Kresoxim-methyl Chemical Properties

Melting point:

98-100°C

Boiling point:

429.4±47.0 °C(Predicted)

Density 

1.28

vapor pressure 

2.3 x 10^-6 P a (20 °C)

storage temp. 

Inert atmosphere,2-8°C

solubility 

Chloroform: Slightly Soluble,Methanol: Slightly Soluble

Water Solubility 

2 mg l^-1(20 °C)

Specific Gravity

1.28 (20℃)

BRN 

8330581

InChIKey

ZOTBXTZVPHCKPN-HTXNQAPBSA-N

LogP

3.44 at 25℃

Surface tension

72.8mN/m at 1.8mg/L and 20℃

CAS DataBase Reference

143390-89-0(CAS DataBase Reference)

EPA Substance Registry System

Kresoxim-methyl (143390-89-0)

Safety Information

Hazard Codes 

Xn;N,N,Xn

Risk Statements 

40-50/53

Safety Statements 

2-36/37-60-61

RIDADR 

UN3077 9/PG 3

WGK Germany 

3

HS Code 

29252900

Hazardous Substances Data

143390-89-0(Hazardous Substances Data)

Toxicity

LD50 in rats (mg/kg): >5000 orally; >2000 dermally (Ammerman)

MSDS

• Language:English Provider:alpha-(Methoxyimino)-2-{(2-methylphenoxy)methyl}-benzeneacetic acid (E)-methyl ester

Kresoxim-methyl Usage And Synthesis

Antiseptic

Kresoxim-methyl is a high-efficiency, broad-spectrum and novel kind of fungicide. It has excellent treatment efficacy on strawberry powdery mildew, melon powdery mildew, cucumber powdery mildew, pear scab and other diseases. It is capable of controlling the treatment of Ascomycetes, Basidiomycetes, Deuteromycetes, Oomycetes and most kinds of other diseases. It has inhibitory effect on spore germination and growth of mycelium inside the leaf with activities of protection, treatment and eradication. It has good permeability and local systemic activity with long duration period. It has been widely applied for controlling crop diseases on fruit trees, vegetables, tea, tobacco, etc. In addition, the product can have a positive physiological regulatory function on the crop which is capable of inhibiting the generation of ethylene, helping crops have a longer period of time to ensure the energy storage and guarantee the biological maturity; it can significantly improve the crop nitrification reductase activity, when the crop is subject to attack from viruses, it can accelerate the formation rate of resistant virus proteins.

Instructions

30% Kresoxim-methyl suspending agent
Wheat, corn: rust, powdery mildew, leaf blight and root rot dosage: 20ml/acre, foliage spray with 2-3 times per quarter.
Rice: Rice smut, sheath blight, rice blast dosage: 20ml/acre, apply foliage spray with 2-3 times per quarter.
Peanut: leaf spot disease; dosage: 20ml/acre, apply foliage spray with 2-3 times per quarter.
Leafy: powdery mildew, anthracnose, downy mildew onion, purpura, celery leaf spot and white cabbage rust dosage: 3000-4000 times, apply foliage spray with 2-3 times per quarter.
Flowers: powdery mildew, rust, black spot dosage: 3000-4000 times, apply foliage spray with 2-3 times per quarter.
Banana: leaf spot, scab disease Dosage: 3000-4000 times, apply foliage spray with 2-3 times per quarter.
Oranges, grapefruit: macular disease, scab and anthracnose and scab dosage: 4000-5000 times, apply foliage spray with 2-3 times per quarter.
Beet, strawberry: powdery mildew, downy mildew, and anthracnose as well as leaf blight dosage: 3000-4000 times, apply foliage spray with 2-3 times per quarter.
Grapes: powdery mildew, anthracnose and black rot Dosage: 3000-4000 times, apply foliage spray with 2-3 times per quarter.
Apple, pear: leaf spot, ring rot, anthracnose, scab, and rust dosage: 4000-5000 times, apply foliage spray with 2-3 times per quarter.
Pepper, tomato (Solanaceae): leaf spot, anthracnose, early blight and downy mildew as well as scab dosage: 2000-3000 times, apply foliage spray with 2-3 times per quarter.
Melons: powdery mildew, leaf spot and gummy stem blight Dosage: 2000-3000 times, apply foliage spray with 2-3 times per quarter.
Beans: rust, powdery mildew, leaf spot dosage: 3000-4000 times, apply foliage spray with 2-3 times per quarter.
The above information is edited by the chemicalbook of Dai Xiongfeng.

Precautions

1: Kresoxim-methyl should not be used in combination with strong alkali, strong acidic substances such as pesticides.
2: The safety interval of product is four days with crop being subject to spraying at most at 3-4 times per quarter.
3: People, upon application of this product, should wear masks, gloves and goggles, and should not make things and drinking during spraying and should promptly wash hands and face after spraying.
4: pregnant women and lactating women should not touch.
5: it has certain toxicity on aquatic fishes and should be kept from contaminating surface water.
6: it has excellent efficacy in controlling powdery mildew. Owning to that the powdery mildew fungus is prone to develop drug resistance. Application of Kresoxim-methyl in area had been subject to long-term application of triazole fungicides will achieve more pronounced efficacy and it can be mixed with thiophanate-methyl for application.
7: It should be stored in dry, cool, ventilated, rainproof place and should be away from fire and heat source. It should be put in place out of the reach of children and locked. Avoid storing it together with food, drink and feed.

Uses

It is a kind of Strobilurin fungicide and is mainly applied to cereals, rice, potatoes, apples, pears, pumpkins and grapes. It also has protection, treatment and eradication activity on the Ascomycetes, Basidiomycetes, Deuteromycetes and Oomycetes and other pathogenic fungi with long duration period. Under recommended dose, it is safe to crops without injury-free and safe for the environment.

Description

Kresoxim-methyl is a strobilurin fungicide. It inhibits conidial germination of V. inaequalis isolates from apple orchards (EC₅₀s = 0.00033-0.0078 mg/L). Kresoxim-methyl also inhibits mycelial growth (EC₅₀ = 0.240 mg/L) and is fungicidal against Saprolegnia (MIC = 1 mg/L). It increases intracellular calcium levels and disrupts the mitochondrial membrane potential in mouse cortical cultures in a concentration-dependent manner. Kresoxim-methyl is toxic to goldfish (C. auratus; LC₅₀ = 0.807 mg/L).

Uses

Agricultural fungicide.

Uses

An agricultural fungicide.

Uses

Kresoxim-methyl is used for the control of several diseases (scab, mildews, blast, sheath blight and others) on a range of crops including apples, pears, vines, sugar beet and cereals.

Definition

ChEBI: A carboxylic ester that is the methyl ester of (2E)-(methoxyimino){2-[(2-methylphenoxy)methyl]phenyl}acetic acid. A fungicide for the control of scab on apples and pears and other fungal diseases on a wide range of crops.

Hazard

Moderately toxic by skin contact. Low tox-icity by ingestion and inhalation.

Safety Profile

Moderately toxic by skin contact. Low toxicity by ingestion and inhalation. Questionable carcinogen with experimental data reported. When heated to decomposition it emits toxic vapors of NOx.

Metabolic pathway

By hepatocyte suspensions prepared from goats, pigs, hens, and rats that have been cryopreserved and thawed, BAS 490 F is metabolized via the same pathways as observed using fresh rat hepatocytes. The rate of hydrolysis of 14C-BAS 490 F leading to a carboxylic acid derivative seems to be constant between the cryopreserved and fresh hepatocytes except for goats. The oxidation reaction at the methyl group of the phenoxy ring, leading to the hydroxymethyl analog of the carboxylic acid of BAS 490 F, significantly decreases after cryopreservation, whereas the formation of (E)-2-methoxyimino-2[2-(4- hydroxy-2-methylphenyloxymethyl)phenyl] acetic acid by hydroxylation at the 4-position of the phenoxy ring remains at a constant rate. In pig hepatocytes, the two hydroxylated metabolites of the phenoxy ring, carboxy BAS 409 F and (E)-2-methoxyimino-2-o- hydroxymethylphenyl acetic acid, are formed to a lesser extent after cryopreservation.

Metabolism

Kresoxim-methyl is rapidly metabolized in mammalian systems to the virtually inactive carboxylic acid, accounting for its low toxicity and high level of selectivity. Atharvest residues in cereals and top fruit are <0.05 mg/kg and <1 mg/kg in grapes and vegetables. The soil DT₅₀ = <3 days, and the Koc is 219 to 372. For the main metabolite, the Koc is 17 to 24. Hydrolytic stability tests indicate a DT₅₀ of 34 days at pH 7 but only 7 h at pH 9.

Toxicity evaluation

Kresoxim-methyl has an acute oral LD₅₀ > 5,000 and an acute dermal LD₅₀ > 2,000 mg/kg in rats. The NOEL for rats is 800 ppm, and the ADI = 0.4 mg/kg bw (body weight). Kresoxim-methyl is not a skin or eye irritant, is nonmutagenic and nonteratogenic. It shows toxicity to aquatic organisms (fish 96-h LC50 = 0.681 to 1 mg/L) but does not cause permanent damage. Other nontarget organisms show the following levels of sensitivity: bird: 14-day LD₅₀ = 2,150 mg/kg; bee: 48- h LD₅₀ ≥ 20 μg/bee; worm: LC50 ≥ 937 mg/kg; Daphnia: 48-h EC50 = 0.186 mg/L; and algae 0- to 2-h EC50 = 63 μg/L.

Degradation

Kresoxim-methyl is a stable crystalline solid with limited water solubility. It is stable in the pH range 3-8 but it is hydrolysed to the carboxylic acid (2, see Scheme 1) in base. DT₅₀ values (25 °C) at pH 5,7 and 9 were 875,34 and 0.29 days, respectively. The product (2) was stable under these conditions.
Kresoxim-methyl undergoes rapid photodegradation in water when irradiated with UV light. Its DT₅₀ was 3 days and several products were formed, one of which was the Z-isomer. Details of the other products are not available. Under conditions of simulated sunlight the compound was degraded with a DT₅₀ of 37 days in pure water and 19 days in natural pond water.

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