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Propamocarb hydrochloride

Propamocarb hydrochloride 98%TC
Propamocarb hydrochloride 72.2%SL
Propamocarb hydrochloride 60%SL

Fungicide
FRAC 28, F4; carbamate fungicide

Propamocarb hydrochloride NOMENCLATURE
propamocarb hydrochloride
IUPAC name propyl 3-(dimethylamino)propylcarbamate hydrochloride
Chemical Abstracts name propyl [3-(dimethylamino)propyl]carbamate hydrochloride
CAS RN [25606-41-1] EEC no. 247-125-9 Development codes AE B066752 (AgrEvo); EXP 10382A; HOE 102791 (Hoechst)

propamocarb
Common name propamocarb (BSI, E-ISO, ANSI); propamocarbe ((m) F-ISO)
IUPAC name propyl 3-(dimethylamino)propylcarbamate
Chemical Abstracts name propyl [3-(dimethylamino)propyl]carbamate
CAS RN [24579-73-5] Development codes SN 39744 (Schering)

Propamocarb hydrochloride PHYSICAL CHEMISTRY
propamocarb hydrochloride
Composition The aqueous concentrate contains 780 g/l propamocarb hydrochloride. Mol. wt. 224.7 M.f. C9H21ClN2O2 Form Colourless, faintly aromatic, hygroscopic crystals. M.p. 64.2 °C V.p. 3.85  10-2 mPa (20 °C) KOW logP = -1.21 (pH 7) Henry <1.7  10-8 Pa m3 mol-1 (20 °C, calc.) S.g./density 1.085 g/ml (20 °C, aqueous concentrate) Solubility In water >500 g/l (20 °C). In methanol 656, dichloromethane >626, acetone 560, ethyl acetate 4.34, toluene 0.14, hexane <0.01 (all in g/l, 20 °C). Stability Stable to hydrolysis, to temperatures up to 400 ºC, and to photolysis. pKa 9.3 (20 °C) Other properties Surface tension 40.9 mN m-1 (40 °C).

propamocarb
Mol. wt. 188.3 M.f. C9H20N2O2 V.p. 730 mPa (25 °C) KOW logP = 0.84 (20 °C) Henry 1.5  10-4 Pa m3 mol-1 (25 °C) Solubility In water >900 g/l (pH 7.0, 20 °C). In hexane >883, methanol >933, dichloromethane >937, toluene >852, acetone >921, ethyl acetate >856 (all in g/l, 20 °C). pKa 9.5, strong base (K. Chamberlain et al., Pestic. Sci., 47,265 (1996))

COMMERCIALISATION
History Fungicide reported by E. A. Pieroh et al. (Meded. Fac. Landbouwwet. Rijksuniv. Gent, 1978, 43, 933). Discovered and developed by Schering AG; now owned and distributed by Bayer CropScience. Patents DE 1567169; DE 1643040 Manufacturers Agriphar; Bayer CropScience; Synthesia

Propamocarb hydrochloride APPLICATIONS
Biochemistry Reduces mycelial growth and development of sporangia and (zoo)spores; influences the biochemical synthesis of membranes. Mode of action Systemic fungicide with protective action. Absorbed by the roots and leaves, and transported acropetally.

propamocarb hydrochloride
Uses Specific control of phycomycetous diseases (Pythium, Phytophthora, Aphanomyces, Bremia, Peronospora, and Pseudoperonospora spp.). In particular, control of Pythium and Phytophthora spp. in vegetables, ornamentals, glasshouse tomatoes, glasshouse cucumbers, tulips, tobacco, and in forestry seedbeds; Pythium blight on turf; downy mildew on lettuce, cucurbits and cabbages; Phytophthora infestans in potatoes and tomatoes; Phytophthora cactorum on strawberries; etc. Applied to the soil, or used as a dip treatment (for bulbs and tubers) or seed treatment, and as a foliar spray in late-season applications. Formulation types SC; SL. Selected products: 'Banol' (Bayer CropScience); 'Previcur N' (Bayer CropScience); 'Proplant' (Agriphar); 'Salvador' (Rocca)

propamocarb
Selected products: 'Promo' (Agrimix)