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Imazapic

Cat No.:V34070 Purity: ≥98%
Imazapic is a selective herbicide used to control perennial grasses and some broadleaf weeds.
Imazapic
Imazapic Chemical Structure CAS No.: 104098-48-8
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Imazapic is a selective herbicide used to control perennial grasses and some broadleaf weeds.
Biological Activity I Assay Protocols (From Reference)
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
Imidazopyridine does not bioaccumulate in animals; if ingested, it is rapidly excreted in urine and feces. 5 Crl:CD BR rats (half male and half female in each group) received a single dose of (14)C-imidazopyridine (CL 263,222) via gavage or intravenous injection at a dose of 10 or 1000 mg/kg. One group of rats received daily oral administration of non-radiolabeled imidazopyridine for 14 consecutive days, followed by a single oral administration of (14)C-labeled imidazopyridine (10 mg/kg). After radiolabeled administration, the animals were housed alone in metabolic cages and sacrificed after 7 days. Radioactivity was analyzed in feces, urine, cage cleaning/rinsing fluid, cage wiping fluid (methanol extraction), blood, fat, heart, spleen, ovaries, uterus, bones (femur), brain, kidneys, liver, lungs, muscles (thigh), testes, and the remaining carcass using liquid scintillation counting (LSC). Metabolite profiles in urine, dissolved urinary precipitate, and fecal extract (ether) were determined using thin-layer chromatography (TLC) and high-performance liquid chromatography (HPLC). The primary route of excretion of the administered radioactive material was urine. The mean percentage of total dose (including cage cleaning and wiping fluid) ranged from 94.0% to 102% in males and 94.5% to 102% in females. The mean percentage of total dose excreted in feces ranged from 0.79% to 3.44% in males and 0.59% to 3.50% in females. Most of the radioactive material was eliminated from the body within 6 hours of administration. Seven days after a single dose of 10 mg/kg, the average concentration of radioactive material in the blood was undetectable. At a dose of 1000 mg/kg, the concentration of radioactive material in the blood of male animals was 0.127 ppm, and the concentration of radioactive material in the blood of female animals was less than 0.1 ppm. At doses of 10 mg/kg and 1000 mg/kg, the average concentration of radioactive material in tissues was generally undetectable (less than 0.01 ppm). The residual radioactive material concentration in the carcass ranged from less than 0.001 ppm to 0.043 ppm. The unmodified test compound (14)C-imidazopyridine acid showed radioactivity in urine (94% to 102% of the total dose) and feces (0.59% to 3.50% of the total dose) at ≥ 93.5% and ≥ 65.9% of the total radioactivity, respectively…
Metabolites/Metabolites
Five Cr1:CD BR rats of each sex were administered (14)C-imidazopyridine acid (CL 263,222) via gavage or intravenous injection as a single dose. One group of rats received non-radioactively labeled (14)C-imidazopyridine acid orally for 14 consecutive days, followed by a single oral administration of (14)C-labeled (14)C-imidazopyridine acid (10 mg/kg). Animals were housed in metabolic cages after being radiolabeled with the drug and sacrificed 7 days later… Metabolites CL 303,459 and CL 263,284… as well as several trace radioactive components were also detected (<5% of the total radioactivity in the sample). Metabolites CL 303,459 (4.29% (male) to 5.38% (female) of the sample radioactivity), CL 263,284 (1.96% (male) and 0.85% (female)) and CL 290,610 (0.69% (male) and 0.70% (female)) were detected in feces. The absolute content of each metabolite was less than 0.2% of the administered dose. Several unknown metabolites accounted for less than 6% of the total radioactivity in the fecal sample. (14) The proposed metabolic pathway of C-imidazolic acid is based on components identified in excrement. (14) The oxidation of the methyl group on the pyridine ring of C-imidazolium acid produces metabolites CL 263,284. The presence of CL 303,459 indicates that the initial step is cyclization, which is reduced to intermediate CL 280,442, followed by hydrolysis to CL 303,459, and further hydrolysis to CL 290,610.
Toxicity/Toxicokinetics
Non-Human Toxicity Values
Rabbit dermal LD50 >2000 mg/kg; Rat oral LD50 >5000 mg/kg
Additional Infomation
5-Methyl-2-[4-methyl-5-oxo-4-(propyl-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylic acid is a pyridine monocarboxylic acid, formed by substituting 4,5-dihydroimidazol-2-yl at the 2-position of 5-methylpyridine-3-carboxylic acid, which is then further substituent at the 4, 5, and 6 positions with isopropyl, methyl, and oxo groups, respectively. It is a pyridine monocarboxylic acid, belonging to the imidazolinone class of compounds, and also a methylpyridine class of compounds. Imidazole acid is a chemical substance used as a herbicide. It can control a variety of broadleaf weeds and control or suppress certain grass weeds in pastures, grasslands, and certain types of lawns. Its half-life in soil is approximately 120 days.
Mechanism of Action
Imidazolidinyl acid (IMZR), imidazolidinyl acid (IMZC), imidazolium acetonicotinic acid (IMZT), imidazolium acetonicotinic acid (IMZX), and imidazolium quinolinic acid (IMZQ)... all belong to the imidazolinone (IMI) class of herbicides. Their mechanism of action is to inhibit acetylhydroxy acid synthase (AHAS), which is involved in the biosynthesis of amino acids such as leucine, isoleucine, and valine.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C14H20N4O3
Molecular Weight
292.33
Exact Mass
275.126
CAS #
104098-48-8
PubChem CID
91770
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
434.2ºC at 760 mmHg
Melting Point
208 °C
Flash Point
216.4ºC
Vapour Pressure
5.72E-10mmHg at 25°C
Index of Refraction
1.621
LogP
0.97
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
3
Heavy Atom Count
20
Complexity
461
Defined Atom Stereocenter Count
0
InChi Key
PVSGXWMWNRGTKE-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H17N3O3/c1-7(2)14(4)13(20)16-11(17-14)10-9(12(18)19)5-8(3)6-15-10/h5-7H,1-4H3,(H,18,19)(H,16,17,20)
Chemical Name
5-methyl-2-(4-methyl-5-oxo-4-propan-2-yl-1H-imidazol-2-yl)pyridine-3-carboxylic acid
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 : ≥ 100 mg/mL (~363.24 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (9.08 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 25.0 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: ≥ 2.5 mg/mL (9.08 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in 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 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (9.08 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 25.0 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 3.4208 mL 17.1040 mL 34.2079 mL
5 mM 0.6842 mL 3.4208 mL 6.8416 mL
10 mM 0.3421 mL 1.7104 mL 3.4208 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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