SK280617B6 - Arylcykloalkylové deriváty, spôsob ich prípravy, f - Google Patents
Arylcykloalkylové deriváty, spôsob ich prípravy, f Download PDFInfo
- Publication number
- SK280617B6 SK280617B6 SK4036-92A SK403692A SK280617B6 SK 280617 B6 SK280617 B6 SK 280617B6 SK 403692 A SK403692 A SK 403692A SK 280617 B6 SK280617 B6 SK 280617B6
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- SK
- Slovakia
- Prior art keywords
- alkyl
- formula
- group
- compound
- carbon atoms
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- 238000002360 preparation method Methods 0.000 title claims abstract description 15
- 238000000034 method Methods 0.000 title claims abstract description 11
- 125000004350 aryl cycloalkyl group Chemical group 0.000 title claims abstract description 4
- 239000008194 pharmaceutical composition Substances 0.000 title claims description 5
- 125000001424 substituent group Chemical group 0.000 claims abstract description 6
- 150000001875 compounds Chemical class 0.000 claims description 106
- 125000004432 carbon atom Chemical group C* 0.000 claims description 35
- 125000000217 alkyl group Chemical group 0.000 claims description 32
- 229910052739 hydrogen Inorganic materials 0.000 claims description 32
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 27
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 24
- 239000001257 hydrogen Substances 0.000 claims description 18
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims description 9
- 125000003545 alkoxy group Chemical group 0.000 claims description 7
- 125000005843 halogen group Chemical group 0.000 claims description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
- 239000002904 solvent Substances 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 5
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 5
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 4
- 239000003377 acid catalyst Substances 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- 230000004054 inflammatory process Effects 0.000 claims description 4
- 230000003647 oxidation Effects 0.000 claims description 4
- 238000007254 oxidation reaction Methods 0.000 claims description 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 125000004434 sulfur atom Chemical group 0.000 claims description 4
- 239000002841 Lewis acid Substances 0.000 claims description 3
- 239000003513 alkali Substances 0.000 claims description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 3
- 239000002585 base Substances 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- 230000006020 chronic inflammation Effects 0.000 claims description 3
- ZWAJLVLEBYIOTI-UHFFFAOYSA-N cyclohexene oxide Chemical compound C1CCCC2OC21 ZWAJLVLEBYIOTI-UHFFFAOYSA-N 0.000 claims description 3
- FWFSEYBSWVRWGL-UHFFFAOYSA-N cyclohexene oxide Natural products O=C1CCCC=C1 FWFSEYBSWVRWGL-UHFFFAOYSA-N 0.000 claims description 3
- 150000004678 hydrides Chemical class 0.000 claims description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 3
- 150000007517 lewis acids Chemical class 0.000 claims description 3
- 239000011707 mineral Substances 0.000 claims description 3
- 150000004965 peroxy acids Chemical class 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 239000003153 chemical reaction reagent Substances 0.000 claims description 2
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 150000002118 epoxides Chemical class 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 230000001335 demethylating effect Effects 0.000 claims 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 230000000694 effects Effects 0.000 abstract description 9
- 239000003814 drug Substances 0.000 abstract description 4
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- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 45
- DTTDXHDYTWQDCS-UHFFFAOYSA-N 1-phenylcyclohexan-1-ol Chemical compound C=1C=CC=CC=1C1(O)CCCCC1 DTTDXHDYTWQDCS-UHFFFAOYSA-N 0.000 description 20
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 18
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 18
- 239000011541 reaction mixture Substances 0.000 description 17
- 238000012360 testing method Methods 0.000 description 16
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 14
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 8
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- 238000006243 chemical reaction Methods 0.000 description 7
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Classifications
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
- C07C49/83—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups polycyclic
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
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- A—HUMAN NECESSITIES
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- 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
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/45—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by at least one doubly—bound oxygen atom, not being part of a —CHO group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
- C07C229/08—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to hydrogen atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/30—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by doubly-bound oxygen atoms
- C07C233/33—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by doubly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/56—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and doubly-bound oxygen atoms bound to the carbon skeleton
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- 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
- C07C45/673—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 change of size of the carbon skeleton
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- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
- C07C49/835—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups having unsaturation outside an aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/84—Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C65/32—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups
- C07C65/40—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups containing singly bound oxygen-containing groups
-
- 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
- C07D307/38—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 substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/46—Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
-
- 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
- C07D317/44—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 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—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 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
- C07D317/54—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/22—Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pain & Pain Management (AREA)
- Pulmonology (AREA)
- Rheumatology (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP92100664 | 1992-01-16 |
Publications (2)
Publication Number | Publication Date |
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SK403692A3 SK403692A3 (en) | 1995-03-08 |
SK280617B6 true SK280617B6 (sk) | 2000-05-16 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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SK4036-92A SK280617B6 (sk) | 1992-01-16 | 1992-12-31 | Arylcykloalkylové deriváty, spôsob ich prípravy, f |
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US (2) | US5589514A (cs) |
EP (1) | EP0551849B1 (cs) |
JP (1) | JP2949000B2 (cs) |
KR (1) | KR100276933B1 (cs) |
CN (1) | CN1036779C (cs) |
AT (1) | ATE143935T1 (cs) |
AU (1) | AU662382B2 (cs) |
CA (1) | CA2087414C (cs) |
CZ (1) | CZ285937B6 (cs) |
DE (1) | DE69305189T2 (cs) |
DK (1) | DK0551849T3 (cs) |
ES (1) | ES2093860T3 (cs) |
GR (1) | GR3021338T3 (cs) |
HU (1) | HU221007B1 (cs) |
MX (1) | MX9300222A (cs) |
RU (1) | RU2125553C1 (cs) |
SK (1) | SK280617B6 (cs) |
TW (1) | TW376382B (cs) |
ZA (1) | ZA93267B (cs) |
Families Citing this family (25)
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US6159988A (en) * | 1992-01-16 | 2000-12-12 | Hoeschst Aktiengesellschaft | Arylcycloalkyl derivatives, their production and their use |
IL115995A0 (en) * | 1994-11-15 | 1996-01-31 | Bayer Ag | Substituted 4-biarylbutyric or 5-biarylpentanoic acids and derivatives as matrix metalloprotease inhibitors |
EP0850055B1 (en) | 1995-09-11 | 2005-06-29 | Osteoarthritis Sciences, Inc. | Protein tyrosine kinase inhibitors for treating osteoarthritis |
BR9803596A (pt) * | 1997-09-23 | 2000-04-25 | Pfizer Prod Inc | Derivados do resorcinol. |
US6828460B2 (en) | 1999-03-22 | 2004-12-07 | Pfizer Inc. | Resorcinol derivatives |
US6878381B2 (en) | 1999-03-22 | 2005-04-12 | Pfizer, Inc | Resorcinol composition |
GB0021776D0 (en) * | 2000-09-05 | 2000-10-18 | Arakis Ltd | The treatment of inflammatory disorders |
KR101088557B1 (ko) | 2000-12-18 | 2011-12-05 | 가부시키가이샤 이야쿠 분지 셋케이 겐쿠쇼 | 염증성 사이토카인 생산 유리 억제제 |
RU2179848C1 (ru) * | 2001-03-30 | 2002-02-27 | Государственное учреждение Тверская государственная медицинская академия | Применение антидепрессанта амитриптилина у больных раком легкого |
DE10222895A1 (de) * | 2002-05-23 | 2003-12-11 | Bosch Gmbh Robert | Hochdruckspeicher für Kraftstoffeinspritzsysteme mit integriertem Druckregelventil |
US20060019958A1 (en) * | 2002-06-05 | 2006-01-26 | Susumu Muto | Immunity-related protein kinase inhibitors |
CA2488342A1 (en) * | 2002-06-05 | 2003-12-18 | Institute Of Medicinal Molecular Design, Inc. | Therapeutic drug for diabetes |
CN1658849A (zh) * | 2002-06-05 | 2005-08-24 | 株式会社医药分子设计研究所 | Ap-1和nfat活化抑制剂 |
CA2488363C (en) | 2002-06-06 | 2011-01-04 | Institute Of Medicinal Molecular Design, Inc. | O-substituted hydroxyaryl derivatives |
TW200402291A (en) | 2002-06-06 | 2004-02-16 | Inst Med Molecular Design Inc | Antiallergic |
JPWO2003103655A1 (ja) * | 2002-06-10 | 2005-10-06 | 株式会社医薬分子設計研究所 | 癌治療剤 |
US20060089395A1 (en) * | 2002-06-10 | 2006-04-27 | Susumu Muto | Nf-kb activation inhibitors |
EP1555018A4 (en) * | 2002-06-11 | 2009-01-07 | Inst Med Molecular Design Inc | MEANS FOR THE TREATMENT OF NEURODEEGENERATIVE DISEASES |
AU2003244325A1 (en) * | 2002-11-12 | 2004-06-03 | Nok Corporation | Rubber-like elastic part |
TWI322012B (en) * | 2002-12-20 | 2010-03-21 | Organon Nv | Tetrahydroquinoline derivatives |
TWI306855B (en) * | 2002-12-20 | 2009-03-01 | Organon Nv | Tetrahydroquinoline derivatives |
EP2552886A1 (en) | 2010-03-29 | 2013-02-06 | Piramal Healthcare Limited | Cytokine inhibitors |
EA023852B1 (ru) * | 2014-02-12 | 2016-07-29 | Институт Нефтехимических Процессов Им. Академика Ю. Мамедалиева, Нан Азербайджана | 2-гидрокси-5-(1-метилциклоалкил)ацетофеноны - стабилизаторы полистирола |
PT3386500T (pt) | 2015-12-09 | 2023-01-06 | Univ Illinois | Supressores seletivos do recetor de estrogénio à base de benzotiofeno |
EA201991622A1 (ru) | 2017-01-06 | 2020-01-23 | Г1 Терапьютикс, Инк. | Комплексная терапия для лечения рака |
Family Cites Families (11)
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DE2616479C2 (de) * | 1976-04-14 | 1986-12-04 | Brickl, Rolf, Dr., 7951 Warthausen | Substituierte Fluoracylresorcine, Verfahren zu ihrer Herstellung und diese enthaltende Arzneimittel und Kosmetika |
MA19680A1 (fr) * | 1982-01-11 | 1983-10-01 | Novartis Ag | N- arylsulfonyl - n' - pyrimidinylurees. |
SE8400239D0 (sv) * | 1984-01-19 | 1984-01-19 | Pharmacia Ab | Nya arylettiksyraderivat |
JPS6126775A (ja) * | 1984-07-16 | 1986-02-06 | Canon Inc | 堆積膜形成方法 |
JPS61144717A (ja) * | 1984-12-18 | 1986-07-02 | Canon Electronics Inc | ヘツド装置 |
JPH0683475B2 (ja) * | 1985-01-21 | 1994-10-19 | 株式会社日立製作所 | ビデオテ−プレコ−ダ |
JPS61248389A (ja) * | 1985-04-24 | 1986-11-05 | 松下電工株式会社 | 照明灯点灯装置 |
IN164232B (cs) * | 1986-04-11 | 1989-02-04 | Hoechst India | |
JPS62281022A (ja) * | 1986-05-30 | 1987-12-05 | Mitsubishi Electric Corp | 計算機システムの履歴管理装置 |
FR2602228A1 (en) * | 1986-07-30 | 1988-02-05 | Kirkiacharian Serge | New phenoxyisobutyric acids, their derivatives and processes for producing them |
HU203515B (en) * | 1986-12-12 | 1991-08-28 | Tsumura & Co | Process for producing new calcon derivatives and pharmaceutical compositions containing them as active components |
-
1992
- 1992-12-31 CZ CS924036A patent/CZ285937B6/cs unknown
- 1992-12-31 SK SK4036-92A patent/SK280617B6/sk unknown
-
1993
- 1993-01-11 EP EP93100279A patent/EP0551849B1/en not_active Expired - Lifetime
- 1993-01-11 DE DE69305189T patent/DE69305189T2/de not_active Expired - Lifetime
- 1993-01-11 AT AT93100279T patent/ATE143935T1/de not_active IP Right Cessation
- 1993-01-11 ES ES93100279T patent/ES2093860T3/es not_active Expired - Lifetime
- 1993-01-11 DK DK93100279.4T patent/DK0551849T3/da active
- 1993-01-14 JP JP5004720A patent/JP2949000B2/ja not_active Expired - Lifetime
- 1993-01-15 MX MX9300222A patent/MX9300222A/es not_active IP Right Cessation
- 1993-01-15 AU AU31847/93A patent/AU662382B2/en not_active Ceased
- 1993-01-15 ZA ZA93267A patent/ZA93267B/xx unknown
- 1993-01-15 CN CN93100484A patent/CN1036779C/zh not_active Expired - Fee Related
- 1993-01-15 HU HU9300110A patent/HU221007B1/hu not_active IP Right Cessation
- 1993-01-15 RU RU93004417A patent/RU2125553C1/ru active
- 1993-01-15 CA CA002087414A patent/CA2087414C/en not_active Expired - Fee Related
- 1993-01-16 KR KR1019930000507A patent/KR100276933B1/ko not_active Expired - Fee Related
- 1993-02-04 TW TW082100737A patent/TW376382B/zh active
-
1995
- 1995-05-19 US US08/444,518 patent/US5589514A/en not_active Expired - Lifetime
-
1996
- 1996-08-05 US US08/692,129 patent/US5776977A/en not_active Expired - Lifetime
- 1996-10-11 GR GR960402708T patent/GR3021338T3/el unknown
Also Published As
Publication number | Publication date |
---|---|
SK403692A3 (en) | 1995-03-08 |
EP0551849A1 (en) | 1993-07-21 |
CZ285937B6 (cs) | 1999-12-15 |
ES2093860T3 (es) | 1997-01-01 |
CA2087414C (en) | 2002-04-16 |
HUT63598A (en) | 1993-09-28 |
HU221007B1 (hu) | 2002-07-29 |
HU9300110D0 (en) | 1993-04-28 |
JPH069476A (ja) | 1994-01-18 |
CN1036779C (zh) | 1997-12-24 |
KR930016379A (ko) | 1993-08-26 |
DK0551849T3 (da) | 1997-03-10 |
ATE143935T1 (de) | 1996-10-15 |
CN1076186A (zh) | 1993-09-15 |
DE69305189D1 (de) | 1996-11-14 |
GR3021338T3 (en) | 1997-01-31 |
TW376382B (en) | 1999-12-11 |
US5589514A (en) | 1996-12-31 |
JP2949000B2 (ja) | 1999-09-13 |
DE69305189T2 (de) | 1997-03-13 |
KR100276933B1 (ko) | 2001-02-01 |
US5776977A (en) | 1998-07-07 |
RU2125553C1 (ru) | 1999-01-27 |
CZ403692A3 (en) | 1993-09-15 |
AU662382B2 (en) | 1995-08-31 |
MX9300222A (es) | 1993-07-01 |
CA2087414A1 (en) | 1993-07-17 |
AU3184793A (en) | 1993-07-22 |
EP0551849B1 (en) | 1996-10-09 |
ZA93267B (en) | 1993-08-23 |
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