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MedKoo Cat#: 598243 | Name: lambda-Cyhalothrin, (-)-

Description:

WARNING: This product is for research use only, not for human or veterinary use.

lambda-Cyhalothrin, (-)- is an organic compound that is used as a pesticide. It is a pyrethroid, a class of synethetic insecticides that mimic the structure and insecticidal properties of the naturally occurring insecticide pyrethrin which comes from the flowers of chrysanthemums. Pyrethroids such as cyhalothrin are often preferred as an active ingredient in insecticides because they remain effective for longer periods of time than pyrethrin. It is a colorless solid, although samples can appear beige, with a mild odor. It has a low water solubility and is nonvolatile. It is used to control insects in cotton crops.

Chemical Structure

lambda-Cyhalothrin, (-)-
lambda-Cyhalothrin, (-)-
CAS#76703-65-6

Theoretical Analysis

MedKoo Cat#: 598243

Name: lambda-Cyhalothrin, (-)-

CAS#: 76703-65-6

Chemical Formula: C23H19ClF3NO3

Exact Mass: 449.1006

Molecular Weight: 449.85

Elemental Analysis: C, 61.41; H, 4.26; Cl, 7.88; F, 12.67; N, 3.11; O, 10.67

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
lambda-Cyhalothrin, (-)-;
IUPAC/Chemical Name
cyano(3-phenoxyphenyl)methyl (1S,3S)-3-((Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropane-1-carboxylate
InChi Key
ZXQYGBMAQZUVMI-BWHPXCRDSA-N
InChi Code
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-/m1/s1
SMILES Code
O=C([C@@H]1C(C)(C)[C@@H]1/C=C(Cl)/C(F)(F)F)OC(C#N)C2=CC=CC(OC3=CC=CC=C3)=C2
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 449.85 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Anadón A, Martínez M, Martínez MA, Díaz MJ, Martínez-Larrañaga MR. Toxicokinetics of lambda-cyhalothrin in rats. Toxicol Lett. 2006 Aug 1;165(1):47-56. Epub 2006 Feb 28. PubMed PMID: 16513299. 2: Chester G, Sabapathy NN, Woollen BH. Exposure and health assessment during application of lambda-cyhalothrin for malaria vector control in Pakistan. Bull World Health Organ. 1992;70(5):615-9. PubMed PMID: 1464147; PubMed Central PMCID: PMC2393370. 3: Velmurugan B, Selvanayagam M, Cengiz EI, Unlu E. Histopathology of lambda-cyhalothrin on tissues (gill, kidney, liver and intestine) of Cirrhinus mrigala. Environ Toxicol Pharmacol. 2007 Nov;24(3):286-91. doi: 10.1016/j.etap.2007.07.001. Epub 2007 Jul 7. PubMed PMID: 21783823. 4: Kumar A, Sharma B, Pandey RS. Preliminary evaluation of the acute toxicity of cypermethrin and lambda-cyhalothrin to Channa Punctatus. Bull Environ Contam Toxicol. 2007 Dec;79(6):613-6. Epub 2007 Oct 9. PubMed PMID: 17924043. 5: Henry MC, Assi SB, Rogier C, Dossou-Yovo J, Chandre F, Guillet P, Carnevale P. Protective efficacy of lambda-cyhalothrin treated nets in Anopheles gambiae pyrethroid resistance areas of Côte d'Ivoire. Am J Trop Med Hyg. 2005 Nov;73(5):859-64. PubMed PMID: 16282294. 6: Cavaş T, Ergene-Gözükara S. Evaluation of the genotoxic potential of lambda-cyhalothrin using nuclear and nucleolar biomarkers on fish cells. Mutat Res. 2003 Jan 10;534(1-2):93-9. PubMed PMID: 12504758. 7: Sharma RS. Susceptibility of the malaria vector Anopheles culicifacies (Diptera: Culicidae) to DDT, dieldrin, malathion, and lambda-cyhalothrin. J Vector Ecol. 1999 Dec;24(2):187-90. PubMed PMID: 10672548. 8: Kelly DW, Mustafa Z, Dye C. Differential application of lambda-cyhalothrin to control the sandfly Lutzomyia longipalpis. Med Vet Entomol. 1997 Jan;11(1):13-24. PubMed PMID: 9061673. 9: Naravaneni R, Jamil K. Evaluation of cytogenetic effects of lambda-cyhalothrin on human lymphocytes. J Biochem Mol Toxicol. 2005;19(5):304-10. PubMed PMID: 16292750. 10: Gu BG, Wang HM, Chen WL, Cai DJ, Shan ZJ. Risk assessment of lambda-cyhalothrin on aquatic organisms in paddy field in China. Regul Toxicol Pharmacol. 2007 Jun;48(1):69-74. Epub 2007 Jan 30. PubMed PMID: 17379369. 11: Leistra M, Zweers AJ, Warinton JS, Crum SJ, Hand LH, Beltman WH, Maund SJ. Fate of the insecticide lambda-cyhalothrin in ditch enclosures differing in vegetation density. Pest Manag Sci. 2004 Jan;60(1):75-84. PubMed PMID: 14727744. 12: Lawler SP, Dritz DA, Christiansen JA, Cornel AJ. Effects of lambda-cyhalothrin on mosquito larvae and predatory aquatic insects. Pest Manag Sci. 2007 Mar;63(3):234-40. PubMed PMID: 16900577. 13: de Roffignac L, Cattan P, Mailloux J, Herzog D, Le Bellec F. Efficiency of a bagasse substrate in a biological bed system for the degradation of glyphosate, malathion and lambda-cyhalothrin under tropical climate conditions. Pest Manag Sci. 2008 Dec;64(12):1303-13. doi: 10.1002/ps.1633. PubMed PMID: 18785226. 14: Xu C, Wang J, Liu W, Daniel Sheng G, Tu Y, Ma Y. Separation and aquatic toxicity of enantiomers of the pyrethroid insecticide lambda-cyhalothrin. Environ Toxicol Chem. 2008 Jan;27(1):174-81. PubMed PMID: 18092875. 15: Weathersbee AA 3rd, Meisch MV, Inman A, Dame DA. Activity of lambda-cyhalothrin applied as an ultralow volume ground treatment against Anopheles quadrimaculatus adults. J Am Mosq Control Assoc. 1991 Jun;7(2):238-41. PubMed PMID: 1895080. 16: Bouldin JL, Farris JL, Moore MT, Smith S Jr, Cooper CM. Hydroponic uptake of atrazine and lambda-cyhalothrin in Juncus effusus and Ludwigia peploides. Chemosphere. 2006 Nov;65(6):1049-57. Epub 2006 May 18. PubMed PMID: 16709423. 17: Desneux N, Pham-Delègue MH, Kaiser L. Effects of sub-lethal and lethal doses of lambda-cyhalothrin on oviposition experience and host-searching behaviour of a parasitic wasp, Aphidius ervi. Pest Manag Sci. 2004 Apr;60(4):381-9. PubMed PMID: 15119601. 18: He LM, Troiano J, Wang A, Goh K. Environmental chemistry, ecotoxicity, and fate of lambda-cyhalothrin. Rev Environ Contam Toxicol. 2008;195:71-91. Review. PubMed PMID: 18418954. 19: Celik A, Mazmanci B, Camlica Y, Askin A, Cömelekoglu U. Induction of micronuclei by lambda-cyhalothrin in Wistar rat bone marrow and gut epithelial cells. Mutagenesis. 2005 Mar;20(2):125-9. Erratum in: Mutagenesis. 2005 May;20(3):235. PubMed PMID: 15843390. 20: Cycoń M, Piotrowska-Seget Z, Kaczyńska A, Kozdrój J. Microbiological characteristics of a sandy loam soil exposed to tebuconazole and lambda-cyhalothrin under laboratory conditions. Ecotoxicology. 2006 Nov;15(8):639-46. Epub 2006 Oct 11. PubMed PMID: 17033931.