Nomenclature

Type Insecticide
Common name Abamectine
Other name Avermectin B1
Iupac name
Formulation type
Formulation TypeOptions
1.8%EC  
Chemical Abstracts Name

5-O-demethylavermectin A1a (i) mixture with 5-O-demethyl-25-de(1-methylpropyl)-25-(1-methylethyl)avermectin A1a (ii) 

CAS RN [71751-41-2] (abamectin); [65195-55-3] (i); [65195-56-4] (ii)
EEC no 265-610-3 (avermectin B1a); 265-611-9 (avermectin B1b)
Official code
Development code MK-0936 (Merck & Co.); C-076 (Ciba); L-676,863

Physical Chemistry

M.F.
Structure M
Mol. wt 873.1 B1a
Appearance

Colourless to pale yellow crystals.

M.p.

161.8-169.4 °C

B.p.
V.p.

<3.7 ×10-3 mPa (25 °C)

F.p.
S.g./density

1.18 (22 °C)

Solubility

In water 7-10 mg/l (20 ºC). In toluene 350, acetone 100, isopropanol 70, chloroform 25, ethanol 20, methanol 19.5, n-butanol 10, cyclohexane 6 (all in g/l, 21 ºC).

Stability

Stable to hydrolysis in aqueous solutions at pH 5, 7, and 9 (25 ºC). Sensitive to stronger acid and base. U.V. irradiation causes conversion first to the 8,9-Z- isomer, then to unidentified decomposition products.

Henry

2.7 ×10-3 Pa m3 mol-1 (25 °C)

KowlogP
Pka

Applications

Biochemistry

Acts by stimulating the release of g-aminobutyric acid, an inhibitory neurotransmitter, thus causing paralysis. See M. J. Turner & J. M. Schaeffer in Ivermectin and Abamectin, W. C. Cambell ed., Springer-Verlag, New York (1989) p. 73. 

Mode of Action

Insecticide and acaricide with contact and stomach action. Has limited plant systemic activity, but exhibits translaminar movement. 

Uses

Control of motile stages of mites, leaf miners, suckers, Colorado beetles, etc. on ornamentals, cotton, citrus fruit, pome fruit, nut crops, vegetables, potatoes, and other crops. Application rates are 5.6 to 28 g/ha for mite control, 11 to 22 g/ha for control of leaf miners. Also used for control of fire ants.

Phytotoxicity

May be phytotoxic to pome fruit when mixed with captan.  

Compatibility

Not compatible with captan.

General details

Mammalian Toxicology

Reviews

FAO/WHO 74, 80, 82 (see part 2 of the Bibliography). G. Lankas & L. R. Gordon in Toxicology in Ivermectin and Abamectin, W. C. Campbell ed., Springer-Verlag (1989) pp. 89-112. 

Oral

OralAcute oral LD50 (in sesame oil) for rats 10, mice 13.6 mg/kg; (in water) for rats 221 mg/kg. 

Skin & Eye

Acute percutaneous LD50 for rabbits >2000 mg/kg. Mild eye irritant; non-irritating to skin (rabbits). 

Inhalation
Noel
ADI

(JMPR) 0.002 mg/kg b.w. [1997] (for sum of abamectin and 8,9-Z- isomer); 0.001 mg/kg b.w. [1995] (for residues not containing D-8,9-isomer). OtherNon-mutagenic in the Ames test. 

Toxicity class

EPA (formulation) IV 

EC hazard

Ecotoxicology

Birds

Acute oral LD50 for mallard ducks 84.6, bobwhite quail >2000 mg/kg. 

Fish

LC50 (96 h) for rainbow trout 3.2, bluegill sunfish 9.6 mg/l. 

Daphnia

EC50 (48 h) 0.34 ppb. 

Algae

(72 h) for Pseudokirchneriella subcapitata >100 mg/l. 

Worms

LC50 (28 d) for earthworms 28 mg/kg soil. 

Environmental Fate

Plants

Degradation/metabolism in each of three different plants is similar and occurs predominantly by photolysis on the plant surfaces. The definition of the residues is thus expressed as the combined residues of avermectin B1 and its 8,9-Z-avermectin B1 photoisomer. 

Animals

Rapidly eliminated (80-100% in 96 h), mainly via faeces; urinary excretion was 0.5-1.4%.

Soil/environment

Binds tightly to soil, with rapid degradation by soil micro-organisms. No bioaccumulation. 

Miscellaneous

Analysis
Packing