(E)-N1-[(6-chloro-3-pyridyl)methyl]-N2-cyano-N1-methylacetamidine

(E)-N-[(6-chloro-3-pyridinyl)methyl]-N'-cyano-N-methylethanimidamide

Colourless crystals. 

98.9 °C 

<1 ×10-3 mPa (25 ºC) 

1.330 (20 °C) 

In water 4250 mg/l (25 ºC). Soluble in acetone, methanol, ethanol, dichloromethane, chloroform, acetonitrile and tetrahydrofuran. 

Stable in buffered solutions at pH 4, 5, 7. Degraded slowly at pH 9 and 45 ºC. Stable under sunlight. 

5.3 × 10-8 Pa m3 mol-1 

0.7, v. weak base 

Agonist of the nicotinic acetylcholine receptor, affecting the synapses in the insect central nervous system. 

Systemic insecticide with translaminar activity and with contact and stomach action. 

Control of Hemiptera, especially aphids, Thysanoptera and Lepidoptera, by soil and foliar application, on a wide range of crops, especially vegetables, fruit and tea. Applied at 75-300 g/ha on vegetables, 100-700 g/ha in orchards.

Acute oral LD50 for male rats 217, female rats 146, male mice 198, female mice 184 mg/kg. 

Acute percutaneous LD50 for male and female rats >2000 mg/kg. Non-irritating to skin and eyes (rabbits); not a skin sensitiser (guinea pigs).  

LC50 (4 h) for male and female rats >0.29 mg/l. 

(2 y) for rats 7.1 mg/kg b.w.; (18 mo) for mice 20.3 mg/kg b.w.; (1 y) for dogs 20 mg/kg b.w. 

0.066 mg/kg (Japan) 

LD50 for bobwhite quail 180 mg/kg. LC50 for bobwhite quail >5000 ppm. 

LC50 (24-96 h) for carp >100 mg/l. 

LC50 (24 h) >200 mg/l. 

EC50 (72 h) >98.3 mg/l

Slowly degraded on or in plants, forming five identified metabolites (H. Saito et al., Proc. 9th IUPAC Int. Congr. Pestic. Chem., London, 1998, 2, 5A-010). 

DT50 in clay loam 1 d; in light clay 1-2 d. DT50 for total residues 15-30 d.