Microbial sulfoxidation and amidation of benzhdrylsulfanyl...

Chemistry: molecular biology and microbiology – Micro-organism – tissue cell culture or enzyme using process... – Preparing nitrogen-containing organic compound

Reexamination Certificate

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C514S618000, C514S630000, C564S154000, C564S162000

Reexamination Certificate

active

07553646

ABSTRACT:
The present invention provides novel methods for the synthesis of racemic and enantiomers of modafinil via microbial oxidation-amidation transformation. The methods include the successive oxidation-amidation of benzhydrylsulfanyl carboxylic acid to produce racemic and enantiomers of modafinil using at least one microorganism of yeast, bacteria, or fungus. Also disclosed are pharmaceutical compositions of racemic and enantiomers of modafinil along with their use in the treatment of diseases, including attention deficit hyperactivity disorder and drug addiction.

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PCT/US2006/029098 International Search Report mailed Mar. 15, 2007.
In, Yasuko et al., “Crystal and Molecular Structure of an (S)-(+)-Enantiomer of Modafinil, a Novel Wake-Promoting Agent”, Chem. Pharm. Bull. 52(10):1186-1189 (2004).
Osorio-Lozada et al., “Synthesis and determination of the absolute stereochemistry of the enantiomers of adrafinil and modafinil”, Tetrahedron: Asymmetry, 15:3811-3815 (2004).
Prisinzano, Thomas et al., “Synthesis and determination of the absolute configuration of the enantiomers of modafinil”, Tetrahedron: Asymmetry, 15:1053-1058 (2004).
Grogan, Gideon et al. “The biocatalytic reactions of Beauveria spp.”, J. of Molecular Catalysis B: Enzymatic 9:1-32 (2000).

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