56073-07-5 Usage
Description
Difenacoum, also known as 3-(3-biphenyl-4-yl-1,2,3,4-tetrahydro-1-naphthyl)-4-hydroxycoumarin, is a second-generation anticoagulant rodenticide. It consists of colorless crystals that are insoluble in water but moderately to readily soluble in acetone, chloroform, ethyl acetate, and benzene. Difenacoum is synthesized by the condensation of 4-hydroxycoumarin and 3-biphenyl-4-yl-1,2,3,4-tetrahydro-1-naphthol.
Uses
Used in Pesticide Industry:
Difenacoum is used as a rodenticide for controlling rodent pests such as rats and mice, including warfarin-resistant strains. It is effective in both agricultural and urban settings, where it is used in the form of ready-to-use baits.
Used in Agricultural Applications:
Difenacoum is used as an anticoagulant rodenticide for effective control of rats and mice in the agricultural sector. It helps in reducing the damage caused by these rodents to crops and stored products, ensuring better yield and food safety.
Trade name
COMPO?; MATRAK?; NEOSOREXA?
PELLETS; NEOSOREXA PP580?; RASTOP?;
RATAK?; RATRICK?; SILO; SOREXA GEL; STORM
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).
Check Digit Verification of cas no
The CAS Registry Mumber 56073-07-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,6,0,7 and 3 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 56073-07:
(7*5)+(6*6)+(5*0)+(4*7)+(3*3)+(2*0)+(1*7)=115
115 % 10 = 5
So 56073-07-5 is a valid CAS Registry Number.
InChI:InChI=1/C31H24O3/c32-30-26-12-6-7-13-28(26)34-31(33)29(30)27-19-24(18-23-10-4-5-11-25(23)27)22-16-14-21(15-17-22)20-8-2-1-3-9-20/h1-17,24,27,32H,18-19H2
56073-07-5Relevant articles and documents
Enantioselective rhodium-catalyzed hydroacylation to access the four stereoisomers of anti-rodent difenacoum
Jacolot, Ma?wenn,Moebs-Sanchez, Sylvie,Popowycz, Florence
, p. 1636 - 1639 (2017/04/04)
An efficient asymmetric synthesis of the four stereoisomers of difenacoum, an anticoagulant currently used as a rodenticide in racemic form, is performed using a key step of rhodium catalyzed enantioselective intramolecular hydroacylation. Optimization of the last step, condensation of 4-hydroxycoumarin with chiral 3-([1,1′-biphenyl]-4-yl)-1,2,3,4-tetrahydronaphthalen-1-ol, is also discussed. After chromatographic separation of the cis and trans diastereoisomers, the four stereoisomers were all obtained with excellent enantioselective and diastereoselective excess (ee?≈?96% and de >96%).
Efficient asymmetric synthesis of the four diastereomers of diphenacoum and brodifacoum
Van Heerden, Pieter S.,Bezuidenhoudt, Barend C.B.,Ferreira, Daneel
, p. 6045 - 6056 (2007/10/03)
A highly stereo- and enantio-selective approach to the four stereoisomers of the rodenticides, diphenacoum and brodifacoum, is described. The key step involves the stereospecific formation of one of the crucial bonds in the molecular backbone, and is based on asymmetric organocopper 1,4-addition to chiral imides. Intramolecular cyclization of the resulting butanoate and coupling with 4-hydroxycoumarin, afford the title compounds.