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Prallethrin

CAS No.
23031-36-9
Chemical Name:
Prallethrin
Synonyms
ETOC;s4068;Pralle;ETOC(R);s-4068sf;NYLAR(R);ai3-29750;PRALLETHRIN;S-4068 forte;Prallethrin 0
CBNumber:
CB4471390
Molecular Formula:
C19H24O3
Molecular Weight:
300.39
MDL Number:
MFCD01632766
MOL File:
23031-36-9.mol
Last updated:2024-10-29 11:48:30

Prallethrin Properties

Melting point 25°C
Boiling point 381.62°C (rough estimate)
Density d420 1.03
vapor pressure ﹤4.3×10-5 Pa (23.1 °C)
refractive index 1.4200 (estimate)
Flash point 139 °C
storage temp. 2-8°C
solubility Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Sparingly)
Water Solubility 8 mg l-1 (25 °C)
Stability Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference 23031-36-9(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 2X67A9B2Z7
EPA Substance Registry System Prallethrin (23031-36-9)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS06,GHS09
Signal word  Danger
Hazard statements  H302-H331-H410
Precautionary statements  P261-P264-P270-P273-P301+P312-P304+P340+P311
Hazard Codes  T,N
Risk Statements  22-23-50/53
Safety Statements  45-60-61
RIDADR  UN2811 6.1/PG 2
WGK Germany  3
HS Code  29162090
Toxicity mouse,LD50,oral,190mg/kg (190mg/kg),Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 20, Pg. 228, 1989.

Prallethrin price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 32917 Prallethrin PESTANAL 23031-36-9 100mg $233 2024-03-01 Buy
Cayman Chemical 25813 Prallethrin ≥95% 23031-36-9 50mg $35 2021-12-16 Buy
Cayman Chemical 25813 Prallethrin ≥95% 23031-36-9 100mg $67 2021-12-16 Buy
Cayman Chemical 25813 Prallethrin ≥95% 23031-36-9 250mg $140 2021-12-16 Buy
TRC P700600 Prallethrin(Mixtureofdiastereomers) 23031-36-9 250mg $105 2021-12-16 Buy
Product number Packaging Price Buy
32917 100mg $233 Buy
25813 50mg $35 Buy
25813 100mg $67 Buy
25813 250mg $140 Buy
P700600 250mg $105 Buy

Prallethrin Chemical Properties,Uses,Production

Chemical properties

The original medicine is an oil like liquid. At b.p.>313.5℃ , the relative density is 1.03. It is easy to dissolve in methanol and hexane. The solubility is >50% at normal temperature, The solubility in the water at 25 C is 8.03mg/L, The distribution coefficient is 30800.

Application

The product characteristics of fenvalerate are the same as those of fenpropathrin with strong contact toxicity. The knockdown and killing performance is 4 times higher than that of the right-handed trans pyrethrin, and has a prominent driving effect on cockroaches. It is mainly used for processing mosquito repellent incense, electric mosquito repellent incense, liquid mosquito repellent incense and spray to control household pests such as housefly, mosquito, louse, cockroach etc. The recommended amount of use is as follows: (with effective ingredients) mosquito repellent incense: The electric heat mosquito incense containing 0.05% of the product: Containing 10mg/ tablets of this product to control the temperature of the electric heater center at 125-135℃. Liquid mosquito repellent incense: containing 0.66% of this product, plus proper stabilizer; Sustained-release agent; Aerosols: 0.05 0.2% of this product with appropriate amount of lethal agent, synergist and emulsifier.

Chemical Properties

solid

Uses

Prallethrin is used for the control of insects in domestic and public health situations.

Uses

Prallethrin ia a synthetic pyrethroid; propynyl analog of allethrin. Prallethrin is used as an insecticide.

Definition

ChEBI: Prallethrin is a member of cyclopropanes and a terminal acetylenic compound. It has a role as a pyrethroid ester insecticide and an agrochemical. It is functionally related to a chrysanthemic acid.

Hazard

A poison by ingestion and inhalation. Low toxicity by skin contact.

Pharmacology

Prallethrin is a propynyl analog of allethrin, with 2-methyl-4-oxo-3-(prop-2-ynyl)-cyclopent-2-enyl as the secondary alcohol moiety that has been introduced against public health pests (113–115). The ester of the (S)-alcohol with (1R)-trans,cis-chrysanthemic acid resolved partially is commercialized on the strength of the assessment of insecticidal action of individual stereoisomers (116). Compared with d-allethrin, it is approximately four, six, and five times more effective on Musca domestica (for killing), Blattella germanica (for killing), and Culex pipiens pallens (for knockdown), respectively (43). A lower level of resistance to prallethrin than to phenoxybenzyl pyrethroids was demonstrated in a kdr-resistant housefly strain (116).

Safety Profile

A poison by ingestion and inhalation. Low toxicity by skin contact. When heated to decomposition it emits acrid smoke and irritating vapors.

Metabolic pathway

Prallethrin is stable under normal room temperature storage conditions for up to 36 months. It is labile to alkali at the ester linkage, forming 2 and 3 (Scheme 1). Analogy with the allethrins (from which it differs only in the degree of unsaturation in the side chain - propyne rather than propene) would suggest that the compound is very photolabile.

Degradation

The metabolism of prallethrin was studied following single oral administration and subcutaneous injection of the cis- and trans-isomers to rats at two dose levels and after repeated dosing. The compound was labelled in the alcohol moiety (inferred from the results) (PSD, 1995).
Absorption was rapid with maximum tissue residues being attained 3 hours after the dosing of each isomer. Biphasic clearance of radioactivity then occurred with half-lives of 3 and 14-23 hours (cis-isomer) and 3-5 and 7-35 hours (trans-isomer). Urinary excretion accounted for 13-32% (cis-isomer) and 45-62% (trans-isomer) of the dose with most of the balance in the faeces. Less than 0.1% was exhaled as 14CO2 . Residues in tissues were very low (0.3% of the dose at 7 days). Metabolism and disposition were independent of dose and dose route but residues in tissues were somewhat higher for the cis-isomer.
Twenty-one metabolites were identified (taking account of stereochemistry and conjugates). The major pathways of metabolism involved oxidation at a methyl group of the isobutenyl group in the acid moiety (giving 4 and 5), at the C1 and C2 positions of the propynyl group in the alcohol moiety (giving 6 and 9) and dihydroxylation (to 7 and 8). The resulting hydroxy derivatives were conjugated with glucuronic acid and sulfate.
Hydrolysis of prallethrin also occurred to afford the acid 2 (presumed) and the alcohol 3. Hydrolysis of the hydroxylated prallethrins and further oxidation of 3 afforded 10 and 11. Further oxidation of 10 to the cyclic tertiary alcohol (12) was observed.
When bluegill sunfish were exposed to a l4C-labelled (acid and alcohol groups) prallethrin isomer (1Rtrans), more than 50% of the biliary radioactivity recovered from the gall bladder was observed as one ester metabolite. This was identified as the taurine conjugate of carboxylic acid metabolite 5 (Oshima et al., 1992).

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Shaanxi Dideu Medichem Co. Ltd
+86-29-87569266 15319487004 1015@dideu.com China 4084 58

View Lastest Price from Prallethrin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Prallethrin pictures 2024-11-28 Prallethrin
23031-36-9
US $62.00 / kg 1kg 99% 5000kg/week Hebei Zhuanglai Chemical Trading Co.,Ltd
Prallethrin pictures 2024-10-29 Prallethrin
23031-36-9
US $0.00 / KG 1KG 99% 500000kg Hebei Weibang Biotechnology Co., Ltd
Prallethrin pictures 2024-10-25 Prallethrin
23031-36-9
US $0.00 / kg 1kg 0.99 20tons Hebei Yanxi Chemical Co., Ltd.
  • Prallethrin pictures
  • Prallethrin
    23031-36-9
  • US $62.00 / kg
  • 99%
  • Hebei Zhuanglai Chemical Trading Co.,Ltd
  • Prallethrin pictures
  • Prallethrin
    23031-36-9
  • US $0.00 / KG
  • 99%
  • Hebei Weibang Biotechnology Co., Ltd
  • Prallethrin pictures
  • Prallethrin
    23031-36-9
  • US $0.00 / kg
  • 0.99
  • Hebei Yanxi Chemical Co., Ltd.
D-Trans-Prallethrin 2-Methyl-4-oxo-3-(2-propynyl)-2-cyclopenten-1-yl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propynyl)-2-cyclopenten-1-yl ester prallethrin (bsi,draft e-iso9, prallethrine (draft f-iso)etoc PRALLETHRIN,RICH-D-TRANS 2,2-Dimethyl-3-(2-methylprop-1-enyl)-cyclopropanecarboxylate 2-Methyl-4-oxo-3-(prop-2-ynyl)cyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate ETOC(R) ETOC CYCLOPROPANECARBOXYLIC ACID, 2,2-DIMETHYL-3-(2-METHYL-1-PROPENYL)-(1S)-2-METHYL-4-OXO-3-(2-PROPENYL)-2-CYCLOPENTEN-1-YL ESTER, (1R) prallethrin ETOC 2-methyl-4-oxo-3-(prop-2-ynyl)cyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate 2,2-dimethyl-3-(2-methylpropenyl)-,esterwith4-hydroxy-3-methyl-2-(2-propynyl)-2-cyclopenten-1-oCyclopropanecarboxylicacid 2-dimethyl-3-(2-methylpropenyl)-esterwith4-hydroxy-3-methyl-2-(2-propynyl)-2-cyclopenten-1-onecyclopropanecarboxylicaci 2-Methyl-4-oxo-3-(2-propynyl)cyclopent-2-enyl(1R)-cis,trans-chrysanthemate ai3-29750 d,d-t80-prallethrin s4068 s-4068sf trans-(+-)-ydroxy-3-methyl-2-(2-propynyl)-2-cyclopenten-1-on (RS)-2-Methyl-4-oxo-3-prop-2-ynylcyclopent-2-enyl (1RS,3RS:1RS,3SR)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate 2-methyl-4-oxo-3-prop-2-ynylcyclopent-2-enyl-2,2-dimethyl-3-(2-methylprop-1-enyl) cyclopropanecarboxylate Pralle 2,2-Dimethyl-3-(2-methyl-1-propen-1-yl)-1-cyclopropanecarboxylic acid 2-methyl-4-oxo-3-(2-propynyl)-2-cyclopenten-1-yl ester 2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid 2-methyl-4-oxo-3-(2-propynyl)-2-cyclopenten-1-yl ester Rethrinpropargyl S-4068 forte 2,2-DiMethyl-3-(2-Methyl-1-propen-1-yl)cyclopropanecarboxylic Acid 2-Methyl-4-oxo-3-(2-propyn-1-yl)-2-cyclopenten-1-yl Ester Acetylene C PerMethrin trans-(±)-4-Hydroxy- 3-Methyl-2-(2-propynyl)-2-cyclopenten-1-one 2,2-DiMethyl-3-(2-Methylpropenyl) cyclopropanecarboxylate, (8CI) Prallethrin 10mg [23031-36-9] 2-Methyl-4-oxo-3-(prop-2-yn-1-yl)cyclopent-2-en-1-yl 2,2-diMethyl-3-(2-Methylprop-1-en-1-yl)cyclopropanecarboxylate Prallethrin (Mixture of diastereoMers) (S)-2-METHYL-4-OXO-3-(2-PROPYNYL)-CYCLOPENT-1-YL (1R)-CIS-TRANS-CHRYSANTHEMATE (S)-2-METHYL-4-OXO-3-PROP-2-YNYLCYCLOPENT-1-YL(1R)-CIS,TRANS-2,2-DIMETHYL-3-(2-METHYLPROP-1-ENYL)-CYCLOPROPANECARBOXYLATE PRALLETHRIN NYLAR(R) (RS)-2-methyl-4-oxo-3-(2-propynyl)cyclopent-2-enyl(1RS)-cis,trans-chrysanthemate Prallethrin 0 Prallethrin @100 μg/mL in Methanol Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)-, 2-methyl-4-oxo-3-(2-propyn-1-yl)-2-cyclopenten-1-yl ester (1S,3S)-2,2-dimethyl-3-(2-methylprop-1-enyl)-1-cyclopropanecarboxylic acid [(1R)-2-methyl-4-oxo-3-prop-2-ynyl-1-cyclopent-2-enyl] ester Prallethrin(Mixture of diastereom) Prallethrin 10.0 μg/ml Acetonitrile 23031-36-9 Agro-Products INSECTICIDE