Brodifacoum

TC & FORMULATION: 98%TC, 0.005% BAITS

Structure Formula  

NOMENCLATURE

Common name brodifacoum (BSI, E-ISO, (m) F-ISO, ANSI)

IUPAC name 3-[3-(4'-bromobiphenyl-4-yl)-1,2,3,4-tetrahydro-1-naphthyl]-4-hydroxycoumarin 

Chemical Abstracts name 3-[3-(4'-bromo-[1,1'-biphenyl]-4-yl)-1,2,3,4-tetrahydro-1-naphthalenyl]-4-hydroxy-2H-1-benzopyran-2-one 

CAS RN [56073-10-0] formerly [66052-95-7]  EEC no. 259-980-5

PHYSICAL CHEMISTRY

Composition Tech. material is >91% pure.  Mol. wt. 523.4  M.f. C31H23BrO3  Form White powder; (tech., off-white to buff or beige powder).  M.p. 228-232 ºC (tech.)  V.p. <<0.001 mPa (20 °C, gas saturation method)  KOW logP = 8.5  Henry <1 ´ 10-1 (pH 5.2); <1 ´ 10-3 (pH 7.4); <1 ´ 10-5 (pH 9.3) (all in Pa m3 mol-1, calc.)  S.g./density 1.42 (25 °C, tech.)  Solubility In water 3.8 ´ 10-3 (pH 5.2), 0.24 (pH 7.4), 10 (pH 9.3) (all in mg/l, 20 °C). In acetone 20, chloroform 3, benzene <6 (all in mg/l, 20 ºC).  Stability Thermally (up to 50 ºC) and photolytically (30 d in direct sunlight) stable. Degraded by u.v. light when in solution.  pKa A very weak acid which is too lipophilic to form water-soluble salts. 

APPLICATIONS

Biochemistry Inhibits the vitamin K-dependent steps in synthesis of clotting factors II, VII, IX and X.  Mode of action Indirect anticoagulant.  Uses Controls most rodent pests, including Rattus norvegicus, R. rattus, Mus musculus and M. domesticus, at lower rates than many other anticoagulants (e.g. warfarin and pindone); also Cricetus cricetus, Mesocricetus auratus, Microtus pennsylvanicus, M. pinetorum, R. argentiventer, R. rattus mindanensis and rodents, such as hamsters, that are difficult to control with other anticoagulants. Potency is such that a rodent may absorb a lethal dose by taking a 50 mg/kg bait as part of its food intake on only one occasion. For a review, see A. P. Buckle & R. H. Smith, "Rodent Pests and their Control", CABI (1994). Formulation types AB; BB; RB.

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