Title: Fenpiclonil
CAS Registry Number: 74738-17-3
CAS Name: 4-(2,3-Dichlorophenyl)-1
H-pyrrole-3-carbonitrile
Synonyms: 3-(2,3-dichlorophenyl)-4-cyanopyrrole; 4-cyano-3-(2,3-dichlorophenyl)pyrrole
Manufacturers' Codes: CGA-142705
Trademarks: Beret (Syngenta); Galbas; Gambit (Syngenta)
Molecular Formula: C11H6Cl2N2
Molecular Weight: 237.08
Percent Composition: C 55.73%, H 2.55%, Cl 29.91%, N 11.82%
Literature 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).
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).
Melting point: mp 152.9°
Log P: Log P (
n-octanol/water): 4.3
Toxicity data: 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.