Пропамокарб

Description

Propamocarb is a systemic carbamate fungicide, propyl ester of N-[3-(dimethylamino)propyl]carbamic acid. Developed under the code SN 39744. Target - oomycetes: pathogens of the genus Pythium and Phytophthora, downy mildew. The mechanism differs from classical fungicides and belongs to FRAC group 28, carbamates: the substance interferes with the synthesis of phospholipids and fatty acids of the pathogen membranes, membrane permeability is disrupted, the cell loses its contents, spore germination and mycelial growth are inhibited. The risk of developing resistance is assessed as low or medium. The compound is absorbed by the roots and distributed by an upward current throughout the above-ground part, protecting roots, bulbs, seedlings, cuttings, stems and leaves.

Basic Attributes

• CAS No: 24579-73-5
• Chemical formula: C9H20N2O2
• Molecular weight: 188.27
• Exact weight: 188.27
• EU number: 607-406-2
• UNII: 8HLL7N9UWO
• DSSTox ID: DTXSID1040295
• HS code: 2924199090
• PSA specifications: 41.6
• XLogP3: 1.80
• RTECS number: EZ8857000

Physico-chemical characteristics

• Density: 1.0 ± 0.1 g/cm3
• Melting point: 45–55 °C
• Boiling point: 139–141 °C at 18 mmHg. Art.
• Flash point: above 100 °C
• Refractive index: 1.456
• Solubility in water: 4.78 M, corresponding to 9.0 × 10⁵ mg/l at 20 °C and pH 7.0
• Solubility at 20 °C, g/l: hexane more than 883, methanol more than 933, dichloromethane more than 937, toluene more than 852, acetone more than 921, ethyl acetate more than 856
• Steam pressure: 0.05 mmHg Art.; 5.48 × 10⁻² mm Hg. Art. at 25 °C
• Henry's law constant: 1.48 × 10⁻⁹ atm m3/mol at 25 °C, that is, 1.5 × 10⁻⁴ Pa m3/mol
• Dissociation constant: pKa 9.50 - strong base
• Collision cross section: 144.69 Å2 for [M + H]+
• Rate constant for reaction with hydroxyl radicals: 9.88 × 10⁻¹¹ cm3/(molecule s) at 25 °C (estimated)
• Storage conditions: about 4 °C

Propamocarb hydrochloride data

• Form: colorless, rather aromatic, hygroscopic crystals
• Temperature indicator 64.2 °C - in the source data it is given with the caption “density”, but in terms of units of measurement it is temperature
• Pressure: 3.8 × 10⁻² MPa at 20 °C
• logP: −1.21 at pH 7
• Henry's law constant: less than 1.7 × 10⁻⁸ Pa m3/mol at 20 °C (estimated)
• Density of aqueous concentrate: 1.085 g/ml at 20 °C
• Solubility in water: 0.500 g/l in the pH range 1.6–9.6 at 20 °C
• Solubility at 20 °C, g/l: methanol 656, dichloromethane more than 626, acetone 530.3, ethyl acetate 4.34, toluene 0.4, hexane less than 0.01
• Well soluble in water, ethanol and dichloroethane, slightly soluble in toluene and hexane
• Resistant to hydrolysis and photolysis; pKa 9.3 at 20 °C
• Surface tension of pure substance: 71.98 mN/m at 20 °C
• Hydrolysis rate: 1.51 × 10⁻⁸ per day
• Photolysis rate: 0.0196 per day in soil, 4.16 per day in air; stable in water

Scope of application

Protection against root rot and damping-off caused by Pythium, against late blight of potatoes and tomatoes, and against downy mildew. Directions: potatoes, greenhouse vegetable crops, cucumber, lettuce, tobacco, ornamental crops, lawn grasses; forms of application - spilling the substrate and watering at the root, as well as leaf treatments. Trade and code designations: SN 39744, Nor-Am 39744, Plantacur, Plantacur E.

Stability

The substance is stable, incompatible with strong oxidizing agents.

Safety Information

• Transport codes: NONH for all modes of transport
• WGK Germany: 2
• Hazard class code: 22
• Tags: Xn
• Hazard Statements: H302 - Harmful if swallowed
• Precautions: P264, P270, P301 + P312, P330, P501

GHS classification

Signal word "Warning". H302 (100%): Harmful if swallowed, acute oral toxicity category. Prescriptions P264, P270, P301 + P312, P330, P501 based on consolidated data of 127 companies from 1 notification to the ECHA C&L register. Second set for the same indication H302: P264, P270, P273, P301 + P312, P330, P391, P501.

Personal protective equipment

Eyes and Face - Protective mask and goggles tested and approved to applicable government standards such as NIOSH (US) or EN 166 (EU). Hands are gloves. Body - full chemical protection suit; the type of equipment is selected according to the concentration and quantity of the hazardous substance at a particular workplace.

Disposal

The unused portion of the material should be sent to an approved use or returned to the manufacturer or supplier. When final disposal, consider the impact on air quality, potential migration in air, soil and water, impact on animals, aquatic and plant flora and fauna, compliance with environmental and sanitary standards; when possible, replace the product with an alternative with less toxicity and less polluting potential. Waste that cannot be recycled should be transferred to a licensed disposal company: the material is dissolved or mixed with a flammable solvent and burned in a chemical oven with an afterburner and scrubber. Dispose of contaminated packaging as unused product.

Regulatory documents

USEPA, Office of Prevention, Pesticides and Toxic Substances: Propamocarb Hydrochloride Reregistration Admission (RED) Decision Document, September 1995. The document summarizes the findings of the risk assessment and describes the risk mitigation measures required to continue registration of the pesticide in the United States.