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Macrocyclic ketone as malodor counteracting ingredient

a technology of macrocyclic ketone and malodor, applied in the field of perfume, can solve the problems of general difficulty in task and anti-current compound use, and achieve the effect of preventing the formation of malodor

Inactive Publication Date: 2017-11-30
FIRMENICH SA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The present invention relates to a compound that can be used as a malodor counteracting or masking ingredient in perfumery and other products. The compound has been found to be effective in counteracting body, residential, and pet malodors. The invention provides a new compound that can be used to mask or counteract malodors, making them less noticeable. The compound has been found to be particularly effective against body, residential, and pet malodors. The invention also provides a method for using the compound to decrease or suppress the perception of malodors.

Problems solved by technology

Obviously such malodors are not pleasant for humans are therefore there is a constant need for malodor counteracting (MOC) solutions decreasing or suppressing the perception of malodors.
However the task is generally very difficult because the chemicals responsible for the malodor are extremely powerful and detectable already at level much lower than the one of the chemical compounds used for classical MOC activity, so that one have to use over excessive amount of MOC composition / compounds to achieve an acceptable malodor counteracting action.
However, such prior art document do not anticipate the use of the present compound also as MOC ingredient.

Method used

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  • Macrocyclic ketone as malodor counteracting ingredient
  • Macrocyclic ketone as malodor counteracting ingredient
  • Macrocyclic ketone as malodor counteracting ingredient

Examples

Experimental program
Comparison scheme
Effect test

example 1

MOC Activity of the Compounds of Formula (1) as Such

[0076]The Compound 1, as defined above, was tested, using current sensory analysis methods, for its ability to reduce the perception of bathroom, tobacco, kitchen, pet and body malodors.

[0077]A) To this end, first various malodor model were prepared, by admixing various ingredients as per the below tables, or according to the protocol described:

Bathroom MalodorIngredient% w / wDipropylene glycol62.82Skatole0.912-Naphthalenethiol0.91Thioglycolic acid21.18n-Caproic acid6.004-Methylphenyl 3-Methylbutanoate2.18n-Methylmorpholine6.00Total100.00

Kitchen MalodarIngredient% w / wDiacetyl3.85Pyridine3.85Allyl sulfide9.23Methyl sulfide40.00Heptaldehyde3.85Paraldehyde1.90Propionic acid36.92Acetic acid, glacial0.40Total100.00

Body MalodorIngredient% w / wn-Caproic acid30.00Isovaleraladehyde30.00Phenylacetic acid3.00Butyric acid0.25Indole1.50p-Cresyl isovalerate1.50p-Cresyl phenyl acetate2.75Thioglycolic acid5.00Dipropylene glycol26.00Total100.00

Pet Ma...

example 2

MOC Activity of the Compounds of Formula (I) as Such, via Odor Suppression and Antibacterial Activity

Preparation of Bacterial Solutions

[0111]Bacterial solutions of four bacterial strains were prepared for MIC test as follows. Stock cultures stored at −80° C. were subcultured onto agar plate media, and incubated at 37° C. for 24 h to obtain single colonies. Single colonies of the primary cultures were inoculated into broth media and incubated at 37° C., 160 rpm overnight. Aliquots of overnight cultures were inoculated into 50 ml of fresh broth media, and incubated at 37° C., 160 rpm. When the OD reached the target value for each strain (see Table 1), cells were harvested by centrifugation at 5000 rpm for 10 min, and then resuspended in the same fresh broth media at the same volume before the centrifugation. Aliquots (1.1 ml) of each cell suspension were diluted in 200 ml of the same broth media as the bacterial solutions for the MIC test.

TABLE 1Media, aliquots of overnight culture, a...

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Abstract

The present invention relates to the field of perfumery. More particularly, it concerns malodor masking compositions and / or ingredients, as well as method for counteracting or masking malodors and perfuming compositions having odor masking properties.

Description

TECHNICAL FIELD[0001]The present invention relates to the field of perfumery. More particularly, it concerns malodor masking compositions and / or ingredients, as well as a method for counteracting or masking malodors and perfuming compositions having odor masking properties.PRIOR ART[0002]Malodorous smells exist in many environments and are experienced in our day life. Such odors are created in any environment. In particular one may cite the commercial and residential environment maladors which can be generated by, for example, waste products, trash receptacles, toilets, cat litter, and food handling and processing. Bathroom (including feces or urine), kitchen and body malodors are just a few of the common environmental sources of malodors in daily life. Said malodors are complex mixtures of more than one malodorant compound which may typically include various amines, thiols, sulfides, short chain, aliphatic and olefinic acids, e.g. fatty acids, derivatives.[0003]Residential or body ...

Claims

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Application Information

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IPC IPC(8): A61Q13/00C11D3/00C11B9/00C07C49/607A61Q15/00C11D3/50A61K8/35
CPCA61Q13/00C11D3/505C11D3/0068C07C49/607A61K8/35C11B9/0038A61Q15/00A61L9/01A61Q5/02A61Q5/12A61Q9/04A61Q17/04A61Q19/00A61Q19/004A61Q19/08A61Q19/10C11D3/2072C11D3/50C11D9/26C11D9/442D06M13/13
Inventor O'LEARY, NICHOLASWILLIAMS, JONATHANBANDERA, MONICA
Owner FIRMENICH SA