Flubendazole

White Solid

Flubendazole is a member of the class of mebendazole in which the benzoyl group is replaced by a p-fluorobenzoyl group. A broad-spectrum anthelmintic, it is used, particularly in veterinary medicine, for the treatment of nematodal infections. It has a role as an antinematodal drug and a teratogenic agent. It is a member of benzimidazoles, a carbamate ester, an organofluorine compound and an aromatic ketone.|Flubendazole is an anthelmintic that is used to treat worm infection in humans. It is available OTC in Europe.

(2) when an R contains one or more R1, R2, or R4 substituents, the total number of substituents on that R is not more than 3; or a physiologically acceptable salt thereof; as well as a second active agent, which is a compound selected from the group consisting of albendazole, fenbendazole, flubendazole, mebendazole, oxfendazole, oxibendazole, thiabendazole, levamisole, morantel, ...General procedure: To a stirred mixture of each bendazole in base/solvent (100mM) were added 10 equiv of alcohols indicated in Scheme 1. The reaction proceeded at 90, 100, or 110C for 3h to o/n. For compounds 5 and 7, the reaction mixture was exposed to microwave irradiation for 5-15minat 60 or 70C. Workup: Once the reaction was complete, the solvent was removed under reduced pressure, diluted with four times the reaction volume of EtOAc and washed with water and brine. The organic layer was dried with Na2SO4 and concentrated in vacuo, followed by purification performed on automated flash chromatography system with the desired method commented below.The mixture of General procedure: To a stirred mixture of each bendazole in base/solvent (100mM) were added 10 equiv of alcohols indicated in Scheme 1. The reaction proceeded at 90, 100, or 110C for 3h to o/n. For compounds 5 and 7, the reaction mixture was exposed to microwave irradiation for 5-15minat 60 or 70C. Workup: Once the reaction was complete, the solvent was removed under reduced pressure, diluted with four times the reaction volume of EtOAc and washed with water and brine. The organic layer was dried with Na2SO4 and concentrated in vacuo, followed by purification performed on automated flash chromatography system with the desired method commented below.General procedure: Complex 1 was prepared by suspend one mmol of FLU(313 mg) in 20 ml hot methanol and then mixed with a hotaqueous solution (60 C) of Na2PdCl4 (1 mmol, 294.2 mg), whereupon the complex was precipitated. Complexes 2-4were synthesized by mixing aqueous solution containingone mmol of Na2PdX4 (X = Br, NO3 or SCN), which wereprepared by adding 1 mmol of Na2PdCl4 to NaX or NH4X(4 mmol), with one mmol of suspended FLU in methanol.The resulting mixtures were refluxed for about 6 h, whereuponthe complexes were precipitated. The low molar conductancevalues (9.21-46.10) indicate the non-electrolyticnature of the investigated complexes. The purity of theinvestigated compounds has been checked by thin-layerchromatography as a secondary determinant of purity.General procedure: Complex 1 was prepared by suspend one mmol of FLU(313 mg) in 20 ml hot methanol and then mixed with a hotaqueous solution (60 C) of Na2PdCl4 (1 mmol, 294.2 mg), whereupon the complex was precipitated. Complexes 2-4were synthesized by mixing aqueous solution containingone mmol of Na2PdX4 (X = Br, NO3 or SCN), which wereprepared by adding 1 mmol of Na2PdCl4 to NaX or NH4X(4 mmol), with one mmol of suspended FLU in methanol.The resulting mixtures were refluxed for about 6 h, whereuponthe complexes were precipitated. The low molar conductancevalues (9.21-46.10) indicate the non-electrolyticnature of the investigated complexes. The purity of theinvestigated compounds has been checked by thin-layerchromatography as a secondary determinant of purity.General procedure: Complex 1 was prepared by suspend one mmol of FLU(313 mg) in 20 ml hot methanol and then mixed with a hotaqueous solution (60 C) of Na2PdCl4 (1 mmol, 294.2 mg), whereupon the complex was precipitated. Complexes 2-4were synthesized by mixing aqueous solution containingone mmol of Na2PdX4 (X = Br, NO3 or SCN), which wereprepared by adding 1 mmol of Na2PdCl4 to NaX or NH4X(4 mmol), with one mmol of suspended FLU in methanol.The resulting mixtures were refluxed for about 6 h, whereuponthe complexes were precipitated. The low molar conductancevalues (9.21-46.10) indicate the non-electrolyticnature of the investigated complexes. The purity of theinvestigated compounds has been checked by thin-layerchromatography as a secondary determinant of purity.General procedure: Complex 1 was prepared by suspend one mmol of FLU(313 mg) in 20 ml hot methanol and then mixed with a hotaqueous solution (60 C) of Na2PdCl4 (1 mmol, 294.2 mg), whereupon the complex was precipitated. Complexes 2-4were synthesized by mixing aqueous solution containingone mmol of Na2PdX4 (X = Br, NO3 or SCN), which wereprepared by adding 1 mmol of Na2PdCl4 to NaX or NH4X(4 mmol), with one mmol of suspended FLU in methanol.The resulting mixtures were refluxed for about 6 h, whereuponthe complexes were precipitated. The low molar conductancevalues (9.21-46.10) indicate the non-electrolyticnature of the investigated complexes. The purity of theinvestigated compounds has been checked by thin-layerchromatography as a secondary determinant of purity.

An insectocidal agent.

Molecular Weight:313.28
XLogP3:2.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:313.08626942
Monoisotopic Mass:313.08626942
Topological Polar Surface Area:84.1
Heavy Atom Count:23
Complexity:454
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes