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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 (Nav). It binds to Drosophila para Nav 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 Nav1.8 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.

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Deltamethrin Suppliers

Shanghai Boyle Chemical Co., Ltd.
Tel
021-50182298 021-50180596
Fax
+86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2210
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J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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76
Rudong Zhongyi Chemical Co., Ltd
Tel
13306234115
Fax
+86-0513-84819568
Email
jszyzj@zhongyichem.com
Country
China
ProdList
36
Advantage
60
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32344
Advantage
50
BEST-REAGENT
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11726
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Wuhan Fortuna Chemical Co., Ltd
Tel
027-027-59207852 13308628970
Fax
QQ3130921841
Email
buy@fortunachem.com
Country
China
ProdList
2895
Advantage
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TOKYO CHEMICAL INDUSTRY CO., LTD.
Tel
03-36680489
Fax
03-3668-0520
Email
Sales-JP@TCIchemicals.com
Country
Japan
ProdList
28398
Advantage
80
TCI Europe
Tel
320-37350700
Fax
+32 (0)37350701
Email
sales@tcieurope.eu
Country
Europe
ProdList
23680
Advantage
75
TCI AMERICA
Tel
800-4238616
Fax
+1-888-520-1075 / +1-503-283-1987
Email
sales@tciamerica.com
Country
Americas
ProdList
23662
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9ding chemical ( Shanghai) Limited
Tel
4009209199
Fax
86-021-52271987
Email
sales@9dingchem.com
Country
China
ProdList
22519
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View Lastest Price from Deltamethrin manufacturers

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
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
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

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