Conjugated dienamides, methods of production thereof, compositions containing same and uses thereof

US8007839B2 · kind B2 · utility

Assignee

• International Flavors & Fragrances Inc. · US

Inventors

• Thumplasseril John · Morganville, US
• Markus Eckert · Bad Mergentheim, DE
• Mark L. Dewis · Matawan, US
• Jan Colstee · Waalwijk, NL
• Neil C. Da Costa · Middletown, US

Key dates

• Filing date: Oct 3, 2003
• Grant date: Aug 30, 2011
• Expiry date: Jun 1, 2027

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A61Q5/02
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

Described are mixtures of at least four of the alkadienamides defined according to the structure:wherein R represents C1-C2 n-alkyl; R1 is 2-methyl-1-propyl and R2 is hydrogen, or R1 and R2 taken together is a moiety having the formula —(CH2)n— wherein n is 4 or 5, or compositions containing substantial concentrations of such mixtures, prepared according to novel processes: (a) extraction of a ground substantially dried fruit of one of the Piper species, Piper longum Linn or Piper peepuloides; (b) natural product-forming synthesis; or (c) synthetic product-forming synthesis. Also described are uses of the thus-formed products for augmenting, enhancing or imparting an aroma, taste, chemesthetic effect and/or antibacterial effect in or to a consumable material and/or in the oral cavity and/or on the mammalian epidermis.