BG64213B1 - Глюкокортикоидселективни противовъзпалителни средства - Google Patents
Глюкокортикоидселективни противовъзпалителни средства Download PDFInfo
- Publication number
- BG64213B1 BG64213B1 BG104698A BG10469800A BG64213B1 BG 64213 B1 BG64213 B1 BG 64213B1 BG 104698 A BG104698 A BG 104698A BG 10469800 A BG10469800 A BG 10469800A BG 64213 B1 BG64213 B1 BG 64213B1
- Authority
- BG
- Bulgaria
- Prior art keywords
- carbon atoms
- twelve carbon
- twelve
- alkyl
- aryl
- Prior art date
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- 239000003862 glucocorticoid Substances 0.000 title description 4
- 229940121363 anti-inflammatory agent Drugs 0.000 title description 2
- 239000002260 anti-inflammatory agent Substances 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 89
- 102000003676 Glucocorticoid Receptors Human genes 0.000 claims abstract description 12
- 108090000079 Glucocorticoid Receptors Proteins 0.000 claims abstract description 12
- 241000124008 Mammalia Species 0.000 claims abstract description 9
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 9
- 208000023275 Autoimmune disease Diseases 0.000 claims abstract description 6
- 208000026278 immune system disease Diseases 0.000 claims abstract description 6
- 230000001363 autoimmune Effects 0.000 claims abstract description 4
- 208000027866 inflammatory disease Diseases 0.000 claims abstract description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 247
- 125000000217 alkyl group Chemical group 0.000 claims description 111
- 229910052799 carbon Inorganic materials 0.000 claims description 83
- 125000003118 aryl group Chemical group 0.000 claims description 56
- 125000001424 substituent group Chemical group 0.000 claims description 46
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 41
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 40
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims description 37
- 150000001721 carbon Chemical group 0.000 claims description 35
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 35
- 125000005843 halogen group Chemical group 0.000 claims description 34
- 229910052739 hydrogen Inorganic materials 0.000 claims description 32
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 31
- 239000001257 hydrogen Substances 0.000 claims description 31
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 30
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims description 26
- 229910052757 nitrogen Inorganic materials 0.000 claims description 25
- -1 thiomorpholine sulfone Chemical class 0.000 claims description 25
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 21
- 125000000304 alkynyl group Chemical group 0.000 claims description 21
- 125000000623 heterocyclic group Chemical group 0.000 claims description 21
- 125000003545 alkoxy group Chemical group 0.000 claims description 18
- 125000003342 alkenyl group Chemical group 0.000 claims description 17
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 13
- 239000003814 drug Substances 0.000 claims description 13
- 229920001774 Perfluoroether Polymers 0.000 claims description 12
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 12
- 150000003839 salts Chemical class 0.000 claims description 12
- 125000004423 acyloxy group Chemical group 0.000 claims description 11
- 125000002947 alkylene group Chemical group 0.000 claims description 9
- 125000001589 carboacyl group Chemical group 0.000 claims description 9
- 230000000694 effects Effects 0.000 claims description 8
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims description 8
- 125000004429 atom Chemical group 0.000 claims description 7
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- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 6
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- 239000003937 drug carrier Substances 0.000 claims description 5
- 229910052760 oxygen Inorganic materials 0.000 claims description 5
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 4
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 125000005309 thioalkoxy group Chemical group 0.000 claims description 4
- 125000004419 alkynylene group Chemical group 0.000 claims description 3
- AYIMZUACXYLOTJ-UHFFFAOYSA-N 2,2,4-trimethylchromene Chemical compound C1=CC=C2C(C)=CC(C)(C)OC2=C1 AYIMZUACXYLOTJ-UHFFFAOYSA-N 0.000 claims description 2
- XKJLAKFUYCAODY-UHFFFAOYSA-N 2,3,4-trimethyl-2h-chromene Chemical compound C1=CC=C2C(C)=C(C)C(C)OC2=C1 XKJLAKFUYCAODY-UHFFFAOYSA-N 0.000 claims description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 2
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 claims description 2
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- 230000004913 activation Effects 0.000 claims description 2
- 230000008484 agonism Effects 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims description 2
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- HONIICLYMWZJFZ-UHFFFAOYSA-N azetidine Chemical compound C1CNC1 HONIICLYMWZJFZ-UHFFFAOYSA-N 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- BRNULMACUQOKMR-UHFFFAOYSA-N thiomorpholine Chemical compound C1CSCCN1 BRNULMACUQOKMR-UHFFFAOYSA-N 0.000 claims description 2
- 238000000034 method Methods 0.000 abstract description 13
- 230000002401 inhibitory effect Effects 0.000 abstract description 3
- 230000003042 antagnostic effect Effects 0.000 abstract 1
- 230000000754 repressing effect Effects 0.000 abstract 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 39
- 239000000243 solution Substances 0.000 description 35
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- 239000011734 sodium Substances 0.000 description 8
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 7
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- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 6
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 6
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- 125000000719 pyrrolidinyl group Chemical group 0.000 description 1
- 125000001422 pyrrolinyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 description 1
- 238000001525 receptor binding assay Methods 0.000 description 1
- 210000000664 rectum Anatomy 0.000 description 1
- 230000000306 recurrent effect Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 230000014493 regulation of gene expression Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 206010039083 rhinitis Diseases 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 210000004761 scalp Anatomy 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 208000019116 sleep disease Diseases 0.000 description 1
- 208000022925 sleep disturbance Diseases 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- AWUCVROLDVIAJX-GSVOUGTGSA-N sn-glycerol 3-phosphate Chemical compound OC[C@@H](O)COP(O)(O)=O AWUCVROLDVIAJX-GSVOUGTGSA-N 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 235000010344 sodium nitrate Nutrition 0.000 description 1
- 239000004317 sodium nitrate Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 235000011006 sodium potassium tartrate Nutrition 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 208000020431 spinal cord injury Diseases 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008223 sterile water Substances 0.000 description 1
- 239000003206 sterilizing agent Substances 0.000 description 1
- 108020003113 steroid hormone receptors Proteins 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 208000011580 syndromic disease Diseases 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 201000000596 systemic lupus erythematosus Diseases 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 201000004415 tendinitis Diseases 0.000 description 1
- 125000006169 tetracyclic group Chemical group 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 1
- 125000003831 tetrazolyl group Chemical group 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 230000004797 therapeutic response Effects 0.000 description 1
- 125000001113 thiadiazolyl group Chemical group 0.000 description 1
- 125000001984 thiazolidinyl group Chemical group 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 230000017423 tissue regeneration Effects 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 238000002054 transplantation Methods 0.000 description 1
- 125000006168 tricyclic group Chemical group 0.000 description 1
- WRECIMRULFAWHA-UHFFFAOYSA-N trimethyl borate Chemical compound COB(OC)OC WRECIMRULFAWHA-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- BDSYKGHYMJNPAB-LICBFIPMSA-N ulobetasol propionate Chemical compound C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2C[C@H](C)[C@@](C(=O)CCl)(OC(=O)CC)[C@@]2(C)C[C@@H]1O BDSYKGHYMJNPAB-LICBFIPMSA-N 0.000 description 1
- 229940020901 ultravate Drugs 0.000 description 1
- 241000701447 unidentified baculovirus Species 0.000 description 1
- 210000001215 vagina Anatomy 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 230000029663 wound healing Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
-
- 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
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Immunology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Cosmetics (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cephalosporin Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/023,913 US6380207B2 (en) | 1998-02-13 | 1998-02-13 | Glucocortiocoid-selective antiinflammatory agents |
| PCT/US1999/003210 WO1999041257A1 (en) | 1998-02-13 | 1999-02-15 | Glucocorticoid-selective antiinflammatory agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BG104698A BG104698A (en) | 2001-05-31 |
| BG64213B1 true BG64213B1 (bg) | 2004-05-31 |
Family
ID=21817891
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BG104698A BG64213B1 (bg) | 1998-02-13 | 2000-08-17 | Глюкокортикоидселективни противовъзпалителни средства |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US6380207B2 (de) |
| EP (1) | EP1053240B1 (de) |
| JP (1) | JP2002503666A (de) |
| KR (1) | KR20010040940A (de) |
| CN (1) | CN1153771C (de) |
| AT (1) | ATE237620T1 (de) |
| AU (1) | AU760511B2 (de) |
| BG (1) | BG64213B1 (de) |
| BR (1) | BR9907847A (de) |
| CA (1) | CA2320911A1 (de) |
| DE (1) | DE69906938T2 (de) |
| DK (1) | DK1053240T3 (de) |
| ES (1) | ES2197618T3 (de) |
| HU (1) | HUP0100846A3 (de) |
| IL (1) | IL137509A0 (de) |
| NO (1) | NO20004052L (de) |
| NZ (1) | NZ506012A (de) |
| PL (1) | PL342999A1 (de) |
| PT (1) | PT1053240E (de) |
| SK (1) | SK284076B6 (de) |
| TR (1) | TR200002345T2 (de) |
| WO (1) | WO1999041257A1 (de) |
| ZA (1) | ZA99533B (de) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6566372B1 (en) * | 1999-08-27 | 2003-05-20 | Ligand Pharmaceuticals Incorporated | Bicyclic androgen and progesterone receptor modulator compounds and methods |
| ES2246292T3 (es) | 2000-10-30 | 2006-02-16 | Pfizer Products Inc. | Moduladores de receptor glucocorticoide. |
| US7026484B2 (en) * | 2001-02-23 | 2006-04-11 | Ligand Pharmaceuticals Incorporated | Tricyclic androgen receptor modulator compounds and methods |
| CA2473886C (en) | 2002-01-22 | 2012-08-21 | The Regents Of The University Of California | Non-steroidal ligands for the glucocorticoid receptor, compositions and uses thereof |
| KR100492913B1 (ko) * | 2002-08-23 | 2005-06-03 | 주식회사 태평양 | 피부 감작 및 자극을 완화하는 피부 외용제 조성물 |
| EP2298315A1 (de) | 2002-08-28 | 2011-03-23 | Harbor BioSciences, Inc. | Therapeutische Behandlungsmethoden |
| US20040220153A1 (en) * | 2002-09-24 | 2004-11-04 | Jost-Price Edward Roydon | Methods and reagents for the treatment of diseases and disorders associated with increased levels of proinflammatory cytokines |
| DE20301728U1 (de) * | 2002-10-11 | 2004-03-11 | Ligand Pharmaceuticals, Inc., San Diego | 5-substituierte 7,9-Difluor-5H-Chromeno(3,4-f) -Chinolin-Verbindungen als selektive Progesteronrezeptormodulator-Verbindungen |
| AU2003258050A1 (en) * | 2002-10-11 | 2004-05-04 | Ligand Pharmaceuticals Incorporated | 5-cycloalkenyl 5h-chromeno(3,4-f)quinoline derivatives as selective progesterone receptor modulator compounds |
| CA2501833A1 (en) * | 2002-10-11 | 2004-04-22 | Ligand Pharmaceuticals Incorporated | 5-(1',1'-cycloalkyl/alkenyl)methylidene 1,2-dihydro-5h-chromeno[3,4-f]quinolines as selective progesterone receptor modulator compounds |
| US7235662B2 (en) * | 2003-06-11 | 2007-06-26 | Bristol-Myers Squibb Company | Modulators of the glucocorticoid receptor and method |
| MXPA06001751A (es) * | 2003-08-22 | 2006-05-12 | Ligand Pharm Inc | Derivados de 6-cicloamino-2-quinolinona como compuestos moduladores de receptor de androgeno. |
| TW200517114A (en) | 2003-10-15 | 2005-06-01 | Combinatorx Inc | Methods and reagents for the treatment of immunoinflammatory disorders |
| DE602004031356D1 (de) | 2003-11-21 | 2011-03-24 | Zalicus Inc | Verfahren und reagenzien zur behandlung von entzündlichen erkrankungen |
| US8519158B2 (en) | 2004-03-12 | 2013-08-27 | Ligand Pharmaceuticals Incorporated | Androgen receptor modulator compounds and methods |
| BRPI0609191B8 (pt) * | 2005-06-17 | 2021-05-25 | Ligand Pharm Inc | métodos e compostos moduladores de receptor de androgênio |
| WO2007025303A2 (en) | 2005-08-26 | 2007-03-01 | The Regents Of The University Of California | Non-steroidal antiandrogens |
| JP2009514969A (ja) | 2005-11-09 | 2009-04-09 | コンビナトアールエックス インコーポレーティッド | 医学的状態を治療するための方法、組成物、およびキット |
| CA2632531A1 (en) * | 2005-12-09 | 2007-06-14 | F. Hoffmann-La Roche Ag | Propionamide compounds as antiinflammatory agents |
| WO2007065828A1 (en) * | 2005-12-09 | 2007-06-14 | F. Hoffmann-La Roche Ag | Glucocorticoid receptor modulators as antiinflammatory agents |
| US8269612B2 (en) | 2008-07-10 | 2012-09-18 | Black & Decker Inc. | Communication protocol for remotely controlled laser devices |
| US20100092479A1 (en) * | 2008-08-18 | 2010-04-15 | Combinatorx (Singapore) Pte. Ltd. | Compositions and methods for treatment of viral diseases |
| US9908182B2 (en) | 2012-01-30 | 2018-03-06 | Black & Decker Inc. | Remote programming of a power tool |
| US20130327552A1 (en) | 2012-06-08 | 2013-12-12 | Black & Decker Inc. | Power tool having multiple operating modes |
| US8919456B2 (en) | 2012-06-08 | 2014-12-30 | Black & Decker Inc. | Fastener setting algorithm for drill driver |
| US10011006B2 (en) | 2013-08-08 | 2018-07-03 | Black & Decker Inc. | Fastener setting algorithm for drill driver |
| WO2020214834A1 (en) | 2019-04-19 | 2020-10-22 | Ligand Pharmaceuticals Inc. | Crystalline forms and methods of producing crystalline forms of a compound |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5696130A (en) | 1994-12-22 | 1997-12-09 | Ligand Pharmaceuticals Incorporated | Tricyclic steroid receptor modulator compounds and methods |
| EP1043325B1 (de) | 1994-12-22 | 2004-06-16 | Ligand Pharmaceuticals Incorporated | Steroidrezeptor-Modulator Verbindungen und Methoden |
| US5693133A (en) | 1995-05-10 | 1997-12-02 | Akzo Nobel Nv | Asbestos free roof coatings |
-
1998
- 1998-02-13 US US09/023,913 patent/US6380207B2/en not_active Expired - Fee Related
-
1999
- 1999-01-25 ZA ZA9900533A patent/ZA99533B/xx unknown
- 1999-02-15 DK DK99905971T patent/DK1053240T3/da active
- 1999-02-15 PL PL99342999A patent/PL342999A1/xx unknown
- 1999-02-15 SK SK1196-2000A patent/SK284076B6/sk unknown
- 1999-02-15 ES ES99905971T patent/ES2197618T3/es not_active Expired - Lifetime
- 1999-02-15 WO PCT/US1999/003210 patent/WO1999041257A1/en not_active Ceased
- 1999-02-15 NZ NZ506012A patent/NZ506012A/xx unknown
- 1999-02-15 TR TR2000/02345T patent/TR200002345T2/xx unknown
- 1999-02-15 CN CNB998050342A patent/CN1153771C/zh not_active Expired - Fee Related
- 1999-02-15 JP JP2000531450A patent/JP2002503666A/ja not_active Withdrawn
- 1999-02-15 BR BR9907847-3A patent/BR9907847A/pt not_active IP Right Cessation
- 1999-02-15 EP EP99905971A patent/EP1053240B1/de not_active Expired - Lifetime
- 1999-02-15 HU HU0100846A patent/HUP0100846A3/hu unknown
- 1999-02-15 AU AU26003/99A patent/AU760511B2/en not_active Ceased
- 1999-02-15 AT AT99905971T patent/ATE237620T1/de not_active IP Right Cessation
- 1999-02-15 DE DE69906938T patent/DE69906938T2/de not_active Expired - Fee Related
- 1999-02-15 KR KR1020007008857A patent/KR20010040940A/ko not_active Ceased
- 1999-02-15 CA CA002320911A patent/CA2320911A1/en not_active Abandoned
- 1999-02-15 IL IL13750999A patent/IL137509A0/xx unknown
- 1999-02-15 PT PT99905971T patent/PT1053240E/pt unknown
-
2000
- 2000-08-11 NO NO20004052A patent/NO20004052L/no not_active Application Discontinuation
- 2000-08-17 BG BG104698A patent/BG64213B1/bg unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ATE237620T1 (de) | 2003-05-15 |
| US6380207B2 (en) | 2002-04-30 |
| IL137509A0 (en) | 2001-07-24 |
| HUP0100846A3 (en) | 2003-03-28 |
| SK11962000A3 (sk) | 2001-03-12 |
| EP1053240B1 (de) | 2003-04-16 |
| TR200002345T2 (tr) | 2000-11-21 |
| DE69906938D1 (de) | 2003-05-22 |
| EP1053240A1 (de) | 2000-11-22 |
| NO20004052D0 (no) | 2000-08-11 |
| HK1033309A1 (en) | 2001-08-24 |
| DK1053240T3 (da) | 2003-08-11 |
| KR20010040940A (ko) | 2001-05-15 |
| PL342999A1 (en) | 2001-07-16 |
| SK284076B6 (sk) | 2004-09-08 |
| CA2320911A1 (en) | 1999-08-19 |
| CN1153771C (zh) | 2004-06-16 |
| BR9907847A (pt) | 2001-01-09 |
| CN1297451A (zh) | 2001-05-30 |
| JP2002503666A (ja) | 2002-02-05 |
| NO20004052L (no) | 2000-10-12 |
| PT1053240E (pt) | 2003-09-30 |
| ZA99533B (en) | 1999-07-26 |
| BG104698A (en) | 2001-05-31 |
| WO1999041257A1 (en) | 1999-08-19 |
| ES2197618T3 (es) | 2004-01-01 |
| NZ506012A (en) | 2003-03-28 |
| US20010049377A1 (en) | 2001-12-06 |
| DE69906938T2 (de) | 2004-02-26 |
| AU2600399A (en) | 1999-08-30 |
| AU760511B2 (en) | 2003-05-15 |
| HUP0100846A2 (hu) | 2001-09-28 |
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