LU87339A1 - Nouveaux derives de benzylidene-cyclanones,leur procede de preparation,leur utilisation en tant qu'agents anti-oxydants et comme filtres solaires,compositions cosmetiques et pharmaceutiques les contenant - Google Patents
Nouveaux derives de benzylidene-cyclanones,leur procede de preparation,leur utilisation en tant qu'agents anti-oxydants et comme filtres solaires,compositions cosmetiques et pharmaceutiques les contenant Download PDFInfo
- Publication number
- LU87339A1 LU87339A1 LU87339A LU87339A LU87339A1 LU 87339 A1 LU87339 A1 LU 87339A1 LU 87339 A LU87339 A LU 87339A LU 87339 A LU87339 A LU 87339A LU 87339 A1 LU87339 A1 LU 87339A1
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- Luxembourg
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- formula
- compound
- benzylidene
- furan
- tetrahydro
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- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- GLDOVTGHNKAZLK-UHFFFAOYSA-N n-octadecyl alcohol Natural products CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000000041 non-steroidal anti-inflammatory agent Substances 0.000 description 1
- 229940021182 non-steroidal anti-inflammatory drug Drugs 0.000 description 1
- YBGZDTIWKVFICR-UHFFFAOYSA-N octinoxate Chemical compound CCCCC(CC)COC(=O)C=CC1=CC=C(OC)C=C1 YBGZDTIWKVFICR-UHFFFAOYSA-N 0.000 description 1
- 125000005447 octyloxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- 239000003346 palm kernel oil Substances 0.000 description 1
- 235000019865 palm kernel oil Nutrition 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- 231100000760 phototoxic Toxicity 0.000 description 1
- IUGYQRQAERSCNH-UHFFFAOYSA-N pivalic acid Chemical compound CC(C)(C)C(O)=O IUGYQRQAERSCNH-UHFFFAOYSA-N 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000223 polyglycerol Chemical class 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- 239000011252 protective cream Substances 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 208000017520 skin disease Diseases 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000001540 sodium lactate Substances 0.000 description 1
- 229940005581 sodium lactate Drugs 0.000 description 1
- 235000011088 sodium lactate Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 238000005063 solubilization Methods 0.000 description 1
- 230000007928 solubilization Effects 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- BILPUZXRUDPOOF-UHFFFAOYSA-N stearyl palmitate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCC BILPUZXRUDPOOF-UHFFFAOYSA-N 0.000 description 1
- 239000002294 steroidal antiinflammatory agent Substances 0.000 description 1
- 230000003637 steroidlike Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- LALRXNPLTWZJIJ-UHFFFAOYSA-N triethylborane Chemical compound CCB(CC)CC LALRXNPLTWZJIJ-UHFFFAOYSA-N 0.000 description 1
- ZNEOHLHCKGUAEB-UHFFFAOYSA-N trimethylphenylammonium Chemical compound C[N+](C)(C)C1=CC=CC=C1 ZNEOHLHCKGUAEB-UHFFFAOYSA-N 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000003871 white petrolatum Substances 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- 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
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
- C07C45/74—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with dehydration
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/703—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
- C07C49/747—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/36—Oxygen or sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/58—One oxygen atom, e.g. butenolide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/94—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom spiro-condensed with carbocyclic rings or ring systems, e.g. griseofulvins
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Dermatology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Rheumatology (AREA)
- Pain & Pain Management (AREA)
- Pulmonology (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Immunology (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Furan Compounds (AREA)
- Pyrrole Compounds (AREA)
- Fats And Perfumes (AREA)
Priority Applications (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| LU87339A LU87339A1 (fr) | 1988-09-20 | 1988-09-20 | Nouveaux derives de benzylidene-cyclanones,leur procede de preparation,leur utilisation en tant qu'agents anti-oxydants et comme filtres solaires,compositions cosmetiques et pharmaceutiques les contenant |
| CH3291/89A CH679668A5 (enrdf_load_html_response) | 1988-09-20 | 1989-09-11 | |
| NL8902326A NL8902326A (nl) | 1988-09-20 | 1989-09-18 | Nieuwe derivaten van benzylideen-cyclanonen, de bereiding daarvan, de toepassing daarvan als anti-oxydatiemiddelen en als zonnefilters, en kosmetische en farmaceutische preparaten die deze bevatten. |
| BE8900998A BE1002236A4 (fr) | 1988-09-20 | 1989-09-19 | Nouveaux derives de benzylidene-cyclanones, leur procede de preparation, leur utilisation en tant qu'agents anti-oxydants et comme filtres solaires, compositions cosmetiques et pharmaceutiques les contenant. |
| DE3931269A DE3931269A1 (de) | 1988-09-20 | 1989-09-19 | Neue benzylidencyclanon-derivate, verfahren zu ihrer herstellung, ihre verwendung als antioxidationsmittel und als sonnenfilter sowie kosmetische und pharmazeutische mittel, die diese derivate enthalten |
| FR8912258A FR2636531B1 (fr) | 1988-09-20 | 1989-09-19 | Nouveaux derives de benzylidene-cyclanones, leur procede de preparation, leur utilisation en tant qu'agents antioxydants et comme filtres solaires, compositions cosmetiques et pharmaceutiques les contenant |
| IT8967776A IT1233198B (it) | 1988-09-20 | 1989-09-19 | Derivati di benzilidene ciclanoni,procedimento per la loro preparazione, loro impiego come agenti anti- ossidanti, composizioni cosmetiche e farmaceutiche che li contengono |
| AU41463/89A AU630371B2 (en) | 1988-09-20 | 1989-09-19 | New benzylidenecyclanone derivatives, their preparation process, their use as anti-oxidants and as sunscreens, cosmetic and pharmaceutical compositions containing them |
| GB8921224A GB2222829B (en) | 1988-09-20 | 1989-09-20 | Benzylidenecyclanone derivatives |
| JP1244902A JPH02160741A (ja) | 1988-09-20 | 1989-09-20 | ベンジリデン―シクラノン誘導体、その製造方法および化粧品組成物 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| LU87339A LU87339A1 (fr) | 1988-09-20 | 1988-09-20 | Nouveaux derives de benzylidene-cyclanones,leur procede de preparation,leur utilisation en tant qu'agents anti-oxydants et comme filtres solaires,compositions cosmetiques et pharmaceutiques les contenant |
| LU87339 | 1988-09-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| LU87339A1 true LU87339A1 (fr) | 1990-04-06 |
Family
ID=19731091
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| LU87339A LU87339A1 (fr) | 1988-09-20 | 1988-09-20 | Nouveaux derives de benzylidene-cyclanones,leur procede de preparation,leur utilisation en tant qu'agents anti-oxydants et comme filtres solaires,compositions cosmetiques et pharmaceutiques les contenant |
Country Status (10)
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2638354B1 (fr) * | 1988-10-28 | 1993-10-15 | Oreal | Compositions cosmetiques filtrantes, leur utilisation pour la protection de la peau et des cheveux contre le rayonnement ultraviolet, nouveaux derives de la 5-benzylidene 3-oxa cyclopentanone utilises dans ces compositions et leur procede de preparation |
| DE4204922A1 (de) * | 1992-02-19 | 1993-08-26 | Merck Patent Gmbh | Ketotricyclo(5.2.1.0)decan-derivate |
| US5840282A (en) * | 1995-06-21 | 1998-11-24 | Givaudan-Roure (International) Sa | Light screening compositions |
| ID17907A (id) * | 1997-02-20 | 1998-02-05 | Fakultas Farmasi Uni Gajah Mad | Turunan benzilidin sikloheksanon benzilidin siklopentanon binzilidin aseton dan pembuatannya |
| DE19739447A1 (de) * | 1997-09-02 | 1999-03-04 | Coty Bv | Emulgatorfreies klares Sonnenschutzgel |
| DE19857252A1 (de) * | 1998-12-11 | 2000-06-15 | Haarmann & Reimer Gmbh | Benzyliden-gamma-butyrolactone, Verfahren zu ihrer Herstellung und ihre Verwendung als UV-Absorber |
| JP2006512285A (ja) | 2002-06-11 | 2006-04-13 | ロレアル | 毛包メラノサイトの保護剤としてのドーパクローム異性化酵素（ｔｒｐ−２）活性を真似る薬剤の使用とその使用 |
| FR2840531B1 (fr) * | 2002-06-11 | 2004-10-29 | Oreal | Composition cosmetique comprenant un agent mimetique de l'activite de la dopachrome tautomerase (trp-2) pour lutter contre la canitie |
| FR2939438B1 (fr) * | 2008-12-09 | 2010-12-17 | Oreal | Derives de n-(1-oxo-1,3-dihydro-2-benzofuran-5-yl) alkylamide; compositions cosmetiques; utilisations pour renforcer et/ou preserver la protection anti-oxydante naturelle de la peau |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2728241A1 (de) * | 1977-06-23 | 1979-01-11 | Henkel Kgaa | Kosmetische lichtschutzmittel fuer den uv-a-bereich |
| FR2430938A1 (fr) * | 1978-07-11 | 1980-02-08 | Oreal | Nouvelles oxybenzylidenes bornanones, leur procede de preparation, et compositions cosmetiques les contenant |
| DE3028502A1 (de) * | 1980-07-26 | 1982-03-04 | Basf Ag, 6700 Ludwigshafen | Verwendung von veraetherten 2-(4-hydroxybenzyliden)-(gamma)-butyrolactonen als lichtschutzmittel |
| US4431656A (en) * | 1981-02-05 | 1984-02-14 | Kanegafuchi Chemical Industry Company Limited | 3,5-di-Tert-butylstyrene derivatives, salts thereof, and pharmaceutical compositions containing the same as an active ingredient |
| LU87008A1 (fr) * | 1987-10-05 | 1989-05-08 | Oreal | Nouveaux derives tertiobutyles du benzylidene camphre;leur procede de preparation,leur utilisation en tant qu'agents anti-oxydants et compositions cosmetiques et pharmaceutiques les contenant |
| FR2645150B1 (fr) * | 1989-03-31 | 1994-07-22 | Oreal | Nouveaux derives de benzyl-cyclanones, leur procede de preparation et compositions cosmetiques et pharmaceutiques les contenant |
| IL108962A (en) * | 1989-12-21 | 1996-12-05 | Lilly Co Eli | Use of hydroxybenzyl substituted sulfur containing heterocyclic derivatives a process for their preparation and pharmaceutical compositions containing them |
-
1988
- 1988-09-20 LU LU87339A patent/LU87339A1/fr unknown
-
1989
- 1989-09-11 CH CH3291/89A patent/CH679668A5/fr not_active IP Right Cessation
- 1989-09-18 NL NL8902326A patent/NL8902326A/nl not_active Application Discontinuation
- 1989-09-19 IT IT8967776A patent/IT1233198B/it active
- 1989-09-19 DE DE3931269A patent/DE3931269A1/de not_active Withdrawn
- 1989-09-19 AU AU41463/89A patent/AU630371B2/en not_active Ceased
- 1989-09-19 FR FR8912258A patent/FR2636531B1/fr not_active Expired - Fee Related
- 1989-09-19 BE BE8900998A patent/BE1002236A4/fr not_active IP Right Cessation
- 1989-09-20 JP JP1244902A patent/JPH02160741A/ja active Pending
- 1989-09-20 GB GB8921224A patent/GB2222829B/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| AU4146389A (en) | 1990-03-29 |
| CH679668A5 (enrdf_load_html_response) | 1992-03-31 |
| JPH02160741A (ja) | 1990-06-20 |
| GB8921224D0 (en) | 1989-11-08 |
| IT1233198B (it) | 1992-03-16 |
| NL8902326A (nl) | 1990-04-17 |
| AU630371B2 (en) | 1992-10-29 |
| GB2222829A (en) | 1990-03-21 |
| BE1002236A4 (fr) | 1990-10-30 |
| IT8967776A0 (it) | 1989-09-19 |
| FR2636531B1 (fr) | 1994-05-20 |
| GB2222829B (en) | 1992-04-15 |
| DE3931269A1 (de) | 1990-03-22 |
| FR2636531A1 (fr) | 1990-03-23 |
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