Fipronil

Gefahreninformationscode (GHS)

• Bildanzeige (GHS)

  

• Alarmwort

  Achtung

• Gefahrenhinweise

  H372：Schädigt bei Hautkontakt und Verschlucken die Organe bei längerer oder wiederholter Exposition.

  H410：Sehr giftig für Wasserorganismen mit langfristiger Wirkung.

• Sicherheit

  P273：Freisetzung in die Umwelt vermeiden.

  P280：Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.

  P301+P310：BEI VERSCHLUCKEN: Sofort GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.

  P314：Bei Unwohlsein ärztlichen Rat einholen / ärztliche Hilfe hinzuziehen.

Fipronil Chemische Eigenschaften,Einsatz,Produktion Methoden

• ERSCHEINUNGSBILD

  WEISSES PULVER.

• ARBEITSPLATZGRENZWERTE

  TLV nicht festgelegt (ACGIH 2005).
  MAK nicht festgelegt (DFG 2005).
  

• AUFNAHMEWEGE

  Aufnahme in den Körper durch Inhalation und durch Verschlucken.

• INHALATIONSGEFAHREN

  Verdampfung bei 20°C vernachlässigbar; eine gesundheitsschädliche Partikelkonzentration in der Luft kann jedoch beim Dispergieren schnell erreicht werden.

• WIRKUNGEN BEI KURZZEITEXPOSITION

  WIRKUNGEN BEI KURZZEITEXPOSITION:
  Möglich sind Auswirkungen auf das Zentralnervensystem mit nachfolgender Reizbarkeit und Krämpfen. Die Auswirkungen treten u.U. verzögert ein.

• WIRKUNGEN NACH WIEDERHOLTER ODER LANGZEITEXPOSITION

  Möglich sind Auswirkungen auf die Leber mit nachfolgenden Gewebeschäden.

• LECKAGE

  Verschüttetes Material in Behältern sammeln. NICHT in die Umwelt gelangen lassen. Persönliche Schutzausrüstung: Atemschutzgerät, P3-Filter für giftige Partikel.

• R-Sätze Betriebsanweisung:

  R23/24/25:Giftig beim Einatmen, Verschlucken und Berührung mit der Haut.
  R48/25:Giftig: Gefahr ernster Gesundheitsschäden bei längerer Exposition durch Verschlucken.
  R50/53:Sehr giftig für Wasserorganismen, kann in Gewässern längerfristig schädliche Wirkungen haben.
  R55:Giftig für Tiere.
  R57:Giftig für Bienen.

• S-Sätze Betriebsanweisung:

  S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
  S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
  S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
  S60:Dieses Produkt und sein Behälter sind als gefährlicher Abfall zu entsorgen.
  S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.

• Beschreibung

  Fipronil is a white powder with a mouldy odour. It has a low solubility in water and is a slow-acting poison. It does not bind strongly with soil, and the half-life of fipronil– sulphone is 34 days. Fipronil is a broadspectrum insecticide of the phenylpyrazole group. Fipronil was first used extensively for the control of ants, beetles, cockroaches, fleas; ticks, termites, mole crickets, thrips, rootworms, weevils, flea of pets, field pest of corn, golf courses, and commercial turf, and other insects. Fipronil was first used in the United States in 1996. Fipronil is a topical insecticide. It kills adult fleas and larvae, ticks, and chewing lice. As a liquid, fipronil is applied on the back side skin of dogs and cats. Reports indicate that some animals do become hypersensitive (allergic) to fipronil.

• Chemische Eigenschaften

  White SOlid

• Chemische Eigenschaften

  White crystalline solid.

• Verwenden

  antifungal

• Verwenden

  A broad spectrum insecticide which actively disrupts the CNS of contacted insects by blocking the passage of chloride ions through GABA receptors.

• Verwenden

  Pesticide.

• Verwenden

  Fipronil is used for the control of a wide range of insect species in rice, cereals, corn, cotton, top fruit, sugar beet, sugar cane, oilseed rape, many vegetables and other high-value crops. It also has a veterinary use as an ectoparasiticide.

• Definition

  ChEBI: 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carbonitrile is a member of the class of pyrazoles that is 1H-pyrazole that is substituted at positions 1, 3, 4, and 5 by 2,6-dichloro-4-(trifluoromethyl)phenyl, cyano, (trifluoromethyl)sulfinyl, and amino groups, respectively. It is a nitrile, a dichlorobenzene, a primary amino compound, a member of pyrazoles, a sulfoxide and a member of (trifluoromethyl)benzenes.

• Landwirtschaftliche Anwendung

  Insecticide, Veterinary medicine: Not approved for use in EU countries. Fipronil was introduced into the U.S. in 1996 for use in animal health and indoor pest control. It is the constituent of many products for controlling a wide spectrum of domestic animal and residential pests.

• Handelsname

  BES® 602; CEASEFIRE®; CHIPCO®; COMBAT®; FRONTLINE; MB-46030®; H&G®; ICON®; MAXFORCE® ANT STATION; MAXFORCE® ROACH STATION; REGENCY SOFION®; REGENT®; REGENT® 500-FS; TERMIDOR® L VI-NIL

• Pharmakologie

  Fipronil is a phenylpyrazole, the mode of action of which is to inhibit nerve transmission in arthropods by blocking γ -aminobutyric acid-gated chloride channels. Fipronil is available as spray and spot-on formulations to control fleas and ticks on cats and dogs. The adulticidal activity of fipronil accounts for the majority of its activity, although additional activity against flea eggs and larvae results from the presence of fipronil on hairs and debris shed into the environment from treated pets.
  Autohistoradiography studies (11) into the cutaneous distribution of 14C-fipronil in the cat and dog following spot-on administration demonstrated that radioactivity was restricted principally to the stratum corneum, the viable epidermis, and the pilosebaceous units. Following its slow release from sebaceous glands, fipronil migrates in the sebum covering the skin and hairs by passive diffusion and was shown to persist on hair for up to 2 months after treatment.

• Synthese

  

  120067-83-6

  

  120068-37-3

  Example 1: This example illustrates the synthesis of 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-((trifluoromethyl)sulfinyl)-1H-pyrazole-3-carbonitrile. 100 g (0.23 mol) of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylthiopyrazole (compound of formula (II)) was dissolved in a solvent mixture consisting of 900 g (6.97 mol) of dichloroacetic acid (DCAA) and 30 g (0.3 mol) of concentrated sulfuric acid. After stirring at 15°C for 30 min, 25 g (0.22 mol) of 30% w/w aqueous hydrogen peroxide solution was slowly added over 90 min. The reaction was continued until HPLC analysis showed a conversion of more than 95%. Upon completion of the reaction, the reaction mixture was quenched using sodium sulfite (Na2SO3). Subsequently, the separation and purification of the product was carried out by conventional methods, resulting in the target product in 98% yield and 97.5% HPLC purity.

• mögliche Exposition

  Pyrazole/phenylpyrazole/organofluor ine insecticide; veterinary medicine. Fipronil was intro duced into the United States in 1996 for use in animal health and indoor pest control. It is the constituent of many products for controlling a wide spectrum of domestic ani mal and residential pests. Banned for use in EU.

• Stoffwechselwegen

  Through the abiotic degradation of fipronil in aqueous solution and on the soil surface, 5-amino-3- carbamoyl-1-[2,6-dichloro-4-(trifluoromethyl)-phenyl]-4- [(trifluoromethyl)sulfinyl]pyrazole is the only hydrolysis product detected. Fipronil in acidic aqueous solution exposed under a xenon lamp degrades with the concomitant appearance of 5-amino-3-cyano-1-[2,6- dichloro-4-(trifluoromethyl)-phenyl]-4- (trifluoromethyl)pyrazole and 5-amino-3-cyano-1-[2,6- dichloro-4-(trifluoromethyl)phenyl]pyrazole-4-sulfonic acid. Under field conditions, when fipronil is applied in formulation, four metabolites which include one product resulting from reduction on the sulfur atom of fipronil are detected.

• Versand/Shipping

  UN2588 Pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN2902 Pesticide, liquid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

• Degradation

  Fipronil is stable in water at pH 5 and 7 but is slowly hydrolysed at pH 9 (DT₅₀ 28 days) to the amide (2). It undergoes rapid aqueous photolysis with a DT₅₀ of ﹤0.5 day. The major photodecomposition product in water and on soil surfaces is desulfinyl-fipronil(3) which is formed by extrusion of the SO group. A minor photoproduct in water, on soil and on plant surfaces is the sulfonic acid (4). The mechanisms of these reactions are discussed in a recent paper by Bobe et al. (1998).

• Toxicity evaluation

  Acute oral LD₅₀ for rats: 100 mg/kg

• Waste disposal

  It is the responsibility of chemical waste generators to determine the toxicity and physical properties and of a discarded chemical and to properly identify its classification and certification as a haz ardous waste and to determine the disposal method. United States Environmental Protection Agency guidelines for the classification determination are listed in 40 CFR Parts 261.3. Additionally, waste generators must consult and fol low all regional, national, state and local hazardous waste laws to ensure complete and accurate classification and dis posal methods.

• Einzelnachweise

  [1] Patent: WO2012/7938, 2012, A1. Location in patent: Page/Page column 9-10
  [2] Patent: WO2007/122440, 2007, A1. Location in patent: Page/Page column 10-11
  [3] Patent: US2009/30211, 2009, A1. Location in patent: Page/Page column 3
  [4] Patent: WO2007/122440, 2007, A1. Location in patent: Page/Page column 11

Fipronil Upstream-Materialien And Downstream Produkte

Fipronil Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global(643)Suppliers

120068-37-3, Fipronil Verwandte Suche: