Pharmacologically-active vanilloid carbamates

A method of preparing a compound of formula (I)

• wherein
• R1, R2, and R* are hydrogen, (C1-C15)alkyl, (C1-C15)alkyl(C1-C6)alkoxy, aryl, (C3-C6)cycloalkyl, (C3-C6)cycloalkyl-(C1-C6)alkyl, (C1-C6)alkaryl, heterocyclic, (C1-C6)alkyl heterocyclic, and amino acyl and pharmaceutically acceptable addition salts thereof and optical and geometric isomers or racemic mixtures thereof, which comprises
• reacting a benzyl alcohol compound of formula (a)
• with an isocyanate of formula (b)
• RNCO (b);
• and
• obtaining the compound of formula (I).

A method of preparing a compound of formula (I)

• wherein
• R1, R2, and R* are hydrogen, (C1-C15)alkyl, (C1-C15)alkyl(C1-C6)alkoxy, aryl, (C3-C6)cycloalkyl, (C3-C6)cycloalkyl-(C1-C6)alkyl, (C1-C6)alkaryl, heterocyclic, (C1-C6)alkyl heterocyclic, and amino acyl and pharmaceutically acceptable addition salts thereof and optical and geometric isomers or racemic mixtures thereof, which comprises
• reacting a benzyl alcohol compound of formula (a)
• with carbonyldiimidazole (CDI) of formula (c)
• to obtain the compound of formula (d)
• reacting the compound of formula (d) with NHR1R2 and
• obtaining the compound of formula (I).

A method of preparing a compound of formula (I)

• wherein
• R1, R2, and R* are hydrogen, (C1-C15)alkyl, (C1-C15)alkyl(C1-C6)alkoxy, aryl, (C3-C6)cycloalkyl, (C3-C6)cycloalkyl-(C1-C6)alkyl, (C1-C6)alkaryl, heterocyclic, (C1-C6)alkyl heterocyclic, and amino acyl and pharmaceutically acceptable addition salts thereof and optical and geometric isomers or racemic mixtures thereof, which comprises
• reacting a benzyl alcohol compound of formula (a)
• with N-chloroformylthiazolidine-2-thione of formula (e)
• to obtain the compound of formula (f)
• reacting the compound of formula (f) with NHR1R2 and
• obtaining the compound of formula (I).