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λ-Cyhalothrin

Names

[ CAS No. ]:
91465-08-6

[ Name ]:
λ-Cyhalothrin

[Synonym ]:
LAMOH-CYHALOTHRIN
lambda-Cyhalotrin
(R)-cyano(3-phenoxyphenyl)methyl (1S,3S)-rel-3-[(1Z)-2-chloro-3,3,3-trifluoro-1-propen-1-yl]-2,2-dimethylcyclopropanecarboxylate
LAMBDA CYHALOTHRIN
CYHALOTHRIN LAMBDA
α-cyano-3-phenoxybenzyl-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl cyclopropanecarboxylate
λ-Cyhalothrin
(Z)-cyano(3-phenoxyphenyl)methyl 3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropanecarboxylate
Cyhalothrin-Lambda(Cyhalothrin)
(R)-Cyano(3-phenoxyphenyl)methyl (1S,3S)-3-[(1Z)-2-chloro-3,3,3-trifluoro-1-propen-1-yl]-2,2-dimethylcyclopropanecarboxylate - (S)-cyano(3-phenoxyphenyl)methyl (1R,3R)-3-[(1Z)-2-chloro-3,3,3-trifluoro-1-propen-1-yl]-2,2-dimethylcyclopropanecarboxylate (1:1)
rac-(R)-cyano(3-phenoxyphenyl)methyl (1S,3S)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylate
MFCD02181175
lambda-Cyhalothrin
of (R)-α-cyano-3-phenoxybenzyl (1S)-cis-3-[(Z)-2-chloro-3,3,3-trifluoropropenyl]-2,2-dimethylcyclopropanecarboxylate and (S)-α-cyano-3-phenoxybenzyl (1R)-cis-3-[(Z)-2-chloro-3,3,3-trifluoropropenyl]-2,2-dimethylcyclopropanecarboxylate
EINECS 415-130-7
Cyhalothrin

Biological Activity

[Description]:

λ-Cyhalothrin is a high efficiency, broad-spectrum type II synthetic pyrethroid insecticide containing α-cyano group. λ-Cyhalothrin is used to control a wide range of pests in a variety of applications. λ-Cyhalothrin is a neurotoxin that targets sodium channels in the membranes of neurons in the central nervous system[1].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> Sodium Channel
Research Areas >> Endocrinology
Research Areas >> Infection
Research Areas >> Neurological Disease

[In Vitro]

The mechanism of λ-Cyhalothrin toxicity produces delay in sodium channel inactivation, which leads to persistent depolarization of the nerve membrane. λ-Cyhalothrin produces membrane depolarization, calcium ion infl ux, and neurotransmitter release from rat brain synaptosomes[1]. λ-Cyhalothrin possesses estrogenic properties and has an ability to function as a xenoestrogen promoting human breast carcinoma cell proliferation in vitro[1]. λ-Cyhalothrin has found multiple uses in pest (fleas, cockroaches, flies, and ants) control[1]. λ-Cyhalothrin is highly effective against the malaria transmitting species of Anopheles[1].

[In Vivo]

The effect of λ-Cyhalothrin (i.p.) on memory, movement activity, and co-ordination in mice exposed to bilateral clamping of the carotid arteries (BCCA) is investigated. Neither memory nor movement co-ordination are impaired by BCCA or λ-Cyhalothrin. Exploratory locomotor activity is significantly reduced in the BCCA/LCH group. Spontaneous movement activity is significantly reduced in the BCCA/λ-Cyhalothrin group . Exposure to λ-Cyhalothrin coexisting with BCCA decreases motor activity in the mice in 2 subsequent 30-min[1].

[References]

[1]. Barbara Nieradko-Iwanicka, et al. Effect of Lambda-Cyhalothrin on Memory and Movement in Mice After Transient Incomplete Cerebral Ischemia. Ann Agric Environ Med. 2011;18(1):41-5.

Chemical & Physical Properties

[ Density]:
1.33

[ Boiling Point ]:
187-190°C

[ Melting Point ]:
49.2°C

[ Molecular Formula ]:
C23H19ClF3NO3

[ Molecular Weight ]:
899.700

[ Flash Point ]:
255.5ºC

[ Exact Mass ]:
898.201111

[ PSA ]:
118.64000

[ LogP ]:
13.08800

[ Index of Refraction ]:
1.574

[ Storage condition ]:
2-8°C

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GZ1227780
CHEMICAL NAME :
Cyclopropanecarboxylic acid, 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl- , cyano(3-phenoxyphenyl)methyl ester, (1-alpha(S*),3-alpha(Z))- (+-)-
CAS REGISTRY NUMBER :
91465-08-6
LAST UPDATED :
199610
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C23-H19-Cl-F3-N-O3
MOLECULAR WEIGHT :
449.88

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 :
56 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,203,1991
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
632 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,203,1991
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1951 ug/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia Gastrointestinal - changes in structure or function of salivary glands
REFERENCE :
PCBPBS Pesticide Biochemistry and Physiology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1971- Volume(issue)/page/year: 30,79,1988
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Bird - duck
DOSE/DURATION :
>3950 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FMCHA2 Farm Chemicals Handbook. (Meister Pub., 37841 Euclid Ave., Willoughy, OH 44094) Volume(issue)/page/year: -,C175,1991
TYPE OF TEST :
LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE :
Inhalation
SPECIES OBSERVED :
Mammal - species unspecified
DOSE/DURATION :
60 mg/m3/4H
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,203,1991

Safety Information

[ Symbol ]:

GHS06, GHS09

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301 + H311-H330-H410

[ Precautionary Statements ]:
Missing Phrase - N15.00950417-P260-P280-P302 + P352 + P312-P304 + P340 + P310-P403 + P233

[ Hazard Codes ]:
T+:Verytoxic;N:Dangerous for the environment;

[ Risk Phrases ]:
R21;R25;R26;R50/53

[ Safety Phrases ]:
1/2-28-36/37/39-38-45-60-61-13

[ RIDADR ]:
UN 2810 6.1/PG 3

[ RTECS ]:
GZ1227780

[ Packaging Group ]:
I; II; III

[ Hazard Class ]:
6.1


Related Compounds