JP2009500366A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2009500366A5 JP2009500366A5 JP2008519862A JP2008519862A JP2009500366A5 JP 2009500366 A5 JP2009500366 A5 JP 2009500366A5 JP 2008519862 A JP2008519862 A JP 2008519862A JP 2008519862 A JP2008519862 A JP 2008519862A JP 2009500366 A5 JP2009500366 A5 JP 2009500366A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- tetrahydropyrazolo
- azepin
- compound
- phenyl
- 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
- 125000000217 alkyl group Chemical group 0.000 claims 38
- 150000001875 compounds Chemical class 0.000 claims 28
- 150000003839 salts Chemical class 0.000 claims 16
- 229910052736 halogen Inorganic materials 0.000 claims 9
- 150000002367 halogens Chemical class 0.000 claims 9
- 229910052739 hydrogen Inorganic materials 0.000 claims 7
- 239000001257 hydrogen Substances 0.000 claims 7
- -1 hydroxy, cyano, amino Chemical group 0.000 claims 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 6
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims 6
- 125000000623 heterocyclic group Chemical group 0.000 claims 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 6
- 125000001424 substituent group Chemical group 0.000 claims 6
- 229910052799 carbon Inorganic materials 0.000 claims 5
- 125000004093 cyano group Chemical group *C#N 0.000 claims 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 5
- 229910052760 oxygen Inorganic materials 0.000 claims 5
- 125000003118 aryl group Chemical group 0.000 claims 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims 4
- 125000001072 heteroaryl group Chemical group 0.000 claims 4
- 208000012902 Nervous system disease Diseases 0.000 claims 3
- 125000005843 halogen group Chemical group 0.000 claims 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 3
- 239000012453 solvate Substances 0.000 claims 3
- 208000028698 Cognitive impairment Diseases 0.000 claims 2
- XYOVOXDWRFGKEX-UHFFFAOYSA-N azepine Chemical compound N1C=CC=CC=C1 XYOVOXDWRFGKEX-UHFFFAOYSA-N 0.000 claims 2
- 208000010877 cognitive disease Diseases 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 239000003937 drug carrier Substances 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- KMROEJOHJJYSOS-UHFFFAOYSA-N n-methyl-4-[6-(2-methylpropyl)-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl]benzamide Chemical compound C1=CC(C(=O)NC)=CC=C1N1N=C2CCN(CC(C)C)CCC2=C1 KMROEJOHJJYSOS-UHFFFAOYSA-N 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
- 208000020016 psychiatric disease Diseases 0.000 claims 2
- 239000000126 substance Substances 0.000 claims 2
- 230000001225 therapeutic effect Effects 0.000 claims 2
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 1
- DTFNQANOSNEOCD-UHFFFAOYSA-N 1-[4-(6-cyclobutyl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl)phenyl]-3-methylimidazolidin-2-one Chemical compound O=C1N(C)CCN1C1=CC=C(N2N=C3CCN(CCC3=C2)C2CCC2)C=C1 DTFNQANOSNEOCD-UHFFFAOYSA-N 0.000 claims 1
- SWGKYHKUYIKLDC-UHFFFAOYSA-N 1-[4-(6-cyclobutyl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl)phenyl]pyrrolidin-2-one Chemical compound O=C1CCCN1C1=CC=C(N2N=C3CCN(CCC3=C2)C2CCC2)C=C1 SWGKYHKUYIKLDC-UHFFFAOYSA-N 0.000 claims 1
- XUXLXFNWTHSVDU-UHFFFAOYSA-N 1-[4-(6-cyclohexyl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl)phenyl]pyrrolidin-2-one Chemical compound O=C1CCCN1C1=CC=C(N2N=C3CCN(CCC3=C2)C2CCCCC2)C=C1 XUXLXFNWTHSVDU-UHFFFAOYSA-N 0.000 claims 1
- NUCUHFOXKYAJSO-UHFFFAOYSA-N 1-[4-(6-cyclopentyl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl)phenyl]-3-methylimidazolidin-2-one Chemical compound O=C1N(C)CCN1C1=CC=C(N2N=C3CCN(CCC3=C2)C2CCCC2)C=C1 NUCUHFOXKYAJSO-UHFFFAOYSA-N 0.000 claims 1
- PFKVVKZVZKQJIY-UHFFFAOYSA-N 1-[4-(6-cyclopentyl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl)phenyl]pyrrolidin-2-one Chemical compound O=C1CCCN1C1=CC=C(N2N=C3CCN(CCC3=C2)C2CCCC2)C=C1 PFKVVKZVZKQJIY-UHFFFAOYSA-N 0.000 claims 1
- UNFFLKKHVRORSL-UHFFFAOYSA-N 1-[4-(6-ethyl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl)phenyl]pyrrolidin-2-one Chemical compound N1=C2CCN(CC)CCC2=CN1C(C=C1)=CC=C1N1CCCC1=O UNFFLKKHVRORSL-UHFFFAOYSA-N 0.000 claims 1
- NHLUUDFTIYLGCR-UHFFFAOYSA-N 1-[4-(6-propan-2-yl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl)phenyl]pyrrolidin-2-one Chemical compound N1=C2CCN(C(C)C)CCC2=CN1C(C=C1)=CC=C1N1CCCC1=O NHLUUDFTIYLGCR-UHFFFAOYSA-N 0.000 claims 1
- QZEZLNQKBWZPDJ-UHFFFAOYSA-N 1-[4-[6-(2-methylpropyl)-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl]phenyl]pyrrolidin-2-one Chemical compound N1=C2CCN(CC(C)C)CCC2=CN1C(C=C1)=CC=C1N1CCCC1=O QZEZLNQKBWZPDJ-UHFFFAOYSA-N 0.000 claims 1
- FBLPODTYWKUWKU-UHFFFAOYSA-N 1-[4-[6-(cyclopropylmethyl)-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl]phenyl]pyrrolidin-2-one Chemical compound O=C1CCCN1C1=CC=C(N2N=C3CCN(CC4CC4)CCC3=C2)C=C1 FBLPODTYWKUWKU-UHFFFAOYSA-N 0.000 claims 1
- PCCHYOUYRRGEJP-UHFFFAOYSA-N 1-[5-(6-cyclobutyl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl)pyridin-2-yl]pyrrolidin-2-one Chemical compound O=C1CCCN1C1=CC=C(N2N=C3CCN(CCC3=C2)C2CCC2)C=N1 PCCHYOUYRRGEJP-UHFFFAOYSA-N 0.000 claims 1
- UTZALURJTZPLMS-UHFFFAOYSA-N 1-[5-(6-propan-2-yl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl)pyridin-2-yl]pyrrolidin-2-one Chemical compound N1=C2CCN(C(C)C)CCC2=CN1C(C=N1)=CC=C1N1CCCC1=O UTZALURJTZPLMS-UHFFFAOYSA-N 0.000 claims 1
- BKADWIISZKEYEA-UHFFFAOYSA-N 1-methyl-3-[4-(6-propan-2-yl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl)phenyl]imidazolidin-2-one Chemical compound N1=C2CCN(C(C)C)CCC2=CN1C(C=C1)=CC=C1N1CCN(C)C1=O BKADWIISZKEYEA-UHFFFAOYSA-N 0.000 claims 1
- DGBYHHMLWZHXBJ-UHFFFAOYSA-N 1-methyl-3-[4-[6-(2-methylpropyl)-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl]phenyl]imidazolidin-2-one Chemical compound N1=C2CCN(CC(C)C)CCC2=CN1C(C=C1)=CC=C1N1CCN(C)C1=O DGBYHHMLWZHXBJ-UHFFFAOYSA-N 0.000 claims 1
- SOAXOIPIFFFTDI-UHFFFAOYSA-N 2-(4-bromophenyl)-6-cyclobutyl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepine Chemical compound C1=CC(Br)=CC=C1N1N=C2CCN(C3CCC3)CCC2=C1 SOAXOIPIFFFTDI-UHFFFAOYSA-N 0.000 claims 1
- QYXNJPQHJBBEBP-UHFFFAOYSA-N 3-[4-(6-cyclobutyl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl)phenyl]-1,3-oxazolidin-2-one Chemical compound O=C1OCCN1C1=CC=C(N2N=C3CCN(CCC3=C2)C2CCC2)C=C1 QYXNJPQHJBBEBP-UHFFFAOYSA-N 0.000 claims 1
- MGKKZYOFKNDJGD-UHFFFAOYSA-N 3-[4-(6-cyclobutyl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl)phenyl]-1-methylimidazolidine-2,4-dione Chemical compound O=C1N(C)CC(=O)N1C1=CC=C(N2N=C3CCN(CCC3=C2)C2CCC2)C=C1 MGKKZYOFKNDJGD-UHFFFAOYSA-N 0.000 claims 1
- XEZCPAVXKBUPRY-UHFFFAOYSA-N 3-[4-(6-cyclopentyl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl)phenyl]-1,3-oxazolidin-2-one Chemical compound O=C1OCCN1C1=CC=C(N2N=C3CCN(CCC3=C2)C2CCCC2)C=C1 XEZCPAVXKBUPRY-UHFFFAOYSA-N 0.000 claims 1
- KQGXBEQKKDNBEF-UHFFFAOYSA-N 3-[4-(6-propan-2-yl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl)phenyl]-1,3-oxazolidin-2-one Chemical compound N1=C2CCN(C(C)C)CCC2=CN1C(C=C1)=CC=C1N1CCOC1=O KQGXBEQKKDNBEF-UHFFFAOYSA-N 0.000 claims 1
- ULDBTTCHMFJGSK-UHFFFAOYSA-N 3-[4-[6-(2-methylpropyl)-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl]phenyl]-1,3-oxazolidin-2-one Chemical compound N1=C2CCN(CC(C)C)CCC2=CN1C(C=C1)=CC=C1N1CCOC1=O ULDBTTCHMFJGSK-UHFFFAOYSA-N 0.000 claims 1
- FBCIOSJGCBSUPO-UHFFFAOYSA-N 3-methyl-5-[4-(6-propan-2-yl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl)phenyl]-1,2,4-oxadiazole Chemical compound N1=C2CCN(C(C)C)CCC2=CN1C(C=C1)=CC=C1C1=NC(C)=NO1 FBCIOSJGCBSUPO-UHFFFAOYSA-N 0.000 claims 1
- OSKJMVLSHZZCLF-UHFFFAOYSA-N 3-methyl-5-[4-[6-(2-methylpropyl)-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl]phenyl]-1,2,4-oxadiazole Chemical compound N1=C2CCN(CC(C)C)CCC2=CN1C(C=C1)=CC=C1C1=NC(C)=NO1 OSKJMVLSHZZCLF-UHFFFAOYSA-N 0.000 claims 1
- JSPMYAZGTGJOAI-UHFFFAOYSA-N 4-(6-cyclobutyl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl)benzamide Chemical compound C1=CC(C(=O)N)=CC=C1N1N=C2CCN(C3CCC3)CCC2=C1 JSPMYAZGTGJOAI-UHFFFAOYSA-N 0.000 claims 1
- YLZHGJSNBVVMHA-UHFFFAOYSA-N 4-(6-cyclobutyl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl)benzonitrile Chemical compound C1=CC(C#N)=CC=C1N1N=C2CCN(C3CCC3)CCC2=C1 YLZHGJSNBVVMHA-UHFFFAOYSA-N 0.000 claims 1
- NXNUSIGCWNWZFT-UHFFFAOYSA-N 4-(6-cyclopentyl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl)benzamide Chemical compound C1=CC(C(=O)N)=CC=C1N1N=C2CCN(C3CCCC3)CCC2=C1 NXNUSIGCWNWZFT-UHFFFAOYSA-N 0.000 claims 1
- ULJXVGFBRBQVFN-UHFFFAOYSA-N 4-(6-propan-2-yl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl)benzamide Chemical compound N1=C2CCN(C(C)C)CCC2=CN1C1=CC=C(C(N)=O)C=C1 ULJXVGFBRBQVFN-UHFFFAOYSA-N 0.000 claims 1
- NZGTZGNHBYHCHG-UHFFFAOYSA-N 4-[(6-cyclobutyl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl)methyl]benzonitrile Chemical compound C1=CC(C#N)=CC=C1CN1N=C2CCN(C3CCC3)CCC2=C1 NZGTZGNHBYHCHG-UHFFFAOYSA-N 0.000 claims 1
- XSZLCHNKJCBKCB-UHFFFAOYSA-N 4-[4-(6-cyclobutyl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl)phenyl]morpholine Chemical compound C1CCC1N1CCC2=NN(C=3C=CC(=CC=3)N3CCOCC3)C=C2CC1 XSZLCHNKJCBKCB-UHFFFAOYSA-N 0.000 claims 1
- WRTSWARSQLNKPU-UHFFFAOYSA-N 4-[6-(2-methylpropyl)-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl]benzamide Chemical compound N1=C2CCN(CC(C)C)CCC2=CN1C1=CC=C(C(N)=O)C=C1 WRTSWARSQLNKPU-UHFFFAOYSA-N 0.000 claims 1
- BYXQPVYYCODYFR-UHFFFAOYSA-N 6-cyclobutyl-2-(4-methylsulfonylphenyl)-4,5,7,8-tetrahydropyrazolo[3,4-d]azepine Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1N=C2CCN(C3CCC3)CCC2=C1 BYXQPVYYCODYFR-UHFFFAOYSA-N 0.000 claims 1
- IRXCERGGZYNFJI-UHFFFAOYSA-N 6-cyclobutyl-2-(4-piperidin-1-ylphenyl)-4,5,7,8-tetrahydropyrazolo[3,4-d]azepine Chemical compound C1CCC1N1CCC2=NN(C=3C=CC(=CC=3)N3CCCCC3)C=C2CC1 IRXCERGGZYNFJI-UHFFFAOYSA-N 0.000 claims 1
- RUGQPDGXAJMLNQ-UHFFFAOYSA-N 6-cyclobutyl-2-(4-pyrrolidin-1-ylphenyl)-4,5,7,8-tetrahydropyrazolo[3,4-d]azepine Chemical compound C1CCC1N1CCC2=NN(C=3C=CC(=CC=3)N3CCCC3)C=C2CC1 RUGQPDGXAJMLNQ-UHFFFAOYSA-N 0.000 claims 1
- IUMZUJYPSCQKNK-UHFFFAOYSA-N 6-cyclobutyl-2-[1-(6-methylpyridin-3-yl)piperidin-4-yl]-4,5,7,8-tetrahydropyrazolo[3,4-d]azepine Chemical compound C1=NC(C)=CC=C1N1CCC(N2N=C3CCN(CCC3=C2)C2CCC2)CC1 IUMZUJYPSCQKNK-UHFFFAOYSA-N 0.000 claims 1
- SCYQCPUBNNKNFU-UHFFFAOYSA-N 6-cyclobutyl-2-phenyl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepine Chemical compound C1CCC1N1CCC2=NN(C=3C=CC=CC=3)C=C2CC1 SCYQCPUBNNKNFU-UHFFFAOYSA-N 0.000 claims 1
- 208000024827 Alzheimer disease Diseases 0.000 claims 1
- 125000005418 aryl aryl group Chemical group 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- KMPBTRDNKULAIB-UHFFFAOYSA-N n,n-dimethyl-4-[6-(2-methylpropyl)-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl]benzamide Chemical compound N1=C2CCN(CC(C)C)CCC2=CN1C1=CC=C(C(=O)N(C)C)C=C1 KMPBTRDNKULAIB-UHFFFAOYSA-N 0.000 claims 1
- LNUZKOYKRTWVLK-UHFFFAOYSA-N n-[4-(6-cyclobutyl-4,5,7,8-tetrahydropyrazolo[3,4-d]azepin-2-yl)phenyl]methanesulfonamide Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1N1N=C2CCN(C3CCC3)CCC2=C1 LNUZKOYKRTWVLK-UHFFFAOYSA-N 0.000 claims 1
- 208000015122 neurodegenerative disease Diseases 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0513886.2A GB0513886D0 (en) | 2005-07-06 | 2005-07-06 | Novel compounds |
| GB0513886.2 | 2005-07-06 | ||
| PCT/EP2006/006613 WO2007025596A1 (en) | 2005-07-06 | 2006-07-04 | Pyrazolo [3 , 4-d] azepine derivatives as histamine h3 antagonists |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2009500366A JP2009500366A (ja) | 2009-01-08 |
| JP2009500366A5 true JP2009500366A5 (enExample) | 2009-08-20 |
| JP5145218B2 JP5145218B2 (ja) | 2013-02-13 |
Family
ID=34856781
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008519862A Expired - Fee Related JP5145218B2 (ja) | 2005-07-06 | 2006-07-04 | ヒスタミンｈ３アンタゴニストとしてのピラゾロ［３，４−ｄ］アゼピン誘導体 |
Country Status (27)
| Country | Link |
|---|---|
| US (1) | US7888347B2 (enExample) |
| EP (1) | EP1899350B1 (enExample) |
| JP (1) | JP5145218B2 (enExample) |
| KR (1) | KR20080037651A (enExample) |
| CN (1) | CN101258154B (enExample) |
| AT (1) | ATE467636T1 (enExample) |
| AU (1) | AU2006286897A1 (enExample) |
| BR (1) | BRPI0612719A2 (enExample) |
| CA (1) | CA2614232A1 (enExample) |
| CR (1) | CR9622A (enExample) |
| CY (1) | CY1110711T1 (enExample) |
| DE (1) | DE602006014273D1 (enExample) |
| DK (1) | DK1899350T3 (enExample) |
| EA (1) | EA013600B1 (enExample) |
| ES (1) | ES2345841T3 (enExample) |
| GB (1) | GB0513886D0 (enExample) |
| HR (1) | HRP20100401T1 (enExample) |
| IL (1) | IL188184A0 (enExample) |
| MA (1) | MA29623B1 (enExample) |
| MX (1) | MX2008000383A (enExample) |
| NO (1) | NO20080563L (enExample) |
| PL (1) | PL1899350T3 (enExample) |
| PT (1) | PT1899350E (enExample) |
| SI (1) | SI1899350T1 (enExample) |
| UA (1) | UA93047C2 (enExample) |
| WO (1) | WO2007025596A1 (enExample) |
| ZA (1) | ZA200710798B (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9108948B2 (en) | 2006-06-23 | 2015-08-18 | Abbvie Inc. | Cyclopropyl amine derivatives |
| KR20090024811A (ko) | 2006-06-23 | 2009-03-09 | 아보트 러보러터리즈 | 히스타민 ｈ3 수용체 조절제로서의 사이클로프로필 아민 유도체 |
| US8299267B2 (en) | 2007-09-24 | 2012-10-30 | Comentis, Inc. | (3-hydroxy-4-amino-butan-2-yl) -3- (2-thiazol-2-yl-pyrrolidine-1-carbonyl) benzamide derivatives and related compounds as beta-secretase inhibitors for treating |
| US9186353B2 (en) * | 2009-04-27 | 2015-11-17 | Abbvie Inc. | Treatment of osteoarthritis pain |
| US8853390B2 (en) | 2010-09-16 | 2014-10-07 | Abbvie Inc. | Processes for preparing 1,2-substituted cyclopropyl derivatives |
| CN102952139B (zh) * | 2011-08-30 | 2016-08-10 | 上海药明康德新药开发有限公司 | 反式-3a-氟吡咯烷[3,4-C]并环化合物及其制备方法 |
| WO2013151982A1 (en) | 2012-04-03 | 2013-10-10 | Arena Pharmaceuticals, Inc. | Methods and compounds useful in treating pruritus, and methods for identifying such compounds |
| EP2647377A1 (en) | 2012-04-06 | 2013-10-09 | Sanofi | Use of an h3 receptor antagonist for the treatment of alzheimer's disease |
| JO3407B1 (ar) | 2012-05-31 | 2019-10-20 | Eisai R&D Man Co Ltd | مركبات رباعي هيدرو بيرازولو بيريميدين |
| US9910887B2 (en) * | 2013-04-25 | 2018-03-06 | Facebook, Inc. | Variable search query vertical access |
| KR20190040140A (ko) * | 2016-05-25 | 2019-04-17 | 아카나 테라퓨틱스, 엘티디. | 질환의 치료를 위한 융합된 비시클릭 화합물 |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ID28692A (id) * | 1998-09-09 | 2001-06-28 | Ishihara Sangyo Kaisha | Turunan benzena dilebur yang berguna sebagai herbisida |
| AU3956900A (en) * | 1999-04-16 | 2000-11-02 | Boehringer Ingelheim International Gmbh | Substituted imidazoles, their preparation and use |
| JP2001220390A (ja) | 2000-02-09 | 2001-08-14 | Yamanouchi Pharmaceut Co Ltd | 縮合ピラゾール誘導体 |
| JP2005529942A (ja) * | 2002-06-06 | 2005-10-06 | ノボ ノルディスク アクティーゼルスカブ | 置換ピラジン類および置換アゼピン類 |
| US6770597B2 (en) | 2002-07-17 | 2004-08-03 | Ishihara Sangyo Kaisha, Ltd. | Benzohydrazide derivatives as herbicides and desiccant compositions containing them |
| CA2493637A1 (en) | 2002-07-25 | 2004-02-12 | Manuela Villa | Bicyclo-pyrazoles active as kinase inhibitors, process for their preparation and pharmaceutical compositions comprising them |
| US20060089347A1 (en) * | 2002-08-20 | 2006-04-27 | Eli Lilly And Company | Substituted azepines as histamine h3 receptor antagonists, preparation and therapeutic uses |
| GB0224083D0 (en) | 2002-10-16 | 2002-11-27 | Glaxo Group Ltd | Novel compounds |
| GB0224557D0 (en) | 2002-10-22 | 2002-11-27 | Glaxo Group Ltd | Novel compounds |
| NZ540148A (en) | 2002-12-20 | 2007-11-30 | Glaxo Group Ltd | Benzazepine derivatives for the treatment of neurological disorders |
| JP5069907B2 (ja) * | 2003-09-17 | 2012-11-07 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ | 縮合複素環式化合物 |
| GB0329214D0 (en) | 2003-12-17 | 2004-01-21 | Glaxo Group Ltd | Novel compounds |
| GB0405628D0 (en) | 2004-03-12 | 2004-04-21 | Glaxo Group Ltd | Novel compounds |
| GB0408083D0 (en) | 2004-04-08 | 2004-05-12 | Glaxo Group Ltd | Novel compounds |
| EP1756094A1 (en) | 2004-06-18 | 2007-02-28 | Glaxo Group Limited | 3-cycloalkylbenzazepines as histamine h3 antagonists |
| GB0418267D0 (en) | 2004-08-16 | 2004-09-15 | Glaxo Group Ltd | Novel compounds |
| EP1833796A1 (en) | 2004-12-07 | 2007-09-19 | Glaxo Group Limited | Indenyl derivatives and use thereof for the treatment of neurological disorders |
| AU2006224440A1 (en) | 2005-03-14 | 2006-09-21 | Glaxo Group Limited | Fused thiazole derivatives having affinity for the histamine H3 receptor |
-
2005
- 2005-07-06 GB GBGB0513886.2A patent/GB0513886D0/en not_active Ceased
-
2006
- 2006-07-04 EA EA200800264A patent/EA013600B1/ru not_active IP Right Cessation
- 2006-07-04 PT PT06818218T patent/PT1899350E/pt unknown
- 2006-07-04 UA UAA200800190A patent/UA93047C2/ru unknown
- 2006-07-04 WO PCT/EP2006/006613 patent/WO2007025596A1/en not_active Ceased
- 2006-07-04 PL PL06818218T patent/PL1899350T3/pl unknown
- 2006-07-04 CA CA002614232A patent/CA2614232A1/en not_active Abandoned
- 2006-07-04 EP EP06818218A patent/EP1899350B1/en active Active
- 2006-07-04 ES ES06818218T patent/ES2345841T3/es active Active
- 2006-07-04 BR BRPI0612719-3A patent/BRPI0612719A2/pt not_active IP Right Cessation
- 2006-07-04 HR HR20100401T patent/HRP20100401T1/hr unknown
- 2006-07-04 SI SI200630733T patent/SI1899350T1/sl unknown
- 2006-07-04 MX MX2008000383A patent/MX2008000383A/es active IP Right Grant
- 2006-07-04 JP JP2008519862A patent/JP5145218B2/ja not_active Expired - Fee Related
- 2006-07-04 CN CN2006800322776A patent/CN101258154B/zh not_active Expired - Fee Related
- 2006-07-04 AU AU2006286897A patent/AU2006286897A1/en not_active Abandoned
- 2006-07-04 US US11/994,689 patent/US7888347B2/en not_active Expired - Fee Related
- 2006-07-04 KR KR1020087000265A patent/KR20080037651A/ko not_active Ceased
- 2006-07-04 DE DE602006014273T patent/DE602006014273D1/de active Active
- 2006-07-04 DK DK06818218.7T patent/DK1899350T3/da active
- 2006-07-04 AT AT06818218T patent/ATE467636T1/de active
-
2007
- 2007-12-12 ZA ZA200710798A patent/ZA200710798B/xx unknown
- 2007-12-17 IL IL188184A patent/IL188184A0/en unknown
- 2007-12-20 CR CR9622A patent/CR9622A/es not_active Application Discontinuation
-
2008
- 2008-01-09 MA MA30562A patent/MA29623B1/fr unknown
- 2008-01-30 NO NO20080563A patent/NO20080563L/no not_active Application Discontinuation
-
2010
- 2010-07-29 CY CY20101100713T patent/CY1110711T1/el unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| TWI747846B (zh) | 苯內醯胺化合物 | |
| TWI744218B (zh) | 吲哚甲醯胺化合物 | |
| JP7349359B2 (ja) | 二環式ピリドンラクタム及びその使用方法。 | |
| US10150765B2 (en) | P2X7 modulators | |
| JP6181862B2 (ja) | ピラゾロピロリジン誘導体および疾患の処置におけるその使用 | |
| JP2020526549A5 (enExample) | ||
| JP2015511245A5 (enExample) | ||
| JP2013505930A5 (enExample) | ||
| CN111051304B (zh) | 作为LRRK2抑制剂的咪唑并[4,5-c]喹啉衍生物 | |
| JP2013533868A (ja) | タンパク質チロシンキナーゼ阻害剤としての新規ホモピペラジン誘導体およびそれらの医薬使用 | |
| JP2025535045A (ja) | Ｋｒａｓ ｇ１２ｃ変異タンパク質の複素環阻害剤及びその使用 | |
| EA031201B1 (ru) | Соединения имидазопиридазина | |
| JP7698676B2 (ja) | デルタ－５デサチュラーゼ阻害剤としての複素環式化合物及び使用方法 | |
| KR20160022890A (ko) | 키나제 억제제로서 유용한 카르바졸 카르복스아미드 화합물 | |
| JP2009500366A5 (enExample) | ||
| TW202416959A (zh) | 經取代四氫環戊[c]吡咯、經取代二氫吡咯𠯤，其類似物及使用其之方法 | |
| US20160108049A1 (en) | Novel Phthalazinone-Pyrrolopyrimidinecarboxamide Derivatives | |
| HRP20100401T1 (hr) | DERIVATI PIRAZOLO/3,4-d/AZEPINA KAO HISTAMINSKI H3 ANTAGONISTI | |
| US20210369724A1 (en) | Combination of atr kinase inhibitors with 2,3-dihydroimidazo[1,2-c]quinazoline compounds | |
| HUP0402357A2 (hu) | Antihisztaminok alkalmazása megnövelt koponyán belüli nyomás akut csökkentésére és gyógyszerkészítmények előállítására | |
| CN110272419A (zh) | 二氢吡啶并酞嗪酮衍生物、其制备方法及应用 | |
| EP3878841B1 (en) | Indazole kinase inhibitor and use thereof | |
| WO2023118092A1 (en) | Pyrazolo[1,5-a]pyrido[3,2-e]pyrimidines and pyrazolo[1,5-a][1,3]thiazolo[5,4-e]pyrimidines as p2x3 inhibitors for the treatment of neurogenic disorders | |
| TW202124383A (zh) | 醫藥化合物 | |
| EA048401B1 (ru) | Гетероциклические соединения в качестве ингибиторов дельта-5-десатуразы и способы применения |