Imiprothrin
Imiprothrin is an inducer that induces CYP1A2 and metallothionein 1a, with significant genotoxicity and cytotoxicity. In rat hepatocytes, Imiprothrin initiates detoxification responses by triggering the overexpression of these two genes. Imiprothrin induces chromosomal aberrations and micronucleus formation in rat bone marrow cells, and causes DNA damage in hepatocytes. Imiprothrin triggers oxidative stress in rats, leading to lipid peroxidation, excessive reactive oxygen species production and redox imbalance, which in turn impairs liver and kidney functions and causes tissue damage. Imiprothrin inhibits weight gain in mice, and even causes high mortality in female mice at high doses. However, it shows no carcinogenicity in rat experiments; among relevant indicators, aspartate aminotransferase and total protein are identified as sensitive toxicity biomarkers.
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- CAS No.: 72963-72-5
- Formula: C17H22N2O4
- Molecular Weight:318.37
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
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CYP1A2 |
Imiprothrin (75-100 μg/mL) induces chromosomal aberrations in Chinese hamster lung cells[1].
Imiprothrin does not induce mutagenicity in Salmonella or E. coli cells in Ames assays conducted with or without metabolic activation[2].
Imiprothrin does not induce gene mutations in Chinese hamster cells in an in vitro gene mutation assay[2].
Imiprothrin induces chromosomal aberrations in Chinese hamster lung cells in vitro in the presence of S9 metabolic activation[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Imiprothrin (100-7000 ppm; p.o.; ad libitum; 78 consecutive weeks) shows marginal, non-robust increases in mouse lung tumor incidence only at the 7000 ppm dose, which exceeds the maximum tolerated dose (MTD) and produces significant systemic toxicity, while no significant carcinogenic effects are observed at doses at or below the MTD[2].
Imiprothrin (50-5000 ppm; p.o.; ad libitum; 104 consecutive weeks) shows no evidence of carcinogenic activity in rats up to the maximum tested dose of 5000 ppm, with only mild, non-carcinogenic systemic toxicity observed at the highest dose[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Crj:CD(SD) rat with Carcinogenicity (male/female, 6 weeks old, initial body weight 130-239 g)[2]
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Dosage:50 ppm (average intake 1.8 mg/kg/day males, 2.2 mg/kg/day females); 250 ppm (average intake 8.7 mg/kg/day males, 10.7 mg/kg/day females); 2500 ppm (average intake 89.6 mg/kg/day males, 108.5 mg/kg/day females); 5000 ppm (average intake 180.2 mg/kg/day males, 218.5 mg/kg/day females)
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Administration:p.o.; ad libitum; 104 consecutive weeks
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Result:Showed no significant changes in tumor incidence, survival, body weight, hematology, organ weights, or histopathology relative to control at 50 ppm and 250 ppm.
Caused acinar cell hypertrophy of the submandibular gland in both sexes; showed no significant increases in tumor incidence in any tissue at 2500 ppm.
Reduced male final body weight by 4% and female final body weight by 7% relative to control; caused decreased mean corpuscular volume in males, increased lymphocyte and basophil counts in females; increased relative weight of salivary glands (both sexes), heart, prostate, and thyroid (males); caused acinar cell hypertrophy of the submandibular gland in both sexes; showed no significant increases in tumor incidence in any tissue at 5000 ppm.
Detected no treatment-related increases in benign, malignant, or total tumor numbers, or tumor-bearing animal counts across all doses.
Chemical Information
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CAS No. 72963-72-5
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Molecular Weight 318.37
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Formula C17H22N2O4
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SMILES
O=C(OCN1C(=O)N(CC#C)CC1=O)C2C(C=C(C)C)C2(C)C
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
[1]. Mohafrash SMM, et al. Detoxification gene expression, genotoxicity, and hepatorenal damage induced by subacute exposure to the new pyrethroid, imiprothrin, in rats. Environ Sci Pollut Res Int. Published online February 27, 2021. [Content Brief]
[2]. Yamada T, et al. Toxicological evaluation of carcinogenicity of the pyrethroid imiprothrin in rats and mice. Regul Toxicol Pharmacol. 2019;105:1-14. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Imiprothrin Related Classifications
HY-119578 Related Classifications
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