72963-72-5
Chemical Structure
Imiprothrin
- CAS No.: 72963-72-5
- Formula:C17H22N2O4
- Molecular Weight:318.37
IUPAC Name: (2,5-dioxo-3-(prop-2-yn-1-yl)imidazolidin-1-yl)methyl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate
InChIKey: VPRAQYXPZIFIOH-UHFFFAOYSA-N
SMILES: O=C(OCN1C(=O)N(CC#C)CC1=O)C2C(C=C(C)C)C2(C)C
Biological Activity: 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[1][2].
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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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- [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]
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