gamma-cyhalothrin

Synonyms: "gamma-cyhalothrin", "(S)-cyano(3-phenoxyphenyl)methyl (1R,3R)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropanecarboxylate", "[(S)-cyano-(3-phenoxyphenyl)methyl] (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate", "Cyhalothrin lambda", "(1R,3R)-((S)-cyano(3-phenoxyphenyl)methyl) 3-((Z)-2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropanecarboxyl","Nexide".

Source: Gamma-cyhalothrin is an insecticidal enantiomer of the synthetic pyrethroid lambda-cyhalothrin.

Identifiers:

IUPAC Name: [(S)-cyano-(3-phenoxyphenyl)methyl] (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate
CAS Number: 91465-08-6
PubChem ID: 6440554
InChiKey: ZXQYGBMAQZUVMI-GCMPRSNUSA-N
Canonical SMILES: CC1(C(C1C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)C=C(C(F)(F)F)Cl)C

Structural Properties:

Molecular Formula: C23H19ClF3NO3
Molecular Weight: 449.854

Pharmacophore Features:

Number of bond donors: 0
Number of bond acceptors: 7
Number of atoms different from hydrogen: 31

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Evidence Supporting This Chemical as an Endocrine Disruptor
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Orton F, Rosivatz E, Scholze M, Kortenkamp A. 2011. Widely used pesticides with previously unknown endocrine activity revealed as in vitro antiandrogens. Environ Health Perspect 119(6):794-800. DOI: 10.1289/ehp.1002895. URL: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3114813/.

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