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Rimsulfuron (DPX-E9636)

Cat No.:V62350 Purity: ≥98%
Rimsulfuron (DPX-E9636) is a sulfonylurea herbicide used to control grasses and some broadleaf weeds after corn emergence.
Rimsulfuron (DPX-E9636)
Rimsulfuron (DPX-E9636) Chemical Structure CAS No.: 122931-48-0
Product category: Others 12
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
50mg
100mg
Other Sizes

Other Forms of Rimsulfuron (DPX-E9636):

  • Rimsulfuron-d6
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Rimsulfuron (DPX-E9636) is a sulfonylurea herbicide used to control grasses and some broadleaf weeds after corn emergence.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Maize microsomes metabolized rimsulfuron (DPX-E9636) in vitro in a process that required NADPH and produced the same hydroxylated product, indicating that cytochrome P450 was involved[1].
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
In rats, rimsulfuron is excreted within the first 72 hours following dosing in the urine (64%) and the feces (30%). Low, but detectable amounts of radioactivity were found in the heart, lung, liver, kidney, and muscle...
The metabolism of (14)C-labeled rimsulfuron was studied in male and female rats. The low dose groups were treated once by oral gavage with 25 mg/kg (14)C -pyridine-labeled compound and the high dose groups with 250 mg/kg of either (14)C -pyridine- or (14)C-pyrimidine-labeled compound. The repeat dose groups were gavaged orally with unlabeled test compound (25 mg/kg) for 14 consecutive days, followed on the 15th day by 25 mg/kg of (14)C -pyridine-test compound. Excretion accounted for 93 to 96% of the administered radioactivity, with 58 to 67% appearing in the urine and 20 to 33% in the feces. Tissue distribution of labeled residues was low. Males showed slightly higher hepatic accumulation than females within each test group. Animals in the repeat dose groups also showed a slight accumulation in the spleen. ...
Metabolism / Metabolites
Metabolism of rimsulfuron in plants and other animals (poultry and ruminants) appears to be similar to its metabolism in rats. Metabolism involves either the contraction or cleavage of the sulfonylurea bridge. While the cleavage of the bridge to form the pyridinesulfonamide metabolite is expected, the contraction reaction is not. The major residue found in plants is the parent compound, rimsulfuron.
The metabolism of (14)C-labeled rimsulfuron was studied in male and female rats. The low dose groups were treated once by oral gavage with 25 mg/kg (14)C -pyridine-labeled compound and the high dose groups with 250 mg/kg of either (14)C -pyridine- or (14)C-pyrimidine-labeled compound. The repeat dose groups were gavaged orally with unlabeled test compound (25 mg/kg) for 14 consecutive days, followed on the 15th day by 25 mg/kg of (14)C -pyridine-test compound. ... The metabolic profiles were determined using pooled urinary and fecal samples. The highest percentage of the urinary (42 to 55%) and fecal (5 to 16%) radioactivity was attributed to unmetabolized parent compound. The parent compound is metabolized by cleavage or contraction of the sulfonylurea bridge, leading to the formation of 3- (ethylsulfonyl)-2-pyridinesulfonamide (IN-E9260) or N-(4, 6-dimethoxy-2-pyrimidinyl)-N-((3-ethylsulfonyl)-2-pyridinyl) urea (IN-70941). IN-70941 is deamidated to form IN-70942, which is sequentially demethylated and hydroxylated.
Toxicity/Toxicokinetics
Non-Human Toxicity Values
LD50 Rabbit dermal >2000 mg/kg
LC50 Rat inhalation >5.4 mg/L/4 hr
LD50 Rat oral >5000 mg/kg
LD50 Mouse oral >5000 mg/kg
LD50 Rabbit dermal >2000 mg/kg
References
[1]. M.K.Koeppe, et al. Basis of Selectivity of the Herbicide Rimsulfuron in Maize.
Additional Infomation
Rimsulfuron is a N-sulfonylurea that is N-carbamoyl-3-(ethylsulfonyl)pyridine-2-sulfonamide substituted by a 4,6-dimethoxypyrimidin-2-yl group at the amino nitrogen atom. It has a role as an environmental contaminant, a xenobiotic and a herbicide. It is a member of pyridines, a N-sulfonylurea, a member of pyrimidines, a sulfone and an aromatic ether.
Rimsulfuron is a herbicide for annual grass and annual broad-leaved weed control in maize, potatoes and other crops. It is selective, systemic, and absorbed through foliage and roots and translocated into the plant. It is an acetolactate synthase (ALS) inhibitor.
Mechanism of Action
... Blocks branched-chain amino acid synthesis by inhibiting the plant enzyme, acetolactate synthase.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C14H17N5O7S2
Molecular Weight
431.44
Exact Mass
431.056
CAS #
122931-48-0
Related CAS #
Rimsulfuron-d6
PubChem CID
91779
Appearance
Colorless crystals
Density
1.6±0.1 g/cm3
Boiling Point
760.1±70.0 °C at 760 mmHg
Melting Point
172-177°C
Flash Point
413.5±35.7 °C
Vapour Pressure
0.0±2.7 mmHg at 25°C
Index of Refraction
1.653
LogP
0.09
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
10
Rotatable Bond Count
7
Heavy Atom Count
28
Complexity
722
Defined Atom Stereocenter Count
0
SMILES
CCS(=O)(C1=C(S(=O)(NC(NC2=NC(OC)=CC(OC)=N2)=O)=O)N=CC=C1)=O
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 33.33 mg/mL (77.25 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1.25 mg/mL (2.90 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 12.5 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 1.25 mg/mL (2.90 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 12.5 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.3178 mL 11.5891 mL 23.1782 mL
5 mM 0.4636 mL 2.3178 mL 4.6356 mL
10 mM 0.2318 mL 1.1589 mL 2.3178 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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