LU85777A1 - Derives insatures cycloaliphatiques,leurs procedes de preparation et leur utilisation - Google Patents
Derives insatures cycloaliphatiques,leurs procedes de preparation et leur utilisation Download PDFInfo
- Publication number
- LU85777A1 LU85777A1 LU85777A LU85777A LU85777A1 LU 85777 A1 LU85777 A1 LU 85777A1 LU 85777 A LU85777 A LU 85777A LU 85777 A LU85777 A LU 85777A LU 85777 A1 LU85777 A1 LU 85777A1
- Authority
- LU
- Luxembourg
- Prior art keywords
- radical
- adamantane
- hydrogen atom
- benzylidene
- methyl
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title description 34
- 238000000034 method Methods 0.000 title description 33
- -1 alkyl radical Chemical class 0.000 claims description 125
- 150000001875 compounds Chemical class 0.000 claims description 124
- ORILYTVJVMAKLC-UHFFFAOYSA-N adamantane Chemical compound C1C(C2)CC3CC1CC2C3 ORILYTVJVMAKLC-UHFFFAOYSA-N 0.000 claims description 91
- 150000003254 radicals Chemical class 0.000 claims description 64
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 44
- 239000000203 mixture Substances 0.000 claims description 35
- UMRZSTCPUPJPOJ-KNVOCYPGSA-N norbornane Chemical compound C1C[C@H]2CC[C@@H]1C2 UMRZSTCPUPJPOJ-KNVOCYPGSA-N 0.000 claims description 30
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 29
- DDTBPAQBQHZRDW-UHFFFAOYSA-N cyclododecane Chemical compound C1CCCCCCCCCCC1 DDTBPAQBQHZRDW-UHFFFAOYSA-N 0.000 claims description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims description 12
- 239000002537 cosmetic Substances 0.000 claims description 11
- 150000003839 salts Chemical class 0.000 claims description 8
- FJTHOCCSTOEAEP-UHFFFAOYSA-N 2-benzylideneadamantane Chemical compound C1C(C2)CC3CC1CC2C3=CC1=CC=CC=C1 FJTHOCCSTOEAEP-UHFFFAOYSA-N 0.000 claims description 7
- KTIHUFWCSHRKAL-UHFFFAOYSA-N 3,3-dimethylbicyclo[2.2.1]heptane Chemical compound C1CC2C(C)(C)CC1C2 KTIHUFWCSHRKAL-UHFFFAOYSA-N 0.000 claims description 7
- IAKHKQVRHZKBGH-UHFFFAOYSA-N benzylidenecyclododecane Chemical compound C1CCCCCCCCCCC1=CC1=CC=CC=C1 IAKHKQVRHZKBGH-UHFFFAOYSA-N 0.000 claims description 7
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 7
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 6
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 5
- 206010000496 acne Diseases 0.000 claims description 5
- 125000003545 alkoxy group Chemical group 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 208000002874 Acne Vulgaris Diseases 0.000 claims description 4
- 150000005840 aryl radicals Chemical class 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000000623 heterocyclic group Chemical group 0.000 claims description 4
- 125000003107 substituted aryl group Chemical group 0.000 claims description 4
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- 201000004681 Psoriasis Diseases 0.000 claims description 3
- 230000015572 biosynthetic process Effects 0.000 claims description 3
- 239000003814 drug Substances 0.000 claims description 3
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 3
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 3
- UMRZSTCPUPJPOJ-UHFFFAOYSA-N norbornane Chemical compound C1CC2CCC1C2 UMRZSTCPUPJPOJ-UHFFFAOYSA-N 0.000 claims description 3
- 238000003786 synthesis reaction Methods 0.000 claims description 3
- MSWZFWKMSRAUBD-IVMDWMLBSA-N 2-amino-2-deoxy-D-glucopyranose Chemical compound N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O MSWZFWKMSRAUBD-IVMDWMLBSA-N 0.000 claims description 2
- KRTGJZMJJVEKRX-UHFFFAOYSA-N 2-phenylethan-1-yl Chemical compound [CH2]CC1=CC=CC=C1 KRTGJZMJJVEKRX-UHFFFAOYSA-N 0.000 claims description 2
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 claims description 2
- 206010003645 Atopy Diseases 0.000 claims description 2
- 208000002506 Darier Disease Diseases 0.000 claims description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims description 2
- WZKSXHQDXQKIQJ-UHFFFAOYSA-N F[C](F)F Chemical compound F[C](F)F WZKSXHQDXQKIQJ-UHFFFAOYSA-N 0.000 claims description 2
- 206010023369 Keratosis follicular Diseases 0.000 claims description 2
- 201000001263 Psoriatic Arthritis Diseases 0.000 claims description 2
- 208000036824 Psoriatic arthropathy Diseases 0.000 claims description 2
- YUDRVAHLXDBKSR-UHFFFAOYSA-N [CH]1CCCCC1 Chemical compound [CH]1CCCCC1 YUDRVAHLXDBKSR-UHFFFAOYSA-N 0.000 claims description 2
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims description 2
- 150000001413 amino acids Chemical class 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- MSWZFWKMSRAUBD-UHFFFAOYSA-N beta-D-galactosamine Natural products NC1C(O)OC(CO)C(O)C1O MSWZFWKMSRAUBD-UHFFFAOYSA-N 0.000 claims description 2
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 claims description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 2
- 210000004087 cornea Anatomy 0.000 claims description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 125000003438 dodecyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 229960002442 glucosamine Drugs 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 206010021198 ichthyosis Diseases 0.000 claims description 2
- 201000004607 keratosis follicularis Diseases 0.000 claims description 2
- 208000002741 leukoplakia Diseases 0.000 claims description 2
- 201000011486 lichen planus Diseases 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 230000003287 optical effect Effects 0.000 claims description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- UFUASNAHBMBJIX-UHFFFAOYSA-N propan-1-one Chemical compound CC[C]=O UFUASNAHBMBJIX-UHFFFAOYSA-N 0.000 claims description 2
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 claims description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 206010020649 Hyperkeratosis Diseases 0.000 claims 1
- 208000001126 Keratosis Diseases 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000004079 stearyl group Chemical group [H]C([*])([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])C([H])([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])[H] 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 32
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 30
- 239000000047 product Substances 0.000 description 29
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 25
- 238000002844 melting Methods 0.000 description 24
- 230000008018 melting Effects 0.000 description 24
- 238000002211 ultraviolet spectrum Methods 0.000 description 23
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 18
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- 238000000921 elemental analysis Methods 0.000 description 18
- 238000001953 recrystallisation Methods 0.000 description 17
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 15
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 15
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 15
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 15
- 239000000243 solution Substances 0.000 description 14
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- 125000000649 benzylidene group Chemical group [H]C(=[*])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 9
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- 238000006460 hydrolysis reaction Methods 0.000 description 8
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- 239000003480 eluent Substances 0.000 description 7
- 229910052739 hydrogen Inorganic materials 0.000 description 7
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- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 6
- 239000013543 active substance Substances 0.000 description 6
- 238000004458 analytical method Methods 0.000 description 6
- 238000004587 chromatography analysis Methods 0.000 description 6
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 6
- OAYLNYINCPYISS-UHFFFAOYSA-N ethyl acetate;hexane Chemical compound CCCCCC.CCOC(C)=O OAYLNYINCPYISS-UHFFFAOYSA-N 0.000 description 6
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- 235000011152 sodium sulphate Nutrition 0.000 description 4
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Classifications
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- 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
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
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- 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
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- 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
- A61K8/37—Esters of carboxylic acids
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- 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/42—Amides
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- 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
- A61K8/602—Glycosides, e.g. rutin
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- 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
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- 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]
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- 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
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- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/46—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing six-membered aromatic rings and other rings, e.g. cyclohexylphenylacetic acid
- C07C57/48—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing six-membered aromatic rings and other rings, e.g. cyclohexylphenylacetic acid having unsaturation outside the aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/66—Polycyclic acids with unsaturation outside the aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
- C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
- C07H13/04—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals attached to acyclic carbon atoms
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- 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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q7/00—Preparations for affecting hair growth
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Emergency Medicine (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Dermatology (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biotechnology (AREA)
- Rheumatology (AREA)
- Pulmonology (AREA)
- Immunology (AREA)
- Pain & Pain Management (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Saccharide Compounds (AREA)
Priority Applications (13)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| LU85777A LU85777A1 (fr) | 1985-02-20 | 1985-02-20 | Derives insatures cycloaliphatiques,leurs procedes de preparation et leur utilisation |
| FR868602152A FR2577550B1 (fr) | 1985-02-20 | 1986-02-18 | Derives insatures cycloaliphatiques, leurs procedes de preparation et leur utilisation en therapeutique et cosmetique |
| CH661/86A CH668592A5 (fr) | 1985-02-20 | 1986-02-19 | Composes insatures cycloaliphatiques et compositions pharmaceutiques ou cosmetiques les contenant. |
| CA000502235A CA1267363A (fr) | 1985-02-20 | 1986-02-19 | Compositions cosmetiques |
| BE0/216280A BE904246A (fr) | 1985-02-20 | 1986-02-19 | Derives cycloaliphatiques insatures, leurs procedes de preparation et leur utilisation en therapeutique et cosmetique. |
| CA000502234A CA1265793A (fr) | 1985-02-20 | 1986-02-19 | Derives insatures cycloaliphatiques, leurs procedes de preparation et leur utilisation en therapeutique |
| IT19457/86A IT1188704B (it) | 1985-02-20 | 1986-02-19 | Derivati insaturi cicloalifatici,loro procedimenti di prepatazione e loro impiego in terapia e in cosmetica |
| AU53743/86A AU588855B2 (en) | 1985-02-20 | 1986-02-19 | Unstrurated cycloaliphatic derivatives, their preparation and their use in therapeutic and cosmetic compositions |
| DE3605309A DE3605309C2 (de) | 1985-02-20 | 1986-02-19 | Ungesättigte cycloaliphatische Derivate und diese enthaltende pharmazeutische und kosmetische Zusammensetzungen |
| JP61036496A JP2515292B2 (ja) | 1985-02-20 | 1986-02-19 | 不飽和脂環式誘導体、その治療および化粧用途 |
| NL8600418A NL193316C (nl) | 1985-02-20 | 1986-02-19 | Onverzadigde cycloalifatische verbindingen, en cosmetische en farmaceutische preparaten, die deze onverzadigde cycloalifatische verbindingen bevatten. |
| US06/831,552 US4918176A (en) | 1985-02-20 | 1986-02-20 | Unsaturated cycloaliphatic derivatives |
| GB08604235A GB2171700B (en) | 1985-02-20 | 1986-02-20 | Unsaturated cycloaliphatic derivatives |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| LU85777A LU85777A1 (fr) | 1985-02-20 | 1985-02-20 | Derives insatures cycloaliphatiques,leurs procedes de preparation et leur utilisation |
| LU85777 | 1985-02-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| LU85777A1 true LU85777A1 (fr) | 1986-09-02 |
Family
ID=19730414
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| LU85777A LU85777A1 (fr) | 1985-02-20 | 1985-02-20 | Derives insatures cycloaliphatiques,leurs procedes de preparation et leur utilisation |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US4918176A (de) |
| JP (1) | JP2515292B2 (de) |
| AU (1) | AU588855B2 (de) |
| BE (1) | BE904246A (de) |
| CA (2) | CA1265793A (de) |
| CH (1) | CH668592A5 (de) |
| DE (1) | DE3605309C2 (de) |
| FR (1) | FR2577550B1 (de) |
| GB (1) | GB2171700B (de) |
| IT (1) | IT1188704B (de) |
| LU (1) | LU85777A1 (de) |
| NL (1) | NL193316C (de) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8519416D0 (en) * | 1985-08-01 | 1985-09-04 | Unilever Plc | Oligosaccharides |
| LU87036A1 (fr) * | 1987-11-04 | 1989-06-14 | Oreal | Esters cycloaliphatiques insatures d'antibiotiques macrolidiques et lincosamidiques,leur procede de preparation et compositions pharmaceutiques et cosmetiques les contenant |
| JP4911285B2 (ja) * | 2006-03-13 | 2012-04-04 | Ｊｓｒ株式会社 | ブロック共重合体およびその製造方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DD141422A5 (de) * | 1978-01-27 | 1980-04-30 | Schering Ag | Verfahren zur herstellung von phenylessigsaeure-derivaten |
| DE3202118A1 (de) * | 1982-01-23 | 1983-07-28 | Basf Ag, 6700 Ludwigshafen | Substituierte vinylbenzoesaeure-derivate, ihre herstellung und diese enthaltende pharmazeutische zubereitungen |
-
1985
- 1985-02-20 LU LU85777A patent/LU85777A1/fr unknown
-
1986
- 1986-02-18 FR FR868602152A patent/FR2577550B1/fr not_active Expired - Lifetime
- 1986-02-19 CA CA000502234A patent/CA1265793A/fr not_active Expired - Lifetime
- 1986-02-19 NL NL8600418A patent/NL193316C/nl not_active IP Right Cessation
- 1986-02-19 DE DE3605309A patent/DE3605309C2/de not_active Expired - Lifetime
- 1986-02-19 JP JP61036496A patent/JP2515292B2/ja not_active Expired - Lifetime
- 1986-02-19 CH CH661/86A patent/CH668592A5/fr not_active IP Right Cessation
- 1986-02-19 IT IT19457/86A patent/IT1188704B/it active
- 1986-02-19 BE BE0/216280A patent/BE904246A/fr not_active IP Right Cessation
- 1986-02-19 AU AU53743/86A patent/AU588855B2/en not_active Ceased
- 1986-02-19 CA CA000502235A patent/CA1267363A/fr not_active Expired - Lifetime
- 1986-02-20 US US06/831,552 patent/US4918176A/en not_active Expired - Lifetime
- 1986-02-20 GB GB08604235A patent/GB2171700B/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS61194040A (ja) | 1986-08-28 |
| IT1188704B (it) | 1988-01-28 |
| IT8619457A0 (it) | 1986-02-19 |
| BE904246A (fr) | 1986-08-19 |
| FR2577550B1 (fr) | 1990-07-20 |
| DE3605309C2 (de) | 1996-08-01 |
| IT8619457A1 (it) | 1987-08-19 |
| JP2515292B2 (ja) | 1996-07-10 |
| GB2171700A (en) | 1986-09-03 |
| AU588855B2 (en) | 1989-09-28 |
| NL8600418A (nl) | 1986-09-16 |
| CA1267363A (fr) | 1990-04-03 |
| CH668592A5 (fr) | 1989-01-13 |
| NL193316C (nl) | 1999-06-02 |
| AU5374386A (en) | 1986-08-28 |
| NL193316B (nl) | 1999-02-01 |
| DE3605309A1 (de) | 1986-08-28 |
| GB8604235D0 (en) | 1986-03-26 |
| GB2171700B (en) | 1987-10-14 |
| CA1265793A (fr) | 1990-02-13 |
| FR2577550A1 (fr) | 1986-08-22 |
| US4918176A (en) | 1990-04-17 |
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