106. Acibenzolar-S-methyl

Nomenclature

CAS number: 135158-54-2
1,2,3-Benzothiadiazole-7-carbothioic acid S-methyl ester; 7-(methylthiocarbonyl)-benzo-1,2,3-thiadiazole; CGA-245704; Bion (Syngenta).
C8H6N2OS2; mol wt 210.28.
C 45.69%, H 2.88%, N 13.32%, O 7.61%, S 30.50%.

Description and references

Crop protection agent which activates the natural plant response to infection, known as systemic aquired resistance (SAR). Prepn: R. Schurter et al., EP 313512; eidem, US 5523311 (1989, 1996 both to Ciba-Geigy). Properties and biological activity: W. Ruess et al., Brighton Crop Prot. Conf. - Pests Dis. 1996, 53. Mode of action: H. Kessman et al. ibid. 961. Use as a seed treatment: B. D. Jensen et al., Pestic. Sci. 52, 63 (1998).

Chemical structure

Properties

White to beige odorless powder, mp 132.9°. Vapor pressure at 25°: 4.6 × 104 Pa. Soly at 25°(g/l): n-hexane 1.3; toluene 36; n-octanol 5.4; acetone 28; dichloroethane 160. Soly in water (25°): 7.7 mg/l. Log P (n-octanol/water) at 25°: 3.1. LD50 in rats (mg/kg): >2000 orally; >2000 dermally (Ruess).

Use

Plant disease resistance activator.