EP3672569A1 - Bain de bouche contenant du chlorhydrate d'octénidine - Google Patents

Bain de bouche contenant du chlorhydrate d'octénidine

Info

Publication number
EP3672569A1
EP3672569A1 EP18755779.8A EP18755779A EP3672569A1 EP 3672569 A1 EP3672569 A1 EP 3672569A1 EP 18755779 A EP18755779 A EP 18755779A EP 3672569 A1 EP3672569 A1 EP 3672569A1
Authority
EP
European Patent Office
Prior art keywords
composition according
previous
component
composition
substituted
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.)
Withdrawn
Application number
EP18755779.8A
Other languages
German (de)
English (en)
Inventor
Sabine Behrends
Thomas Spuida
Andreas Dettmann
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.)
Schuelke and Mayr GmbH
Original Assignee
Schuelke and Mayr GmbH
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 Schuelke and Mayr GmbH filed Critical Schuelke and Mayr GmbH
Publication of EP3672569A1 publication Critical patent/EP3672569A1/fr
Withdrawn legal-status Critical Current

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
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
    • A61K31/444—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring heteroatom, e.g. amrinone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/345—Alcohols containing more than one hydroxy group
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—Sugars; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86—Polyethers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
    • A61K9/0063—Periodont
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses

Definitions

  • the present invention relates to an aqueous composition which contains octenidine dihydrochloride .
  • the composition is preferably used as a mouthwash or oromucosal solution (solution for use in the oral cavity) , for i) transient germ count reduction in the oral space, ii) inhibition of plaque formation iii) in case of limited oral hygiene capability.
  • DE 10 2006 051 891 Al discloses a water-based antimicrobially active composition which contains a bispyridinium alkane (such as octenidine dihydrochloride, also referred to below as "octenidine”) , and the use of the composition as a mouth rinse solution or oral antiseptic.
  • octenidine bispyridinium alkane
  • compositions given as examples have a pH of 4 and have good activity in the quantitative suspension experiment with E. faecalis (ATCC 19433) and in the quantitative suspension experiment with various MRSA isolates under dirty conditions .
  • some formulations in DE 10 2006 051 891 Al contain phenoxyethanol .
  • a disadvantage with phenoxyethanol is the furry taste.
  • DE 10 2006 051 891 Al For a pleasant taste, in DE 10 2006 051 891 Al it is for example proposed to use aspartame as a sweetener. If one now attempts, starting from this teaching, to further improve the taste or the compositions of DE 10 2006 051 891 Al, for example by increasing the quantity of flavouring used, the quantity of sweetener must also be increased, and, in order to increase the storage stability, also the quantity of emulsifier. However, it has been found than an increased quantity of emulsifier decreases the antimicrobial activity of compositions with a content of octenidine.
  • DE 10 2008 011 691 A discloses a stabilized antimicrobially active water-based composition which contains a bispyridinium alkane, and use of the composition for the production of microbicidally active cosmetic and pharmaceutical preparations and for the production of microbicidally equipped articles.
  • stabilizers antioxidants, complexing agents, reducing agents, UV filters and light stabilizers are proposed.
  • Application solutions described in DE 10 2008 011 691 A contain aspartame as sweetener and in the presence of DL- -tocopherol are storage stable even on storage at 40°C over a period of six months (i.e. no formation of aldehydes or peroxides is observed) .
  • DE 10 2005 045 146 A discloses antimicrobial compositions which contain octenidine encapsulated in liposomes.
  • DE 196 47 692 A discloses a disinfecting composition which contains octenidine, Ci to Cs alkyl alcohol, nonionic and/or cationic surfactant and skin-compatible a-hydroxycarboxylic acid.
  • the present invention was based on the objective of providing aqueous compositions based on the active substance octenidine, which on the one hand are pleasant in taste (i.e. in which the bitter intrinsic taste of octenidine is not apparent) , which however on the other hand contain as few as possible additives which are not necessary for the antimicrobial action and the taste.
  • the compositions should nonetheless exhibit very good storage stability.
  • gluconic acid or gluconic acid salt in a quantity of 0.2 to 0.6 wt.%, stated as sodium gluconate, e) 0.03 to 0.2 wt.% sucralose, f) citric acid or citric acid salt, in a quantity of 0.05 to 0.15 wt.-%, stated as citric acid (anhydrous) ,
  • the composition according to the invention has a pH in the range from 5.0 to 7.0 and contains no aspartame.
  • the aqueous composition according to the invention is a clear solution. This solution is characterized by good antimicrobial activity, good storage stability and a pleasant taste.
  • the invention thus relates to the aqueous composition.
  • the invention relates to use of the aqueous composition as a mouthwash or oromucosal solution.
  • the aqueous composition according to the invention according to the first aspect contains
  • gluconic acid or gluconic acid salt in a quantity of 0.2 to 0.6 wt.%, stated as sodium gluconate, e) 0.03 to 0.2 wt.% sucralose,
  • citric acid or citric acid salt in a quantity of 0.05 to 0.15 wt.%, stated as citric acid (anhydrous) ,
  • the quantity of component a) is preferably 0.08 to 0.12 wt.%, more preferably 0.09 to 0.11 wt.%, in particular about 0.1 wt . % .
  • the quantity of component b) is preferably 1.5 to 2.0 wt . ⁇ 6 , in particular about 1.75 wt.%.
  • the fatty acid monoglyceride substituted with 20 to 70 alkoxy groups is preferably fatty acid monoglyceride substituted with 20 to 70 ethoxy groups, in particular glycerol hydroxystearate substituted with 40 ethylene oxide units.
  • the quantity of component c) is preferably 0.35 to 0.5 wt.%, more preferably 0.4 to 0.45 wt.%, in particular about 0.425 wt.%.
  • the quantity of component d) is preferably 0.3 to 0.5 wt.%, more preferably 0.35 to 0.45 wt.%, in particular about 0.4 wt . % .
  • the quantity of component e) is preferably 0.05 to 0.15 wt.%, more preferably 0.07 to 0.13 wt.%, in particular about 0.1 wt . % .
  • the quantity of component f) is preferably 0.07 to 0.11 wt.%, 0.08 to 0.1 wt.%, in particular about 0.09 wt.%.
  • the quantity of component g) is preferably 0.1 to 1.0 wt.%, more preferably 0.2 to 0.8 wt.-%, in particular about 0.5 wt.%.
  • flavouring g) is preferably selected from
  • the buffer h) is preferably a phosphate buffer.
  • the composition contains less than 1 wt . % phenoxyethanol , more preferably less than 1 wt . % aromatic alcohol, in particular less than 0.5 wt . % aromatic alcohol, with the composition particularly preferably being free from aromatic alcohol. More preferably the composition contains no tocopherol and no derivative thereof, wherein the composition in particular contains no tocopherol, no derivative thereof and no BHT (butylhydroxytoluene) .
  • compositions according to the invention are free from alpha-tocopherol , BHT, tocopherol acetate, BHA (butyl- hydroxyanisole) , dodecyl gallate or ascorbic acid, and preferably contain none of these components.
  • the composition according to the invention is preferably used as a mouthwash or oromucosal solution for i) transient microbial count reduction in the oral space, ii) inhibition of plaque formation or iii) in case of limited oral hygiene capability .
  • Example 2 Storage stability of a formulation with aspartame
  • Table 3 Storage stability of a formulation with aspartame
  • the data confirm the unsatisfactory storage stability of octenidine-containing formulations with the sweetener aspartame, even when formulated at the pH of about 4 recommended for aspartame for optimal stability.
  • Example 3 Storage stability of a formulation without aspartame
  • the emulsifier content was studied around the actual value of 1.75% in a bandwidth from 1.0% to 2.0%. These experiments took place at the average octenidine dihydrochloride concentration (0.15%) .

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical & Material Sciences (AREA)
  • Emergency Medicine (AREA)
  • Physiology (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Nutrition Science (AREA)
  • Cosmetics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

La présente invention concerne une composition aqueuse qui contient du dichlorhydrate d'octénidine. La composition est de préférence utilisée en tant que bain de bouche ou en solution oromucosale.
EP18755779.8A 2017-08-23 2018-08-10 Bain de bouche contenant du chlorhydrate d'octénidine Withdrawn EP3672569A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102017119261.1A DE102017119261A1 (de) 2017-08-23 2017-08-23 Octenidindihydrochlorid enthaltendes Mundwasser
PCT/EP2018/071817 WO2019038110A1 (fr) 2017-08-23 2018-08-10 Bain de bouche contenant du chlorhydrate d'octénidine

Publications (1)

Publication Number Publication Date
EP3672569A1 true EP3672569A1 (fr) 2020-07-01

Family

ID=63244588

Family Applications (1)

Application Number Title Priority Date Filing Date
EP18755779.8A Withdrawn EP3672569A1 (fr) 2017-08-23 2018-08-10 Bain de bouche contenant du chlorhydrate d'octénidine

Country Status (5)

Country Link
EP (1) EP3672569A1 (fr)
AU (1) AU2018322279A1 (fr)
DE (1) DE102017119261A1 (fr)
SG (1) SG11202001406WA (fr)
WO (1) WO2019038110A1 (fr)

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL288963A (fr) * 1962-02-15
DE19647692C2 (de) 1996-11-05 2002-06-20 Schuelke & Mayr Gmbh Waschendes Desinfektionsmittel zur hygienischen und chirurgischen Händedesinfektion
DE102005045146A1 (de) 2005-09-15 2007-03-29 Schülke & Mayr GmbH Antimikrobielle Zubereitungen mit einem Gehalt an Octenidindihydrochlorid verkapselt in Liposomen
DE102006051891A1 (de) * 2006-10-31 2008-05-08 Schülke & Mayr GmbH Antimikrobiell wirksame Zusammensetzung mit einem Gehalt an Bispyridiniumalkan
DE102008011691A1 (de) 2008-02-28 2009-09-10 Schülke & Mayr GmbH Stabilisierte, antimikrobiell wirksame Zusammensetzung mit einem Gehalt an Bispyridiniumalkan
DE102009049505A1 (de) * 2009-10-15 2011-04-21 Schülke & Mayr GmbH Desinfektionsverfahren mit gleichzeitiger Ultraschallbehandlung
DE102012215511A1 (de) * 2012-08-31 2014-06-12 Schülke & Mayr GmbH Verfahren zur Herstellung einer Bispyridiniumalkan enthaltenden halbfesten Zubereitung

Also Published As

Publication number Publication date
WO2019038110A1 (fr) 2019-02-28
AU2018322279A1 (en) 2020-03-19
SG11202001406WA (en) 2020-03-30
DE102017119261A1 (de) 2019-02-28

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