JP2007509114A5 - - Google Patents
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- Publication number
- JP2007509114A5 JP2007509114A5 JP2006536158A JP2006536158A JP2007509114A5 JP 2007509114 A5 JP2007509114 A5 JP 2007509114A5 JP 2006536158 A JP2006536158 A JP 2006536158A JP 2006536158 A JP2006536158 A JP 2006536158A JP 2007509114 A5 JP2007509114 A5 JP 2007509114A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- fluoro
- indol
- acetic acid
- solvate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000003814 drug Substances 0.000 claims description 10
- 102000009389 Prostaglandin D receptors Human genes 0.000 claims description 7
- 108050000258 Prostaglandin D receptors Proteins 0.000 claims description 7
- 239000005557 antagonist Substances 0.000 claims description 6
- 229940079593 drug Drugs 0.000 claims description 6
- -1 chloro, fluoro, methyl Chemical group 0.000 claims description 5
- 102000005962 receptors Human genes 0.000 claims description 5
- 108020003175 receptors Proteins 0.000 claims description 5
- 102100031111 Disintegrin and metalloproteinase domain-containing protein 17 Human genes 0.000 claims description 4
- 239000003112 inhibitor Substances 0.000 claims description 4
- 108091007505 ADAM17 Proteins 0.000 claims description 2
- 102000001381 Arachidonate 5-Lipoxygenase Human genes 0.000 claims description 2
- 108010093579 Arachidonate 5-lipoxygenase Proteins 0.000 claims description 2
- 108090000978 Interleukin-4 Proteins 0.000 claims description 2
- 108010002616 Interleukin-5 Proteins 0.000 claims description 2
- 230000000903 blocking effect Effects 0.000 claims description 2
- 229940082638 cardiac stimulant phosphodiesterase inhibitors Drugs 0.000 claims description 2
- BFPSDSIWYFKGBC-UHFFFAOYSA-N chlorotrianisene Chemical compound C1=CC(OC)=CC=C1C(Cl)=C(C=1C=CC(OC)=CC=1)C1=CC=C(OC)C=C1 BFPSDSIWYFKGBC-UHFFFAOYSA-N 0.000 claims description 2
- 230000016396 cytokine production Effects 0.000 claims description 2
- 230000000694 effects Effects 0.000 claims description 2
- 239000002571 phosphodiesterase inhibitor Substances 0.000 claims description 2
- MWLSOWXNZPKENC-SSDOTTSWSA-N zileuton Chemical compound C1=CC=C2SC([C@H](N(O)C(N)=O)C)=CC2=C1 MWLSOWXNZPKENC-SSDOTTSWSA-N 0.000 claims description 2
- 229960005332 zileuton Drugs 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 25
- 239000012453 solvate Substances 0.000 claims 24
- 150000003839 salts Chemical class 0.000 claims 22
- 125000000753 cycloalkyl group Chemical group 0.000 claims 14
- 229910052739 hydrogen Inorganic materials 0.000 claims 12
- 239000001257 hydrogen Substances 0.000 claims 11
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 8
- 208000010247 contact dermatitis Diseases 0.000 claims 6
- 230000001404 mediated effect Effects 0.000 claims 6
- 206010012438 Dermatitis atopic Diseases 0.000 claims 5
- 201000008937 atopic dermatitis Diseases 0.000 claims 5
- 239000008194 pharmaceutical composition Substances 0.000 claims 5
- 239000013543 active substance Substances 0.000 claims 4
- 230000006806 disease prevention Effects 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 208000002874 Acne Vulgaris Diseases 0.000 claims 3
- 208000035285 Allergic Seasonal Rhinitis Diseases 0.000 claims 3
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 3
- 206010009900 Colitis ulcerative Diseases 0.000 claims 3
- 206010010741 Conjunctivitis Diseases 0.000 claims 3
- 206010010744 Conjunctivitis allergic Diseases 0.000 claims 3
- 208000011231 Crohn disease Diseases 0.000 claims 3
- 206010012442 Dermatitis contact Diseases 0.000 claims 3
- 206010065563 Eosinophilic bronchitis Diseases 0.000 claims 3
- 208000004262 Food Hypersensitivity Diseases 0.000 claims 3
- 206010016946 Food allergy Diseases 0.000 claims 3
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 3
- 201000004681 Psoriasis Diseases 0.000 claims 3
- 201000001263 Psoriatic Arthritis Diseases 0.000 claims 3
- 208000036824 Psoriatic arthropathy Diseases 0.000 claims 3
- 206010063837 Reperfusion injury Diseases 0.000 claims 3
- 206010039094 Rhinitis perennial Diseases 0.000 claims 3
- 208000036284 Rhinitis seasonal Diseases 0.000 claims 3
- 206010000496 acne Diseases 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 201000009961 allergic asthma Diseases 0.000 claims 3
- 208000002205 allergic conjunctivitis Diseases 0.000 claims 3
- 201000010105 allergic rhinitis Diseases 0.000 claims 3
- 208000006673 asthma Diseases 0.000 claims 3
- 208000024998 atopic conjunctivitis Diseases 0.000 claims 3
- 239000003795 chemical substances by application Substances 0.000 claims 3
- 201000001564 eosinophilic gastroenteritis Diseases 0.000 claims 3
- 230000002349 favourable effect Effects 0.000 claims 3
- 235000020932 food allergy Nutrition 0.000 claims 3
- 125000005843 halogen group Chemical group 0.000 claims 3
- 150000002431 hydrogen Chemical class 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 208000008585 mastocytosis Diseases 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 201000006417 multiple sclerosis Diseases 0.000 claims 3
- 201000008482 osteoarthritis Diseases 0.000 claims 3
- 208000022719 perennial allergic rhinitis Diseases 0.000 claims 3
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 3
- 208000017022 seasonal allergic rhinitis Diseases 0.000 claims 3
- 208000011580 syndromic disease Diseases 0.000 claims 3
- 201000000596 systemic lupus erythematosus Diseases 0.000 claims 3
- FATGTHLOZSXOBC-UHFFFAOYSA-N 2-[5-fluoro-2-methyl-3-(quinolin-2-ylmethyl)indol-1-yl]acetic acid Chemical compound C12=CC(F)=CC=C2N(CC(O)=O)C(C)=C1CC1=CC=C(C=CC=C2)C2=N1 FATGTHLOZSXOBC-UHFFFAOYSA-N 0.000 claims 2
- VURBJTJUNFTLRH-UHFFFAOYSA-N 2-[5-fluoro-2-methyl-3-[(4-methylsulfonylphenyl)methyl]indol-1-yl]acetic acid Chemical compound C12=CC(F)=CC=C2N(CC(O)=O)C(C)=C1CC1=CC=C(S(C)(=O)=O)C=C1 VURBJTJUNFTLRH-UHFFFAOYSA-N 0.000 claims 2
- 208000023275 Autoimmune disease Diseases 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- AUHRDYPGCRKIKZ-UHFFFAOYSA-N 2-[2-methyl-3-(quinolin-2-ylmethyl)indol-1-yl]acetic acid Chemical compound C12=CC=CC=C2N(CC(O)=O)C(C)=C1CC1=CC=C(C=CC=C2)C2=N1 AUHRDYPGCRKIKZ-UHFFFAOYSA-N 0.000 claims 1
- CMUBATJXNUXZRE-UHFFFAOYSA-N 2-[3-[(4-chlorophenyl)methyl]-5-fluoro-2-methylindol-1-yl]acetic acid Chemical compound C12=CC(F)=CC=C2N(CC(O)=O)C(C)=C1CC1=CC=C(Cl)C=C1 CMUBATJXNUXZRE-UHFFFAOYSA-N 0.000 claims 1
- ZCUYLCQVFFSXST-UHFFFAOYSA-N 2-[3-[(4-tert-butylphenyl)methyl]-5-fluoro-2-methylindol-1-yl]acetic acid Chemical compound C12=CC(F)=CC=C2N(CC(O)=O)C(C)=C1CC1=CC=C(C(C)(C)C)C=C1 ZCUYLCQVFFSXST-UHFFFAOYSA-N 0.000 claims 1
- BHEFOTSBJZWUIS-UHFFFAOYSA-N 2-[3-[1-(4-chlorophenyl)ethyl]-5-fluoro-2-methylindol-1-yl]acetic acid Chemical compound CC=1N(CC(O)=O)C2=CC=C(F)C=C2C=1C(C)C1=CC=C(Cl)C=C1 BHEFOTSBJZWUIS-UHFFFAOYSA-N 0.000 claims 1
- XYLOSFUTUBOLNB-UHFFFAOYSA-N 2-[3-[1-(4-tert-butylphenyl)ethyl]-5-fluoro-2-methylindol-1-yl]acetic acid Chemical compound CC=1N(CC(O)=O)C2=CC=C(F)C=C2C=1C(C)C1=CC=C(C(C)(C)C)C=C1 XYLOSFUTUBOLNB-UHFFFAOYSA-N 0.000 claims 1
- QILUMBJCLHPTEK-UHFFFAOYSA-N 2-[5-chloro-2-methyl-3-(quinolin-2-ylmethyl)indol-1-yl]acetic acid Chemical compound C12=CC(Cl)=CC=C2N(CC(O)=O)C(C)=C1CC1=CC=C(C=CC=C2)C2=N1 QILUMBJCLHPTEK-UHFFFAOYSA-N 0.000 claims 1
- JWGPBCUWRFVNDU-UHFFFAOYSA-N 2-[5-fluoro-2-methyl-3-(1-naphthalen-2-ylethyl)indol-1-yl]acetic acid Chemical compound C1=CC=CC2=CC(C(C=3C4=CC(F)=CC=C4N(CC(O)=O)C=3C)C)=CC=C21 JWGPBCUWRFVNDU-UHFFFAOYSA-N 0.000 claims 1
- BYKXFHSGUBZCES-UHFFFAOYSA-N 2-[5-fluoro-2-methyl-3-(naphthalen-2-ylmethyl)indol-1-yl]acetic acid Chemical compound C12=CC(F)=CC=C2N(CC(O)=O)C(C)=C1CC1=CC=C(C=CC=C2)C2=C1 BYKXFHSGUBZCES-UHFFFAOYSA-N 0.000 claims 1
- RAQFMAVUQKXQON-UHFFFAOYSA-N 2-[5-fluoro-2-methyl-3-(quinoxalin-2-ylmethyl)indol-1-yl]acetic acid Chemical compound C12=CC(F)=CC=C2N(CC(O)=O)C(C)=C1CC1=CN=C(C=CC=C2)C2=N1 RAQFMAVUQKXQON-UHFFFAOYSA-N 0.000 claims 1
- HJLPNIQIMSEBHY-UHFFFAOYSA-N 2-[5-fluoro-2-methyl-3-[(4-phenylphenyl)methyl]indol-1-yl]acetic acid Chemical compound C12=CC(F)=CC=C2N(CC(O)=O)C(C)=C1CC(C=C1)=CC=C1C1=CC=CC=C1 HJLPNIQIMSEBHY-UHFFFAOYSA-N 0.000 claims 1
- JSXSFKOJCMWLDV-UHFFFAOYSA-N 2-[5-fluoro-2-methyl-3-[1-(4-methylsulfonylphenyl)ethyl]indol-1-yl]acetic acid Chemical compound CC=1N(CC(O)=O)C2=CC=C(F)C=C2C=1C(C)C1=CC=C(S(C)(=O)=O)C=C1 JSXSFKOJCMWLDV-UHFFFAOYSA-N 0.000 claims 1
- SFESJDVHISLSIZ-UHFFFAOYSA-N 2-[5-fluoro-2-methyl-3-[1-[4-(trifluoromethyl)phenyl]ethyl]indol-1-yl]acetic acid Chemical compound CC=1N(CC(O)=O)C2=CC=C(F)C=C2C=1C(C)C1=CC=C(C(F)(F)F)C=C1 SFESJDVHISLSIZ-UHFFFAOYSA-N 0.000 claims 1
- FSYLFZCDQZBNBD-UHFFFAOYSA-N 2-[5-fluoro-2-methyl-3-[[4-(trifluoromethyl)phenyl]methyl]indol-1-yl]acetic acid Chemical compound C12=CC(F)=CC=C2N(CC(O)=O)C(C)=C1CC1=CC=C(C(F)(F)F)C=C1 FSYLFZCDQZBNBD-UHFFFAOYSA-N 0.000 claims 1
- RZEGYTODLNWOFL-UHFFFAOYSA-N 2-[5-fluoro-3-[(4-methoxyphenyl)methyl]-2-methylindol-1-yl]acetic acid Chemical compound C1=CC(OC)=CC=C1CC1=C(C)N(CC(O)=O)C2=CC=C(F)C=C12 RZEGYTODLNWOFL-UHFFFAOYSA-N 0.000 claims 1
- FOJBXYNSYGEMCI-UHFFFAOYSA-N 2-[5-fluoro-3-[(6-fluoroquinolin-2-yl)methyl]-2-methylindol-1-yl]acetic acid Chemical compound C12=CC(F)=CC=C2N(CC(O)=O)C(C)=C1CC1=CC=C(C=C(F)C=C2)C2=N1 FOJBXYNSYGEMCI-UHFFFAOYSA-N 0.000 claims 1
- CIBHTCADKNJJQS-UHFFFAOYSA-N 2-[5-fluoro-3-[(8-hydroxyquinolin-2-yl)methyl]-2-methylindol-1-yl]acetic acid Chemical compound C12=CC(F)=CC=C2N(CC(O)=O)C(C)=C1CC1=CC=C(C=CC=C2O)C2=N1 CIBHTCADKNJJQS-UHFFFAOYSA-N 0.000 claims 1
- 201000004624 Dermatitis Diseases 0.000 claims 1
- IECPWNUMDGFDKC-UHFFFAOYSA-N Fusicsaeure Natural products C12C(O)CC3C(=C(CCC=C(C)C)C(O)=O)C(OC(C)=O)CC3(C)C1(C)CCC1C2(C)CCC(O)C1C IECPWNUMDGFDKC-UHFFFAOYSA-N 0.000 claims 1
- UCHDWCPVSPXUMX-TZIWLTJVSA-N Montelukast Chemical compound CC(C)(O)C1=CC=CC=C1CC[C@H](C=1C=C(\C=C\C=2N=C3C=C(Cl)C=CC3=CC=2)C=CC=1)SCC1(CC(O)=O)CC1 UCHDWCPVSPXUMX-TZIWLTJVSA-N 0.000 claims 1
- GIIZNNXWQWCKIB-UHFFFAOYSA-N Serevent Chemical compound C1=C(O)C(CO)=CC(C(O)CNCCCCCCOCCCCC=2C=CC=CC=2)=C1 GIIZNNXWQWCKIB-UHFFFAOYSA-N 0.000 claims 1
- QJJXYPPXXYFBGM-LFZNUXCKSA-N Tacrolimus Chemical compound C1C[C@@H](O)[C@H](OC)C[C@@H]1\C=C(/C)[C@@H]1[C@H](C)[C@@H](O)CC(=O)[C@H](CC=C)/C=C(C)/C[C@H](C)C[C@H](OC)[C@H]([C@H](C[C@H]2C)OC)O[C@@]2(O)C(=O)C(=O)N2CCCC[C@H]2C(=O)O1 QJJXYPPXXYFBGM-LFZNUXCKSA-N 0.000 claims 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 1
- 230000000843 anti-fungal effect Effects 0.000 claims 1
- 230000002924 anti-infective effect Effects 0.000 claims 1
- 229940124691 antibody therapeutics Drugs 0.000 claims 1
- 229940121375 antifungal agent Drugs 0.000 claims 1
- 229940125715 antihistaminic agent Drugs 0.000 claims 1
- 239000000739 antihistaminic agent Substances 0.000 claims 1
- 229960005475 antiinfective agent Drugs 0.000 claims 1
- 229940124748 beta 2 agonist Drugs 0.000 claims 1
- 239000004305 biphenyl Substances 0.000 claims 1
- 235000010290 biphenyl Nutrition 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 229960004022 clotrimazole Drugs 0.000 claims 1
- VNFPBHJOKIVQEB-UHFFFAOYSA-N clotrimazole Chemical compound ClC1=CC=CC=C1C(N1C=NC=C1)(C=1C=CC=CC=1)C1=CC=CC=C1 VNFPBHJOKIVQEB-UHFFFAOYSA-N 0.000 claims 1
- 239000003246 corticosteroid Substances 0.000 claims 1
- 229960001334 corticosteroids Drugs 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- HQINKYRZTRFVMI-UHFFFAOYSA-N ethyl 2-[5-fluoro-2-methyl-3-(1,3-thiazol-2-ylmethyl)indol-1-yl]acetate Chemical compound C12=CC(F)=CC=C2N(CC(=O)OCC)C(C)=C1CC1=NC=CS1 HQINKYRZTRFVMI-UHFFFAOYSA-N 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- MGNNYOODZCAHBA-GQKYHHCASA-N fluticasone 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)SCF)(O)[C@@]2(C)C[C@@H]1O MGNNYOODZCAHBA-GQKYHHCASA-N 0.000 claims 1
- 229960002714 fluticasone Drugs 0.000 claims 1
- IECPWNUMDGFDKC-MZJAQBGESA-N fusidic acid Chemical compound O[C@@H]([C@@H]12)C[C@H]3\C(=C(/CCC=C(C)C)C(O)=O)[C@@H](OC(C)=O)C[C@]3(C)[C@@]2(C)CC[C@@H]2[C@]1(C)CC[C@@H](O)[C@H]2C IECPWNUMDGFDKC-MZJAQBGESA-N 0.000 claims 1
- 229960004675 fusidic acid Drugs 0.000 claims 1
- 150000004677 hydrates Chemical class 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- 229960003444 immunosuppressant agent Drugs 0.000 claims 1
- 239000003018 immunosuppressive agent Substances 0.000 claims 1
- 239000003199 leukotriene receptor blocking agent Substances 0.000 claims 1
- 229960003088 loratadine Drugs 0.000 claims 1
- JCCNYMKQOSZNPW-UHFFFAOYSA-N loratadine Chemical compound C1CN(C(=O)OCC)CCC1=C1C2=NC=CC=C2CCC2=CC(Cl)=CC=C21 JCCNYMKQOSZNPW-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 229960005127 montelukast Drugs 0.000 claims 1
- 125000001624 naphthyl group Chemical group 0.000 claims 1
- 229960000470 omalizumab Drugs 0.000 claims 1
- 230000000144 pharmacologic effect Effects 0.000 claims 1
- KASDHRXLYQOAKZ-ZPSXYTITSA-N pimecrolimus Chemical compound C/C([C@H]1OC(=O)[C@@H]2CCCCN2C(=O)C(=O)[C@]2(O)O[C@@H]([C@H](C[C@H]2C)OC)[C@@H](OC)C[C@@H](C)C/C(C)=C/[C@H](C(C[C@H](O)[C@H]1C)=O)CC)=C\[C@@H]1CC[C@@H](Cl)[C@H](OC)C1 KASDHRXLYQOAKZ-ZPSXYTITSA-N 0.000 claims 1
- 229960005330 pimecrolimus Drugs 0.000 claims 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 1
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 claims 1
- 229960004017 salmeterol Drugs 0.000 claims 1
- 208000024891 symptom Diseases 0.000 claims 1
- 229960001967 tacrolimus Drugs 0.000 claims 1
- QJJXYPPXXYFBGM-SHYZHZOCSA-N tacrolimus Natural products CO[C@H]1C[C@H](CC[C@@H]1O)C=C(C)[C@H]2OC(=O)[C@H]3CCCCN3C(=O)C(=O)[C@@]4(O)O[C@@H]([C@H](C[C@H]4C)OC)[C@@H](C[C@H](C)CC(=C[C@@H](CC=C)C(=O)C[C@H](O)[C@H]2C)C)OC QJJXYPPXXYFBGM-SHYZHZOCSA-N 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 238000011200 topical administration Methods 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- YASAKCUCGLMORW-UHFFFAOYSA-N Rosiglitazone Chemical compound C=1C=CC=NC=1N(C)CCOC(C=C1)=CC=C1CC1SC(=O)NC1=O YASAKCUCGLMORW-UHFFFAOYSA-N 0.000 description 2
- 102000000536 PPAR gamma Human genes 0.000 description 1
- 108010016731 PPAR gamma Proteins 0.000 description 1
- 239000000556 agonist Substances 0.000 description 1
- 230000002757 inflammatory effect Effects 0.000 description 1
- 229960004586 rosiglitazone Drugs 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0324763.2A GB0324763D0 (en) | 2003-10-23 | 2003-10-23 | Use of compounds in therapy |
| PCT/GB2004/004417 WO2005044260A1 (en) | 2003-10-23 | 2004-10-19 | Use of crth2 antagonist compounds in therapy |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007509114A JP2007509114A (ja) | 2007-04-12 |
| JP2007509114A5 true JP2007509114A5 (enExample) | 2009-03-12 |
| JP4313819B2 JP4313819B2 (ja) | 2009-08-12 |
Family
ID=29595698
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006536158A Expired - Fee Related JP4313819B2 (ja) | 2003-10-23 | 2004-10-19 | 治療におけるｃｒｔｈ２アンタゴニストの使用 |
Country Status (25)
| Country | Link |
|---|---|
| US (5) | US7582672B2 (enExample) |
| EP (2) | EP1682121B1 (enExample) |
| JP (1) | JP4313819B2 (enExample) |
| KR (1) | KR20060096145A (enExample) |
| CN (1) | CN101141956B (enExample) |
| AT (1) | ATE439129T1 (enExample) |
| AU (1) | AU2004287245B2 (enExample) |
| BR (1) | BRPI0415374B8 (enExample) |
| CA (1) | CA2543199C (enExample) |
| CY (1) | CY1109980T1 (enExample) |
| DE (1) | DE602004022579D1 (enExample) |
| DK (1) | DK1682121T3 (enExample) |
| ES (1) | ES2330113T3 (enExample) |
| GB (1) | GB0324763D0 (enExample) |
| HR (1) | HRP20090577T8 (enExample) |
| IL (1) | IL175085A0 (enExample) |
| NO (1) | NO335228B1 (enExample) |
| NZ (1) | NZ547319A (enExample) |
| PL (1) | PL1682121T3 (enExample) |
| PT (1) | PT1682121E (enExample) |
| RU (1) | RU2412934C2 (enExample) |
| SI (1) | SI1682121T1 (enExample) |
| UA (1) | UA86602C2 (enExample) |
| WO (1) | WO2005044260A1 (enExample) |
| ZA (1) | ZA200603235B (enExample) |
Families Citing this family (78)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE0301010D0 (sv) | 2003-04-07 | 2003-04-07 | Astrazeneca Ab | Novel compounds |
| SA04250253B1 (ar) | 2003-08-21 | 2009-11-10 | استرازينيكا ايه بي | احماض فينوكسي اسيتيك مستبدلة باعتبارها مركبات صيدلانية لعلاج الامراض التنفسية مثل الربو ومرض الانسداد الرئوي المزمن |
| GB0324763D0 (en) * | 2003-10-23 | 2003-11-26 | Oxagen Ltd | Use of compounds in therapy |
| GB0415320D0 (en) | 2004-07-08 | 2004-08-11 | Astrazeneca Ab | Novel compounds |
| GB0418830D0 (en) | 2004-08-24 | 2004-09-22 | Astrazeneca Ab | Novel compounds |
| AR051966A1 (es) | 2004-11-23 | 2007-02-21 | Astrazeneca Ab | Derivados de acido fenoxiacetico utiles para el tratamiento de enfermedades respiratorias |
| PL1833791T3 (pl) | 2004-12-27 | 2011-12-30 | Actelion Pharmaceuticals Ltd | Pochodne 2,3,4,9-tetrahydro-1H-karbazolu jako antagonisty receptora CRTH2 |
| GB0504150D0 (en) * | 2005-03-01 | 2005-04-06 | Oxagen Ltd | Microcrystalline material |
| GB0505048D0 (en) * | 2005-03-11 | 2005-04-20 | Oxagen Ltd | Compounds with PGD antagonist activity |
| GB0512944D0 (en) * | 2005-06-24 | 2005-08-03 | Argenta Discovery Ltd | Indolizine compounds |
| EP1911759A4 (en) | 2005-07-22 | 2010-07-21 | Shionogi & Co | AZAINDOL DERIVATIVE ANTAGONISTIC EFFECT ON PGD2 RECEPTOR |
| ES2372701T3 (es) * | 2005-07-22 | 2012-01-25 | Shionogi & Co., Ltd. | Derivado de indol que tiene actividad antagonista del receptor de pgd2. |
| GB0518783D0 (en) * | 2005-09-14 | 2005-10-26 | Argenta Discovery Ltd | Indolizine compounds |
| WO2007044309A2 (en) * | 2005-10-05 | 2007-04-19 | Vasix Corporation | Device and method for inhibiting age complex formation |
| TW200745003A (en) | 2005-10-06 | 2007-12-16 | Astrazeneca Ab | Novel compounds |
| WO2007039736A1 (en) | 2005-10-06 | 2007-04-12 | Astrazeneca Ab | Novel compounds |
| EP2305640A3 (en) * | 2005-12-15 | 2011-07-20 | AstraZeneca AB | Substituted diphenyl-ethers, -amines, -sulfides and -methanes for the treatment of respiratory diseases |
| GB0605743D0 (en) * | 2006-03-22 | 2006-05-03 | Oxagen Ltd | Salts with CRTH2 antagonist activity |
| WO2007149312A2 (en) | 2006-06-16 | 2007-12-27 | The Trustees Of The University Of Pennsylvania | Methods and compositions for inhibiting or reducing hair loss, acne, rosacea, prostate cancer, and bph |
| AU2007279079A1 (en) | 2006-07-22 | 2008-01-31 | Oxagen Limited | Compounds having CRTH2 antagonist activity |
| PT2051962E (pt) | 2006-08-07 | 2012-01-10 | Actelion Pharmaceuticals Ltd | Derivados do ácido (3-amino-1,2,3,4-tetrahidro-9hcarbazol- 9-il)-acético |
| CA2673356A1 (en) * | 2006-12-21 | 2008-06-26 | Argenta Discovery Limited | Crth2 antagonists |
| EA200970875A1 (ru) * | 2007-03-21 | 2010-04-30 | Арджента Орал Терапьютикс Лимитед | Производные индолизинуксусной кислоты в качестве антагонистов crth2 |
| EP2848252A3 (en) | 2007-03-23 | 2015-06-17 | The Board of Regents of the University of Texas System | Aldose reductase inhibitors for use in treating uveitis |
| AU2007350688B2 (en) * | 2007-03-29 | 2011-02-24 | Pulmagen Therapeutics (Asthma) Limited | Quinoline derivatives as CRTH2 receptor ligands |
| UA100983C2 (ru) | 2007-07-05 | 2013-02-25 | Астразенека Аб | Бифенилоксипропановая кислота как модулятор crth2 и интермедиаты |
| US8362056B2 (en) | 2007-11-05 | 2013-01-29 | Array Biopharma Inc. | 4-heteroaryl-substituted phenoxyphenylacetic acid derivatives |
| US20110124683A1 (en) * | 2007-11-13 | 2011-05-26 | Oxagen Limited | Use of CRTH2 Antagonist Compounds |
| GB0722203D0 (en) * | 2007-11-13 | 2007-12-19 | Oxagen Ltd | Use of CRTH2 antagonist compounds |
| GB0722216D0 (en) * | 2007-11-13 | 2007-12-27 | Oxagen Ltd | Use of crth2 antagonist compounds |
| PT2229358E (pt) | 2007-12-14 | 2011-06-29 | Pulmagen Therapeutics Asthma Ltd | Indoles e sua utilização terapêutica |
| SI2250161T1 (sl) * | 2008-01-18 | 2014-04-30 | Atopix Therapeutics Limited | Spojine, ki imajo aktivnost crth2 antagonista |
| US7750027B2 (en) | 2008-01-18 | 2010-07-06 | Oxagen Limited | Compounds having CRTH2 antagonist activity |
| JP2011509991A (ja) * | 2008-01-22 | 2011-03-31 | オキサジェン リミテッド | Ｃｒｔｈ２アンタゴニスト活性を有する化合物 |
| JP2011509990A (ja) * | 2008-01-22 | 2011-03-31 | オキサジェン リミテッド | Ｃｒｔｈ２アンタゴニスト活性を有する化合物 |
| JP5491416B2 (ja) | 2008-02-01 | 2014-05-14 | パンミラ ファーマシューティカルズ，エルエルシー． | プロスタグランジンｄ２受容体のｎ，ｎ−２置換アミノアルキルビフェニルアンタゴニスト |
| JP2011512359A (ja) | 2008-02-14 | 2011-04-21 | アミラ ファーマシューティカルズ，インク． | プロスタグランジンｄ２受容体のアンタゴニストとしての環式ジアリールエーテル化合物 |
| JP2011513242A (ja) | 2008-02-25 | 2011-04-28 | アミラ ファーマシューティカルズ，インク． | プロスタグランジンｄ２受容体アンタゴニスト |
| JP2011518130A (ja) | 2008-04-02 | 2011-06-23 | アミラ ファーマシューティカルズ，インク． | プロスタグランジンｄ２受容体のアミノアルキルフェニルアンタゴニスト |
| US8501959B2 (en) | 2008-06-24 | 2013-08-06 | Panmira Pharmaceuticals, Llc | Cycloalkane[B]indole antagonists of prostaglandin D2 receptors |
| MX2010014172A (es) | 2008-07-03 | 2011-02-22 | Amira Pharmaceuticals Inc | Antagonistas de receptores de prostaglandina d2. |
| GB2463788B (en) | 2008-09-29 | 2010-12-15 | Amira Pharmaceuticals Inc | Heteroaryl antagonists of prostaglandin D2 receptors |
| US8378107B2 (en) | 2008-10-01 | 2013-02-19 | Panmira Pharmaceuticals, Llc | Heteroaryl antagonists of prostaglandin D2 receptors |
| US8524748B2 (en) | 2008-10-08 | 2013-09-03 | Panmira Pharmaceuticals, Llc | Heteroalkyl biphenyl antagonists of prostaglandin D2 receptors |
| GB2465062B (en) | 2008-11-06 | 2011-04-13 | Amira Pharmaceuticals Inc | Cycloalkane(B)azaindole antagonists of prostaglandin D2 receptors |
| US8383654B2 (en) | 2008-11-17 | 2013-02-26 | Panmira Pharmaceuticals, Llc | Heterocyclic antagonists of prostaglandin D2 receptors |
| WO2010085820A2 (en) * | 2009-01-26 | 2010-07-29 | Amira Pharmaceuticals, Inc. | Tricyclic compounds as antagonists of prostaglandin d2 receptors |
| WO2010089391A1 (en) * | 2009-02-09 | 2010-08-12 | Boehringer Ingelheim International Gmbh | New pharmaceutical compositions for treatment of respiratory and gastrointestinal disorders |
| WO2011014587A2 (en) * | 2009-07-31 | 2011-02-03 | Amira Pharmaceuticals, Inc. | Ophthalmic pharmaceutical compositions of dp2 receptor antagonists |
| WO2011014588A2 (en) * | 2009-07-31 | 2011-02-03 | Amira Pharmaceuticals, Inc. | Dermal formulations of dp2 receptor antagonists |
| WO2011017201A2 (en) | 2009-08-05 | 2011-02-10 | Amira Pharmaceuticals, Inc. | Dp2 antagonist and uses thereof |
| KR20120115989A (ko) | 2010-01-06 | 2012-10-19 | 판미라 파마슈티칼스, 엘엘씨 | Ｄｐ2 길항제 및 이의 용도 |
| NZ603108A (en) | 2010-03-22 | 2014-05-30 | Actelion Pharmaceuticals Ltd | 3-(heteroaryl-amino)-1,2,3,4-tetrahydro-9h-carbazole derivatives and their use as prostaglandin d2 receptor modulators |
| US9397745B2 (en) * | 2010-05-18 | 2016-07-19 | Qualcomm Incorporated | Hybrid satellite and mesh network system for aircraft and ship internet service |
| WO2012051036A1 (en) | 2010-10-11 | 2012-04-19 | Merck Sharp & Dohme Corp. | Quinazolinone-type compounds as crth2 antagonists |
| KR20130133219A (ko) * | 2010-12-23 | 2013-12-06 | 머크 샤프 앤드 돔 코포레이션 | Crth₂ 수용체 조절제로서의 퀴녹살린 및 아자-퀴녹살린 |
| GB201103837D0 (en) | 2011-03-07 | 2011-04-20 | Oxagen Ltd | Amorphous (5-Fluoro-2-Methyl-3-Quinolin-2-Ylmethyl-Indol-1-Yl)-acetic acid |
| HUE028972T2 (en) | 2011-04-14 | 2017-01-30 | Actelion Pharmaceuticals Ltd | 7- (Heteroarylamino) -6,7,8,9-tetrahydropyrido [1,2-a] indole acetic acid derivatives and their use as prostaglandin D2 receptor modulators |
| CN103086943B (zh) * | 2011-11-04 | 2015-04-15 | 山东亨利医药科技有限责任公司 | 作为crth2受体拮抗剂的吲哚类衍生物 |
| GB201121557D0 (en) | 2011-12-15 | 2012-01-25 | Oxagen Ltd | Process |
| EP2790696A1 (en) | 2011-12-16 | 2014-10-22 | Atopix Therapeutics Limited | Combination of crth2 antagonist and a proton pump inhibitor for the treatment of eosinophilic esophagitis |
| JP6186933B2 (ja) * | 2013-06-21 | 2017-08-30 | 富士通株式会社 | 接合シート及びその製造方法、並びに放熱機構及びその製造方法 |
| GB201322273D0 (en) * | 2013-12-17 | 2014-01-29 | Atopix Therapeutics Ltd | Process |
| CN106103435B (zh) | 2014-03-17 | 2018-11-16 | 爱杜西亚药品有限公司 | 氮杂吲哚乙酸衍生物及彼等作为前列腺素d2受体调节剂的用途 |
| MX2016011900A (es) | 2014-03-18 | 2016-12-05 | Actelion Pharmaceuticals Ltd | Derivados de acido azaindol-acetico y su uso como moduladores del receptor de prostaglandina d2. |
| GB201407820D0 (en) | 2014-05-02 | 2014-06-18 | Atopix Therapeutics Ltd | Polymorphic form |
| GB201407807D0 (en) | 2014-05-02 | 2014-06-18 | Atopix Therapeutics Ltd | Polymorphic form |
| TWI695831B (zh) * | 2014-09-13 | 2020-06-11 | 香港商南北兄弟藥業投資有限公司 | Ｃｒｔｈ２拮抗劑化合物及其用途 |
| EP4420734A3 (en) | 2015-02-13 | 2024-11-06 | Institut National de la Santé et de la Recherche Médicale | Ptgdr-1 and/or ptgdr-2 antagonists for preventing and/or treating systemic lupus erythematosus |
| RU2018106032A (ru) | 2015-07-23 | 2019-08-26 | Мерк Шарп И Доум Корп. | Генетические маркеры, ассоциированные с ответом на антиагонисты рецептора crth2 |
| MX2018001217A (es) | 2015-07-30 | 2018-09-12 | Univ Pennsylvania | Alelos polimorficos de nucleotidos individuales del gen humano dp-2 para la deteccion de la susceptibilidad a la inhibicion del crecimiento del cabello por pgd2. |
| PL3350179T3 (pl) | 2015-09-15 | 2021-08-02 | Idorsia Pharmaceuticals Ltd | Krystaliczne postacie |
| TWI766873B (zh) * | 2016-07-21 | 2022-06-11 | 中國商正大天晴藥業集團股份有限公司 | 作為ｃｒｔｈ２抑制劑的吲哚衍生物 |
| EP3489235A4 (en) | 2016-07-21 | 2020-01-08 | Chia Tai Tianqing Pharmaceutical Group Co., Ltd. | Tricyclic compound as crth2 inhibitor |
| CN108101829B (zh) * | 2017-11-19 | 2020-05-12 | 华南理工大学 | 一种吲哚化合物、其制备方法及应用 |
| AU2019209725B2 (en) | 2018-01-19 | 2023-03-09 | Chia Tai Tianqing Pharmaceutical Group Co., Ltd. | Crystal form of indole derivative and preparation method and use thereof |
| EP3902795A1 (en) | 2018-12-27 | 2021-11-03 | Chiesi Farmaceutici S.p.A. | Pharmaceutical composition comprising spherical agglomerates of timapiprant |
| EP4397653A4 (en) * | 2021-09-03 | 2024-12-25 | Shenzhen 01 Life Science and Technology Co., Ltd. | Indole compound, and preparation method therefor and use thereof |
Family Cites Families (55)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4324418Y1 (enExample) | 1965-04-06 | 1968-10-15 | ||
| US3489767A (en) | 1966-01-12 | 1970-01-13 | Sumitomo Chemical Co | 1-(phenylsulfonyl)-3-indolyl aliphatic acid derivatives |
| US3557142A (en) * | 1968-02-20 | 1971-01-19 | Sterling Drug Inc | 4,5,6,7-tetrahydro-indole-lower-alkanoic acids and esters |
| US3577142A (en) * | 1969-02-28 | 1971-05-04 | Westinghouse Learning Corp | Code translation system |
| BE790679A (fr) | 1971-11-03 | 1973-04-27 | Ici Ltd | Derives de l'indole |
| GB1407658A (en) | 1973-03-06 | 1975-09-24 | Ici Ltd | Process for the manufacture of indole derivatives |
| GB1460348A (en) | 1974-02-04 | 1977-01-06 | Ici Ltd | Quinazoline derivativesa |
| DK151884C (da) * | 1979-03-07 | 1988-06-13 | Pfizer | Analogifremgangsmaade til fremstilling af 3-(1-imidazolylalkyl)indolderivater eller farmaceutisk acceptable syreadditionssalte deraf |
| US4363912A (en) * | 1980-12-15 | 1982-12-14 | Pfizer Inc. | Indole thromboxane synthetase inhibitors |
| US4966911A (en) * | 1984-11-20 | 1990-10-30 | Washington Research Foundation | Immunoregulatory agents |
| GB8607294D0 (en) | 1985-04-17 | 1986-04-30 | Ici America Inc | Heterocyclic amide derivatives |
| WO1993012786A1 (en) | 1986-07-10 | 1993-07-08 | Howard Harry R Jr | Indolinone derivatives |
| US5236945A (en) | 1990-06-11 | 1993-08-17 | Pfizer Inc. | 1H-indazole-3-acetic acids as aldose reductase inhibitors |
| GB9122590D0 (en) | 1991-10-24 | 1991-12-04 | Lilly Industries Ltd | Pharmaceutical compounds |
| US5612360A (en) * | 1992-06-03 | 1997-03-18 | Eli Lilly And Company | Angiotensin II antagonists |
| GB9317764D0 (en) | 1993-08-26 | 1993-10-13 | Pfizer Ltd | Therapeutic compound |
| JP3228381B2 (ja) * | 1993-10-29 | 2001-11-12 | ソニー株式会社 | Ａｖセレクタ |
| US5641800A (en) | 1994-07-21 | 1997-06-24 | Eli Lilly And Company | 1H-indole-1-functional sPLA2 inhibitors |
| IL117208A0 (en) | 1995-02-23 | 1996-06-18 | Nissan Chemical Ind Ltd | Indole type thiazolidines |
| KR100428601B1 (ko) * | 1995-06-21 | 2004-09-16 | 시오노기세이야쿠가부시키가이샤 | 비사이클릭아미노유도체및이들을함유하는프로스타글란딘디2길항제 |
| US6040426A (en) | 1996-06-05 | 2000-03-21 | Bml, Inc. | Human Th2 specific protein |
| EA200000868A1 (ru) | 1998-02-25 | 2001-04-23 | Дженетикс Инститьют, Инк. | Ингибиторы фосфолипаз |
| US6916841B2 (en) | 1998-02-25 | 2005-07-12 | Genetics Institute, Llc | Inhibitors of phospholipase enzymes |
| SK7522001A3 (en) * | 1998-03-31 | 2002-02-05 | Inst For Pharm Discovery Inc | Substituted indolealkanoic acids |
| GB9825524D0 (en) * | 1998-11-20 | 1999-01-13 | Oxford Biomedica Ltd | Vector |
| TNSN99224A1 (fr) * | 1998-12-01 | 2005-11-10 | Inst For Pharm Discovery Inc | Methodes de reduction des niveaux de glucose et triglyceride en serum et pour suppression de l'antigenese utilisant les acides la indolealkanoique |
| EP1211513B1 (en) | 1999-08-23 | 2006-01-04 | BML, Inc. | Method of identifying modulators of prostaglandin d2 receptors |
| JP2003519898A (ja) | 2000-01-14 | 2003-06-24 | コーニンクレッカ フィリップス エレクトロニクス エヌ ヴィ | 表示装置 |
| WO2001051489A2 (en) * | 2000-01-14 | 2001-07-19 | The Institutes For Pharmaceutical Discovery, Llc | Methods for lowering uric acid levels |
| WO2001064205A2 (en) * | 2000-03-02 | 2001-09-07 | The Institutes For Pharmaceutical Discovery, Llc | Compositions containing a substituted indolealkanoic acid and an angiotensin converting enzyme inhibitor |
| JP2001247570A (ja) | 2000-03-08 | 2001-09-11 | Japan Tobacco Inc | インドール酢酸化合物及びその製造方法 |
| US6878522B2 (en) * | 2000-07-07 | 2005-04-12 | Baiyong Li | Methods for the identification of compounds useful for the treatment of disease states mediated by prostaglandin D2 |
| SE0200356D0 (sv) | 2002-02-05 | 2002-02-05 | Astrazeneca Ab | Novel use |
| SE0200411D0 (sv) | 2002-02-05 | 2002-02-05 | Astrazeneca Ab | Novel use |
| US7534897B2 (en) | 2002-05-16 | 2009-05-19 | Shionogi & Co., Ltd. | Indole arylsulfonaimide compounds exhibiting PGD 2 receptor antagonism |
| WO2003097042A1 (en) | 2002-05-16 | 2003-11-27 | Shionogi & Co., Ltd. | Pgd2 receptor antagonist |
| TW200307542A (en) | 2002-05-30 | 2003-12-16 | Astrazeneca Ab | Novel compounds |
| SE0201635D0 (sv) | 2002-05-30 | 2002-05-30 | Astrazeneca Ab | Novel compounds |
| US7364647B2 (en) | 2002-07-17 | 2008-04-29 | Eksigent Technologies Llc | Laminated flow device |
| US7348351B2 (en) | 2002-12-10 | 2008-03-25 | Wyeth | Substituted 3-alkyl and 3-arylalkyl 1H-indol-1yl acetic acid derivatives as inhibitors of plasminogen activator inhibitor-1 (PAI-1) |
| CA2511214C (en) | 2002-12-20 | 2012-12-18 | Tularik, Inc. | Asthma and allergic inflammation modulators |
| JP4324418B2 (ja) | 2003-08-05 | 2009-09-02 | 株式会社日立国際電気 | 基板処理装置および半導体デバイスの製造方法 |
| US20070232681A1 (en) | 2003-10-14 | 2007-10-04 | Oxagen Limited | Compounds Having Crth2 Antagonist Activity |
| GB0324763D0 (en) * | 2003-10-23 | 2003-11-26 | Oxagen Ltd | Use of compounds in therapy |
| GB0504150D0 (en) * | 2005-03-01 | 2005-04-06 | Oxagen Ltd | Microcrystalline material |
| GB0505048D0 (en) | 2005-03-11 | 2005-04-20 | Oxagen Ltd | Compounds with PGD antagonist activity |
| US20090181139A1 (en) * | 2005-04-12 | 2009-07-16 | Mohammed Mehid Farid | Pressure Assisted Thermal Sterilisation or Pasteurisation Method and Apparatus |
| PL65781Y1 (pl) | 2005-08-16 | 2012-02-29 | Katarzyna Kawczyńska | Wkładka kosmetyczna |
| GB0605743D0 (en) | 2006-03-22 | 2006-05-03 | Oxagen Ltd | Salts with CRTH2 antagonist activity |
| AU2007279079A1 (en) * | 2006-07-22 | 2008-01-31 | Oxagen Limited | Compounds having CRTH2 antagonist activity |
| US20110124683A1 (en) | 2007-11-13 | 2011-05-26 | Oxagen Limited | Use of CRTH2 Antagonist Compounds |
| SI2250161T1 (sl) * | 2008-01-18 | 2014-04-30 | Atopix Therapeutics Limited | Spojine, ki imajo aktivnost crth2 antagonista |
| US7750027B2 (en) * | 2008-01-18 | 2010-07-06 | Oxagen Limited | Compounds having CRTH2 antagonist activity |
| JP2011509991A (ja) * | 2008-01-22 | 2011-03-31 | オキサジェン リミテッド | Ｃｒｔｈ２アンタゴニスト活性を有する化合物 |
| JP2011509990A (ja) * | 2008-01-22 | 2011-03-31 | オキサジェン リミテッド | Ｃｒｔｈ２アンタゴニスト活性を有する化合物 |
-
2003
- 2003-10-23 GB GBGB0324763.2A patent/GB0324763D0/en not_active Ceased
-
2004
- 2004-10-19 WO PCT/GB2004/004417 patent/WO2005044260A1/en not_active Ceased
- 2004-10-19 AU AU2004287245A patent/AU2004287245B2/en not_active Ceased
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- 2004-10-19 KR KR1020067007822A patent/KR20060096145A/ko not_active Ceased
- 2004-10-19 EP EP09002934A patent/EP2060258A1/en not_active Withdrawn
- 2004-10-19 SI SI200431276T patent/SI1682121T1/sl unknown
- 2004-10-19 UA UAA200605567A patent/UA86602C2/ru unknown
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- 2004-10-19 HR HR20090577T patent/HRP20090577T8/xx unknown
- 2004-10-19 RU RU2006109769/04A patent/RU2412934C2/ru active
- 2004-10-19 PL PL04768943T patent/PL1682121T3/pl unknown
- 2004-10-22 US US10/972,060 patent/US7582672B2/en active Active
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- 2006-03-30 NO NO20061456A patent/NO335228B1/no not_active IP Right Cessation
- 2006-04-20 IL IL175085A patent/IL175085A0/en active IP Right Grant
- 2006-04-21 ZA ZA200603235A patent/ZA200603235B/xx unknown
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- 2008-09-17 US US12/232,447 patent/US8314257B2/en not_active Expired - Fee Related
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