Deltamethrin

ChemicalBook > CAS DataBase List > Deltamethrin

Product Name: Deltamethrin
CAS No.: 52918-63-5
Chemical Name: Deltamethrin
Synonyms: DELTAMETRIN;Deltamethrine;DECAMETHRIN;DELTAMETHRIN 98%;DEPAR;DECIS;BUTOX;butoss;Cislin;KORDON
CBNumber: CB5266265
Molecular Formula: C22H19Br2NO3
Formula Weight: 505.2
MOL File: 52918-63-5.mol

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Deltamethrin Property

Melting point:: 98°C
Boiling point:: 300°C
alpha: +56～+64°(20℃/D)(c=4,C6H6)
Density: 1.5214 (rough estimate)
vapor pressure: 1.24×10^-2Pa (25 °C)
refractive index: 1.6220 (estimate)
Flash point:: -18 °C
storage temp.: −20°C
solubility: Soluble in DMSO (up to 50 mg/ml)
form: Crystalline
Water Solubility: <0.0002 mg l^-1 (25 °C)
color: Colorless
λmax: 278nm(Hexane)(lit.)
Merck: 14,2883
BRN: 6746312
Stability:: Stable. Incompatible with acids, alkalies, strong oxidizing agents.
LogP: 6.200
NIST Chemistry Reference: Deltamethrin(52918-63-5)
IARC: 3 (Vol. 53) 1991
EPA Substance Registry System: Deltamethrin (52918-63-5)

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Safety

Hazard Codes: T,N,Xn,F
Risk Statements: 23/25-50/53-67-65-38-11
Safety Statements: 24-28-36/37/39-38-45-60-61-62-16
RIDADR: UN 2811 6.1/PG 2
WGK Germany: 3
RTECS: GZ1233000
HazardClass: 6.1(a)
PackingGroup: II
HS Code: 29269090
Hazardous Substances Data: 52918-63-5(Hazardous Substances Data)
Toxicity: LD50 in female rats (mg/kg): 31 orally; 4 i.v. (Kavlock)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 253300
Product name: Deltamethrin
Packaging: 10mg
Price: $172
Updated: 2024/03/01

Sigma-Aldrich

Product number: 05995
Product name: Deltamethrin
Purity: certified reference material, TraceCERT
Packaging: 50mg
Price: $118
Updated: 2024/03/01

TCI Chemical

Product number: D4775
Product name: Deltamethrin
Packaging: 100MG
Price: $68
Updated: 2024/03/01

TCI Chemical

Product number: D4775
Product name: Deltamethrin
Packaging: 1G
Price: $393
Updated: 2024/03/01

Cayman Chemical

Product number: 24172
Product name: Deltamethrin
Purity: ≥98%
Packaging: 100mg
Price: $72
Updated: 2024/03/01

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Deltamethrin Chemical Properties,Usage,Production

Description

Deltamethrin is a type II pyrethroid insecticide and a modulator of voltage-gated sodium channels (Na_v). It binds to Drosophila para Na_v channels in a use-dependent manner following brief depolarizing prepulses and with increasing concentrations of 1 to 5 nM, indicating that it preferentially binds to the channel in the open state. It slowly activates Na_v1.8 channels, delays inactivation by longer than 40 ms, and induces persistent tail currents for channels expressed in X. laevis oocytes. Deltamethrin decreases proliferation of MCF-7 cells and inhibits androgen receptor transactivation when used at concentrations of 10 and 20 μM or greater, respectively. However, it is not cytotoxic to MCF-7 and CHO cells at concentrations of 25 and 100 μM, respectively, and does not induce transactivation of the estrogen receptor. Deltamethrin is lethal to mice with an LD₅₀ value of 50 mg/kg and at low sublethal doses of 0.05 and 0.1 mg/kg it induces histopathological changes in the liver, kidney, spleen, and testes, including a loss of spermatozoa and Sertoli cells.

Description

Deltamethrin is a kind of synthetic pyrethroids insecticide used worldwide in agriculture for home pest control and protection of foodstuff and disease vector control. Deltamethrin belongs to the type II pyrethroids, which is hydrophobic in nature. It kills the insects through producing severe delay in sodium channel inactivation, leading to a persistent depolarization of the nerve membrane without repetitive discharge. However, this pesticide can be contained in contaminated food and water, and is readily absorbed by the oral route. Recent studies have shown that it can have certain toxicity through inducing oxidative stress. Vitamin can be used to alleviate its toxicity.

Chemical Properties

White Powder

Chemical Properties

Colorless, white, or off-white crystalline solid or powder. Odorless. Combustible.

Uses

Synthetic pyrethroid insecticide, which acts as a potent inhibitor of calcineurin (protein phosphatase 2B) and has an IC50 of about 100pM. This inhibition action results in cellular hyperexcitability by causing non-mutated calcium channels to remain open for an extended period of time allowing an abundance of Ca2+ to enter the cell.

Uses

A Type II pyrethroid insecticide that potently inhibits calcineurin

Uses

Insecticide.

Uses

Deltamethrin is effective against a wide range of insects in fruit, cereals, vegetables, cotton, soyabeans and oilseed rape. It is also used for the control of crawling and flying insects indoors, in stored grain and timber and for ectoparasite control on animals.

Definition

ChEBI: A carboxylic ester obtained by formal condensation between 3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylic acid and cyano(3-phenoxyphenyl)methanol.

Contact allergens

Pyrethroids, also called pyrethrinoids, are neurotoxic synthetic compounds used as insecticides, with irritant properties. Cypermethrin and fenvalerate have been reported as causing positive allergic patch tests, but only fenvalerate was relevant in an agricultural worker.

Potential Exposure

Deltamethrin is a synthetic pyrethroid insecticide that kills insects on contact and through diges- tion. It is used to control a variety of chewing and sucking insects that infest fruit, vegetables and field crops, includ- ing apples, pears and plums; peas, glasshouse cucumbers, tomatoes, peppers, potted plants, and ornamentals; hops, oats, cotton and other field crops. Deltamethrin is also used to control residential and commercial insect pests. Some formulations are RUPs)

Environmental Fate

Deltamethrin is a type II pyrethroid, a functional neurotoxin slowing the inactivation of voltage-gated sodium channels leading to a state of hyperexcitability which in turn causes fine tremor, salivation, and choreoathetosis. Other proposed contributory actions include antagonism of gammaaminobutyric acid A receptor inhibition and voltage-gated chloride and calcium channels.

Metabolic pathway

After oral administration of 14C-deltamethrin to lactating dairy cows, deltamethrin is metabolized and excreted in the bile and urine with very little accumulation in major edible tissues. The major portion (78-82%) of the radioactivity in feces is deltamethrin. Only 4-6% is eliminated in the urine and 0.42 ? 1.62% is secreted in the milk. The primary biotransformation is via the hydrolysis of the ester linkage followed by oxidation of the geminal methyl groups of cyclopropane carboxylic acids and phenoxy benzaldehyde, resulting in dicarboxylic acid, lactonecarboxylic acid, or phenoxybenzoic acid derivatives. Deltamethrin is not metabolized within algae cells and mouse fibroblasts, but is partially transformed into less or not active isomers. In algae and fibroblast culture media, many metabolites of deltamethrin resulting mostly from hydrolysis of the molecule are found. This metabolism seems to be linked with the release of enzymes by cells into the culture medium.

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.UN3349 Pyrethroid pesticide, solid toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Toxicity evaluation

Deltamethrin is twofold more persistent in aquatic environments than in soil. Depending on conditions the environmental half-life ranges from 2 days (for hydrolysis at pH 9) to 80 days (for degradation in an aquatic environment).

Degradation

Deltamethrin is very stable as a solid but it is readily hydrolysed in solution under alkaline conditions with a DT₅₀ of 2.5 days at pH 9 (25 °C). By analogy with cypermethrin, the rate-determining step in dilute solution is nucleophilic attack by OH^-.
Isomerisation has been shown to occur in natural waters under dark conditions, yielding the inactive 1 ScisaS isomer (Maguire, 1992). Aqueous photolysis (sunlight) causes slow degradation but also isomerism to the insecticidally active 1RtransaS form. These isomerisation reactions, which are more rapid than those of cypermethrin, were reported much earlier by Ruzo et al. (1977). This is due to the heavy atom effect (bromine). Similarly, the decreased bond strength of C-Br (ct C-Cl) leads to photocatalysed reductive debromination, with tans- favoured over cisdebromination by a factor of 4. The DT₅₀ on soil photolysis is 9 days (PM).
Photolysis of the ester bond is the main reaction of deltamethrin. Solvent effects are important. cis-3-(2,2-Dibromovinyl)-2,2-dimethylcyclopropanecarboxylic acid (2) and 3PBA (4) are the major products in water (Scheme 1). A minor product (5) was formed by decarboxylation. Deltamethrin is resistant to photo-oxidation. The mechanisms of photodegradation of the pyrethroids have been reviewed by Ruzo (1982).

Incompatibilities

May react violently with strong oxidi- zers, bromine, 90% hydrogen peroxide, phosphorus trichloride, silver powders or dust. Incompatible with silver compounds. Mixture with some silver compounds forms explosive salts of silver oxalate.

Waste Disposal

ncineration would be an effective disposal procedure where permitted. If an efficient incinerator is not available, the product should be mixed with large amounts of combustible material and contact with the smoke should be avoided. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers.

References

Adams, A. J. "A review of the efficacy and uses of deltamethrin for wood preservation." Document - the International Research Group on Wood Preservation (Sweden) (1996).
Sayeed, I, et al. "Oxidative stress biomarkers of exposure to deltamethrin in freshwater fish, Channapunctatus Bloch." Ecotoxicology & Environmental Safety 56.2(2003):295-301.
Yousef, Mokhtar I., T. I. Awad, and E. H. Mohamed. "Deltamethrin-induced oxidative damage and biochemical alterations in rat and its attenuation by Vitamin E." Toxicology 227.3(2006):240-247.

Deltamethrin Preparation Products And Raw materials

Raw materials

3-Phenoxybenzaldehyde VINYLCYCLOPROPANE 1,2-DIBROMOETHYLENE Butyryl chloride Permethric acid Sodium cyanide HYDROGEN CYANIDE 3-Phenoxybenzyl alcohol Government regulation EMULSIFIER Cyclopropanecarboxylic acid Thionyl chloride Chrysanthemoyl chloride

Preparation Products

Deltamethrin+Malathion,E.C. TRALOMETHRIN Deltamethrin emulsifiable concentrate Sanitary pesticide Synergistic deltamethrin E.C.

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View Lastest Price from Deltamethrin manufacturers

ANHUI SHENGZHIKAI BIOTECHNOLOGY CO.,LTD

Product: Deltamethrin 52918-63-5
Price: US $1.00/g
Min. Order: 10g
Purity: 99
Supply Ability: 100ton
Release date: 2022-05-30

Hebei Duling International Trade Co. LTD

Product: Deltamethrin 52918-63-5
Price: US $100.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100 tons
Release date: 2023-04-25

qingdao trust agri chemical co.,ltd

Product: Deltamethrin 52918-63-5
Price: US $4.00/Kg/Drum
Min. Order: 1KG
Purity: 99%
Supply Ability: 20TONS
Release date: 2021-09-29

52918-63-5, DeltamethrinRelated Search:

VINYL PROPIONATE Cyhalothrin 4-(4-CHLORO-BENZYLOXY)-PHENYLAMINE Diethylstilbestrol Cyclopropanecarboxylic acid N-Vinyl-2-pyrrolidone Cyclopropane (1R)-(+)-ALPHA-PINENE Silicone rubber,methyl-vinyl Vinyl resin Mandelonitrile 3-PHENOXYBENZALDEHYDE CYANOHYDRIN, 70 WT% SOLUTION IN ETHER VINYLIDENE BROMIDE 1,1-DIBROMO-1-PROPENE 3-PHENOXYPHENYLACETONITRILE Vinyl ester resin TRALOMETHRIN ISOPROPYL CYCLOPROPANE CARBOXYLATE

(1r-(1-alpha(s*),3-alpha))-oxyphenyl)methyleste

(S).alpha.-Cyano-phenoxybenzyl(1R,3R)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropanecarboxylate

(s)-alpha-cyano-3-phenoxybenzyl-(1r)-cis-3-(2,2-dibromovinyl)-2,2-dimethyl-cyc

(s)-alpha-cyano-3-phenoxybenzyl(1r,3r)-3-(2,2-dibromovinyl)-2,2-dimethyl-cyc

(S)-α-cyano-3-phenoxybenzyl(1R)-cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate

[1R-[1alpha(S*),3alpha]]-Cyano(3-phenoxyphenyl)methyl 3-(2,2-dibromomethenyl)-2,2-dimethylcyclopropanedicarboxylate

[1r-[1alpha(s*),3alpha]]-cyano(3-phenoxyphenyl)methyl3-[2,2-dibromoethenyl)-2,

2,2-dimethylcyclopropanecarboxylate)

2-dibromoethenyl)-2,2-dimethylcyclopropanecarboxylicacidcyano(3-phenoxy-3-(

2-dimethyl-cyclopropanecarboxylate

3-(2,2-dibromoethenyl)-2,2-dimethyl-,cyano(3-phenoxyphenyl)methylester,[1R-(1.alpha.(S*),3.alpCyclopropanecarboxylicacid

3-(2,2-dibromoethenyl)-2,2-dimethylpropanecarboxylateester

3-alpha))-cyano-(3-phenoxyphenyl)methyl-3-(2,2-dibromovinyl)-(1r-(1-alpha(s*

Butoflin

butoss

Cislin

Crackdown

Cyano(3-phenoxyphenyl)methyl 3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate

lopropan-1-carboxylate

lopropanecarboxyate

NRDC 161

nrdc161

oms1988

phenyl)-methylester

RU 22974

ru22974

KORDON

(S)-α-Cyano-m-phenoxybenzyl-(1R,3R)-3-(2,2-dibromoyinyl)-2-dimethyl cyclopropane carboxylate

alpha-cyano-3-phenoxybenzyl [1R-[1alpha(S*),3alpha]]-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate

DELTAMETHRIN, 100MG, NEAT

DELTAMETHRIN PESTANAL

Decamethrim

α-1-Cyano 3-phenoxybenzyl D-cis-2,2-dimethyl 3-(2,2-dibromovinyl) cyclopropane carboxylate

(1R,3R)-3-(2,2-Dibromoethenyl)-2,2-dimethylcyclopropanecarboxylic Acid (S)-cyano(3-phenoxyphenyl)methyl Ester

NRDC-16

Cyclopropanecarboxylic acid, 3-(2,2-dibromoethenyl)-2,2-dimethyl-, (S)-cyano(3-phenoxyphenyl)methyl ester, (1R,3R)-

deltamethrin (bsi,iso)

deltamethrin solution

DELTAMETHRIN(GER.PAT.:NOSUPPLY)

DELTAMETRIN

deltamethrin (ISO) (S)-α-cyano-3-phenoxybenzyl (1R, 3R)-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate

cis-deltamethrin

Deltamethrin,W.P.(2.5%)

3-(2,2-dibromovinyl)-2,2-dimethyl-1-cyclopropanecarboxylic acid [cyano-[3-(phenoxy)phenyl]methyl] ester

3-(2,2-dibromovinyl)-2,2-dimethyl-cyclopropane-1-carboxylic acid [cyano-[3-(phenoxy)phenyl]methyl] ester

[cyano-[3-(phenoxy)p

[cyano-[3-(phenoxy)phenyl]methyl] 3-(2,2-dibromovinyl)-2,2-dimethyl-cyclopropane-1-carboxylate

Deltamethrin, >=98%

DELTAMETHRIN 98%

Deltamethrin d5-13C

Deltamethrin - CAS 52918-63-5 - Calbiochem

Deltamethrin in n-Hexane

cyclopropanecarboxylicacid,3-(2,2-dibromoethenyl)-2,2-dimethyl-,cyano(3-phenoxyphenyl)methylester,[1R-[1α(S*),3α]]-

decamethrine

dekametrin

Delsekte

deltagran

Deltamethrine