Imazethapyr - analytical standard, ≥98% , CAS No.81335-77-5

CAS: 81335-77-5 Cat. No.: I109998 Molecular Weight: 289.33 EC Number: 617-222-4

GRADE & PURITY Analytical standard, ≥98%

Synonyms

5-ethyl-2-(4-methyl-5-oxo-4-propan-2-yl-1H-imidazol-2-yl)-3-pyridinecarboxylic acid | 3-Pyridinecarboxylic acid, 2-(4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl)-5-ethyl-, (+-)- | IMAZETHAPYR, (+/-)- | NCGC00168319-01 | DTXCID004287 | C18

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

5-ethyl-2-(4-methyl-5-oxo-4-propan-2-yl-1H-imidazol-2-yl)-3-pyridinecarboxylic acid | 3-Pyridinecarboxylic acid, 2-(4, 5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl)-5-ethyl-, (+-)- | IMAZETHAPYR, (+/-)- | NCGC00168319-01 | DTXCID004287 | C18

Specifications & Purity

analytical standard, ≥98%

Storage

Room temperature

Shipped In

Normal

Grade

Analytical standard

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CCC1=CC(=C(N=C1)C2=NC(C(=O)N2)(C)C(C)C)C(=O)O
• IUPAC Name: 5-ethyl-2-(4-methyl-5-oxo-4-propan-2-yl-1H-imidazol-2-yl)pyridine-3-carboxylic acid
• InChIKey: XVOKUMIPKHGGTN-UHFFFAOYSA-N
• 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)
• Isomeric SMILES: CCC1=CC(=C(N=C1)C2=NC(C(=O)N2)(C)C(C)C)C(=O)O
• Molecular Weight: 289.33
• Reaxy-Rn: 7437150
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=7437150&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives
• Direct Parent: Alpha amino acids and derivatives
• Alternative Parents: Pyridinecarboxylic acids Imidazolyl carboxylic acids and derivatives Imidazolinones Heteroaromatic compounds Propargyl-type 1,3-dipolar organic compounds Monocarboxylic acids and derivatives Carboxylic acids Carboximidamides Carboxamidines Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Alpha-amino acid or derivatives - Pyridine carboxylic acid - Pyridine carboxylic acid or derivatives - Imidazolyl carboxylic acid derivative - Imidazolinone - Pyridine - 2-imidazoline - Heteroaromatic compound - Azacycle - Organoheterocyclic compound - Carboxylic acid amidine - Carboxylic acid - Monocarboxylic acid or derivatives - Amidine - Carboximidamide - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organonitrogen compound - Organooxygen compound - Organic oxide - Hydrocarbon derivative - Carbonyl group - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
• External Descriptors: Imidazolinone herbicides

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

AR Tclin Androgen Receptor (11781 Activities)

Discover Target: AR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PPARA Tclin Peroxisome proliferator-activated receptor alpha (9197 Activities)

Discover Target: PPARA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

ALS Acetolactate synthase (354 Activities)

Discover Target: ALS

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Pisum sativum (62 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Zea mays (820 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Phaseolus vulgaris (518 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Raphanus raphanistrum (44 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Leaf (16 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 175-178° C
• Molecular Weight: 289.330 g/mol
• XLogP3: 2.000
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 289.143 Da
• Monoisotopic Mass: 289.143 Da
• Topological Polar Surface Area: 91.700 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 475.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Shiwen Dong, Wen Xu, Qingqing Guo, Kai Luo, Haijun Cheng, Juntao Tang, Da Wang, Zhiqiao He, Lizhang Wang, Shuang Song, Jun Ma.  (2023)  Enhanced 2, 6-dimethylpyrazine removal by catalytic ozonation with legumes biochar: The roles of oxygen- and nitrogen-containing functional groups.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2023.125991]

2. Lei Liu, Runfeng Li, Min Guo, Linjun Wang, Mei Zhang.  (2023)  One step synthesis of novel CuS-ZnS/SiO2@n-octadecane nanocapsules with full spectral absorption range and high photothermal conversion efficiency.  THERMOCHIMICA ACTA,      [PMID:] [10.1016/j.tca.2023.179539]

3. Jiao Tian, Jiaoyang Luo, Jiaan Qin, Yudan Wang, Xinqi Sun, Jing Zhang, Tongwei Ke, Mengyue Guo, Haonan Ruan, Fang An, Meihua Yang.  (2023)  Preparation of a broad-specificity antibody against zearalenone and its primary analogues and development of immunoassay of Coicis Semen and related products.  JOURNAL OF FOOD SCIENCE,  88  (6): (2723-2734).  [PMID:37195191] [10.1111/1750-3841.16600]

4. Zhao Li-Xia, Wu Hao, Fu Ying, Zou Yue-Li, Ye Fei.  (2016)  3-Dichloroacetyl oxazolidine protect maize from imazethapyr herbicide injury.  Chilean Journal of Agricultural Research,  76  (2): (158-162).  [PMID:] [10.4067/S0718-58392016000200004]

5. Lin Lin, Ziqi Li, Jian Zhang, Tonghua Ma, Renzhong Wei, Qiang Zhang, Junyou Shi.  (2024)  MUF-n-Octadecane Phase-Change Microcapsules: Effects of Core pH and Core–Wall Ratio on Morphology and Thermal Properties of Microcapsules.  MOLECULES,  29  (20): (4794).  [PMID:39459163] [10.3390/molecules29204794]

6. Jianxin Lv, Huiru Zhang, Xuwen Wang, Jiaoyang Luo, Yudan Wang, Dandan Kong, Chuang Wang, Mengyue Guo, Meihua Yang.  (2025)  Occurrence, transfer rule, and dietary risk assessment of aflatoxins in medicinal and edible seeds.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2025.105830]