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Difenacoum

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Difenacoum Basic information

Product Name:
Difenacoum
Synonyms:
  • 1’-biphenyl)-4-yl-1,2,3,4-tetrahydro-1-naphthalenyl)-4-hydroxy-2h-1-3-(3-(
  • 2h-1-benzopyran-2-one,3-(3-(1,1’-biphenyl)-4-yl-1,2,3,4-tetrahydro-1-naphtha
  • 3-(3-(4-biphenylyl)-1,2,3,4-tetrahydro-1-naphthyl)-4-hydroxy-coumari
  • 3-(3-(4-biphenylyl)-1,2,3,4-tetrahydro-1-naphthyl)-4-hydroxycoumarin
  • difenakum
  • diphenacoum
  • lenyl)-4-hydroxy-
  • neosorexapp580
CAS:
56073-07-5
MF:
C31H24O3
MW:
444.52
EINECS:
259-978-4
Product Categories:
  • Agro-Products
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
56073-07-5.mol
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Difenacoum Chemical Properties

Melting point:
215-217°
Boiling point:
514.5°C (rough estimate)
Density 
1.0800 (rough estimate)
refractive index 
1.5500 (estimate)
solubility 
Chloroform (Slightly), Methanol (Slightly)
pka
4.50±1.00(Predicted)
BRN 
8360065
CAS DataBase Reference
56073-07-5(CAS DataBase Reference)
EPA Substance Registry System
Difenacoum (56073-07-5)
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Safety Information

Hazard Codes 
T+,N
Risk Statements 
28-48/25-50/53
Safety Statements 
36/37-45-60-61
RIDADR 
3027
WGK Germany 
3
HazardClass 
6.1(a)
PackingGroup 
I
Hazardous Substances Data
56073-07-5(Hazardous Substances Data)
Toxicity
LD50 orally in Wistar male, female rats (mg/kg): 1.8, 2.5; in male rabbits: 2.0 mg/kg; in dogs: 50 mg/kg; in cats: 100 mg/kg
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Difenacoum Usage And Synthesis

Description

Difenacoum, is also called 3-(3-biphenyl-4-yl-1,2,3,4- tetrahydro-1-naphthyl)-4-hydroxycoumarin, consists of colorless crystals which are insoluble in water, moderately to readily soluble in acetone, chloroform, ethyl acetate, benzene.Difenacoum is synthesized by the condensation of 4-hydroxycoumarin and 3-biphenyl-4-yl-1,2,3,4-tetrahydro-1-naphthol (49).

Uses

Pesticide.

Uses

Difenacoum is a 4-hydroxycouramin derivative. Difenacoum is a second generation anticoagulant rodenticide used against rodent pests such as rats and mice.

Definition

ChEBI: Difenacoum is a ring assembly, a member of benzenes and a member of naphthalenes.

Agricultural Uses

Rodenticide: Difenacoum is an anticoagulant that is effective against rats and mice, including warfarin-resistant strains. It is used in agriculture and urban rodent control as ready-to-use baits.

Trade name

COMPO®; MATRAK®; NEOSOREXA® PELLETS; NEOSOREXA PP580®; RASTOP®; RATAK®; RATRICK®; SILO; SOREXA GEL; STORM

Safety Profile

A poison by ingestion and skincontact. When heated to decomposition it emits acridsmoke and irritating vapors.

Toxicity evaluation

Appearing in 1974, difenacoum was the first of the new generation of anticoagulants to be commercialized for the control of rodents resistant to warfarin and related compounds (42). LD50 values (acute oral) for warfarinsusceptible rodent strains are about a factor of 2 lower than for warfarin-resistant strains. There is also a degree of specificity. The compound is generally less toxic to nontarget animals than to targets. A wide range of bait types containing 0.005% difenacoum is available, including meals, broken and whole grains, pellets, and wax blocks. A 0.1% contact dust is no longer widely used. Resistance to difenacoum was detected among a population of Norway rats in the United Kingdom in 1978 (50). This remains a problem of local importance but relatively low resistance factors indicate that other behavioral factors also play a significant role (51). Difenacoum resistance has also been recorded in other European countries (39).

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