JP2012504141A5 - - Google Patents
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- Publication number
- JP2012504141A5 JP2012504141A5 JP2011529334A JP2011529334A JP2012504141A5 JP 2012504141 A5 JP2012504141 A5 JP 2012504141A5 JP 2011529334 A JP2011529334 A JP 2011529334A JP 2011529334 A JP2011529334 A JP 2011529334A JP 2012504141 A5 JP2012504141 A5 JP 2012504141A5
- Authority
- JP
- Japan
- Prior art keywords
- phenyl
- pyridin
- amino
- methyl
- alkyl
- 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.)
- Ceased
Links
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 22
- 150000003839 salts Chemical class 0.000 claims 21
- 150000001875 compounds Chemical class 0.000 claims 17
- 150000001204 N-oxides Chemical class 0.000 claims 13
- 229910052801 chlorine Inorganic materials 0.000 claims 12
- 229910052731 fluorine Inorganic materials 0.000 claims 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 10
- -1 benzyl compound Chemical class 0.000 claims 10
- 229910052794 bromium Inorganic materials 0.000 claims 10
- 229910052739 hydrogen Inorganic materials 0.000 claims 8
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 7
- 229910052736 halogen Inorganic materials 0.000 claims 6
- 150000002367 halogens Chemical class 0.000 claims 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 5
- 125000001072 heteroaryl group Chemical group 0.000 claims 5
- 239000008194 pharmaceutical composition Substances 0.000 claims 5
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
- 241000124008 Mammalia Species 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 2
- 239000003889 eye drop Substances 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- 208000023504 respiratory system disease Diseases 0.000 claims 2
- 239000000725 suspension Substances 0.000 claims 2
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 1
- 125000004793 2,2,2-trifluoroethoxy group Chemical group FC(CO*)(F)F 0.000 claims 1
- DTAGOGAWTAPDIK-UHFFFAOYSA-N 2-[2-chloro-5-[2-[[cyclopropanecarbonyl(ethyl)amino]methyl]-4-(trifluoromethyl)phenyl]pyridin-3-yl]acetic acid Chemical compound C1CC1C(=O)N(CC)CC1=CC(C(F)(F)F)=CC=C1C1=CN=C(Cl)C(CC(O)=O)=C1 DTAGOGAWTAPDIK-UHFFFAOYSA-N 0.000 claims 1
- YYXOJBMROVGLIH-UHFFFAOYSA-N 2-[5-[2-[[(2,4-dimethoxypyrimidine-5-carbonyl)-ethylamino]methyl]-4-(trifluoromethyl)phenyl]pyridin-3-yl]acetic acid Chemical compound C=1N=C(OC)N=C(OC)C=1C(=O)N(CC)CC1=CC(C(F)(F)F)=CC=C1C1=CN=CC(CC(O)=O)=C1 YYXOJBMROVGLIH-UHFFFAOYSA-N 0.000 claims 1
- WWOSOKWYMIHJBL-UHFFFAOYSA-N 2-[5-[2-[[(2-ethoxyacetyl)-ethylamino]methyl]-4-(trifluoromethyl)phenyl]pyridin-3-yl]acetic acid Chemical compound CCOCC(=O)N(CC)CC1=CC(C(F)(F)F)=CC=C1C1=CN=CC(CC(O)=O)=C1 WWOSOKWYMIHJBL-UHFFFAOYSA-N 0.000 claims 1
- YBRYCJIMXNMPHB-UHFFFAOYSA-N 2-[5-[2-[[[2-(6-chloropyridin-3-yl)acetyl]-ethylamino]methyl]-4-(trifluoromethyl)phenyl]pyridin-3-yl]acetic acid Chemical compound C=1C=C(Cl)N=CC=1CC(=O)N(CC)CC1=CC(C(F)(F)F)=CC=C1C1=CN=CC(CC(O)=O)=C1 YBRYCJIMXNMPHB-UHFFFAOYSA-N 0.000 claims 1
- OOXVPQKSHQMNQM-UHFFFAOYSA-N 2-[5-[2-[[acetyl(benzyl)amino]methyl]-4-(trifluoromethyl)phenyl]-6-chloropyridin-3-yl]acetic acid Chemical compound C=1C(C(F)(F)F)=CC=C(C=2C(=NC=C(CC(O)=O)C=2)Cl)C=1CN(C(=O)C)CC1=CC=CC=C1 OOXVPQKSHQMNQM-UHFFFAOYSA-N 0.000 claims 1
- KWMMGLFULJDUCF-UHFFFAOYSA-N 2-[5-[2-[[acetyl(benzyl)amino]methyl]-4-(trifluoromethyl)phenyl]-6-methoxypyridin-3-yl]acetic acid Chemical compound COC1=NC=C(CC(O)=O)C=C1C1=CC=C(C(F)(F)F)C=C1CN(C(C)=O)CC1=CC=CC=C1 KWMMGLFULJDUCF-UHFFFAOYSA-N 0.000 claims 1
- LVLNGJFEMTWLJP-UHFFFAOYSA-N 2-[5-[2-[[acetyl(benzyl)amino]methyl]-4-(trifluoromethyl)phenyl]-6-oxo-1h-pyridin-3-yl]acetic acid Chemical compound C=1C(C(F)(F)F)=CC=C(C=2C(=NC=C(CC(O)=O)C=2)O)C=1CN(C(=O)C)CC1=CC=CC=C1 LVLNGJFEMTWLJP-UHFFFAOYSA-N 0.000 claims 1
- WBPHTXWTRIVNIJ-UHFFFAOYSA-N 2-[5-[2-[[acetyl(benzyl)amino]methyl]-4-(trifluoromethyl)phenyl]pyridin-3-yl]acetic acid Chemical compound C=1C(C(F)(F)F)=CC=C(C=2C=C(CC(O)=O)C=NC=2)C=1CN(C(=O)C)CC1=CC=CC=C1 WBPHTXWTRIVNIJ-UHFFFAOYSA-N 0.000 claims 1
- GIRFXFYSJNPGQO-UHFFFAOYSA-N 2-[5-[2-[[acetyl(ethyl)amino]methyl]-4-(trifluoromethyl)phenyl]-6-methoxypyridin-3-yl]acetic acid Chemical compound CCN(C(C)=O)CC1=CC(C(F)(F)F)=CC=C1C1=CC(CC(O)=O)=CN=C1OC GIRFXFYSJNPGQO-UHFFFAOYSA-N 0.000 claims 1
- DAMQAXPJQBPLSA-UHFFFAOYSA-N 2-[5-[2-[[benzyl(cyclopropanecarbonyl)amino]methyl]-4-(2h-tetrazol-5-yl)phenyl]pyridin-3-yl]acetic acid Chemical compound OC(=O)CC1=CN=CC(C=2C(=CC(=CC=2)C2=NNN=N2)CN(CC=2C=CC=CC=2)C(=O)C2CC2)=C1 DAMQAXPJQBPLSA-UHFFFAOYSA-N 0.000 claims 1
- CEGLMWHDFHIXTR-UHFFFAOYSA-N 2-[5-[2-[[benzyl(cyclopropanecarbonyl)amino]methyl]-4-(methylcarbamoyl)phenyl]pyridin-3-yl]acetic acid Chemical compound C=1C(C(=O)NC)=CC=C(C=2C=C(CC(O)=O)C=NC=2)C=1CN(C(=O)C1CC1)CC1=CC=CC=C1 CEGLMWHDFHIXTR-UHFFFAOYSA-N 0.000 claims 1
- XZBUOLJEKMMBKM-UHFFFAOYSA-N 2-[5-[2-[[benzyl(cyclopropanecarbonyl)amino]methyl]-4-(tert-butylcarbamoyl)phenyl]pyridin-3-yl]acetic acid Chemical compound C=1C(C(=O)NC(C)(C)C)=CC=C(C=2C=C(CC(O)=O)C=NC=2)C=1CN(C(=O)C1CC1)CC1=CC=CC=C1 XZBUOLJEKMMBKM-UHFFFAOYSA-N 0.000 claims 1
- DLTQWNMPEBMPDU-UHFFFAOYSA-N 2-[5-[2-[[benzyl(cyclopropanecarbonyl)amino]methyl]-4-(trifluoromethyl)phenyl]pyridin-3-yl]acetic acid Chemical compound OC(=O)CC1=CN=CC(C=2C(=CC(=CC=2)C(F)(F)F)CN(CC=2C=CC=CC=2)C(=O)C2CC2)=C1 DLTQWNMPEBMPDU-UHFFFAOYSA-N 0.000 claims 1
- GHHCYMXSQWLUPR-UHFFFAOYSA-N 2-[5-[2-[[benzyl(cyclopropanecarbonyl)amino]methyl]-4-cyanophenyl]pyridin-3-yl]acetic acid Chemical compound OC(=O)CC1=CN=CC(C=2C(=CC(=CC=2)C#N)CN(CC=2C=CC=CC=2)C(=O)C2CC2)=C1 GHHCYMXSQWLUPR-UHFFFAOYSA-N 0.000 claims 1
- MQWROAXQEOBPOI-UHFFFAOYSA-N 2-[5-[2-[[benzylcarbamoyl(ethyl)amino]methyl]-4-(trifluoromethyl)phenyl]-6-methoxypyridin-3-yl]acetic acid Chemical compound C=1C=CC=CC=1CNC(=O)N(CC)CC1=CC(C(F)(F)F)=CC=C1C1=CC(CC(O)=O)=CN=C1OC MQWROAXQEOBPOI-UHFFFAOYSA-N 0.000 claims 1
- CQMUIBWLYBWMDY-UHFFFAOYSA-N 2-[5-[2-[[benzylcarbamoyl(ethyl)amino]methyl]-4-(trifluoromethyl)phenyl]pyridin-3-yl]acetic acid Chemical compound C=1C=CC=CC=1CNC(=O)N(CC)CC1=CC(C(F)(F)F)=CC=C1C1=CN=CC(CC(O)=O)=C1 CQMUIBWLYBWMDY-UHFFFAOYSA-N 0.000 claims 1
- ICYCXPQSYZGVFO-UHFFFAOYSA-N 2-[5-[2-[[cyclopropanecarbonyl(ethyl)amino]methyl]-4-(trifluoromethyl)phenyl]-6-methoxypyridin-3-yl]acetic acid Chemical compound C1CC1C(=O)N(CC)CC1=CC(C(F)(F)F)=CC=C1C1=CC(CC(O)=O)=CN=C1OC ICYCXPQSYZGVFO-UHFFFAOYSA-N 0.000 claims 1
- URYKBIDRAIUZKO-UHFFFAOYSA-N 2-[5-[2-[[cyclopropanecarbonyl(ethyl)amino]methyl]-4-(trifluoromethyl)phenyl]-6-oxo-1h-pyridin-3-yl]acetic acid Chemical compound C1CC1C(=O)N(CC)CC1=CC(C(F)(F)F)=CC=C1C1=CC(CC(O)=O)=CN=C1O URYKBIDRAIUZKO-UHFFFAOYSA-N 0.000 claims 1
- YIIDSHPRTCOKPR-UHFFFAOYSA-N 2-[5-[2-[[cyclopropanecarbonyl(ethyl)amino]methyl]-4-(trifluoromethyl)phenyl]pyridin-3-yl]acetic acid Chemical compound C1CC1C(=O)N(CC)CC1=CC(C(F)(F)F)=CC=C1C1=CN=CC(CC(O)=O)=C1 YIIDSHPRTCOKPR-UHFFFAOYSA-N 0.000 claims 1
- PCZNTTTWRKPDEL-UHFFFAOYSA-N 2-[5-[2-[[cyclopropanecarbonyl(ethyl)amino]methyl]-4-fluorophenyl]pyridin-3-yl]acetic acid Chemical compound C1CC1C(=O)N(CC)CC1=CC(F)=CC=C1C1=CN=CC(CC(O)=O)=C1 PCZNTTTWRKPDEL-UHFFFAOYSA-N 0.000 claims 1
- OVBZQKVNTWESEM-UHFFFAOYSA-N 2-[5-[2-[[cyclopropanecarbonyl(ethyl)amino]methyl]-4-methylsulfanylphenyl]pyridin-3-yl]acetic acid Chemical compound C1CC1C(=O)N(CC)CC1=CC(SC)=CC=C1C1=CN=CC(CC(O)=O)=C1 OVBZQKVNTWESEM-UHFFFAOYSA-N 0.000 claims 1
- SXHFECPVYZWLGK-UHFFFAOYSA-N 2-[5-[2-[[ethyl(3-phenylpropanoyl)amino]methyl]-4-(trifluoromethyl)phenyl]pyridin-3-yl]acetic acid Chemical compound C=1C=CC=CC=1CCC(=O)N(CC)CC1=CC(C(F)(F)F)=CC=C1C1=CN=CC(CC(O)=O)=C1 SXHFECPVYZWLGK-UHFFFAOYSA-N 0.000 claims 1
- CWYAHUVPFPMFRG-UHFFFAOYSA-N 2-[5-[2-[[ethyl(3-pyridin-3-ylpropanoyl)amino]methyl]-4-(trifluoromethyl)phenyl]pyridin-3-yl]acetic acid Chemical compound C=1C=CN=CC=1CCC(=O)N(CC)CC1=CC(C(F)(F)F)=CC=C1C1=CN=CC(CC(O)=O)=C1 CWYAHUVPFPMFRG-UHFFFAOYSA-N 0.000 claims 1
- OJYNHCQLROWNDT-UHFFFAOYSA-N 2-[5-[2-[[ethyl(phenylmethoxycarbonyl)amino]methyl]-4-(trifluoromethyl)phenyl]-6-methoxypyridin-3-yl]acetic acid Chemical compound C=1C=CC=CC=1COC(=O)N(CC)CC1=CC(C(F)(F)F)=CC=C1C1=CC(CC(O)=O)=CN=C1OC OJYNHCQLROWNDT-UHFFFAOYSA-N 0.000 claims 1
- PIAPZCGCWAHOKS-UHFFFAOYSA-N 2-[5-[2-[[ethyl(phenylmethoxycarbonyl)amino]methyl]-4-(trifluoromethyl)phenyl]pyridin-3-yl]acetic acid Chemical compound C=1C=CC=CC=1COC(=O)N(CC)CC1=CC(C(F)(F)F)=CC=C1C1=CN=CC(CC(O)=O)=C1 PIAPZCGCWAHOKS-UHFFFAOYSA-N 0.000 claims 1
- BPAWMONIWAETOE-UHFFFAOYSA-N 2-[5-[2-[[ethyl(pyrazine-2-carbonyl)amino]methyl]-4-(trifluoromethyl)phenyl]pyridin-3-yl]acetic acid Chemical compound C=1N=CC=NC=1C(=O)N(CC)CC1=CC(C(F)(F)F)=CC=C1C1=CN=CC(CC(O)=O)=C1 BPAWMONIWAETOE-UHFFFAOYSA-N 0.000 claims 1
- NYOJPBYEMKOZHH-UHFFFAOYSA-N 2-[5-[2-[[ethyl-(2-methoxyacetyl)amino]methyl]-4-(trifluoromethyl)phenyl]-6-methoxypyridin-3-yl]acetic acid Chemical compound COCC(=O)N(CC)CC1=CC(C(F)(F)F)=CC=C1C1=CC(CC(O)=O)=CN=C1OC NYOJPBYEMKOZHH-UHFFFAOYSA-N 0.000 claims 1
- WDYMDFMTCRJNFK-UHFFFAOYSA-N 2-[5-[2-[[ethyl-(2-methoxyacetyl)amino]methyl]-4-(trifluoromethyl)phenyl]pyridin-3-yl]acetic acid Chemical compound COCC(=O)N(CC)CC1=CC(C(F)(F)F)=CC=C1C1=CN=CC(CC(O)=O)=C1 WDYMDFMTCRJNFK-UHFFFAOYSA-N 0.000 claims 1
- LJQFHYPHVXLDMB-UHFFFAOYSA-N 2-[5-[2-[[ethyl-[2-(6-methylpyridin-3-yl)acetyl]amino]methyl]-4-(trifluoromethyl)phenyl]pyridin-3-yl]acetic acid Chemical compound C=1C=C(C)N=CC=1CC(=O)N(CC)CC1=CC(C(F)(F)F)=CC=C1C1=CN=CC(CC(O)=O)=C1 LJQFHYPHVXLDMB-UHFFFAOYSA-N 0.000 claims 1
- VCVIEIWNCYTGBE-UHFFFAOYSA-N 2-[5-[4-(benzylcarbamoyl)-2-[[benzyl(cyclopropanecarbonyl)amino]methyl]phenyl]pyridin-3-yl]acetic acid Chemical compound OC(=O)CC1=CN=CC(C=2C(=CC(=CC=2)C(=O)NCC=2C=CC=CC=2)CN(CC=2C=CC=CC=2)C(=O)C2CC2)=C1 VCVIEIWNCYTGBE-UHFFFAOYSA-N 0.000 claims 1
- YFCIMWZNCHDMSH-UHFFFAOYSA-N 2-[6-chloro-5-[2-[[cyclopropanecarbonyl(ethyl)amino]methyl]-4-(trifluoromethyl)phenyl]pyridin-3-yl]acetic acid Chemical compound C1CC1C(=O)N(CC)CC1=CC(C(F)(F)F)=CC=C1C1=CC(CC(O)=O)=CN=C1Cl YFCIMWZNCHDMSH-UHFFFAOYSA-N 0.000 claims 1
- PTEWVYARVIUQIG-UHFFFAOYSA-N 4-[5-(carboxymethyl)pyridin-3-yl]-3-[[cyclopropanecarbonyl(ethyl)amino]methyl]benzoic acid Chemical compound C1CC1C(=O)N(CC)CC1=CC(C(O)=O)=CC=C1C1=CN=CC(CC(O)=O)=C1 PTEWVYARVIUQIG-UHFFFAOYSA-N 0.000 claims 1
- LMHRXIYWPNPJES-UHFFFAOYSA-N 4-[5-(carboxymethyl)pyridin-3-yl]-3-[[ethyl(phenylmethoxycarbonyl)amino]methyl]benzoic acid Chemical compound C=1C=CC=CC=1COC(=O)N(CC)CC1=CC(C(O)=O)=CC=C1C1=CN=CC(CC(O)=O)=C1 LMHRXIYWPNPJES-UHFFFAOYSA-N 0.000 claims 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 1
- 206010010744 Conjunctivitis allergic Diseases 0.000 claims 1
- 206010012438 Dermatitis atopic Diseases 0.000 claims 1
- 241000255925 Diptera Species 0.000 claims 1
- 206010064212 Eosinophilic oesophagitis Diseases 0.000 claims 1
- 206010039085 Rhinitis allergic Diseases 0.000 claims 1
- 208000002205 allergic conjunctivitis Diseases 0.000 claims 1
- 230000000172 allergic effect Effects 0.000 claims 1
- 201000010105 allergic rhinitis Diseases 0.000 claims 1
- 208000006673 asthma Diseases 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 208000024998 atopic conjunctivitis Diseases 0.000 claims 1
- 201000008937 atopic dermatitis Diseases 0.000 claims 1
- 208000010668 atopic eczema Diseases 0.000 claims 1
- 239000002775 capsule Substances 0.000 claims 1
- 239000000084 colloidal system Substances 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 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
- 239000003085 diluting agent Substances 0.000 claims 1
- 208000035475 disorder Diseases 0.000 claims 1
- 239000006185 dispersion Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 239000003221 ear drop Substances 0.000 claims 1
- 239000000839 emulsion Substances 0.000 claims 1
- 201000000708 eosinophilic esophagitis Diseases 0.000 claims 1
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 claims 1
- 239000000499 gel Substances 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 239000005414 inactive ingredient Substances 0.000 claims 1
- 208000027866 inflammatory disease Diseases 0.000 claims 1
- 238000010253 intravenous injection Methods 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 239000006210 lotion Substances 0.000 claims 1
- 239000007922 nasal spray Substances 0.000 claims 1
- 229940097496 nasal spray Drugs 0.000 claims 1
- 239000002674 ointment Substances 0.000 claims 1
- 239000006187 pill Substances 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 239000000829 suppository Substances 0.000 claims 1
- 239000003826 tablet Substances 0.000 claims 1
- 125000003831 tetrazolyl group Chemical group 0.000 claims 1
- 238000011200 topical administration Methods 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10107408P | 2008-09-29 | 2008-09-29 | |
| US61/101,074 | 2008-09-29 | ||
| PCT/US2009/058655 WO2010037054A2 (en) | 2008-09-29 | 2009-09-28 | Heteroaryl antagonists of prostaglandin d2 receptors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2012504141A JP2012504141A (ja) | 2012-02-16 |
| JP2012504141A5 true JP2012504141A5 (enExample) | 2012-10-18 |
Family
ID=41327552
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011529334A Ceased JP2012504141A (ja) | 2008-09-29 | 2009-09-28 | プロスタグランジンｄ２受容体の三環式アンタゴニスト |
Country Status (11)
| Country | Link |
|---|---|
| US (2) | US20110312974A1 (enExample) |
| EP (1) | EP2328869A4 (enExample) |
| JP (1) | JP2012504141A (enExample) |
| CN (1) | CN102164894A (enExample) |
| AR (1) | AR073319A1 (enExample) |
| CA (1) | CA2737739C (enExample) |
| GB (1) | GB2463788B (enExample) |
| PE (1) | PE20100317A1 (enExample) |
| TW (1) | TW201018465A (enExample) |
| UY (1) | UY32152A (enExample) |
| WO (2) | WO2010037059A2 (enExample) |
Families Citing this family (56)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2257524B1 (en) | 2008-02-01 | 2016-01-06 | Brickell Biotech, Inc. | N,n-disubstituted aminoalkylbiphenyl antagonists of prostaglandin d2 receptors |
| UA98839C2 (en) * | 2008-02-01 | 2012-06-25 | Панмира Фармасьютикалз, Ллк. | N,n-disubstituted aminoalkylbiphenyl antagonists of prostaglandin d2 receptors |
| WO2009102893A2 (en) * | 2008-02-14 | 2009-08-20 | Amira Pharmaceuticals, Inc. | CYCLIC DIARYL ETHER COMPOUNDS AS ANTAGONISTS OF PROSTAGLANDIN D2 receptors |
| EP2245022A4 (en) | 2008-02-25 | 2012-02-22 | Panmira Pharmaceuticals Llc | ANTAGONISTS OF PROSTAGLANDIN D2 RECEPTORS |
| US8426449B2 (en) * | 2008-04-02 | 2013-04-23 | Panmira Pharmaceuticals, Llc | Aminoalkylphenyl antagonists of prostaglandin D2 receptors |
| US8674040B2 (en) | 2008-07-25 | 2014-03-18 | Exxonmobil Chemical Patents Inc. | Pyridyldiamido transition metal complexes, production and use thereof |
| US8710163B2 (en) | 2008-07-25 | 2014-04-29 | Exxonmobil Chemical Patents Inc. | Pyridyldiamido transition metal complexes, production and use thereof |
| 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 |
| WO2010042652A2 (en) | 2008-10-08 | 2010-04-15 | Amira Pharmaceuticals, Inc. | Heteroalkyl biphenyl antagonists of prostaglandin d2 receptors |
| US8383654B2 (en) | 2008-11-17 | 2013-02-26 | Panmira Pharmaceuticals, Llc | Heterocyclic antagonists of prostaglandin D2 receptors |
| US20100173313A1 (en) * | 2009-01-08 | 2010-07-08 | Amira Pharmaceuticals, Inc. | Biomarkers of inflammation |
| JP2013500979A (ja) * | 2009-07-31 | 2013-01-10 | パンミラ ファーマシューティカルズ，エルエルシー． | Ｄｐ２受容体アンタゴニストの皮膚用製剤 |
| SG178109A1 (en) | 2009-07-31 | 2012-03-29 | Panmira Pharmaceuticals Llc | Ophthalmic pharmaceutical compositions of dp2 receptor antagonists |
| KR20120047273A (ko) | 2009-08-05 | 2012-05-11 | 판미라 파마슈티칼스, 엘엘씨 | Ｄｐ2 길항제 및 이의 용도 |
| EP2457900A1 (en) | 2010-11-25 | 2012-05-30 | Almirall, S.A. | New pyrazole derivatives having CRTh2 antagonistic behaviour |
| TWI527809B (zh) * | 2011-01-24 | 2016-04-01 | 百靈佳殷格翰國際股份有限公司 | 作為ｃｒｔｈ２拮抗劑之吡唑化合物 |
| US8841397B2 (en) | 2011-03-25 | 2014-09-23 | Exxonmobil Chemical Patents Inc. | Vinyl terminated higher olefin polymers and methods to produce thereof |
| US8835563B2 (en) | 2011-03-25 | 2014-09-16 | Exxonmobil Chemical Patents Inc. | Block copolymers from silylated vinyl terminated macromers |
| US8318998B2 (en) | 2011-03-25 | 2012-11-27 | Exxonmobil Chemical Patents Inc. | Enhanced catalyst performance for production of vinyl terminated propylene and ethylene/propylene macromers |
| US8399724B2 (en) | 2011-03-25 | 2013-03-19 | Exxonmobil Chemical Patents Inc. | Vinyl terminated higher olefin copolymers and methods to produce thereof |
| US8940839B2 (en) | 2011-03-25 | 2015-01-27 | Exxonmobil Chemical Patents Inc. | Diblock copolymers prepared by cross metathesis |
| US8623974B2 (en) | 2011-03-25 | 2014-01-07 | Exxonmobil Chemical Patents Inc. | Branched vinyl terminated polymers and methods for production thereof |
| AU2012243583B2 (en) | 2011-04-12 | 2015-10-22 | Chong Kun Dang Pharmaceutical Corp. | Cycloalkenyl aryl derivatives for CETP inhibitor |
| ES2690782T3 (es) | 2012-10-24 | 2018-11-22 | Nyu Winthrop Hospital | Biomarcador no invasivo para identificar sujetos en riesgo de parto prematuro |
| US9102773B2 (en) | 2013-02-06 | 2015-08-11 | Exxonmobil Chemical Patents Inc. | Process for controlling molecular weight of polyolefins prepared using pyridyl diamide catalyst systems |
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2009
- 2009-09-24 GB GB0916810A patent/GB2463788B/en not_active Expired - Fee Related
- 2009-09-28 PE PE2009001158A patent/PE20100317A1/es not_active Application Discontinuation
- 2009-09-28 EP EP09817014A patent/EP2328869A4/en not_active Withdrawn
- 2009-09-28 CA CA2737739A patent/CA2737739C/en not_active Expired - Fee Related
- 2009-09-28 US US13/121,398 patent/US20110312974A1/en not_active Abandoned
- 2009-09-28 WO PCT/US2009/058663 patent/WO2010037059A2/en not_active Ceased
- 2009-09-28 US US12/568,571 patent/US8049015B2/en not_active Expired - Fee Related
- 2009-09-28 JP JP2011529334A patent/JP2012504141A/ja not_active Ceased
- 2009-09-28 CN CN2009801381671A patent/CN102164894A/zh active Pending
- 2009-09-28 AR ARP090103725A patent/AR073319A1/es unknown
- 2009-09-28 WO PCT/US2009/058655 patent/WO2010037054A2/en not_active Ceased
- 2009-09-29 UY UY0001032152A patent/UY32152A/es unknown
- 2009-09-29 TW TW098133063A patent/TW201018465A/zh unknown
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