deltamethrin

Synonyms: "decamethrin", "butox", "decis", "K-othrin", "decamethrine", "deltamethrine", "esbecythrin", "crackdown", "deltacide"

Source: deltamethrin is a synthetic insecticide based structurally on natural pyrethrins, which rapidly paralyze the insect nervous system.

Identifiers:

IUPAC Name: [(S)-cyano-(3-phenoxyphenyl)methyl](1R,3R)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate
CAS Number: 52918-63-5
PubChem ID: 40585
InChiKey: OWZREIFADZCYQD-NSHGMRRFSA-N
Canonical SMILES: CC1(C(C1C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)C=C(Br)Br)C

Structural Properties:

Molecular Formula: C₂₂H₁₉Br₂NO₃
Molecular Weight: 505.199

Pharmacophore Features:

Number of bond donors: 0
Number of bond acceptors: 2
Number of atoms different from hydrogen: 28

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Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors

Andrade AJ, Araujo S, Santana GM, Ohi M, Dalsenter PR. 2002. Reproductive effects of deltamethrin on male offspring of rats exposed during pregnancy and lactation. Regul Toxicol Pharmacol 36(3):310-317.Cabral JR, Galendo D, Laval M, Lyandrat N. 1990. Carcinogenicity studies with deltamethrin in mice and rats. Cancer Lett 49(2):147-152.

Du G, Shen O, Sun H, Fei J, Lu C, Song L, Xia Y, Wang S, Wang X. 2010. Assessing hormone receptor activities of pyrethroid insecticides and their metabolites in reporter gene assays. Toxicol Sci 116(1):58-66.

Madsen C, Claesson MH, Ropke C. 1996. Immunotoxicity of the pyrethroid insecticides deltametrin and a-cypermetrin. Toxicology 107(3):219-227.