DE2202535C3 - Verwendung von p-Menthanderivaten - Google Patents

Verwendung von p-Menthanderivaten

Info

Publication number
DE2202535C3
DE2202535C3 DE2202535A DE2202535A DE2202535C3 DE 2202535 C3 DE2202535 C3 DE 2202535C3 DE 2202535 A DE2202535 A DE 2202535A DE 2202535 A DE2202535 A DE 2202535A DE 2202535 C3 DE2202535 C3 DE 2202535C3
Authority
DE
Germany
Prior art keywords
menthane
radical
menthol
cooling effect
derivatives
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.)
Expired
Application number
DE2202535A
Other languages
German (de)
English (en)
Other versions
DE2202535B2 (de
DE2202535A1 (de
Inventor
John Harold Douglas Wokingham Buckinghamshire Browning
David George Staines Middlesex Rowsell
Hugh Robert Wargrave Berkshire Watson
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.)
WILKINSON SWORD Ltd HIGH WYCOMBE BUCKINGHAMSHIRE (GROSSBRITANNIEN)
Original Assignee
WILKINSON SWORD Ltd HIGH WYCOMBE BUCKINGHAMSHIRE (GROSSBRITANNIEN)
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 WILKINSON SWORD Ltd HIGH WYCOMBE BUCKINGHAMSHIRE (GROSSBRITANNIEN) filed Critical WILKINSON SWORD Ltd HIGH WYCOMBE BUCKINGHAMSHIRE (GROSSBRITANNIEN)
Publication of DE2202535A1 publication Critical patent/DE2202535A1/de
Publication of DE2202535B2 publication Critical patent/DE2202535B2/de
Application granted granted Critical
Publication of DE2202535C3 publication Critical patent/DE2202535C3/de
Expired legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G3/00—Sweetmeats; Confectionery; Marzipan; Coated or filled products
    • A23G3/34—Sweetmeats, confectionery or marzipan; Processes for the preparation thereof
    • A23G3/36—Sweetmeats, confectionery or marzipan; Processes for the preparation thereof characterised by the composition containing organic or inorganic compounds
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G4/00—Chewing gum
    • A23G4/06—Chewing gum characterised by the composition containing organic or inorganic compounds
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G9/00—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor
    • A23G9/32—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor characterised by the composition containing organic or inorganic compounds
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/20—Synthetic spices, flavouring agents or condiments
    • A23L27/203—Alicyclic compounds
    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18—Treatment of tobacco products or tobacco substitutes
    • A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
    • A24B15/34—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a carbocyclic ring other than a six-membered aromatic ring
    • A—HUMAN NECESSITIES
    • A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24D—CIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES OF CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
    • A24D3/00—Tobacco smoke filters, e.g. filter tips or filtering inserts; Filters specially adapted for simulated smoking devices; Mouthpieces of cigars or cigarettes
    • A24D3/06—Use of materials for tobacco smoke filters
    • A24D3/14—Use of materials for tobacco smoke filters of organic materials as additive
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0208—Tissues; Wipes; Patches
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
    • C07D317/24—Radicals substituted by singly bound oxygen or sulfur atoms esterified
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/24—Thermal properties
    • A61K2800/244—Endothermic; Cooling; Cooling sensation
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q13/00—Formulations or additives for perfume preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00—Anti-perspirants or body deodorants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q9/00—Preparations for removing hair or for aiding hair removal
    • A61Q9/02—Shaving preparations

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Food Science & Technology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Birds (AREA)
  • Inorganic Chemistry (AREA)
  • Organic Chemistry (AREA)
  • Epidemiology (AREA)
  • Toxicology (AREA)
  • Emergency Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nutrition Science (AREA)
  • Materials Engineering (AREA)
  • Dermatology (AREA)
  • Biomedical Technology (AREA)
  • Cosmetics (AREA)
  • Confectionery (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Non-Alcoholic Beverages (AREA)
  • Detergent Compositions (AREA)
  • Manufacture Of Tobacco Products (AREA)
  • Fats And Perfumes (AREA)
  • Seasonings (AREA)
DE2202535A 1971-02-04 1972-01-20 Verwendung von p-Menthanderivaten Expired DE2202535C3 (de)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB393471 1971-02-04

Publications (3)

Publication Number Publication Date
DE2202535A1 DE2202535A1 (de) 1972-08-17
DE2202535B2 DE2202535B2 (de) 1978-04-13
DE2202535C3 true DE2202535C3 (de) 1978-12-14

Family

ID=9767638

Family Applications (2)

Application Number Title Priority Date Filing Date
DE2202535A Expired DE2202535C3 (de) 1971-02-04 1972-01-20 Verwendung von p-Menthanderivaten
DE19722203947 Pending DE2203947A1 (de) 1971-02-04 1972-01-28 3-Substituierte p-Menthane und deren Verwendung

Family Applications After (1)

Application Number Title Priority Date Filing Date
DE19722203947 Pending DE2203947A1 (de) 1971-02-04 1972-01-28 3-Substituierte p-Menthane und deren Verwendung

Country Status (27)

Country Link
JP (1) JPS5112690B1 (enExample)
AR (1) AR195787A1 (enExample)
AT (1) AT335069B (enExample)
AU (2) AU450078B2 (enExample)
BE (2) BE778950A (enExample)
BR (1) BR7200576D0 (enExample)
CA (2) CA968141A (enExample)
CH (2) CH549952A (enExample)
DD (1) DD97824A5 (enExample)
DE (2) DE2202535C3 (enExample)
DK (1) DK134051B (enExample)
EG (1) EG11027A (enExample)
FI (1) FI55329C (enExample)
FR (2) FR2127011B1 (enExample)
GB (1) GB1353381A (enExample)
HK (1) HK50078A (enExample)
HU (1) HU165167B (enExample)
IE (1) IE36193B1 (enExample)
IL (1) IL38606A (enExample)
IT (2) IT1030526B (enExample)
LU (1) LU64713A1 (enExample)
NL (2) NL7201524A (enExample)
NO (2) NO140089C (enExample)
RO (1) RO67319A (enExample)
SE (1) SE402404B (enExample)
TR (1) TR18113A (enExample)
ZA (1) ZA72420B (enExample)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4248859A (en) 1973-12-12 1981-02-03 Wilkinson Sword Limited Alicyclic amides having a physiological cooling effect

Families Citing this family (43)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4033994A (en) * 1972-01-28 1977-07-05 Wilkinson Sword Limited Substituted p-menthanes
IL59407A (en) * 1979-03-06 1983-12-30 Sanofi Sa Di-n-propylacetic acid diesters of glycerol,their preparation and pharmaceutical compositions containing them
JPS5888334A (ja) * 1981-11-20 1983-05-26 Takasago Corp 3−l−メントキシプロパン−1、2−ジオ−ル
JPH0772150B2 (ja) * 1990-07-18 1995-08-02 花王株式会社 α−(アルキルシクロヘキシルオキシ)−β−アルカノール類及びこれを含有する香料組成物
EP0578768B1 (en) * 1991-04-04 1995-09-27 The Procter & Gamble Company Ingestible pharmaceutical compositions for treating upper gastrointestinal tract distress
CA2146637C (en) * 1992-10-09 2001-02-13 James Grigg Upson Pharmaceutical compositions and methods for treating cold symptoms
CA2161217A1 (en) * 1993-04-30 1994-11-10 Carmelita Macklin Russell Coated pharmaceutical compositions
JP3152294B2 (ja) * 1997-03-17 2001-04-03 ダイキン工業株式会社 フィラーを含まないポリテトラフルオロエチレン粒状粉末およびその製法
US8512718B2 (en) 2000-07-03 2013-08-20 Foamix Ltd. Pharmaceutical composition for topical application
US20060140984A1 (en) 2002-10-25 2006-06-29 Foamix Ltd. Cosmetic and pharmaceutical foam
IL152486A0 (en) 2002-10-25 2003-05-29 Meir Eini Alcohol-free cosmetic and pharmaceutical foam carrier
US7700076B2 (en) 2002-10-25 2010-04-20 Foamix, Ltd. Penetrating pharmaceutical foam
US20080138296A1 (en) 2002-10-25 2008-06-12 Foamix Ltd. Foam prepared from nanoemulsions and uses
US8900554B2 (en) 2002-10-25 2014-12-02 Foamix Pharmaceuticals Ltd. Foamable composition and uses thereof
US9668972B2 (en) 2002-10-25 2017-06-06 Foamix Pharmaceuticals Ltd. Nonsteroidal immunomodulating kit and composition and uses thereof
US7820145B2 (en) 2003-08-04 2010-10-26 Foamix Ltd. Oleaginous pharmaceutical and cosmetic foam
US9265725B2 (en) 2002-10-25 2016-02-23 Foamix Pharmaceuticals Ltd. Dicarboxylic acid foamable vehicle and pharmaceutical compositions thereof
US10117812B2 (en) 2002-10-25 2018-11-06 Foamix Pharmaceuticals Ltd. Foamable composition combining a polar solvent and a hydrophobic carrier
US7704518B2 (en) 2003-08-04 2010-04-27 Foamix, Ltd. Foamable vehicle and pharmaceutical compositions thereof
US9211259B2 (en) 2002-11-29 2015-12-15 Foamix Pharmaceuticals Ltd. Antibiotic kit and composition and uses thereof
US8486376B2 (en) 2002-10-25 2013-07-16 Foamix Ltd. Moisturizing foam containing lanolin
US7575739B2 (en) 2003-04-28 2009-08-18 Foamix Ltd. Foamable iodine composition
US8486374B2 (en) 2003-08-04 2013-07-16 Foamix Ltd. Hydrophilic, non-aqueous pharmaceutical carriers and compositions and uses
US8795693B2 (en) 2003-08-04 2014-08-05 Foamix Ltd. Compositions with modulating agents
CN1845983A (zh) * 2003-09-05 2006-10-11 株式会社资生堂 温度感觉调整用香料组合物、感觉调整用物品与感觉调整方法及香料图谱
CN100582089C (zh) 2003-11-21 2010-01-20 吉万奥丹股份有限公司 N-取代的对-薄荷烷甲酰胺
US20080260655A1 (en) 2006-11-14 2008-10-23 Dov Tamarkin Substantially non-aqueous foamable petrolatum based pharmaceutical and cosmetic compositions and their uses
US8636982B2 (en) 2007-08-07 2014-01-28 Foamix Ltd. Wax foamable vehicle and pharmaceutical compositions thereof
WO2009069006A2 (en) 2007-11-30 2009-06-04 Foamix Ltd. Foam containing benzoyl peroxide
WO2009072007A2 (en) 2007-12-07 2009-06-11 Foamix Ltd. Carriers, formulations, methods for formulating unstable active agents for external application and uses thereof
WO2010041141A2 (en) 2008-10-07 2010-04-15 Foamix Ltd. Oil-based foamable carriers and formulations
AU2009205314A1 (en) 2008-01-14 2009-07-23 Foamix Ltd. Poloxamer foamable pharmaceutical compositions with active agents and/or therapeutic cells and uses
US8632792B2 (en) 2008-04-01 2014-01-21 Takasago International Corporation Cooling sensation agent composition and sensory stimulation agent composition
EP2318356B1 (en) * 2008-08-15 2015-03-11 The Procter & Gamble Company Synthesis of cyclohexane derivatives useful as sensates in consumer products
US20120087872A1 (en) 2009-04-28 2012-04-12 Foamix Ltd. Foamable Vehicles and Pharmaceutical Compositions Comprising Aprotic Polar Solvents and Uses Thereof
WO2011013009A2 (en) 2009-07-29 2011-02-03 Foamix Ltd. Non surfactant hydro-alcoholic foamable compositions, breakable foams and their uses
CA2769677A1 (en) 2009-07-29 2011-02-03 Foamix Ltd. Non surface active agent non polymeric agent hydro-alcoholic foamable compositions, breakable foams and their uses
AU2010302350B2 (en) 2009-10-02 2015-06-18 Journey Medical Corporation Surfactant-free water-free foamable compositions, breakable foams and gels and their uses
US9849142B2 (en) 2009-10-02 2017-12-26 Foamix Pharmaceuticals Ltd. Methods for accelerated return of skin integrity and for the treatment of impetigo
US12661407B2 (en) 2010-04-08 2026-06-23 Journey Medical Corporation Compositions, gels and foams with rheology modulators and uses thereof
GB201103103D0 (en) 2011-02-23 2011-04-06 Givaudan Sa Organic compounds
US9675699B2 (en) 2011-12-22 2017-06-13 International Flavors & Fragrances Inc. Cooling enhancing compositions
MX2020012139A (es) 2016-09-08 2021-01-29 Vyne Pharmaceuticals Inc Composiciones y metodos para tratar rosacea y acne.

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4248859A (en) 1973-12-12 1981-02-03 Wilkinson Sword Limited Alicyclic amides having a physiological cooling effect
US4318900A (en) 1973-12-12 1982-03-09 Wilkinson Sword Limited Alicyclic amides having a physiological cooling effect

Also Published As

Publication number Publication date
SE402404B (sv) 1978-07-03
ATA93272A (de) 1976-06-15
DD97824A5 (enExample) 1973-05-20
CH549952A (fr) 1974-06-14
CA968141A (en) 1975-05-27
AT335069B (de) 1977-02-25
IL38606A0 (en) 1972-03-28
NL152244B (nl) 1977-02-15
BR7200576D0 (pt) 1973-05-31
IE36193L (en) 1972-08-04
DE2202535B2 (de) 1978-04-13
DE2202535A1 (de) 1972-08-17
AU3860672A (en) 1973-08-09
IE36193B1 (en) 1976-09-15
EG11027A (en) 1976-12-31
FI55329C (fi) 1979-07-10
NO742702L (no) 1972-08-07
HK50078A (en) 1978-09-08
NL7201524A (enExample) 1972-08-08
ZA72420B (en) 1972-09-27
FR2127011B1 (enExample) 1975-10-10
CA1019551A (en) 1977-10-25
IT1048888B (it) 1980-12-20
DK134051C (enExample) 1977-02-07
AU450078B2 (en) 1974-06-07
LU64713A1 (enExample) 1972-06-30
BE778951A (fr) 1972-08-04
CH554648A (fr) 1974-10-15
DK134051B (da) 1976-09-06
JPS5112690B1 (enExample) 1976-04-21
RO67319A (ro) 1980-02-15
NO140089B (no) 1979-03-26
BE778950A (fr) 1972-08-04
FR2127011A1 (enExample) 1972-10-13
AU457073B2 (en) 1974-12-23
TR18113A (tr) 1976-09-30
FR2127010A1 (enExample) 1972-10-13
AR195787A1 (es) 1973-11-09
AU3860572A (en) 1973-08-09
NO140089C (no) 1979-07-04
HU165167B (enExample) 1974-06-28
IT1030526B (it) 1979-04-10
NL7201522A (enExample) 1972-08-08
DE2203947A1 (de) 1972-08-17
FI55329B (fi) 1979-03-30
IL38606A (en) 1978-12-17
GB1353381A (en) 1974-05-15
FR2127010B1 (enExample) 1975-10-10

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Legal Events

Date Code Title Description
C3 Grant after two publication steps (3rd publication)