide units.
Substituted (hetero) aryl compounds, process for their preparation, agents containing them and their use as safeners
-
, (2008/06/13)
Substituted (hetero)aryl compounds, process for their preparation, agents containing them, and their use as safeners Compounds of the formula I and their salts, as defined in claim 1, are suitable as safeners for protecting crop plants against the phytotoxic side-effects of herbicides.
