Difethialone

Title: Difethialone
CAS Registry Number: 104653-34-1
CAS Name: 3-[3-(4¢-Bromo[1,1¢-biphenyl]-4-yl)-1,2,3,4-tetrahydro-1-naphthalenyl]-4-hydroxy-2H-1-benzothiopyran-2-one
Manufacturers' Codes: LM-2219
Trademarks: Generation (LiphaTech); Hombre (LiphaTech)
Molecular Formula: C31H23BrO2S
Molecular Weight: 539.48
Percent Composition: C 69.02%, H 4.30%, Br 14.81%, O 5.93%, S 5.94%
Literature References: Second generation anticoagulant rodenticide; member of the hydroxy-4-benzothiopyranone family. Prepn: J.-J. Berthelon, FR 2562893; idem, US 4585786 (1985, 1986 both to Lipha). HPLC determn of residue levels in rats: D. A. Goldade et al., J. Agric. Food Chem. 46, 504 (1998). Use against warfarin-resistant rodents: K. Nahas et al., Anal. Rech. Vét. 20, 159 (1989). Toxicity in rodents and non-target species: J. C. Lechevin, R. M. Poche, Proc. Vetebr. Pest Conf. 13, 59 (1988); S. Moran, Crop Prot. 12, 501 (1993). Laboratory and field studies: C. Sheikher, P. Sood, Indian J. Agric. Sci. 70, 312 (2000). Use in conjunction with compounds to improve bait acceptance: H. Kaur, V. R. Parshad, Int. Pest Control 46, 88 (2004).
Properties: Prepd as a variable proportion of the (1RS,3RS) and (1RS,3SR) racemates, mp 203-227°. LD50 orally in male, female rats, mice (mg/kg): 0.62, 0.42, 0.52, 0.43 (non-resistant); 0.27, 0.39, 0.46, 0.52 (warfarin resistant). LD50 in hare: 0.75 mg/kg. LC50 in mallard duck, bobwhite quail (ppm): 1.94, 0.56. LD50 at 48 hrs in daphnia magna, bluegill sunfish, rainbow trout (mg/l): 4.4, 110, 67 (Lechevin).
Melting point: mp 203-227°
Toxicity data: LD50 orally in male, female rats, mice (mg/kg): 0.62, 0.42, 0.52, 0.43 (non-resistant); 0.27, 0.39, 0.46, 0.52 (warfarin resistant); LD50 in hare: 0.75 mg/kg; LC50 in mallard duck, bobwhite quail (ppm): 1.94, 0.56; LD50 at 48 hrs in daphnia magna, bluegill sunfish, rainbow trout (mg/l): 4.4, 110, 67 (Lechevin)
Use: Pesticide.
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Difethialone
Difethialone.png
Identifiers
CAS number 104653-34-1 YesY
PubChem 91771
KEGG C18695 YesY
Jmol-3D images Image 1
Properties
Molecular formula C31H23BrO2S
Molar mass 539.48212
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Difethialone is an anticoagulant used as a rodenticide.[1]

It is considered a second generation agent.[2]

In May 2008 the United States Environmental Protection Agency banned the use of difethialone in consumer-use rodenticide products and also for exterior use by commercial applicators.[3]