SPIROXAMINE Property

Melting point:

<25 °C

Boiling point:

bp 120° at 0.067 hPa

Density 

0.96±0.1 g/cm3(Predicted)

refractive index 

nD20 1.4662

Flash point:

147 °C

storage temp. 

0-6°C

solubility 

Chloroform: Slightly Soluble

pka

6.9(at 25℃)

Stability:

Hygroscopic

LogP

4.880 (est)

EPA Substance Registry System

Spiroxamine (118134-30-8)

Safety

Hazard Codes 

Xn,N

Risk Statements 

20/21/22-38-43-50/53

Safety Statements 

36/37/39-46-60-61

RIDADR 

UN3082 9/PG 3

WGK Germany 

3

Toxicity

LD50 in rats (mg/kg): ~595 orally; >1600 dermally; LC50 in rats (mg/m3): ~2772 by inhalation; LC50 (96 hr) in rainbow trout: 18.5 mg/l (Dutzmann)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H373May cause damage to organs through prolonged or repeated exposure

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P308+P313IF exposed or concerned: Get medical advice/attention.

SPIROXAMINE Chemical Properties,Usage,Production

Description

Spiroxamine is a tertiary amine fungicide and an inhibitor of Δ¹⁴ reductase/Δ⁸→Δ⁷ isomerase. It inhibits the growth of N. parvum, B. dothidea, D. seriata, and L. theobromae isolates from grape vines (EC₅₀s = 0.97-10.28 mg/L). Spiroxamine (0.03-30 μM) reduces network formation in rat cortical cultures. It is also cytotoxic to MDA-kb2 cells (EC₂₀ = 9.29 μM).

Uses

Spiroxamine is a spiroketalamine fungicide for use on cereal crops. Spiroxamine inhibits ergosterol synthesis. Spiroxamine is used as agricultural fungicide.

Definition

ChEBI: The spiroketal resulting from the formal condensation of 4-tert-butylcyclohexanone with 3-[ethyl(propyl)amino]propane-1,2-diol. An inhibitor of ergosterol synthesis, it is a broad spectrum agricultural fungicide used particularly against powde y mildew in the production of cereals, bananas and grapes.

Metabolic pathway

Spiroxamine is metabolized rapidly in plants, soils, water, and animals via similar degradation pathways. The metabolic pathways include hydrolysis and oxidation at several places in the molecule. Side chains are also degraded to various water-soluble conjugates in animals and in plants, and at the end of complete degradation to natural constituents, carbon dioxide is formed in soils as the principal metabolite. The favorable sorption characteristics rule out any possibility of appreciable translocation in soil. In wheat, the total residue is determined in forage, grain, and harvest-ready straw. In the field studies, the residues in the grain are mostly below 0.05 mg kg^-1, and only in a few cases up to 0.3 mg kg^-1. In the milk of cows ingesting spiroxamine residues with the feed, no residues are found in the least favorable case. In eggs of laying hens, the residue concentrations are below the limit of quantification. There are no residue concentrations detected in the hen fat, meat, and liver.