Ethiprole - analytical standard , CAS No.181587-01-9

CAS: 181587-01-9 Cat. No.: E132523 Molecular Weight: 397.2 EC Number: 446-630-3

GRADE & PURITY Analytical standard

Synonyms

rpa 107382 | DTXSID6058003 | 5-Amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(ethylsulfinyl)-1H-pyrazole-3-carbonitrile | BCP13106 | Acetic acid, 2,2'-(N-(2,6-diethylphenylcarbamoylmethyl)imino)di- | UNII-5527E53JNB | ETHIPROLE [MI] | Asparagine Mono

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

rpa 107382 | DTXSID6058003 | 5-Amino-1-[2, 6-dichloro-4-(trifluoromethyl)phenyl]-4-(ethylsulfinyl)-1H-pyrazole-3-carbonitrile | BCP13106 | Acetic acid, 2, 2'-(N-(2, 6-diethylphenylcarbamoylmethyl)imino)di- | UNII-5527E53JNB | ETHIPROLE [MI] | Asparagine Mono

Specifications & Purity

analytical standard

Storage

Room temperature

Shipped In

Normal

Grade

Analytical standard

Names and Identifiers

• Pubchem Sid: 528769406
• Canonical Smiles: CCS(=O)C1=C(N(N=C1C#N)C2=C(C=C(C=C2Cl)C(F)(F)F)Cl)N
• IUPAC Name: 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-ethylsulfinylpyrazole-3-carbonitrile
• InChIKey: FNELVJVBIYMIMC-UHFFFAOYSA-N
• INCHI: 1S/C13H9Cl2F3N4OS/c1-2-24(23)11-9(5-19)21-22(12(11)20)10-7(14)3-6(4-8(10)15)13(16,17)18/h3-4H,2,20H2,1H3
• Isomeric SMILES: CCS(=O)C1=C(N(N=C1C#N)C2=C(C=C(C=C2Cl)C(F)(F)F)Cl)N
• WGK Germany: 3
• Molecular Weight: 397.2
• Reaxy-Rn: 9583843
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=9583843&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Azoles
      • Subclass Pyrazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Azoles
• Subclass: Pyrazoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpyrazoles
• Alternative Parents: Trifluoromethylbenzenes Dichlorobenzenes Aryl chlorides Heteroaromatic compounds Sulfoxides Sulfinyl compounds Nitriles Azacyclic compounds Primary amines Organopnictogen compounds Organofluorides Organochlorides Organic oxides Hydrocarbon derivatives Alkyl fluorides
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Phenylpyrazole - Trifluoromethylbenzene - 1,3-dichlorobenzene - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Benzenoid - Heteroaromatic compound - Sulfoxide - Azacycle - Carbonitrile - Nitrile - Sulfinyl compound - Organofluoride - Organochloride - Organohalogen compound - Amine - Alkyl halide - Alkyl fluoride - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organonitrogen compound - Organosulfur compound - Primary amine - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylpyrazoles. These are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group.
• External Descriptors: Pyrazole insecticides

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(non-human)

Plutella xylostella (1838 Activities)

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

Aphis craccivora (935 Activities)

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

Culex pipiens pallens (759 Activities)

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Mythimna separata (3306 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 397.200 g/mol
• XLogP3: 3.700
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 395.983 Da
• Monoisotopic Mass: 395.983 Da
• Topological Polar Surface Area: 104.000 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 531.000
• 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. Lihua Qu, Xiaoyu Qi, Li Zhao, Yu Zhang, Ronghua Zhuge, Zhihui Hao, Congmin Liu.  (2023)  Development, validation, and use of a monitoring method for fipronil and its metabolites in chicken eggs by QuEChERS with online-SPE-LC-Q/Orbitrap analysis.  RAPID COMMUNICATIONS IN MASS SPECTROMETRY,  37  (13): (e9518).  [PMID:37038653] [10.1002/rcm.9518]

2. Guangyan Liu, Jun Ling, Hanzhao Xie, Jianping Li.  (2021)  Ultrasensitive molecularly imprinted electrochemiluminescence sensor based on enzyme-encapsulated liposome-linked signal amplification for trace analysis.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2021.131263]

3. Zheyuan Song, Zheng Ma, Xueshan Feng, Rui Huang, Qiong An, Yunrui Pan, Jing Chang, Bin Wan, Huili Wang, Jianzhong Li.  (2024)  Comparative assessment of thyroid disrupting effects of ethiprole and its metabolites: In silico, in vitro, and in vivo study.  Journal of Environmental Sciences,      [PMID:] [10.1016/j.jes.2024.05.027]

4. Yehong Han, Ruiyang Ma, Juntao Wang, Hongyuan Yan, Yufei Shan, Zihan Liu, Zhi Wang.  (2025)  Highly efficient analysis of fipronil and ethiprole in milk using ternary deep eutectic solvent-functionalized UiO-66-based tip-SPE − HPLC.  FOOD CHEMISTRY,      [PMID:41045852] [10.1016/j.foodchem.2025.146583]

5. Lin Kai, Wu Hongxin, Li Zhongsheng, Zhong Zichun, He Liuyan, Guo Yujing, Zhang Jie, Xu Xiaoxia, Zhang Wenqing, Jin Fengliang, Pang Rui.  (2025)  Phylogenetic and toxicogenomic profiling of CYPomes to elucidate convergent and divergent insecticide resistance profiles in three rice planthopper species.  JOURNAL OF PEST SCIENCE,      [PMID:] [10.1007/s10340-025-01913-2]