Lambda-Cyhalothrin
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Basic Info
| Common Name | Lambda-Cyhalothrin(F05802) |
| 2D Structure | |
| FRCD ID | F05802 |
| CAS Number | 91465-08-6 |
| PubChem CID | 6440554 |
| Formula | C23H19ClF3NO3 |
| IUPAC Name | [(S)-cyano-(3-phenoxyphenyl)methyl] (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate |
| InChI Key | ZXQYGBMAQZUVMI-GCMPRSNUSA-N |
| InChI | InChI=1S/C23H19ClF3NO3/c1-22(2)17(12-19(24)23(25,26)27)20(22)21(29)31-18(13-28)14-7-6-10-16(11-14)30-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3/b19-12-/t17-,18+,20-/m0/s1 |
| 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 |
| Isomeric SMILES | CC1([C@H]([C@H]1C(=O)O[C@H](C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)/C=C(/C(F)(F)F)\Cl)C |
| Synonyms |
UNII-GOI9BD654Y
(S)-cyano(3-phenoxyphenyl)methyl (1R,3R)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropanecarboxylate
gamma-cyhalothrin
lambda-Cyhalothrin
76703-62-3
91465-08-6
GOI9BD654Y
CHEBI:39323
DSSTox_CID_12559
[(S)-cyano-(3-phenoxyphenyl)methyl] (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate
|
| Classifies |
Pesticide
|
| Update Date | Nov 13, 2018 17:07 |
Chemical Taxonomy
| Kingdom | Organic compounds |
| Superclass | Lipids and lipid-like molecules |
| Class | Fatty Acyls |
| Subclass | Fatty acid esters |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Pyrethroids |
| Alternative Parents |
|
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Pyrethroid skeleton - Diphenylether - Diaryl ether - Benzyloxycarbonyl - Phenoxy compound - Phenol ether - Monocyclic benzene moiety - Cyclopropanecarboxylic acid or derivatives - Benzenoid - Carboxylic acid ester - Carboxylic acid derivative - Ether - Monocarboxylic acid or derivatives - Carbonitrile - Nitrile - Chloroalkene - Haloalkene - Vinyl chloride - Vinyl halide - Organic oxygen compound - Organic nitrogen compound - Alkyl halide - Hydrocarbon derivative - Organohalogen compound - Organochloride - Organofluoride - Organonitrogen compound - Organooxygen compound - Carbonyl group - Alkyl fluoride - Organopnictogen compound - Organic oxide - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as pyrethroids. These are organic compounds similar to the pyrethrins. Some pyrethroids containing a chrysanthemic acid esterified with a cyclopentenone (pyrethrins), or with a phenoxybenzyl group. |
Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 449.854 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 7 |
| Complexity | 736 |
| Monoisotopic Mass | 449.101 |
| Exact Mass | 449.101 |
| XLogP | 6.1 |
| Formal Charge | 0 |
| Heavy Atom Count | 31 |
| Defined Atom Stereocenter Count | 3 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
MRLs
| Food | Product Code | Country | MRLs | Application Date | Notes |
|---|---|---|---|---|---|
| Milk | Canada | 0. 5mg/kg | |||
| All Food Commodities (Other Than Those Already Covered By A Higher Mrl As A Result Of Use On Growing Crops) In Food Handling Establishments Where Food Products Are Held, Processed Or Prepared | Canada | 0.01mg/kg | |||
| Soursops/guanabanas | 0163110 | European Union | 0.02* | 27/04/2017 | |
| Citrus fruits | 0110000 | European Union | 0.2 | 27/04/2017 | |
| Oranges (Bergamots, Bitter oranges/sour oranges, Blood oranges, Cara caras, Chinottos, Trifoliate oranges, Other hybrids of Citrus sinensis, not elsewhere mentioned,) | 0110020 | European Union | 0.2 | 27/04/2017 | |
| Lemons (Buddha's hands/Buddha's fingers, Citrons,) | 0110030 | European Union | 0.2 | 27/04/2017 | |
| Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,) | 0110040 | European Union | 0.2 | 27/04/2017 | |
| Mandarins (Calamondins, Clementines, Cleopatra mandarins, Minneolas, Satsumas/clausellinas, Tangerines/dancy mandarins, Tangors, Other hybrids of Citrus reticulata, not elsewhere mentioned,) | 0110050 | European Union | 0.2 | 27/04/2017 | |
| Others (2) | 0110990 | European Union | 0.2 | 27/04/2017 | |
| Tree nuts | 0120000 | European Union | 0.05* | 27/04/2017 | |
| Almonds (Apricot kernels, Bitter almonds, Canarium nuts/galip nuts, Pili nuts, Okari nuts,) | 0120010 | European Union | 0.05* | 27/04/2017 | |
| Brazil nuts | 0120020 | European Union | 0.05* | 27/04/2017 | |
| Cashew nuts | 0120030 | European Union | 0.05* | 27/04/2017 | |
| Chestnuts | 0120040 | European Union | 0.05* | 27/04/2017 | |
| Coconuts (Areca nuts/betel nuts,) | 0120050 | European Union | 0.05* | 27/04/2017 | |
| Hazelnuts/cobnuts (Acorns, Filberts,) | 0120060 | European Union | 0.05* | 27/04/2017 | |
| Macadamias | 0120070 | European Union | 0.05* | 27/04/2017 | |
| Pecans (Hickory nuts,) | 0120080 | European Union | 0.05* | 27/04/2017 | |
| Pistachios | 0120100 | European Union | 0.05* | 27/04/2017 | |
| Walnuts | 0120110 | European Union | 0.05* | 27/04/2017 |
References
| Title | Journal | Date | Pubmed ID |
|---|---|---|---|
| Effects of Spinosad, Imidacloprid, and Lambda-cyhalothrin on Survival, Parasitism, and Reproduction of the Aphid Parasitoid Aphidius colemani. | J Econ Entomol | 2018 May 28 | 29528456 |
| Comparison of subacute effects of two types of pyrethroid insecticides using metabolomics methods. | Pestic Biochem Physiol | 2017 Nov | 29183587 |
| Degradation Processes of Pesticides Used in Potato Cultivations. | Rev Environ Contam Toxicol | 2017 | 27718007 |
| Lethal and sublethal effects of pesticides on Chrysoperla carnea larvae (Neuroptera: Chrysopidae) and the influence of rainfastness in their degradation pattern over time. | Ecotoxicology | 2016 Jul | 26975320 |
| Bt crops benefit natural enemies to control non-target pests. | Sci Rep | 2015 Nov 12 | 26559133 |
| Effect of Chinese traditional cooking on eight pesticides residue during cowpea processing. | Food Chem | 2015 Mar 1 | 25306325 |
| Fenpropathrin biodegradation pathway in Bacillus sp. DG-02 and its potential for bioremediation of pyrethroid-contaminated soils. | J Agric Food Chem | 2014 Mar 12 | 24576059 |
| Pyrethroids in human breast milk: occurrence and nursing daily intake estimation. | Environ Int | 2012 Oct 15 | 22717642 |
| A sensitive and selective method for the determination of selected pesticides in fruit by gas chromatography/mass spectrometry with negative chemical ionization. | J Chromatogr A | 2012 Nov 16 | 23058941 |
| Acute toxicity of chlorantraniliprole to non-target crayfish (Procambarus clarkii) associated with rice-crayfish cropping systems. | Pest Manag Sci | 2010 Sep | 20730992 |
| Vitamin E modulates reproductive toxicity of pyrethroid lambda-cyhalothrin in male rabbits. | Food Chem Toxicol | 2010 May | 20138202 |
| Comparison of the hazards posed to amphibians by the glyphosate spray control program versus the chemical and physical activities of coca production in Colombia. | J Toxicol Environ Health A | 2009 | 19672762 |
| Life-history responses of Daphnia magna Straus to binary mixtures of toxic substances: pharmacological versus ecotoxicological modes of action. | Aquat Toxicol | 2007 Oct 30 | 17720258 |
| Aquatic risk assessment of a realistic exposure to pesticides used in bulb crops: a microcosm study. | Environ Toxicol Chem | 2004 Jun | 15376534 |
| Baseline toxicity of several pesticides to Hyaliodes vitripennis (Say) (Hemiptera: Miridae). | Pest Manag Sci | 2001 Nov | 11721516 |