Fenazaflor
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Fenazaflor
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CAS No:
14255-88-0
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Formula:
C15H7Cl2F3N2O2
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Chemical Name:
Fenazaflor
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Synonyms:
1H-Benzimidazole-1-carboxylic acid,5,6-dichloro-2-(trifluoromethyl)-,phenyl ester;1-Benzimidazolecarboxylic acid,5,6-dichloro-2-(trifluoromethyl)-,phenyl ester;NC 5016;5,6-Dichloro-1-phenoxycarbonyl-2-trifluoromethylbenzimidazole;Fenazaflor;Lovozal;Phenyl 5,6-dichloro-2-trifluoromethyl-1-benzimidazolecarboxylate;Fenoflurazole
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CAS No:
Fenazaflor Basic Attributes
375.12900
375.13
238-134-9
4V4BCX2QET
DTXSID2041969
GRAYISH-YELLOW CRYSTALLINE POWDER|WHITE NEEDLES|Yellow-grey crystals
2933990012
Characteristics
44.12000
5.40900
1.55g/cm3
103 °C
434.3ºC at 760mmHg
216.4ºC
1.603
3.46e-05 M|In water at 25 °C, 13 mg/L; in benzene 40%; dioxine 50%; acetone 50%; hexane 1.5-2.0%; ethanol 2%|SPARINGLY SOL IN MOST ORG SOLVENTS|SPARINGLY SOL IN TRICHLOROETHYLENE
APPROX 4ºC
9.59E-08mmHg at 25°C
HIGHLY LIPOPHILIC (WATER/CYCLOHEXANONE PARTITION RATES: 1/320)
Safety Information
UN2811 6.1/PG 3
R21/22; R50/53
Xn; N
STABLE WHEN DRY|UNSTABLE AFTER 4 HR DILUTION IN SPRAY TANK WITH WATER; LOW VOLATILITY IS NOT SIGNIFICANT; HALF LIFE AT PH 7 IS 160 MIN IN 0.01 MOLAR PHOSPHATE BUFFER IN AQUEOUS 20% VOL/VOL ETHANOL AT 25 °C
|Warning|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P273, P280, P301+P312, P302+P352, P312, P322, P330, P363, P391, and P501|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Avoid contact with powder or spray liquid.
Toxicity
LD50 rats percutaneous >4000 mg/kg
TERRESTRIAL FATE: MAJOR DEGRADATION PRODUCT OF ACARICIDE FENAZAFLOR WAS FOUND TO BE 5,6-DICHLORO-2-TRIFLUOROMETHYLBENZIMIDAZOLE ...|Terrestrial Fate: In ... soil /degraded/, by hydrolytic splitting-off of benzoyl moiety, hydroxylation of benzene nucleus ... In damp soil, degradation is almost complete within 24 hr.
Drug Information
YIELDS 5,6-DICHLORO-2-TRIFLUOROMETHYLBENZIMIDAZOLE IN MICE & PLANTS: BOWKER DW & CASIDA JE, J AGRIC FD CHEM, 17, 956 (1969). /FROM TABLE/|MOUSE PLASMA AND MOUSE LIVER HOMOGENATE CATALYZED CLEAVAGE OF FENAZAFLOR TO 5,6-DICHLORO-2-TRIFLUOROMETHYLBENZIMIDAZOLE (5,6-CL2-TFB). IN PRESENCE OF NADPH, LIVER MICROSOME SYSTEM CONVERTED 5,6-CL2-TFB TO CMPD SUGGESTIVE OF CL-OH-TFB. METHYLATION YIELDED 2 /UNIDENTIFIED/ PRODUCTS... LABELED FENAZAFLOR...WAS ADMIN ORALLY TO RATS & MICE. ... THOSE MATERIALS...FOUND IN BOTH RAT & MOUSE URINE: N-GLUCURONIDE OF 5,6-CL2-TFB; CONJUGATES OF 5-CL-6-OH-TFB /5-CHLORO-6-HYDROXY-2-TRIFLUOROMETHYLBENZIMIDAZOLE/; 4-OH-5,6-CL2-TFB /4-HYDROXY-5,6-DICHLORO-2-TRIFLUOROMETHYLBENZIMIDAZOLE/; 4,7-(OH)2-5,6-CL2-TFB /4,7-DIHYDROXY-5,6-DICHLORO-2-TRIFLUOROMETHYLBENZIMIDAZOLE/; CONJUGATES OF HYDROXY DERIVATIVE(S) OF 5,6-CL2-TFB.|In warm-blooded animals ... /metabolized/ by hydrolytic splitting-off of benzoyl moiety, hydroxylation of benzene nucleus, and elimination in the urine as the glucoside.
Acaricide with contact action against all stages of development of many types of mite.|PARTIAL CORRELATIONS WERE EVIDENT BETWEEN POTENCY OF COMPOUNDS TESTED, INCL 2-TRIFLUOROMETHYLBENZIMIDAZOLES, FOR UNCOUPLING OF MITOCHONDRIAL ENZYME SYSTEMS IN VITRO OF HOUSEFLY THORACES, HONEY BEE HEADS & THORACES, & MOUSE BRAIN & LIVER, & TOXICITY TO THESE SPECIES.
1. WASH CONTAMINATED SKIN WITH SOAP & WATER. 2. FLUSH CONTAMINATED EYES WITH COPIOUS AMOUNTS OF FRESH WATER FOR 15 MINUTES. 3. INGESTIONS OF SMALL AMOUNTS (LESS THAN 10 MG/KG BODY WEIGHT) OCCURRING LESS THAN AN HOUR BEFORE TREATMENT, ARE PROBABLY BEST TREATED BY: A. SYRUP OF IPECAC, FOLLOWED BY 1-2 GLASSES OF WATER. DOSE FOR ADULTS & CHILDREN OVER 12 YEARS: 30 ML. DOSE FOR CHILDREN UNDER 12 YEARS: 15 ML. B. ACTIVATED CHARCOAL: /PRC: 30 G ACTIVATED CHARCOAL IN 3-4 OZ WATER (CHILDREN), 100 G IN 8-10 OZ WATER (ADULT)/...AFTER VOMITING STOPS. C. SODIUM OR MAGNESIUM SULFATE, 0.25 G/KG IN TAP WATER, AS A CATHARTIC. /PESTICIDES OF LOW OR MODERATE TOXICITY/|4. INGESTIONS OF LARGE AMOUNTS (MORE THAN 10 MG/KG) OCCURRING LESS THAN AN HR BEFORE TREATMENT, SHOULD PROBABLY BE TREATED BY GASTRIC LAVAGE: A. INTUBATE STOMACH & ASPIRATE CONTENTS. B. LAVAGE STOMACH WITH SLURRY OF ACTIVATED CHARCOAL.../&/ LEAVE 30-50 G ACTIVATED CHARCOAL IN THE STOMACH BEFORE WITHDRAWING TUBE. C. SODIUM SULFATE, 0.25 G/KG IN TAP WATER, AS A CATHARTIC. CAUTION: HYDROCARBONS (KEROSENE, PETROLEUM DISTILLATES) ARE INCLUDED IN SOME FORMULATIONS OF THESE CHEMICALS. INGESTION OF VERY LARGE AMOUNTS MAY CAUSE CNS DEPRESSION. IN THIS CASE, IPECAC IS CONTRAINDICATED. ALSO, GASTRIC INTUBATION INCURS A RISK OF HYDROCARBON PNEUMONITIS. FOR THIS REASON OBSERVE THE FOLLOWING PRECAUTIONS: (1) IF THE VICTIM IF UNCONSCIOUS OR OBTUNDED & FACILITIES ARE AT HAND, INSERT AN ENDOTRACHEAL TUBE (CUFFED, IF AVAILABLE) PRIOR TO GASTRIC INTUBATION. (2) KEEP VICTIM'S HEAD BELOW LEVEL OF STOMACH DURING INTUBATION & LAVAGE /PRC: TAP WATER IN CHILDREN, ISOTONIC SALINE IN ADULTS/ (TRENDELENBURG, OR LEFT LATERAL DECUBITUS, WITH HEAD OF TABLE TIPPED DOWNWARD). KEEP VICTIM'S HEAD TURNED TO THE LEFT. (3) ASPIRATE PHARYNX AS REGULARLY AS POSSIBLE TO REMOVE GAGGED OR VOMITED STOMACH CONTENTS. /PESTICIDES OF LOW OR MODERATE TOXICITY/|5. INGESTIONS OCCURRING MORE THAN AN HR BEFORE TREATMENT ARE PROBABLY BEST TREATED ONLY BY ACTIVATED CHARCOAL /PRC: 30 G ACTIVATED CHARCOAL IN 3-4 OZ WATER (CHILDREN), 100 G IN 8-10 OZ WATER (ADULT)/...& SODIUM OR MAGNESIUM SULFATE, 0.25 G/KG... 6. THERE ARE NO SPECIFIC ANTIDOTES FOR THESE CHEMICALS. BECAUSE MANIFESTATIONS OF TOXICITY DO OCCASIONALLY OCCUR IN PECULIARLY PREDISPOSED INDIVIDUALS, MAINTAIN CONTACT WITH VICTIM FOR AT LEAST 72 HR SO THAT UNEXPECTED ADVERSE EFFECTS CAN BE TREATED PROMPTLY. /PESTICIDES OF LOW OR MODERATE TOXICITY/
fenazaflor
Fenazaflor Use and Manufacturing
FENAZAFLOR IS FORMULATED AS 40% WP.|20% WT/WT WP, DESIGNATED AS EPS 260/1.
FENAZAFLOR IS NON-SYSTEMIC ACARICIDE SHOWING CONSIDERABLE RESIDUAL ACTIVITY AGAINST ALL STAGES OF PHYTOPHAGOUS MITES ... AND IS SUGGESTED FOR USE AT 0.03-0.04% AI, PARTICULARLY AGAINST ORGANOPHOSPHORUS-RESISTANT STRAINS.|IT IS ... SLIGHTLY ACTIVE AGAINST CATERPILLARS. ACTS BY CONTACT AND STOMACH ACTION AND SHOWS CONSIDERABLE RESIDUAL ACTIVITY AGAINST ADULTS, NYMPHS AND EGGS OF MITES. NOT SYSTEMIC IN PLANT.|Control ... of resistant spider mites and their eggs (species Tetranychus, Panonychus, and others) in fruit cultivation; cucumber plants, vines and tomatoes are susceptible.|Incompatiblities: Incompatible with alkaline preparations and formulating materials.
RESIDUES...MAY BE EXTRACTED FROM APPLES & PEARS WITH ETHYL ACETATE. FENAZAFLOR IS HYDROLYZED TO 5,6-DICHLORO-2-TRIFLUOROMETHYLBENZIMIDAZOLE, WHICH IS MEASURED BY GLC WITH ELECTRON CAPTURE DETECTION. CROFTS M ET AL, PESTIC SCI, 1972, 3, 29, 39. THE HYDROLYSIS PRODUCT MAY BE MEASURED IN SOIL BY GAS-LIQUID CHROMATOGRAPHY AFTER EXTRACTION & SIMPLE CLEAN-UP: ERCEGOVICH CD ET AL, J AGRIC FD CHEM, 1972, 20, 734; WHITEOAK RJ ET AL, PESTIC SCI, 1973, 4, 319.
Agrochemicals -> Acaricides|ACARICIDES