allethrin

Modify Date: 2024-01-03 08:09:42

allethrin structure	Common Name	allethrin
	CAS Number	584-79-2	Molecular Weight	302.408
	Density	1.1±0.1 g/cm3	Boiling Point	386.8±42.0 °C at 760 mmHg
	Molecular Formula	C₁₉H₂₆O₃	Melting Point	51ºC
	MSDS	Chinese USA	Flash Point	166.0±27.9 °C
	Symbol	GHS07, GHS09	Signal Word	Warning

Use of allethrin

Allethrin, a pyrethroid insecticide is a major mosquito repellent agent. Allethrin induces oxidative stress, apoptosis and calcium release in rat testicular carcinoma cells (LC540). Allethrin induces BCL-2, caspase-3 activation and release of intracellular calcium[1].

Name	allethrin
Synonym	More Synonyms

Description	Allethrin, a pyrethroid insecticide is a major mosquito repellent agent. Allethrin induces oxidative stress, apoptosis and calcium release in rat testicular carcinoma cells (LC540). Allethrin induces BCL-2, caspase-3 activation and release of intracellular calcium[1].
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer
In Vitro	Allethrin (0.001-250 μM) induces cytotoxicity and oxidative stress. Allethrin is cytotoxic to isolated Leydig cells and testicular cancer cells. Cytotoxicity is due to free radical generation and altered antioxidant status[1]. Morphological analyses of LC540 cells treated with Allethrin (125 μM) reveals the presence of apoptotic bodies[1]. Allethrin (125 μM) induces BCL-2, caspase-3 activation and release of intracellular calcium[1]. Allethrin (IC50≈85 μM) is toxic to human corneal epithelial (HCE) cells causing death through mitochondrial pathway[2]. Cell Cytotoxicity Assay[1] Cell Line: LC540 cells (derived from rat Leydig cell tumor) Concentration: 0.001-250 μM Incubation Time: 24 hours Result: At low concentrations did not display appreciable cell killing activity up to 50 μM when incubated for 24 h. At concentrations above 100 μM, cell killing was observed. Based on the results obtained, the IC50 was 125 μM. Apoptosis Analysis[1] Cell Line: LC540 cells Concentration: 125 μM Incubation Time: 24 hours Result: Revealed the presence of apoptotic bodies. The percentage of cells displaying early apoptotic features increased significantly. Western Blot Analysis[1] Cell Line: LC540 cells Concentration: 125 μM Incubation Time: 0, 3, 6, 9, 12, 24 hours Result: BCL-2, pro-Caspase-3 and PARP-1 protein expression decreased significantly with an increase in cleaved PARP-1 levels.
In Vivo	Adult male rats are treated orally with Allethrin (25, 50, 100, and 150 mg/kg; every day for 60 days). Lipid peroxidation is increased in the caput, cauda, and testes. Nitric oxide production is increased in the caput, but unaltered in the cauda and testes. The activities of catalase, glutathione peroxidase (GPx), glutathione-S-transferase (GST), and superoxide dismutase (SOD) are decreased in the caput and cauda[3]. Animal Model: Male Wistar rats aged 90 days[3] Dosage: 25, 50, 100, and 150 mg/kg Administration: Orally administered every day for 60 days Result: Increased levels of LPO products were observed in the caput, cauda, and testes of allethrin treated rats. In the caput, increased levels of NO was observed at all the doses tested, when compared with the vehicle treated control. Significant increase in catalase activity was observed in the cauda obtained from 50, 100, and 150 mg/kg. GPx activity was significantly increased in the caput obtained from 150 mg/kg treated rats. In the cauda, it was found to be increased significantly in the 50 and 100 mg/kg treated groups. In contrast, the activity of GPx activity was significantly decreased in the testes of rats treated with 150 mg/kg. GST activity was found to be increased significantly in a dose dependent manner in the caput and cauda of allethrin treated rats. In the caput, significant increase in the activity of SOD was observed in the 150 mg/kg body treated rats. In the cauda and testes, treatment resulted in increase of SOD activity at all the doses tested.
References	[1]. Golla Madhubabu, et al. Allethrin induces oxidative stress, apoptosis and calcium release in rat testicular carcinoma cells (LC540). Toxicol In Vitro. 2014 Dec;28(8):1386-95. [2]. Geetika Gupta, et al. Allethrin toxicity on human corneal epithelial cells involves mitochondrial pathway mediated apoptosis. Toxicol In Vitro. 2013 Dec;27(8):2242-8. [3]. Golla Madhubabu, et al. Allethrin induced toxicity in the male reproductive tract of rats contributes to disruption in the transcription of genes involved in germ cell production. Environ Toxicol. 2014 Nov;29(11):1330-45.

Density	1.1±0.1 g/cm3
Boiling Point	386.8±42.0 °C at 760 mmHg
Melting Point	51ºC
Molecular Formula	C₁₉H₂₆O₃
Molecular Weight	302.408
Flash Point	166.0±27.9 °C
Exact Mass	302.188202
PSA	43.37000
LogP	4.92
Vapour Pressure	0.0±0.9 mmHg at 25°C
Index of Refraction	1.515

allethrin MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GZ1925000

CHEMICAL NAME :: Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo- 3-(2-propenyl)-2-cyclopenten-1-yl ester

CAS REGISTRY NUMBER :: 584-79-2

LAST UPDATED :: 199707

DATA ITEMS CITED :: 21

MOLECULAR FORMULA :: C19-H26-O3

MOLECULAR WEIGHT :: 302.45

WISWESSER LINE NOTATION :: L5V BUTJ B2U1 C1 DOV- BL3TJ A1 A1 C1UY1&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 685 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LCLo - Lowest published lethal concentration

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 13800 mg/m3/4H

TOXIC EFFECTS :: Behavioral - tremor Behavioral - excitement

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 4 mg/kg

TOXIC EFFECTS :: Behavioral - tremor Behavioral - convulsions or effect on seizure threshold Behavioral - aggression

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 680 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 370 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LC50 - Lethal concentration, 50 percent kill

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >2 gm/m3

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1200 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 38 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intracerebral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 4 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 4290 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 11332 mg/kg

TOXIC EFFECTS :: Behavioral - tremor Behavioral - excitement

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 11200 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Bird - quail

DOSE/DURATION :: 2030 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 21 gm/kg/12W-I

TOXIC EFFECTS :: Liver - changes in liver weight Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - phosphatases Biochemical - Metabolism (Intermediary) - other proteins

MUTATION DATA

TYPE OF TEST :: Cytogenetic analysis

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 1900 ug/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 66,277,1979 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X2264 No. of Facilities: 202 (estimated) No. of Industries: 2 No. of Occupations: 2 No. of Employees: 1366 (estimated)

Symbol	GHS07, GHS09
Signal Word	Warning
Hazard Statements	H302-H332-H410
Precautionary Statements	P273-P501
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xn:Harmful;N:Dangerousfortheenvironment;
Risk Phrases	R20/22;R50/53
Safety Phrases	S36-S60-S61-S36/37-S24/25-S23
RIDADR	UN 3082
RTECS	GZ1925000
Packaging Group	III
Hazard Class	6.1(b)

A permethrin/allethrin mixture induces genotoxicity and cytotoxicity in human peripheral blood lymphocytes.

J. Toxicol. Environ. Health A 78(1) , 7-14, (2015)

Two pyrethroids, permethrin and allethrin, are often combined for large-scale use in public health programs to control vector-borne diseases. In this study, the genotoxic potential of a commercial for...

[Evaluation of effectiveness of several repellents against mosquito bites available at the Polish market].

Przegl. Epidemiol. 66(3) , 479-85, (2012)

BACKGROUND. Mosquitoes are blood-sucking insects, nuisance to humans and animals. Their bites cause itching and allergic reactions. These insects are also vectors of several viruses, bacteria and para...

Recurrent tonic-clonic seizures and coma due to ingestion of Type I pyrethroids in a 19-month-old patient.

Clin. Toxicol. (Phila.) 51(6) , 497-500, (2013)

Pyrethroids are synthetic pyrethrin analogues that induce sodium-channel depolarization and hyperexcitation. Severe pyrethroid poisoning is manifested by a "Tremor Syndrome" (Type I cyano-agents) or a...

MFCD00045443

Chrysanthemumic acid ester of (±)-allethrolone

(RS)-3-allyl-2-methyl-4-oxocyclopent-2-enyl (1RS)-cis-trans-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate

1RS,3SR)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate

EINECS 209-542-4

Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester

3-Allyl-2-methyl-4-oxocyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate

Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)-, 2-methyl-4-oxo-3-(2-propen-1-yl)-2-cyclopenten-1-yl ester

Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester, trans-(+)-

(±)-3-allyl-2-methyl-4-oxocyclopent-2-enyl (±)-cis-trans-chrysanthemate

3-Allyl-2-methyl-4-oxocyclopent-2-en-1-yl-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropancarboxylat

Allethrin

UNII:0X03II877M

3-Allyl-2-methyl-4-oxo-2-cyclopenten-1-yl 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylate

2,2-Diméthyl-3-(2-méthyl-1-propèn-1-yl)cyclopropanecarboxylate de 2-méthyl-4-oxo-3-(2-propèn-1-yl)-2-cyclopentén-1-yle

(1Ξ)-2-methyl-4-oxo-3-(prop-2-en-1-yl)cyclopent-2-en-1-yl (1Ξ,3Ξ)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate

2-methyl-4-oxo-3-(prop-2-en-1-yl)cyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate

(RS)-3-allyl-2-methyl-4-oxocyclopent-2-enyl (1RS,3RS

2-Methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate

2-methyl-4-oxo-3-(2-propen-1-yl)-2-cyclopenten-1-yl 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylate

Shanghai Nianxing Industrial Co., Ltd
China
Product Name: allethrin
Price: Click To Check
Purity: 98.0%
Delivery: 10 Day
Contact: Yang
Email: sales@echemcloud.com

Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: allethrin
Price: ￥268.0/100mg
Purity: 98.0%
Delivery: Inquiry
Contact: Liu jia
Email: 2130147988@qq.com

DC Chemicals Limited
China
Product Name: Allethrin
Price: $Inquiry/100mg $Inquiry/250mg $Inquiry/500mg
Purity: 98.0%
Delivery: 3 Day
Contact: Tony Cao
Email: sales@dcchemicals.com

Henan Tianfu Chemical Co., Ltd.
China
Product Name: Allethrin
Price: $Inquiry/1kg $Inquiry/25kg $Inquiry/1000kg $Inquiry/10ton
Purity: 99.0%
Delivery: Inquiry
Contact: Anson
Email: info@tianfuchem.com

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allethrin

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