Fragrance material

Perfume compositions – Perfume compositions – Ring containing active ingredient

Patent

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Details

512 20, A61K 746

Patent

active

058562958

DESCRIPTION:

BRIEF SUMMARY
This application is the national phase of international application PCT/EP96/01098, filed Mar. 7, 1996 which designated the U.S.


FIELD OF INVENTION

This invention concerns the use of an amide as a fragrance material.


BACKGROUND TO THE INVENTION

N-Ethyl-N-(3-methylphenyl)propionamide is a known chemical compound. Although it is not recorded in Chemical Abstracts nor is it in Beilsteins's Handbuch, it is included (under the alternative chemical name m-propiono-toluamide, N-ethyl) in a single line entry as one of many thousands of entries in the US Department of Agriculture's Agriculture Handbook No. 69 issued May 1954 entitled "Chemicals Evaluated as Insecticides and Repellents at Orlando, Fla." In this handbook, this amide is reported to have insect repellent properties. However, the compound has so far never been put to practical use a an insect repellent.
Some amides are known to have useful organoleptic properties. Thus, N-methyl-N-phenyl-2-ethylbutyramide is described in NL-A-7210523 as being useful as a fragrance and flavour material and having a grapefruit-like odour note.


OUTLINE OF THE INVENTION

It has now been found that N-ethyl-N-(3-methylphenyl)-propionamide has interesting organoleptic properties. Thus, in one aspect the invention provides use of N-ethyl-N-(3-methylphenyl)propionamide in fragrance compositions.
In another aspect the invention provides use of N-ethyl-N-(3-methylphenyl)propionamide for imparting useful fragrance properties to a fragranced product.
Furthermore an aspect of the invention are fragrance compositions comprising an olfactively effective amount of N-ethyl-N-(3-methylphenyl)propionamide.
Also within the scope of the invention is a process for preparing fragrance compositions comprising adding to known fragrance materials an olfactively effective amount of N-ethyl-N-(3-methylphenyl)propionamide.
A fragrance composition means a composition comprising various fragrance materials, and optionally a solvent, formulated to have certain useful fragrance characteristics. In most cases fragrance compositions are formulated to have a fragrance generally considered at least inoffensive and preferably pleasing to intended users of the composition. Fragrance compositions are used for imparting a desired odour to the skin and/or any product for which an agreeable odour is indispensable or desirable. Examples of such products are personal and household products including fabric washing powders, washing liquids, fabric softeners and other fabric care products; detergents and household cleaning, scouring and disinfection products; air fresheners, room sprays and pomanders; fine fragrances; soaps, bath and shower gels, shampoos, hair conditioners and other personal cleansing products; cosmetics such as creams, ointments, toilet waters, preshave, aftershave, skin- and other lotions, talcum powders, body deodorants and antiperspirants etc. Fragrance compositions are also used in products that would normally have an unattractive or offensive odour to mask this odour and produce an odour that is less unattractive or offensive. Products in this category include fuel odorants. The (pleasing) fragrance characteristics may be the main function of the product in which the fragrance compositions has been incorporated, as in the case of a fine fragrance, or may be ancillary to the main function of the product, as e.g. in the case of detergents, cleaning products and skin care products.
The amide of the invention has attractive fragrance characteristics. The odour type is woody, vetiver-like, agarwood (or oud wood), Cashmeran (Cashmeran is a Trade Mark) and spicy with a grapefruit top note. The amide of the invention has good odour tenacity, and lasts more than 24 hours on smelling strip. Thus, the woody, vetiver-like, and agarwood odour notes are of particular importance.
The fragrance characteristics of the amide of the invention mean that it finds potential application as a fragrance material in a wide range of fragrance compositions and fragranced products, including those noted above. The

REFERENCES:
patent: 4283508 (1981-08-01), Maender
patent: 4469874 (1984-09-01), Maender
patent: 5360924 (1994-11-01), Beller et al.

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