Pesticides >> Insecticides >> Emamectin benzoate

Emamectin benzoate

Emamectin benzoate 95%TC
Emamectin benzoate 5%WG
Emamectin benzoate 1%EC

Insecticide
IRAC 6; avermectin

Emamectin benzoate NOMENCLATURE
emamectin benzoate
CAS RN [155569-91-8]; formerly [137512-74-4] and [179607-18-2] Development codes MK 244 (Merck & Co.)

emamectin
Common name emamectin (BSI, pa E-ISO, ANSI); emamectine ((f) pa F-ISO)
IUPAC name A mixture containing 90% of (10E,14E,16E,22Z)-(1R,4S,5'S,6S,6'R,8R,12S,13S,20R,21R,24S)-6'-[(S)-sec-butyl]-21,24-dihydroxy-5',11,13,22-tetramethyl-2-oxo-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6-spiro-2'-(5',6'-dihydro-2'H-pyran)-12-yl 2,6-dideoxy-3-O-methyl-4-O-(2,4,6-trideoxy-3-O-methyl-4-methylamino--L-lyxo-hexopyranosyl)--L-arabino-hexopyranoside and 10% of (10E,14E,16E,22Z)-(1R,4S,5'S,6S,6'R,8R,12S,13S,20R,21R,24S)-21,24-dihydroxy-6'-isopropyl-5',11,13,22-tetramethyl-2-oxo-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6-spiro-2'-(5',6'-dihydro-2'H-pyran)-12-yl 2,6-dideoxy-3-O-methyl-4-O-(2,4,6-trideoxy-3-O-methyl-4-methylamino--L-lyxo-hexopyranosyl)--L-arabino-hexopyranoside
Chemical Abstracts name (4"R)-5-O-demethyl-4"-deoxy-4"-(methylamino)avermectin A1a + (4"R)-5-O-demethyl-25-de(1-methylpropyl)-4"-deoxy-4"-(methylamino)-25-(1-methylethyl)avermectin A1a (9:1)
CAS RN [119791-41-2]; formerly [123997-28-4] and [137335-79-6]

Emamectin benzoate PHYSICAL CHEMISTRY
emamectin benzoate
Composition A mixture of emamectin B1a (90%) and emamectin B1b (10%), as their benzoate salts. Mol. wt. 1008.3 (B1a); 994.2 (B1b) M.f. C56H81NO15 (B1a); C55H79NO15 (B1b) Form White to off-white powder. M.p. 141-146 °C V.p. 4  10-3 mPa (21 °C) KOW logP = 5.0 (pH 7) S.g./density 1.20 (23 °C) Solubility In water 0.024 g/l (pH 7, 25°C).

emamectin
Mol. wt. 886.1 (B1a); 872.1 (B1b) M.f. C49H75NO13 (B1a); C48H73NO13 (B1b)

Emamectin benzoate COMMERCIALISATION
Production Isolated from fermentation of Streptomyces avermitilis, a naturally occuring soil Actinomycete. History Discovery and initial development was by Merck & Co., Inc. (now Syngenta AG). First sales in Israel and Japan in 1997. Manufacturers Merck & Co.

Emamectin benzoate APPLICATIONS
emamectin benzoate
Biochemistry Acts by stimulating the release of -aminobutyric acid, an inhibitory neurotransmitter, thus causing paralysis. Mode of action Non-systemic insecticide which penetrates leaf tissues by translaminar movement. Paralyses the lepidoptera, which stop feeding within hours of ingestion, and die 2-4 dat. Uses For control of Lepidoptera on vegetables, brassicas and cotton, at up to 16 g/ha, and in pine trees, at 5-25 g/ha. Formulation types EC; SG. Selected products: 'Banlep' (Syngenta); 'Denim' (Syngenta); 'Proclaim' (Syngenta)