3989. Fenpiclonil

Nomenclature

CAS number: 74738-17-3
4-(2,3-Dichlorophenyl)-1H-pyrrole-3-carbonitrile; 3-(2,3-dichlorophenyl)-4-cyanopyrrole; 4-cyano-3-(2,3-dichlorophenyl)pyrrole; CGA-142705; Beret (Syngenta); Galbas; Gambit (Syngenta).
C11H6Cl2N2; mol wt 237.08.
C 55.73%, H 2.55%, Cl 29.91%, N 11.82%.

Description and references

Phenylpyrrole fungicide for seed treatment; structurally related to pyrrolnitrin, q.v. Prepd (not claimed): K. Ohkuma et al., GB 2024824; eidem, US 4229465 (both 1980 to Nippon Soda). Process: P. Martin, EP 174910; idem, US 4812580 (1986, 1989 both to Ciba-Geigy). Comprehensive description: D. Nevill et al., Brighton Crop Prot. Conf. - Pests Dis. 1988, 65-72. Field trials in potatoes: A. J. Leadbeater, W. W. Kirk, ibid. 1992, 657. Mechanism of action study: A. B. K. Jespers, M. A. De Waard, Pestic. Biochem. Physiol. 49, 53 (1994).

Chemical structure

Properties

Colorless, odorless crystals, mp 152.9°. Soly in water (20°): 2 ppm. Log P (n-octanol/water): 4.3. LD50 in rats, mice, rabbits (mg/kg): >5000 orally. LD50 dermally in rats: >2000 mg/kg. LC50 (4 hr) in rats: >1502 mg/m3 by inhalation (Nevill).

Use

Agricultural fungicide.