[go: up one dir, main page]

WO2025202885A1 - Agents actifs antimicrobiens et leurs compositions - Google Patents

Agents actifs antimicrobiens et leurs compositions

Info

Publication number
WO2025202885A1
WO2025202885A1 PCT/IB2025/053125 IB2025053125W WO2025202885A1 WO 2025202885 A1 WO2025202885 A1 WO 2025202885A1 IB 2025053125 W IB2025053125 W IB 2025053125W WO 2025202885 A1 WO2025202885 A1 WO 2025202885A1
Authority
WO
WIPO (PCT)
Prior art keywords
antimicrobial
compounds
compound
formula
medicament
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
PCT/IB2025/053125
Other languages
English (en)
Inventor
Kedar VAZE
Avani MAINKAR
Abhijit Saha
Tejaswita GHOLAP
Rohan LIMAYE
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
SH Kelkar and Co Ltd
Original Assignee
SH Kelkar and Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by SH Kelkar and Co Ltd filed Critical SH Kelkar and Co Ltd
Publication of WO2025202885A1 publication Critical patent/WO2025202885A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/075—Ethers or acetals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/12—Ketones
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics

Definitions

  • Antimicrobial actives and their compositions thereof are antimicrobial actives and their compositions thereof.
  • the present invention relates to antimicrobial actives and their compositions.
  • Antimicrobial actives such as compounds of formulae (I) to (XI) individually or in mixtures are found to be active against various microbes such as dandruff-causing and/or malodour-causing and/or pathogenic microorganisms by significantly reducing the population of such microorganisms. It particularly relates to antimicrobial compositions for use in personal care formulations.
  • Antimicrobial actives such as compounds of formulae (I) to (XI) individually or in mixtures are found to be active against dandruff-causing, malodour-causing, and/or pathogenic microorganisms by significantly reducing the population of such microorganisms.
  • the present invention relates to compounds of formulae (I) to (XI) individually or in combinations as antimicrobial actives particularly as antibacterial and antidandruff compounds for use in personal care formulations such as but not limited to shampoo, hair conditioner, hair tonic, hair oil, hair serum, hair gel, cream rinse, body wash, bubble bath, bath oil, facial cleanser, cleansing mask, cleansing milk, micellar water, make-up remover, cleansing wipes, perfume, talc, soaps, shaving soaps, shaving foams, cleansing foams, face mask, face cream, hand cream and body lotion, deodorants and roll-on.
  • personal care formulations such as but not limited to shampoo, hair conditioner, hair tonic, hair oil, hair serum, hair gel, cream rinse, body wash, bubble bath, bath oil, facial cleanser, cleansing mask, cleansing milk, micellar water, make-up remover, cleansing wipes, perfume, talc, soaps, shaving soaps, shaving foams, cleansing foams, face mask, face cream, hand cream and body lotion, deodorants and roll-
  • EP 1238645 A2 discloses synergistic anti-dandruff compositions which contain climbazole, zinc pyrithione, and piroctone olamine as active substances and their use in scaling the hair- covered skin, especially the scalp.
  • EP2787823B1 discloses an antimicrobial composition and a method for disinfection involving the antimicrobial composition. It particularly relates to an antimicrobial composition for personal cleaning, oral care, or hard surface cleaning applications.
  • IN3636MU2013 discloses a process for synthesis of alloisolongifolene and/or derivatives and/or isomers. It particularly discloses a process for synthesis of 3-Penten-2- one, 4-(octahydro-l,7a-dimethyl-l,4-methano-4H-inden-4-yl)-,[lS-[la,3aP,4p,7aP]] and its isomers or derivatives. Further, reports the use of these compounds and their mixtures as odorants or fragrances or perfumery compositions or cosmetic ingredients.
  • US10874599B2 discloses composition comprising at least 30% of compound N-((3,4- dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)methyl)-N-methyloctanamide / N-((3,4- dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)methyl)-N-methylhexanamide for inhibiting microorganisms, as well as related processes, formulations, concentrates and uses.
  • antimicrobials used in this invention are the substances used to prevent or treat infections caused by bacteria, yeasts, and funguses, commonly termed as antibacterial, and antifungal. They are used as antidandruff compounds and bacteriostatic compounds.
  • composition(s) and “combination(s)” used interchangeably when more than one compound is used in the composition(s).
  • Body odour is a common problem caused by the presence of skin bacteria such as Corynebacterium xerosis (C. xerosis), Staphylococcus epidermidis (S. epidermidis) and Staphylococcus aureus (S. aureus). These bacteria on the skin and axilla break down protein and other molecules within sweat and produce malodour. These bacteria are also responsible for various diseases and infections.
  • Anti-bacterial compound Triclosan (5-chloro-2-(2,4- dichlorophenoxy)phenol) is used as an antiseptic, preservative, and disinfectant in cosmetics and household cleaning products.
  • Antidandruff compounds include the compounds such as Climbazole (1- (4- chlorophenoxy) -1- (IH-imidazolyl) -3,3-dimethyl-2-butanone, Zinc Pyrithione (bis(2- pyridylthio)zinc 1, 1'-di oxide) and Piroctone Olamine (2-aminoethanol ;1 -hydroxy -4-m ethyl - 6-(2,4,4-trimethylpentyl)pyridin-2-one), Selenium sulphide (hexathiadiselenocane), Ketoconazole (l-[4-[4-[[[(2S,4R)-2-(2,4-dichlorophenyl)-2-(imidazol-l-ylmethyl)-l,3- dioxolan-4-yl]methoxy]phenyl]piperazin-l-yl]ethanone). These compounds are used commercially in cosmetic compositions to treat dandruff
  • Compounds of formulae (I) to (XI) are effective, nontoxic, liquid and act as anti-microbial compounds. It is particularly suitable for producing of anti-dandruff and antibacterial formulations.
  • the compounds of formulae (I) to (XI) individually or in mixtures are active against various microbes such as dandruff-causing, malodour-causing and/or pathogenic microbes. They are compatible with most surfactants, additives, and other active ingredients used in personal care formulations.
  • One of the additional advantages of the compounds of formulae (I) to (XI) consists in their unexpected fragrance activity, i.e. conferring interesting olfactory notes when incorporated in the antimicrobial personal care formulations according to the present invention; e.g. this property allows to reduce or even remove the content of the additional perfumery molecules which are usually introduced as fragrances in corresponding personal care formulations.
  • the present invention is defined by its claims.
  • the compounds of formulae (I) to (XI), and/or their mixtures and/or compositions comprising said compound(s) or mixture(s) thereof, showed a decrease in the level of microorganisms on a surface when used in an antimicrobial composition.
  • the Compound of formulae (I) to (VII) can be prepared by using the below-mentioned process.
  • the alloisolongifolene undergoes Kondakov reaction with acyl anhydride such as acetic anhydride, propionic anhydride and like; or acyl chlorides in presence of Lewis acids such as zinc chloride or organic acid such as methane sulphonic acid to yield the corresponding ketone compound of the formula (I)
  • the ketone compound can be reduced to corresponding alcohol of formula (II) by using sodium borohydride in alcoholic solvents such as methanol, ethanol and like; or lithium aluminium hydride in etheral solvents such as tetrahydrofuran, diethyl ether or mixture thereof.
  • alcoholic solvents such as methanol, ethanol and like
  • lithium aluminium hydride in etheral solvents such as tetrahydrofuran, diethyl ether or mixture thereof.
  • These alcohols can further be converted to corresponding ethers of formula (III) by means of O-alkylation reaction.
  • This conversion can be performed by using bases such as sodium hydride, sodium or potassium tert-butoxide and like; and alkyl or alkenyl halides in solvent such as DMF, DMA, THF and like.
  • bases such as sodium hydride, sodium or potassium tert-butoxide and like
  • alkyl or alkenyl halides in solvent such as DMF, DMA, THF and like.
  • Step-2 General procedure for reduction of enone to corresponding a-hydroxy alkenes Procedure: To a solution of the compound (I) in methanol (10 vol), NaBFU (1 mol) was added at 0-5 °C in portion wise manner over the period of 20 -30 min. The reaction was allowed to stir at room temperature for 1 hr and the progress of reaction was monitored by TLC. The reaction was quenched with water (4 vol) and extracted with ethyl acetate (2 x 5 vol). Combined organic layer was washed with brine and dried over anhydrous sodium sulfate. Solvent was removed under reduced pressure. The crude product was purified by column chromatography over silica gel using hexane-ethyl acetate as an eluent to give corresponding alcohol of formula (II) in 60-70 % yield
  • the cosmetically acceptable ingredient(s) is selected amongst anionic surfactants, nonionic surfactants, amphoteric/zwitterionic surfactants, cationic surfactants, cationic polymers, conditioning agents, suspending agents, silicone polymers, humectants, preservatives, high melting point fatty compounds, pH adjusting agents, emulsifiers, additives, skin and hair benefiting ingredients solvents and/or a mixture of two or more carriers thereof.
  • the antimicrobial compound antimicrobial composition is an antimicrobial compound or antimicrobial composition wherein the compounds are selected from antimicrobial compounds of formula (I), (II), (III), (VI), (VIII), or a mixture of compounds of formula (I) and formula (II), for use as a medicament in a method for the treatment of dandruff due to the presence of Malassezia furfur.
  • the antimicrobial compound or antimicrobial composition is an antimicrobial compound or antimicrobial composition wherein the compounds are selected from antimicrobial compounds of formula (I), (II), (VI), (VIII), (X), or (XI), or wherein the compound of the composition is the compound formula (I) for use as a medicament in a method for the treatment of malodour caused by the presence of Corynebacterium xerosis.
  • the antimicrobial compound or antimicrobial composition is an antimicrobial compound or antimicrobial composition wherein the compounds are selected from antimicrobial compounds of formula (I) or (VIII), or wherein the compound of the composition is the compound formula (I) for use as a medicament in a method for the treatment of malodour caused by the presence of Staphylococcus epidermidis.
  • the antimicrobial compound or antimicrobial composition is an antimicrobial compound or antimicrobial composition wherein the compounds are selected from antimicrobial compound of formula (I) for use as a medicament in a method for the treatment of malodour caused by the presence of Staphylococcus aureus.
  • the antimicrobial compound or antimicrobial composition is formulated as a rinse-off and/or wash-off personal care formulation for the treatment of human scalp or human skin or underarms for use as a medicament in a method for the treatment of malodour, dandruff and/or pathogenic microorganisms.
  • the present invention provides a process for decreasing the level of microorganisms like Malassezia furfur, Corynebacterium xerosis, Staphylococcus epidermidis, and/or Staphylococcus aureus on a surface by treating said surface with a personal care composition as defined hereinabove.
  • the compounds of formulae (I) to (XI) can be suitably formulated into a personal care composition.
  • the personal care compositions described herein can be used on skin or hair for malodour masking or cleaning and conditioning purpose.
  • the personal care composition specifically for skin and hair including rinse-off or leave-on formulations such as but not limited to shampoos, hair conditioner, hair tonic, hair oil, hair serum, hair gel, cream rinse, body wash, hand wash, bubble bath, bath oil, facial cleanser, cleansing mask, cleansing milk, micellar water, make-up remover, cleansing wipes, perfume, talc, soaps, shaving soaps, shaving foams, cleansing foams, face mask, face cream, hand cream and body lotion, deodorants and roll-on.
  • Personal care compositions for use in the invention include one or more cosmetically accepted ingredients such as anionic surfactants, nonionic surfactants, amphoteric/zwitterionic surfactants, cationic surfactants, cationic polymers or conditioning agents, suspending agents, silicone polymers, humectants, preservatives, high melting point fatty compounds, pH adjusting agents, emulsifiers, skin and hair benefiting ingredients, additives and solvents.
  • cosmetically accepted ingredients such as anionic surfactants, nonionic surfactants, amphoteric/zwitterionic surfactants, cationic surfactants, cationic polymers or conditioning agents, suspending agents, silicone polymers, humectants, preservatives, high melting point fatty compounds, pH adjusting agents, emulsifiers, skin and hair benefiting ingredients, additives and solvents.
  • Anionic surfactants are negatively charged surfactant ions which are used as a primary ingredient in all cleansing products.
  • Personal care compositions typically comprise one or more anionic surfactants such as but not limited to alkyl ether, alkyl ether phosphates, alkyl ether carboxylic acids, alkyl ether sulfates, sodium lauryl sulfate, sodium lauryl isethionate, sodium oleyl succinate, ammonium lauryl sulfosuccinate, disodium lauryl Sulfosuccinate, sodium lauryl ether sulphate, ammonium lauryl sulphate, ammonium lauryl ether sulphate, alkyl glycinates, acyl glutamates, acyl taurates and salts thereof, such as sodium, ammonium, magnesium, and mono-, di- and triethanolamine salts, sodium dodecylbenzene sulfonate, triethanolamine dodecylbenzen
  • Amphoteric or Zwitterionic surfactants carry both a positive and a negative charge, used as a cleansing agent as well as to increase the foam and viscosity of the product.
  • Personal care compositions typically comprise one or more amphoteric or zwitterionic surfactants include but not limited to cocamidopropyl betaine, alkyl amidopropyl betaines, alkyl betaines, alkyl amine oxides, alkyl sulphobetaines, alkyl carboxyglycinates, alkyl glycinates, alkyl amphopropionates, alkylamphoglycinates, alkyl amphoacetates, alkyl amidopropyl hydroxysultaines, alkylamphoglycinates, acyl taurates and acyl glutamates or mixtures thereof.
  • Cationic surfactants are positively charged surfactant ions which are used as conditioning agents specifically for hair care products.
  • Personal care compositions typically comprise one or more cationic surfactants include but not limited to di-long alkyl quatemized ammonium salt, mono-long alkyl amine; a mono-long alkyl cationic neutralized amino acid esters; cetrimonium chloride, brassicamidopropyl dimethylamine, behenamidopropyl dimethylamine, behentrimonium methosulfate, stearamidopropyl dimethylamine and behentrimonium chloride or mixtures thereof.
  • Suspending agents increases the viscosity of the dispersion medium and slow down the sedimentation speed of particles it helps to prevent caking at the bottom of the container.
  • Personal care compositions may also include suspending agents are such as but not limited to polyacrylic acids, cross-linked polymers of acrylic acid, copolymers of acrylic acid with a hydrophobic monomer, copolymers of carboxylic acid-containing monomers and acrylic esters, crosslinked copolymers of acrylic acid and acrylate esters, heteropolysaccharide gums and crystalline long chain acyl derivatives.
  • the long chain acyl derivative such as ethylene glycol stearate, alkanolamides of fatty acids. Ethylene glycol distearate and polyethylene glycol 3 Polyacrylic acid traded under the name of Carbopol such as Carbopol 420, Carbopol 488 or Carbopol 493.
  • Polymers of acrylic acid cross-linked with a polyfunctional agent such as Carbopol 910, Carbopol 934, Carbopol 941 and Carbopol 980.
  • Carboxylic acid containing monomer and acrylic acid esters such as Carbopol 1342.
  • Crosslinked polymers of acrylic acid and acrylate esters are Pemulen TRI or Pemulen TR2 and heteropolysaccharide gum such as xanthan gum or mixtures thereof.
  • Silicone polymers composed of repeating units of siloxane can be used as a conditioning agent. They are used in various personal care formulations such as shampoos, hair conditioners and styling products, moisturisers, skin protectants and antiperspirants and hair. Personal care compositions may also include silicones such as but not limited to polydiorganosiloxanes silicone oil comprises dimethicone, dimethiconol, cyclopentasiloxane, phenyl trimethicone, amodimethicone, cyclomethicone or mixtures thereof.
  • a humectant has ability to retain moisture and it can be used as a moisturising agent in various personal care compositions such as shampoos and lotions, Personal care compositions may include humectants which reduces the water of evaporation rate from the hair and skin.
  • Humectants used in personal care compositions include but not limited polyols such as glycerin, sorbitol, propylene glycol, butylene glycol, hexylene glycol, ethoxylated glucose, 1, 2-hexanediol, hexanetri ol, dipropylene glycol, erythritol, trehalose, di glycerin, xylitol, maltitol, maltose, glucose, fructose, sodium chondroitinsulfate, sodium hyaluronate, sodium adenosine phosphate, sodium lactate, pyrrolidone carbonate, glucosamine, glucam P20, cyclodextrin or mixtures thereof.
  • polyols such as glycerin, sorbitol, propylene glycol, butylene glycol, hexylene glycol, ethoxylated glucose, 1, 2-hexaned
  • Preservatives can be added in the personal care compositions to prevent decomposition of products due to microbes or chemical changes.
  • Personal care compositions may also include but not limited to preservatives selected from the group consisting of pentylene glycol, caprylyl glycol, butylene glycol, hexylene glycol, decylene glycol, 1, 2-hexanediol, Kathon CG , potassium sorbate, glyceryl ester including glyceryl caprylate and sodium benzoate or mixtures thereof.
  • High melting points compounds are higher molecular weight fatty acid esters and alcohols which can be added into personal care formulations for solid consistency of product and softening of the skin.
  • Personal care compositions may also include but not limited to high melting point fatty compound selected from the group consisting of stearyl alcohol, cetyl alcohol, brassica alcohol and behenyl alcohol or glycerides, phospholipids and sterols or mixtures thereof.
  • Personal care compositions may include pH adjusting agents, such as but not limited to citric acid, sodium citrate, succinic acid, phosphoric acid, sodium hydroxide, sodium carbonate, sodium bicarbonate, potassium acetate, sodium acetate, ammonium chloride, ammonium acetate or mixtures thereof.
  • pH adjusting agents such as but not limited to citric acid, sodium citrate, succinic acid, phosphoric acid, sodium hydroxide, sodium carbonate, sodium bicarbonate, potassium acetate, sodium acetate, ammonium chloride, ammonium acetate or mixtures thereof.
  • Personal care compositions may also include one or more of cosmetically acceptable solvents include deionized water, vegetable or mineral oils, vinegar, methyl acetate, ethyl acetate, acetone, isopropyl myristate, tetrachloroethylene, toluene and alcohols such as 1,3- propanediol, butylene glycol, dipropylene glycol, triethyl citrate, diethyl adipate, isopropyl alcohol and propylene glycol, ethanol, methanol, liquefied petroleum gas, diethyl Phthalate or mixtures thereof.
  • cosmetically acceptable solvents include deionized water, vegetable or mineral oils, vinegar, methyl acetate, ethyl acetate, acetone, isopropyl myristate, tetrachloroethylene, toluene and alcohols such as 1,3- propanediol, butylene glycol, dipropylene glycol, triethyl citrate
  • Personal care compositions may comprise one or more skin and hair benefiting ingredients such as panthenyl ethyl ether panthenol, proteins, hydrolysed proteins (hydrolysed keratin or hydrolysed collagen), nutrients, antioxidants such as coenzyme Q10, carotenoids, resveratrol and polyphenols etc. vitamins such as vitamin A, vitamin B3, vitamin B5, vitamin C, vitamin B12, vitamin E, vitamin K etc. emollients, such as trimethyl pentanol hydroxyethyl ether, glyceryl caprylate caprate, PPG-3 myristyl ether, polypropylene glycol and derivatives.
  • skin and hair benefiting ingredients such as panthenyl ethyl ether panthenol, proteins, hydrolysed proteins (hydrolysed keratin or hydrolysed collagen), nutrients, antioxidants such as coenzyme Q10, carotenoids, resveratrol and polyphenols etc. vitamins such as vitamin A,
  • Embodiment 1 Antimicrobial compound of formula (I), (II), (III), (IV), (V), (VI), (VIII), (X), or (XI) or a mixture of two or more compounds thereof, for use as a medicament, wherein the compounds of formula (I) to (XI) have the following IUPAC names
  • Embodiment 2 Antimicrobial composition comprising
  • Embodiment 12 Personal care composition comprising an antimicrobial compound or antimicrobial composition according to any one of the preceding embodiments for use as shampoo, hair conditioner, hair tonic, hair oil, hair serum, hair gel, cream rinse, body wash, hand wash, bubble bath, bath oil, facial cleanser, cleansing mask, cleansing milk, micellar water, make-up remover, cleansing wipes, perfume, talc, deodorants, soaps, shaving soaps, shaving foams, cleansing foams, face mask, face cream, hand cream, body lotion and rollon.
  • an antimicrobial compound or antimicrobial composition for use as shampoo, hair conditioner, hair tonic, hair oil, hair serum, hair gel, cream rinse, body wash, hand wash, bubble bath, bath oil, facial cleanser, cleansing mask, cleansing milk, micellar water, make-up remover, cleansing wipes, perfume, talc, deodorants, soaps, shaving soaps, shaving foams, cleansing foams, face mask, face cream, hand cream, body lotion and rollon.
  • Embodiment 13 Process for decreasing the level of microorganisms like Malassezia furfur, Corynebacterium xerosis, Staphylococcus epidermidis, and/or Staphylococcus aureus on a surface by treating said surface with a personal care composition according to embodiment 12.
  • compositions use in this invention are used for the benefits of hair and skin including wash-off, rinse-off or leave-on formulations such as shampoos, conditioners, creams, lotions, gels, serums, mousses or oils.
  • wash-off, rinse-off or leave-on formulations such as shampoos, conditioners, creams, lotions, gels, serums, mousses or oils.
  • Some examples of personal care compositions are as follows Chemical name/ IUPAC name of commonly used ingredients used in this invention
  • compositions containing Compound formulae (I) to (XI) and mixtures thereof can be used as antimicrobial formulations.
  • Test compound of formula (I) and Mixture of compounds and reference anti-dandruff compound mixed at a dosage of 1 w/w% both in shampoo base as a representative of wash off product Example 1, example 2 and comparative example 3
  • the inoculum suspension was prepared to achieve a minimum of 10 5 -10 6 cfu/ml microbial population •
  • the test sample were mixed with appropriate inoculum suspension and uniform mixing was maintained to disperse the inoculum suspension • 1ml aliquot was removed from the sample/inoculum container after the 1 min contact time and neutralization
  • Viable organisms were recovered from appropriate dilutions by culturing in duplicate by use of pour plating technique and plates were incubated
  • Test compound of formula (I) mixed in shampoo base (Example 1), Mixture of compounds mixed in shampoo base (Example 2) and reference anti-dandruff compound mixed in shampoo base (Comparative example 3) .
  • the test compound of formula (I) and Mixture of compounds showed time kill 99.26 % and 99.42 % respectively against M.furfur and the time kill of anti-dandruff benchmark climbazole is 99.47 % at same concentration.
  • This invention illustrates accordingly the antimicrobial activities of Compound formulae (I), (II), (III), (VI), (VIII), (X), (XI), Mixture of compound formula (I) and (II) (1 : 1) and composition containing compound (I) thereof, against various microbes such as dandruffcausing, malodour-causing, and pathogenic microorganisms by significantly reducing the population of such microorganisms. It particularly relates to antimicrobial compositions for use in personal care formulations.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Cosmetics (AREA)

Abstract

La présente invention concerne des agents actifs antimicrobiens et leurs compositions. Des agents actifs antimicrobiens tels que des composés de formules (I) à (XI) individuellement ou dans des mélanges se sont révélés actifs contre divers microbes tels que des micro-organismes provoquant des pellicules et des mauvaises odeurs et des micro-organismes pathogènes par réduction significative de la population de tels micro-organismes. Elle concerne en particulier des compositions antimicrobiennes destinées à être utilisées dans des formulations de soins personnels.
PCT/IB2025/053125 2024-03-28 2025-03-25 Agents actifs antimicrobiens et leurs compositions Pending WO2025202885A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
IN202421025264 2024-03-28
IN202421025264 2024-03-28
EP24184910.8 2024-06-27
EP24184910 2024-06-27

Publications (1)

Publication Number Publication Date
WO2025202885A1 true WO2025202885A1 (fr) 2025-10-02

Family

ID=95248954

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IB2025/053125 Pending WO2025202885A1 (fr) 2024-03-28 2025-03-25 Agents actifs antimicrobiens et leurs compositions

Country Status (1)

Country Link
WO (1) WO2025202885A1 (fr)

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2018251A (en) 1978-04-10 1979-10-17 Polak Frutal Works Cyclic acetals
US5219835A (en) 1992-10-23 1993-06-15 International Flavors & Fragrance Inc. Polyhydrodimethylnaphthalene spirofuran derivatives, organoleptic uses thereof and process for preparing same
EP1238645A2 (fr) 2001-03-09 2002-09-11 Wella Aktiengesellschaft Composition antipelliculaire
IN2013MU03636A (fr) * 2013-11-19 2015-07-31 S H Kelkar And Company Pvt Ltd
EP2787823B1 (fr) 2011-12-06 2016-05-04 Unilever N.V. Composition antimicrobienne
US10874599B2 (en) 2016-06-29 2020-12-29 Clariant International Ltd. Composition for inhibiting micro-organisms

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2018251A (en) 1978-04-10 1979-10-17 Polak Frutal Works Cyclic acetals
US5219835A (en) 1992-10-23 1993-06-15 International Flavors & Fragrance Inc. Polyhydrodimethylnaphthalene spirofuran derivatives, organoleptic uses thereof and process for preparing same
EP1238645A2 (fr) 2001-03-09 2002-09-11 Wella Aktiengesellschaft Composition antipelliculaire
EP2787823B1 (fr) 2011-12-06 2016-05-04 Unilever N.V. Composition antimicrobienne
IN2013MU03636A (fr) * 2013-11-19 2015-07-31 S H Kelkar And Company Pvt Ltd
US10874599B2 (en) 2016-06-29 2020-12-29 Clariant International Ltd. Composition for inhibiting micro-organisms

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
GUI REN-YI ET AL: "Chemical Composition, Antifungal Activity and Toxicity of Essential Oils from the Leaves of Chimonanthus praecox Located at Two Different Geographical Origin", ASIAN JOURNAL OF CHEMISTRY, vol. 26, no. 14, 1 January 2014 (2014-01-01), pages 4445 - 4448, XP093242998, ISSN: 0970-7077, DOI: 10.14233/ajchem.2014.16897 *
no. 940006-76-8
SAMANEHSADAT MAHZOONI-KACHAPI: "Antimicrobial activity and chemical composition of essential oils of Stachys lavandulifolia Vahl. from Mazandaran , Iran", JOURNAL OF MEDICINAL PLANTS RESEARCH, vol. 6, no. 24, 28 June 2012 (2012-06-28), pages 4149 - 4158, XP093243001, ISSN: 1996-0875, DOI: 10.5897/JMPR12.734 *

Similar Documents

Publication Publication Date Title
JP7427446B2 (ja) エッセンシャルオイルと抗菌性脂質とを含む抗菌性組成物
CN111295190A (zh) 烟酰胺用于微生物组平衡的用途
EP3500346B1 (fr) Composition antimicrobienne
US20250177265A1 (en) Preservative comprising caprylic hydroxamic acid, 4'-hydroxyacetophenone, and polyol for externally-applied skin preparation, and cosmetic composition comprising same
EP4122918A1 (fr) Processus de préparation de composés de n-hydroxypyridone
EP3500237B1 (fr) Composition antimicrobienne
AU2018382466B2 (en) Propanediol monoacetate mononitrate
WO2025202885A1 (fr) Agents actifs antimicrobiens et leurs compositions
EP3049053B1 (fr) Composition pour la peau et la santé du cuir chevelu
EP3485869B1 (fr) Utilisation de phytantriol comme agent antimicrobien dans la conservation d'une composition
JP5289838B2 (ja) 防腐殺菌剤並びに該防腐殺菌剤を配合した化粧料、医薬品及び食品
JP2006505514A (ja) 殺微生物活性物質としてのピリジルトリアジン誘導体
JP2002114660A (ja) 臭気発生抑制組成物
JP7644524B1 (ja) 防腐剤組成物、及びカビに対する防腐力を高める方法
JP2005035929A (ja) 抗菌剤およびそれを用いた抗菌製品
US20250268806A1 (en) Personal care composition with a multifunctional ingredient
CN100589789C (zh) 一种去屑止痒香波组合物
JP2005162652A (ja) 化粧料
JP2005035931A (ja) 抗真菌剤およびそれを用いた抗菌製品
JP2025022026A (ja) 化粧料用抗菌性組成物及び化粧料
CN120093729A (zh) 含有麝香草酚酯类化合物的用于促进生发或育发的组合物
WO2022258405A1 (fr) Composition topique pour l'équilibrage du microbiote de la peau
EP4168125A1 (fr) Composition antimicrobienne topique
EA040067B1 (ru) Мононитрат моноацетата пропандиола
JP2020045309A (ja) メントール誘導体塩及びその用途

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 25715849

Country of ref document: EP

Kind code of ref document: A1