Fluazinam /high quality CAS NO.79622-59-6

Product Name: Fluazinam

Synonyms: 3-Chloro-N-(3-chloro-2,6-dinitro-4-(trifluoromethyl)phenyl)-5-(trifluoromethyl)pyridin-2-amine;SHIRLAN;FLUAZINAM;ikf1216;pp192;shirlan(zeneca);shirlanflow;3-chloro-N-(3-chloro-5-trifluoromethyl-2-pyridyl)-α,α,α-trifluor-2,6-dinitro-p-toluidine

CAS: 79622-59-6

MF: C13H4Cl2F6N4O4

MW: 465.09

EINECS: 616-712-5

Product Categories: API intermediates;Agro-Products;Amines;Aromatics;Heterocycles;Intermediates & Fine Chemicals;-;Pharmaceuticals;NULL

Mol File: 79622-59-6.mol

Fluazinam Structure

Fluazinam Chemical Properties

Melting point 100-102°

vapor pressure 1.5 x 10-3 Pa (25 °C)

Fp 2 °C

storage temp. 2-8°C

pka 7.11(at 25℃)

Water Solubility 1.7 mg l-1 (25 °C)

form neat

Merck 14,4117

BRN 4772672

InChIKey UZCGKGPEKUCDTF-UHFFFAOYSA-N

CAS DataBase Reference 79622-59-6(CAS DataBase Reference)

EPA Substance Registry System 2-Pyridinamine, 3-chloro-N-[3-chloro-2,6-dinitro- 4-(trifluoromethyl)phenyl]- 5-(trifluoromethyl)-(79622-59-6)

Safety Information

Hazard Codes T;N,N,T,Xn,F

Risk Statements 23-41-43-50/53-36-20/21/22-11-38-20-63

Safety Statements 26-36/37/39-45-60-61-36/37-16-63-57-56-38-28-27-24/25-20/21-13

RIDADR UN 2811

WGK Germany 3

RTECS UR8085000

HazardClass 6.1

PackingGroup II

HS Code 29333990

Hazardous Substances Data 79622-59-6(Hazardous Substances Data)

MSDS Information

Fluazinam Usage And Synthesis

Description Fluazinam is a protective broad-spectrum contact fungicide registered for agricultural use to control various soil-borne fungal pathogens on a variety of crops, such as peanuts, potatoes, beans, etc. It can be applied as a foliar spray or soil treatment, which is effective against a number of diseases caused by pathogenic fungi such as gray mold, downy mildew, melanose, scab, alternaria blotch, clubroot, sclerotinia blight, white root rot, violet root rot. Besides, it shows acaricidal property, which can fight against mites in citrus.

However, as a protective agent, fluazinam is neither systemic or curative, which functions by inhibiting spore germination and spore growth, and also the development of infection structures, thereby giving it protective action with a good residual effect. The anti-fungal property of fluazinam acts by disrupting the energy production of the fungus at multiple sites and therefore preventing resistance.

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Chemical Properties yellow crystal mp 115 ~ 117°C

Uses Fluazinam is a broad spectrum fungicide. Fluazinam is commonly used for control of Sclerotinia blight and other soilborne pathogens of peanut as well for the control of potato blight.

Uses Agricultural fungicide.

Uses Fluazinam is a fungicide with a protective action but with little curative or systemic activity. It is used to control grey mould and downy mildew on vines, apple scab, southern blight and white mould on peanuts and Phytophthora infestans and tuber blight on potatoes. It is also used against clubroot on crucifers, rhizomania on sugar beet and mites in apples.

Definition ChEBI: A member of the class of aminopyridines that is 2-amino-5-(trifluoromethyl)pyridine in which one of the amino hydrogens is replaced by a 3-chloro-2,6-dinitro-4-(trifluoromethyl)phenyl group. A fungicide used to control grey mould, downy mildew and other fu gal pathogens.

Hazard Moderately toxic by ingestion and inhalation. A reproductive hazard.

Agricultural Uses Fungicide: Used to control Sclerotinia blight on peanuts and late blight and white mold on potatoes.

Trade name FLUAZINAM 50 WP®; FROWNCIDE®; IKF-1216®; ICIA-192®; OMEGA; PP-192®; SHIRLAN®

Contact allergens Fluazinam is a pesticide with a broad spectrum of anti fungal activity. It caused sensitization in employees in the tulip bulb industry and in farmers. Fluazinam induced contact dermatitis in a worker in a plant where it was manufactured.

Safety Profile Moderately toxic by ingestion and inhalation. Experimental reproductive effects. When heated to decomposition it emits toxic vapors of NOx, F-, and Cl-.

Metabolic pathway Fluazinam may typically be applied to crops of potatoes using up to 10 applications each of 150 g ha-1. Routes of degradation involve ring hydroxylation in aerobic soils and reduction of the nitro groups in flooded soils. A large amount of unextractable residue was observed. In potatoes and rats, important reactions involve the reduction of nitro groups and the formation of conjugates. In plants, the trifluoromethyl substituents are hydrolysed to carboxylic acid groups. Most of the information presented below was taken from an evaluation of the fungicide published by the UK Pesticide Safety Directorate (PSD, 1994).

Degradation Fluazinam is stable to acid, alkali and heat (PM). The DT50 values for hydrolysis in buffer solutions held in the dark at 22 °C were 42 and 5.6 days at pH 7 and 9, respectively. There was no appreciable hydrolysis at pH 5. The major reaction involved hydrolysis of a trifluoromethyl group to give the nicotinic acid derivative (2). The DT50 values of fluazinam in buffer solutions exposed to natural sunlight were in the range 2-3 days. Up to 11 products were separated but only the major product formed at pH 9, the nicotinic acid derivative (2), was characterised (PED, 1994).

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