Cas no 81335-77-5 (Imazethapyr)

Imazethapyr is a selective herbicide belonging to the imidazolinone class, widely used for pre- and post-emergence control of broadleaf weeds and grasses in leguminous crops such as soybeans, peanuts, and peas. Its mode of action involves inhibition of the acetolactate synthase (ALS) enzyme, disrupting branched-chain amino acid synthesis in susceptible plants. Key advantages include long residual activity, effective control of resistant weed species, and compatibility with integrated weed management systems. Imazethapyr is valued for its low use rates, soil persistence, and flexibility in application timing. It is particularly effective in no-till and reduced-tillage systems, contributing to sustainable agricultural practices.
Imazethapyr structure
Imazethapyr structure
Product Name:Imazethapyr
CAS No:81335-77-5
MF:C15H19N3O3
MW:289.329663515091
MDL:MFCD00274561
CID:60324
PubChem ID:329755731
Update Time:2025-05-26

Imazethapyr Chemical and Physical Properties

Names and Identifiers

    • 5-Ethyl-2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)nicotinic acid
    • 2-(4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl)-5-ethyl-3-pyridinecarboxylic acid
    • 5-Ethyl-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)nicotinic acid
    • (+-)-midazol-2-yl)-5-ethyl
    • 5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1h-imidazol-2-yl)-5-ethyl-2-((+-)-3-pyridinecarboxylicaci
    • 5-dihydro-4-methyl-4(1-methylethyl)-5-oxo-1h-imidazol-2yl)-5-ethyl-3-(+-)-2-(
    • ac263,499
    • (RS)-5-ETHYL-2-(4-ISOPROPYL-4-METHYL-5-OXO-2-IMIDAZOLIN-2-YL)-NICOTINIC ACID
    • PURSUIT
    • PURSUIT DG
    • PURSUIT(R)
    • Pursuit,2-(4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl)-5-ethyl-3-pyridinecarboxylic acid
    • (+/-)-2-[4,5-dihydro-4-methyl-4-(1-methyltheyl)-5-oxo-1Himidazol-2-yl]-5-ethyl-3-pyridinecarboxy acid
    • 5-ethyl-2-(4-methyl-5-oxo-4-propan-2-yl-1H-imidazol-2-yl)pyridine-3-carboxylic acid
    • Imazethapyr
    • Imazethapyr Solution
    • 2-[4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-5-ethyl-3-pyridinecarboxylic acid
    • 5-ethyl-2-(4-methyl-5-oxo-4-propan-2-yl-1H-imidazol-2-yl)pyridine-3-carboxy
    • 5-ethyl-2-[(RS)-4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl]nicotinic acid
    • rac-5-ethyl-2-[(4R)-4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylic acid
    • 2-[4,5-Dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-5-ethyl-3-pyridinecarboxylic acid (ACI)
    • (±)-5-Ethyl-2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)nicotinic acid
    • (±)-Imazethapyr
    • 5-Ethyl-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl) nicotinic acid
    • AC 263499
    • CL 263499
    • Fabian
    • Pivot
    • Pursuit 10
    • MDL: MFCD00274561
    • Inchi: 1S/C15H19N3O3/c1-5-9-6-10(13(19)20)11(16-7-9)12-17-14(21)15(4,18-12)8(2)3/h6-8H,5H2,1-4H3,(H,19,20)(H,17,18,21)
    • InChI Key: XVOKUMIPKHGGTN-UHFFFAOYSA-N
    • SMILES: O=C(C1C(C2NC(C(C)C)(C)C(=O)N=2)=NC=C(CC)C=1)O

Computed Properties

  • Exact Mass: 289.14300
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 4
  • Complexity: 475
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 91.6A^2
  • Isotope Atom Count: 0

Experimental Properties

  • Density: 1.1302 (rough estimate)
  • Melting Point: 169-173 oC
  • Boiling Point: 431.49°C (rough estimate)
  • Refractive Index: 1.5600 (estimate)
  • PSA: 91.65000
  • LogP: 1.39770
  • Color/Form: The pure product is colorless crystal
  • pka: pK1 2.1; pK2 3.9(at 25℃)

Imazethapyr Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:1
  • RTECS:US5682900
  • Toxicity:LD50 orally in rats and mice: >5000 mg/kg; dermally in rabbits: >2000 mg/kg (Peoples)

Imazethapyr Pricemore >>

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Imazethapyr Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Sodium hydride Solvents: Toluene ;  15 min, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  pH 2 - 3
Reference
Formation of the imidazolinone ring under mild conditions in the presence of sodium hydride
Vasiliev, Aleksey N.; et al, Molecules, 2004, 9(7), 535-540

Production Method 2

Reaction Conditions
1.1 Solvents: Toluene
1.2 Reagents: Triethylamine
1.3 Reagents: Sodium hydroxide Solvents: Water
Reference
Synthesis of herbicides imazethapyr
Cheng, Zhiming; et al, Nongyao, 2001, 40(9), 9-12

Production Method 3

Reaction Conditions
1.1 Reagents: Sodium hydroxide Solvents: Water
1.2 Reagents: Sulfuric acid Solvents: Water
1.3 Reagents: Acetic anhydride ,  4-Methylpyridine
2.1 Solvents: Toluene
2.2 Reagents: Triethylamine
2.3 Reagents: Sodium hydroxide Solvents: Water
Reference
Synthesis of herbicides imazethapyr
Cheng, Zhiming; et al, Nongyao, 2001, 40(9), 9-12

Production Method 4

Reaction Conditions
1.1 Reagents: Sulfuric acid Solvents: Water
1.2 Reagents: Sodium carbonate ,  Sodium hydroxide Solvents: Water
2.1 Solvents: Toluene
2.2 Reagents: Triethylamine
2.3 Reagents: Sodium hydroxide Solvents: Water
Reference
Synthesis of herbicides imazethapyr
Cheng, Zhiming; et al, Nongyao, 2001, 40(9), 9-12

Imazethapyr Raw materials

Imazethapyr Preparation Products

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Tiancheng Chemical (Jiangsu) Co., Ltd
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Additional information on Imazethapyr

Comprehensive Guide to Imazethapyr (CAS No. 81335-77-5): Properties, Applications, and Environmental Impact

Imazethapyr (CAS No. 81335-77-5) is a highly effective herbicide belonging to the imidazolinone class. It is widely used in modern agriculture for its selective control of broadleaf weeds and grasses in crops such as soybeans, peanuts, and alfalfa. The compound's unique mode of action, targeting the acetolactate synthase (ALS) enzyme, makes it a preferred choice for farmers seeking sustainable weed management solutions.

The chemical name for Imazethapyr is (±)-2-[4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-5-ethyl-3-pyridinecarboxylic acid. Its molecular formula is C15H19N3O3, with a molecular weight of 289.33 g/mol. The compound typically appears as a white to tan crystalline solid with a mild odor. One of the most searched questions about Imazethapyr is "how long does Imazethapyr last in soil?" Research shows it has a moderate soil persistence, with a half-life ranging from 30 to 120 days depending on environmental conditions.

In recent years, Imazethapyr-resistant weeds have become a growing concern in agricultural communities. This phenomenon has led to increased searches for "Imazethapyr alternatives" and "rotation strategies for Imazethapyr." Farmers are advised to implement integrated weed management practices, combining chemical control with cultural methods to prevent resistance development. The herbicide's selectivity remains one of its most valuable attributes, allowing crops to metabolize the compound while effectively controlling target weeds.

The environmental fate of Imazethapyr (CAS No. 81335-77-5) is another hot topic among researchers and environmentalists. Studies on "Imazethapyr water solubility" (1400 mg/L at 25°C) and "Imazethapyr leaching potential" are frequently conducted to assess its movement in ecosystems. Proper application techniques and adherence to recommended rates are crucial for minimizing environmental impact while maintaining efficacy.

From a formulation perspective, Imazethapyr products are available in various forms including liquid concentrates and water-soluble granules. Common trade names containing this active ingredient are often searched alongside terms like "Imazethapyr mixing ratio" and "best application timing for Imazethapyr." The optimal application window typically falls between weed emergence and the 4-leaf stage for most target species.

The global market for Imazethapyr-based herbicides continues to grow, driven by increasing demand for food production and sustainable farming practices. Recent innovations in herbicide formulation technology have improved the compound's performance characteristics, addressing common user concerns about "Imazethapyr crop safety" and "rainfastness of Imazethapyr applications." These advancements contribute to its position as a cornerstone in modern weed control programs.

Regulatory status updates for Imazethapyr (CAS No. 81335-77-5) remain a frequent search topic among professionals. The compound has undergone extensive toxicological evaluation, with established acceptable daily intake (ADI) values and comprehensive risk assessments. Current research focuses on "Imazethapyr degradation products" and their environmental behavior, ensuring continued safe use in agricultural systems worldwide.

For optimal results with Imazethapyr applications, experts recommend considering soil pH, organic matter content, and moisture conditions. These factors significantly influence the herbicide's performance and persistence. Frequently asked questions like "does Imazethapyr work better in acidic soils" reflect users' growing understanding of these complex interactions. The answer lies in the compound's increased adsorption at lower pH levels, which can affect bioavailability.

Looking ahead, the role of Imazethapyr in sustainable agriculture continues to evolve. Emerging trends include combination products with other herbicide modes of action to combat resistance, and precision application technologies to reduce environmental loading. As agricultural systems face increasing pressure from climate change and weed resistance, Imazethapyr's balanced profile of efficacy, selectivity, and environmental compatibility positions it as a valuable tool for future food security.

Recommended suppliers
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:81335-77-5)咪草煙
LE25602285;LE12839
Purity:99%/99%
Quantity:25KG,200KG,1000KG/25KG,200KG,1000KG
Price ($):Inquiry/Inquiry
Email
Suzhou Senfeida Chemical Co., Ltd
(CAS:81335-77-5)Imazethapyr
sfd19229
Purity:99%
Quantity:200kg
Price ($):Inquiry
Email