Emamectin Benzoate

TC & FORMULATION: 70%TC, 5%WDG, 2%EC

Structure Formula:

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-a-L-lyxo-hexopyranosyl)-a-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-a-L-lyxo-hexopyranosyl)-a-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] 

PHYSICAL CHEMISTRY

emamectin benzoate

Composition A mixture of emamectin B1a (³90%) 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) 

APPLICATIONS

emamectin benzoate

Biochemistry Acts by stimulating the release of g-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.

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