JP2009500372A5 - - Google Patents
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- Publication number
- JP2009500372A5 JP2009500372A5 JP2008519917A JP2008519917A JP2009500372A5 JP 2009500372 A5 JP2009500372 A5 JP 2009500372A5 JP 2008519917 A JP2008519917 A JP 2008519917A JP 2008519917 A JP2008519917 A JP 2008519917A JP 2009500372 A5 JP2009500372 A5 JP 2009500372A5
- Authority
- JP
- Japan
- Prior art keywords
- isopropylpiperazin
- phenyl
- compound
- isopropyl
- acetamide
- 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
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- 150000001875 compounds Chemical class 0.000 claims 25
- -1 acetamidomethyl Chemical group 0.000 claims 21
- 150000003839 salts Chemical class 0.000 claims 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 9
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 6
- 125000002206 pyridazin-3-yl group Chemical group [H]C1=C([H])C([H])=C(*)N=N1 0.000 claims 5
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 4
- NZNMSOFKMUBTKW-UHFFFAOYSA-N cyclohexanecarboxylic acid Chemical compound OC(=O)C1CCCCC1 NZNMSOFKMUBTKW-UHFFFAOYSA-N 0.000 claims 4
- MNDTWEIIGFBPGU-UHFFFAOYSA-N 2-methyl-n-[[4-[2-(4-propan-2-ylpiperazin-1-yl)pyrimidin-5-yl]phenyl]methyl]propanamide Chemical compound C1CN(C(C)C)CCN1C1=NC=C(C=2C=CC(CNC(=O)C(C)C)=CC=2)C=N1 MNDTWEIIGFBPGU-UHFFFAOYSA-N 0.000 claims 2
- UYGLHTXMKBIRNS-UHFFFAOYSA-N 4-[[4-[6-(4-propan-2-ylpiperazin-1-yl)pyridazin-3-yl]phenyl]methyl]morpholine Chemical compound C1CN(C(C)C)CCN1C1=CC=C(C=2C=CC(CN3CCOCC3)=CC=2)N=N1 UYGLHTXMKBIRNS-UHFFFAOYSA-N 0.000 claims 2
- WYLFMJBCGLMYKH-UHFFFAOYSA-N 4-[[4-[6-(4-propan-2-ylpiperazin-1-yl)pyridin-3-yl]phenyl]methyl]morpholine Chemical compound C1CN(C(C)C)CCN1C1=CC=C(C=2C=CC(CN3CCOCC3)=CC=2)C=N1 WYLFMJBCGLMYKH-UHFFFAOYSA-N 0.000 claims 2
- GQBXZHORMJLNOA-UHFFFAOYSA-N 4-methoxy-n-[4-[5-(4-propan-2-ylpiperazin-1-yl)pyrazin-2-yl]phenyl]cyclohexane-1-carboxamide Chemical compound C1CC(OC)CCC1C(=O)NC1=CC=C(C=2N=CC(=NC=2)N2CCN(CC2)C(C)C)C=C1 GQBXZHORMJLNOA-UHFFFAOYSA-N 0.000 claims 2
- 150000001408 amides Chemical class 0.000 claims 2
- VZFUCHSFHOYXIS-UHFFFAOYSA-N cycloheptane carboxylic acid Natural products OC(=O)C1CCCCCC1 VZFUCHSFHOYXIS-UHFFFAOYSA-N 0.000 claims 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- MAYRNHMWKAUVGG-UHFFFAOYSA-N n-[4-[6-(4-propan-2-ylpiperazin-1-yl)pyridin-3-yl]phenyl]acetamide Chemical compound C1CN(C(C)C)CCN1C1=CC=C(C=2C=CC(NC(C)=O)=CC=2)C=N1 MAYRNHMWKAUVGG-UHFFFAOYSA-N 0.000 claims 2
- YIJRIDBOLBKRBO-UHFFFAOYSA-N n-[[4-[2-(4-cyclopropylpiperazin-1-yl)pyrimidin-5-yl]phenyl]methyl]acetamide Chemical compound C1=CC(CNC(=O)C)=CC=C1C1=CN=C(N2CCN(CC2)C2CC2)N=C1 YIJRIDBOLBKRBO-UHFFFAOYSA-N 0.000 claims 2
- GYYYLVXIECBOHI-UHFFFAOYSA-N n-[[4-[5-(4-propan-2-ylpiperazin-1-yl)pyrazin-2-yl]phenyl]methyl]acetamide Chemical compound C1CN(C(C)C)CCN1C1=CN=C(C=2C=CC(CNC(C)=O)=CC=2)C=N1 GYYYLVXIECBOHI-UHFFFAOYSA-N 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- DRMDQUOERVUHPA-UHFFFAOYSA-N 1-[5-[4-(piperidin-1-ylmethyl)phenyl]pyridin-2-yl]-4-propan-2-ylpiperazine Chemical compound C1CN(C(C)C)CCN1C1=CC=C(C=2C=CC(CN3CCCCC3)=CC=2)C=N1 DRMDQUOERVUHPA-UHFFFAOYSA-N 0.000 claims 1
- BEKFTRKEUNDTCU-UHFFFAOYSA-N 1-cyclopropyl-4-[5-[4-(piperidin-1-ylmethyl)phenyl]pyridin-2-yl]piperazine Chemical compound C=1C=C(C=2C=NC(=CC=2)N2CCN(CC2)C2CC2)C=CC=1CN1CCCCC1 BEKFTRKEUNDTCU-UHFFFAOYSA-N 0.000 claims 1
- HNZJIWIXRPBFAN-UHFFFAOYSA-N 1-cyclopropylpiperazine Chemical compound C1CC1N1CCNCC1 HNZJIWIXRPBFAN-UHFFFAOYSA-N 0.000 claims 1
- ZEFCEARMOCDCPB-UHFFFAOYSA-N 1-methyl-4-[[4-[6-(4-propan-2-ylpiperazin-1-yl)pyridin-3-yl]phenyl]methyl]piperazine Chemical compound C1CN(C(C)C)CCN1C1=CC=C(C=2C=CC(CN3CCN(C)CC3)=CC=2)C=N1 ZEFCEARMOCDCPB-UHFFFAOYSA-N 0.000 claims 1
- WHKWMTXTYKVFLK-UHFFFAOYSA-N 1-propan-2-ylpiperazine Chemical compound CC(C)N1CCNCC1 WHKWMTXTYKVFLK-UHFFFAOYSA-N 0.000 claims 1
- JBSLANHIBKBQGE-UHFFFAOYSA-N 2-cyclopropylacetamide Chemical compound NC(=O)CC1CC1 JBSLANHIBKBQGE-UHFFFAOYSA-N 0.000 claims 1
- IXDAZAZEKJNKGN-UHFFFAOYSA-N 3-(4-cyclopropylpiperazin-1-yl)-6-[4-(piperidin-1-ylmethyl)phenyl]pyridazine Chemical compound C=1C=C(C=2N=NC(=CC=2)N2CCN(CC2)C2CC2)C=CC=1CN1CCCCC1 IXDAZAZEKJNKGN-UHFFFAOYSA-N 0.000 claims 1
- ASCWYUGHPLOWDH-UHFFFAOYSA-N 4-[6-(4-cyclopropylpiperazin-1-yl)piperidin-3-yl]-n,n-dimethylbenzamide Chemical compound C1=CC(C(=O)N(C)C)=CC=C1C1CNC(N2CCN(CC2)C2CC2)CC1 ASCWYUGHPLOWDH-UHFFFAOYSA-N 0.000 claims 1
- RPOPBUGAPRBFNC-UHFFFAOYSA-N CC(C)N(CC1)CCN1C1=NC=C(C(C=C2)=CC=C2NC)N=C1.OC(C1CC1)=O Chemical compound CC(C)N(CC1)CCN1C1=NC=C(C(C=C2)=CC=C2NC)N=C1.OC(C1CC1)=O RPOPBUGAPRBFNC-UHFFFAOYSA-N 0.000 claims 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims 1
- FKILWTAZBZNLQA-UHFFFAOYSA-N [1-[[4-[6-(4-propan-2-ylpiperazin-1-yl)pyridazin-3-yl]phenyl]methyl]piperidin-4-yl]methanol Chemical compound C1CN(C(C)C)CCN1C1=CC=C(C=2C=CC(CN3CCC(CO)CC3)=CC=2)N=N1 FKILWTAZBZNLQA-UHFFFAOYSA-N 0.000 claims 1
- WUQXZHQQDRLESG-UHFFFAOYSA-N [1-[[4-[6-(4-propan-2-ylpiperazin-1-yl)pyridin-3-yl]phenyl]methyl]piperidin-4-yl]methanol Chemical compound C1CN(C(C)C)CCN1C1=CC=C(C=2C=CC(CN3CCC(CO)CC3)=CC=2)C=N1 WUQXZHQQDRLESG-UHFFFAOYSA-N 0.000 claims 1
- NLUXOIAQIFEKMZ-UHFFFAOYSA-N [4-(hydroxymethyl)piperidin-1-yl]-[4-[6-(4-propan-2-ylpiperazin-1-yl)pyridazin-3-yl]phenyl]methanone Chemical compound C1CN(C(C)C)CCN1C1=CC=C(C=2C=CC(=CC=2)C(=O)N2CCC(CO)CC2)N=N1 NLUXOIAQIFEKMZ-UHFFFAOYSA-N 0.000 claims 1
- QKFZTZONNQVHPU-UHFFFAOYSA-N [4-(hydroxymethyl)piperidin-1-yl]-[4-[6-(4-propan-2-ylpiperazin-1-yl)pyridin-3-yl]phenyl]methanone Chemical compound C1CN(C(C)C)CCN1C1=CC=C(C=2C=CC(=CC=2)C(=O)N2CCC(CO)CC2)C=N1 QKFZTZONNQVHPU-UHFFFAOYSA-N 0.000 claims 1
- YFJDURDXIYRGSU-UHFFFAOYSA-N [4-(methoxymethyl)piperidin-1-yl]-[4-[6-(4-propan-2-ylpiperazin-1-yl)pyridin-3-yl]phenyl]methanone Chemical compound C1CC(COC)CCN1C(=O)C1=CC=C(C=2C=NC(=CC=2)N2CCN(CC2)C(C)C)C=C1 YFJDURDXIYRGSU-UHFFFAOYSA-N 0.000 claims 1
- LGQXUTVSTGUQAC-UHFFFAOYSA-N [4-[6-(4-cyclopropylpiperazin-1-yl)pyridin-3-yl]phenyl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C1=CC=C(C=2C=NC(=CC=2)N2CCN(CC2)C2CC2)C=C1 LGQXUTVSTGUQAC-UHFFFAOYSA-N 0.000 claims 1
- VFOJBFMVKVZNCI-UHFFFAOYSA-N [4-[6-(4-cyclopropylpiperazin-1-yl)pyridin-3-yl]phenyl]-piperidin-1-ylmethanone Chemical compound C=1C=C(C=2C=NC(=CC=2)N2CCN(CC2)C2CC2)C=CC=1C(=O)N1CCCCC1 VFOJBFMVKVZNCI-UHFFFAOYSA-N 0.000 claims 1
- METKIMKYRPQLGS-UHFFFAOYSA-N atenolol Chemical compound CC(C)NCC(O)COC1=CC=C(CC(N)=O)C=C1 METKIMKYRPQLGS-UHFFFAOYSA-N 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- AIMMVWOEOZMVMS-UHFFFAOYSA-N cyclopropanecarboxamide Chemical compound NC(=O)C1CC1 AIMMVWOEOZMVMS-UHFFFAOYSA-N 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 125000006222 dimethylaminomethyl group Chemical group [H]C([H])([H])N(C([H])([H])[H])C([H])([H])* 0.000 claims 1
- WSFSSNUMVMOOMR-BJUDXGSMSA-N methanone Chemical compound O=[11CH2] WSFSSNUMVMOOMR-BJUDXGSMSA-N 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 1
- BBRXHRDNHPYYBH-UHFFFAOYSA-N morpholin-4-yl-[4-[6-(4-propan-2-ylpiperazin-1-yl)pyridazin-3-yl]phenyl]methanone Chemical compound C1CN(C(C)C)CCN1C1=CC=C(C=2C=CC(=CC=2)C(=O)N2CCOCC2)N=N1 BBRXHRDNHPYYBH-UHFFFAOYSA-N 0.000 claims 1
- ZSUUCLLIOSUIFH-UHFFFAOYSA-N n,n-di(propan-2-yl)acetamide Chemical compound CC(C)N(C(C)C)C(C)=O ZSUUCLLIOSUIFH-UHFFFAOYSA-N 0.000 claims 1
- NMJPJZWVPWRPFO-UHFFFAOYSA-N n,n-dimethyl-1-[4-[6-(4-propan-2-ylpiperazin-1-yl)pyridazin-3-yl]phenyl]methanamine Chemical compound C1CN(C(C)C)CCN1C1=CC=C(C=2C=CC(CN(C)C)=CC=2)N=N1 NMJPJZWVPWRPFO-UHFFFAOYSA-N 0.000 claims 1
- AYFUAUFOSCUTET-UHFFFAOYSA-N n,n-dimethyl-1-[4-[6-(4-propan-2-ylpiperazin-1-yl)pyridin-3-yl]phenyl]methanamine Chemical compound C1CN(C(C)C)CCN1C1=CC=C(C=2C=CC(CN(C)C)=CC=2)C=N1 AYFUAUFOSCUTET-UHFFFAOYSA-N 0.000 claims 1
- TUAHSNWHUAKVCR-UHFFFAOYSA-N n-[4-[5-(4-cyclopropylpiperazin-1-yl)pyrazin-2-yl]phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1C1=CN=C(N2CCN(CC2)C2CC2)C=N1 TUAHSNWHUAKVCR-UHFFFAOYSA-N 0.000 claims 1
- NGTLTQLSPDZYPW-UHFFFAOYSA-N n-[4-[5-(4-propan-2-ylpiperazin-1-yl)pyrazin-2-yl]phenyl]acetamide Chemical compound C1CN(C(C)C)CCN1C1=CN=C(C=2C=CC(NC(C)=O)=CC=2)C=N1 NGTLTQLSPDZYPW-UHFFFAOYSA-N 0.000 claims 1
- GPXYLVXVRKANSK-UHFFFAOYSA-N n-[4-[5-(4-propan-2-ylpiperazin-1-yl)pyrazin-2-yl]phenyl]cyclopropanecarboxamide Chemical compound C1CN(C(C)C)CCN1C1=CN=C(C=2C=CC(NC(=O)C3CC3)=CC=2)C=N1 GPXYLVXVRKANSK-UHFFFAOYSA-N 0.000 claims 1
- LBYGIPJOYIERIC-UHFFFAOYSA-N n-[4-[6-(4-cyclopropylpiperazin-1-yl)pyridazin-3-yl]-2-methoxyphenyl]acetamide Chemical compound C1=C(NC(C)=O)C(OC)=CC(C=2N=NC(=CC=2)N2CCN(CC2)C2CC2)=C1 LBYGIPJOYIERIC-UHFFFAOYSA-N 0.000 claims 1
- FMNUHNONGPWMAA-UHFFFAOYSA-N n-[4-[6-(4-cyclopropylpiperazin-1-yl)pyridazin-3-yl]phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1C1=CC=C(N2CCN(CC2)C2CC2)N=N1 FMNUHNONGPWMAA-UHFFFAOYSA-N 0.000 claims 1
- CYAYFSOHSRHVAN-UHFFFAOYSA-N n-[4-[6-(4-cyclopropylpiperazin-1-yl)pyridazin-3-yl]phenyl]cyclopropanecarboxamide Chemical compound C1CC1C(=O)NC(C=C1)=CC=C1C(N=N1)=CC=C1N(CC1)CCN1C1CC1 CYAYFSOHSRHVAN-UHFFFAOYSA-N 0.000 claims 1
- DXPPODZAPXVITK-UHFFFAOYSA-N n-[4-[6-(4-propan-2-ylpiperazin-1-yl)pyridazin-3-yl]phenyl]acetamide Chemical compound C1CN(C(C)C)CCN1C1=CC=C(C=2C=CC(NC(C)=O)=CC=2)N=N1 DXPPODZAPXVITK-UHFFFAOYSA-N 0.000 claims 1
- ZDKOYMJLEZWCHR-UHFFFAOYSA-N n-[[4-[6-(4-propan-2-ylpiperazin-1-yl)pyridin-3-yl]phenyl]methyl]acetamide Chemical compound C1CN(C(C)C)CCN1C1=CC=C(C=2C=CC(CNC(C)=O)=CC=2)C=N1 ZDKOYMJLEZWCHR-UHFFFAOYSA-N 0.000 claims 1
- MDZLFSAWUYNYHO-UHFFFAOYSA-N n-methyl-n-[4-[5-(4-propan-2-ylpiperazin-1-yl)pyrazin-2-yl]phenyl]acetamide Chemical compound C1CN(C(C)C)CCN1C1=CN=C(C=2C=CC(=CC=2)N(C)C(C)=O)C=N1 MDZLFSAWUYNYHO-UHFFFAOYSA-N 0.000 claims 1
- QJQAMHYHNCADNR-UHFFFAOYSA-N n-methylpropanamide Chemical compound CCC(=O)NC QJQAMHYHNCADNR-UHFFFAOYSA-N 0.000 claims 1
- AVPKHOTUOHDTLW-UHFFFAOYSA-N oxane-4-carboxylic acid Chemical compound OC(=O)C1CCOCC1 AVPKHOTUOHDTLW-UHFFFAOYSA-N 0.000 claims 1
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
Applications Claiming Priority (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP05106037 | 2005-07-04 | ||
| EP05106038.2 | 2005-07-04 | ||
| EP05106038 | 2005-07-04 | ||
| EP05106037.4 | 2005-07-04 | ||
| EP05109674 | 2005-10-18 | ||
| EP05109674.1 | 2005-10-18 | ||
| EP06114615 | 2006-05-29 | ||
| EP06114615.5 | 2006-05-29 | ||
| PCT/EP2006/063753 WO2007003604A2 (en) | 2005-07-04 | 2006-06-30 | Hists1mine h3 receptor antagonists |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2009500372A JP2009500372A (ja) | 2009-01-08 |
| JP2009500372A5 true JP2009500372A5 (https=) | 2011-12-15 |
| JP5121707B2 JP5121707B2 (ja) | 2013-01-16 |
Family
ID=37198852
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008519917A Expired - Fee Related JP5121707B2 (ja) | 2005-07-04 | 2006-06-30 | 新規医薬 |
Country Status (13)
| Country | Link |
|---|---|
| US (2) | US8501739B2 (https=) |
| EP (3) | EP1902028A2 (https=) |
| JP (1) | JP5121707B2 (https=) |
| KR (1) | KR101286569B1 (https=) |
| CN (1) | CN103110635A (https=) |
| AT (1) | ATE536344T1 (https=) |
| AU (1) | AU2006264966B2 (https=) |
| BR (1) | BRPI0613564A2 (https=) |
| CA (1) | CA2614116A1 (https=) |
| ES (1) | ES2375929T3 (https=) |
| MX (1) | MX2007015675A (https=) |
| RU (1) | RU2499795C2 (https=) |
| WO (1) | WO2007003604A2 (https=) |
Families Citing this family (71)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030236259A1 (en) * | 2002-02-05 | 2003-12-25 | Rolf Hohlweg | Novel aryl- and heteroarylpiperazines |
| MX2007015675A (es) * | 2005-07-04 | 2008-02-20 | Novo Nordisk As | Antagonistas del receptor de histamina h3. |
| GB0525957D0 (en) * | 2005-12-21 | 2006-02-01 | Astrazeneca Ab | Methods |
| PL2007752T3 (pl) | 2006-03-31 | 2011-02-28 | Janssen Pharmaceutica Nv | Benzoimidazol-2-ilopirymidyny i pirazyny jako modulatory receptora histaminowego H4 |
| EP2038256A1 (en) * | 2006-05-23 | 2009-03-25 | TransTech Pharma, Inc | 6- (4-cyclopropylpiperazin-1-yl) -2 ' -methyl- [3, 4 ']-bipyridine and its use as a medicament |
| EP2402324A1 (en) | 2006-05-29 | 2012-01-04 | High Point Pharmaceuticals, LLC | Benzodioxolylcyclopropylpiperazinylpyridazines |
| US9108948B2 (en) | 2006-06-23 | 2015-08-18 | Abbvie Inc. | Cyclopropyl amine derivatives |
| BRPI0712823A2 (pt) | 2006-06-23 | 2012-07-24 | Abbott Lab | derivados de ciclopropil amina como moduladores de receptor de histamina h3 |
| TW200901998A (en) * | 2007-03-06 | 2009-01-16 | Astrazeneca Ab | Novel 2-heteroaryl substituted benzothiophenes and benzofuranes |
| JP5603770B2 (ja) * | 2007-05-31 | 2014-10-08 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | Ｃｃｒ２受容体拮抗薬およびその使用 |
| EP2014656A3 (en) * | 2007-06-11 | 2011-08-24 | High Point Pharmaceuticals, LLC | New heteocyclic h3 antagonists |
| EP2752406A1 (en) * | 2008-01-30 | 2014-07-09 | Cephalon, Inc. | Substituted pyridazine derivatives which have histamine H3 antagonist activity |
| EP3782991A1 (en) | 2008-05-14 | 2021-02-24 | The Scripps Research Institute | Novel modulators of sphingosine phosphate receptors |
| US9371311B2 (en) | 2008-06-30 | 2016-06-21 | Janssen Pharmaceutica Nv | Benzoimidazol-2-yl pyrimidine derivatives |
| US8193363B2 (en) | 2008-08-29 | 2012-06-05 | Astrazeneca Ab | Compounds suitable as precursors to compounds that are useful for imaging amyloid deposits |
| CN102256963B (zh) | 2008-12-19 | 2014-06-11 | 贝林格尔.英格海姆国际有限公司 | 作为ccr2受体拮抗剂用于治疗炎症、哮喘和copd的环状嘧啶-4-甲酰胺 |
| WO2010107768A1 (en) | 2009-03-18 | 2010-09-23 | Schering Corporation | Bicyclic compounds as inhibitors of diacylglycerol acyltransferase |
| US9186353B2 (en) | 2009-04-27 | 2015-11-17 | Abbvie Inc. | Treatment of osteoarthritis pain |
| PL2479165T3 (pl) * | 2009-09-16 | 2018-05-30 | Astellas Pharma Inc. | Związek glicynowy |
| ES2674275T3 (es) | 2009-12-17 | 2018-06-28 | Centrexion Therapeutics Corporation | Antagonistas del receptor CCR2 y usos de los mismos |
| AR081331A1 (es) | 2010-04-23 | 2012-08-08 | Cytokinetics Inc | Amino- pirimidinas composiciones de las mismas y metodos para el uso de los mismos |
| US9133123B2 (en) | 2010-04-23 | 2015-09-15 | Cytokinetics, Inc. | Certain amino-pyridines and amino-triazines, compositions thereof, and methods for their use |
| AR081626A1 (es) | 2010-04-23 | 2012-10-10 | Cytokinetics Inc | Compuestos amino-piridazinicos, composiciones farmaceuticas que los contienen y uso de los mismos para tratar trastornos musculares cardiacos y esqueleticos |
| EP2569294B1 (en) * | 2010-05-11 | 2015-03-11 | Sanofi | Substituted n-heteroaryl bipyrrolidine carboxamides, preparation and therapeutic use thereof |
| WO2011141474A1 (en) | 2010-05-12 | 2011-11-17 | Boehringer Ingelheim International Gmbh | Novel ccr2 receptor antagonists, method for producing the same, and use thereof as medicaments |
| JP5646736B2 (ja) | 2010-05-12 | 2014-12-24 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | 新規ｃｃｒ２受容体アンタゴニスト、これらの製造方法、及び薬物としてのこれらの使用 |
| WO2011144501A1 (en) | 2010-05-17 | 2011-11-24 | Boehringer Ingelheim International Gmbh | Ccr2 antagonists and uses thereof |
| WO2011147772A1 (en) | 2010-05-25 | 2011-12-01 | Boehringer Ingelheim International Gmbh | Ccr2 receptor antagonists |
| US8962656B2 (en) | 2010-06-01 | 2015-02-24 | Boehringer Ingelheim International Gmbh | CCR2 antagonists |
| WO2012037258A1 (en) | 2010-09-16 | 2012-03-22 | Abbott Laboratories | Processes for preparing 1,2-substituted cyclopropyl derivatives |
| EP2731941B1 (en) | 2011-07-15 | 2019-05-08 | Boehringer Ingelheim International GmbH | Novel and selective ccr2 antagonists |
| WO2013076590A1 (en) | 2011-11-23 | 2013-05-30 | Oxygen Healthcare Research Pvt. Ltd | Benzothiazine compounds as h3 receptor ligands |
| US8729263B2 (en) | 2012-08-13 | 2014-05-20 | Novartis Ag | 1,4-disubstituted pyridazine analogs there of and methods for treating SMN-deficiency-related conditions |
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- 2006-06-30 MX MX2007015675A patent/MX2007015675A/es active IP Right Grant
- 2006-06-30 US US11/917,823 patent/US8501739B2/en not_active Expired - Fee Related
- 2006-06-30 AU AU2006264966A patent/AU2006264966B2/en not_active Ceased
- 2006-06-30 AT AT10166493T patent/ATE536344T1/de active
- 2006-06-30 BR BRPI0613564-1A patent/BRPI0613564A2/pt not_active IP Right Cessation
- 2006-06-30 CA CA002614116A patent/CA2614116A1/en not_active Abandoned
- 2006-06-30 EP EP06764002A patent/EP1902028A2/en not_active Withdrawn
- 2006-06-30 EP EP11176842A patent/EP2386554A1/en not_active Withdrawn
- 2006-06-30 JP JP2008519917A patent/JP5121707B2/ja not_active Expired - Fee Related
- 2006-06-30 EP EP10166493A patent/EP2233470B1/en not_active Not-in-force
- 2006-06-30 ES ES10166493T patent/ES2375929T3/es active Active
- 2006-06-30 RU RU2011142654/04A patent/RU2499795C2/ru not_active IP Right Cessation
- 2006-06-30 KR KR1020087000240A patent/KR101286569B1/ko not_active Expired - Fee Related
- 2006-06-30 CN CN2012104648404A patent/CN103110635A/zh active Pending
- 2006-06-30 WO PCT/EP2006/063753 patent/WO2007003604A2/en not_active Ceased
-
2012
- 2012-05-15 US US13/472,090 patent/US8846677B2/en not_active Expired - Fee Related
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