JP2004536853A5 - - Google Patents
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- Publication number
- JP2004536853A5 JP2004536853A5 JP2003513492A JP2003513492A JP2004536853A5 JP 2004536853 A5 JP2004536853 A5 JP 2004536853A5 JP 2003513492 A JP2003513492 A JP 2003513492A JP 2003513492 A JP2003513492 A JP 2003513492A JP 2004536853 A5 JP2004536853 A5 JP 2004536853A5
- Authority
- JP
- Japan
- Prior art keywords
- substituted
- alkyl
- following group
- nhc
- group
- 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.)
- Abandoned
Links
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 34
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims description 13
- GHFDYLOGYDGRHI-UHFFFAOYSA-N 1h-indeno[1,2-c]pyrazol-4-one Chemical compound C12=CC=CC=C2C(=O)C2=C1NN=C2 GHFDYLOGYDGRHI-UHFFFAOYSA-N 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims 87
- 229910052757 nitrogen Inorganic materials 0.000 claims 55
- 229910052799 carbon Inorganic materials 0.000 claims 47
- 229910052717 sulfur Inorganic materials 0.000 claims 47
- 125000000623 heterocyclic group Chemical group 0.000 claims 41
- 125000005842 heteroatom Chemical group 0.000 claims 38
- 229910052760 oxygen Inorganic materials 0.000 claims 38
- 229910052739 hydrogen Inorganic materials 0.000 claims 36
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 31
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 28
- 125000005843 halogen group Chemical group 0.000 claims 28
- 125000000304 alkynyl group Chemical group 0.000 claims 13
- 150000001875 compounds Chemical class 0.000 claims 12
- 125000003342 alkenyl group Chemical group 0.000 claims 8
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 8
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 claims 7
- 150000003839 salts Chemical class 0.000 claims 7
- 125000004429 atom Chemical group 0.000 claims 4
- 125000004432 carbon atom Chemical group C* 0.000 claims 4
- 201000010099 disease Diseases 0.000 claims 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims 4
- 239000008194 pharmaceutical composition Substances 0.000 claims 4
- 239000000651 prodrug Substances 0.000 claims 4
- 229940002612 prodrug Drugs 0.000 claims 4
- 125000004434 sulfur atom Chemical group 0.000 claims 4
- -1 1- [3- (4-methoxy-phenyl) -4-oxo-2,4-dihydro-indeno [1,2-c] pyrazol-3-yl] -3-morpholin-4-yl-urea Chemical compound 0.000 claims 3
- 206010028980 Neoplasm Diseases 0.000 claims 3
- 201000011510 cancer Diseases 0.000 claims 3
- 230000002062 proliferating effect Effects 0.000 claims 3
- 125000002837 carbocyclic group Chemical group 0.000 claims 2
- 239000003937 drug carrier Substances 0.000 claims 2
- DUIOPKIIICUYRZ-UHFFFAOYSA-N semicarbazide Chemical compound NNC(N)=O DUIOPKIIICUYRZ-UHFFFAOYSA-N 0.000 claims 2
- 125000006569 (C5-C6) heterocyclic group Chemical group 0.000 claims 1
- PIDYSPIUVLYIJV-UHFFFAOYSA-N 1-[3-(4-methoxyphenyl)-4-oxo-1h-indeno[1,2-c]pyrazol-5-yl]-3-morpholin-4-ylurea Chemical compound C1=CC(OC)=CC=C1C1=NNC2=C1C(=O)C1=C(NC(=O)NN3CCOCC3)C=CC=C12 PIDYSPIUVLYIJV-UHFFFAOYSA-N 0.000 claims 1
- RRLAXKDDEVSLJO-UHFFFAOYSA-N [3-(4-methoxyphenyl)-4-oxo-1h-indeno[1,2-c]pyrazol-5-yl]urea Chemical compound C1=CC(OC)=CC=C1C1=NNC2=C1C(=O)C1=C(NC(N)=O)C=CC=C12 RRLAXKDDEVSLJO-UHFFFAOYSA-N 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- RHUYHJGZWVXEHW-UHFFFAOYSA-N 1,1-Dimethyhydrazine Chemical compound CN(C)N RHUYHJGZWVXEHW-UHFFFAOYSA-N 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- GLGNXYJARSMNGJ-VKTIVEEGSA-N (1s,2s,3r,4r)-3-[[5-chloro-2-[(1-ethyl-6-methoxy-2-oxo-4,5-dihydro-3h-1-benzazepin-7-yl)amino]pyrimidin-4-yl]amino]bicyclo[2.2.1]hept-5-ene-2-carboxamide Chemical compound CCN1C(=O)CCCC2=C(OC)C(NC=3N=C(C(=CN=3)Cl)N[C@H]3[C@H]([C@@]4([H])C[C@@]3(C=C4)[H])C(N)=O)=CC=C21 GLGNXYJARSMNGJ-VKTIVEEGSA-N 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 229940125758 compound 15 Drugs 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 2
- 238000002330 electrospray ionisation mass spectrometry Methods 0.000 description 2
- 235000019439 ethyl acetate Nutrition 0.000 description 2
- 239000000741 silica gel Substances 0.000 description 2
- 229910002027 silica gel Inorganic materials 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- BPXKZEMBEZGUAH-UHFFFAOYSA-N 2-(chloromethoxy)ethyl-trimethylsilane Chemical compound C[Si](C)(C)CCOCCl BPXKZEMBEZGUAH-UHFFFAOYSA-N 0.000 description 1
- 241000790917 Dioxys <bee> Species 0.000 description 1
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 description 1
- 238000000262 chemical ionisation mass spectrometry Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- AHWALFGBDFAJAI-UHFFFAOYSA-N phenyl carbonochloridate Chemical compound ClC(=O)OC1=CC=CC=C1 AHWALFGBDFAJAI-UHFFFAOYSA-N 0.000 description 1
- LTEKQAPRXFBRNN-UHFFFAOYSA-N piperidin-4-ylmethanamine Chemical compound NCC1CCNCC1 LTEKQAPRXFBRNN-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/906,963 US6593356B2 (en) | 1999-10-20 | 2001-07-16 | Acylsemicarbazides as cyclin dependent kinase inhibitors useful as anti-cancer and anti-proliferative agents |
| PCT/US2002/022663 WO2003007883A2 (en) | 2001-07-16 | 2002-07-16 | Acylsemicarbazides as cyclin dependent kinase inhibitors useful as anti-cancer and anti-proliferative agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004536853A JP2004536853A (ja) | 2004-12-09 |
| JP2004536853A5 true JP2004536853A5 (enExample) | 2006-01-05 |
Family
ID=25423309
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003513492A Abandoned JP2004536853A (ja) | 2001-07-16 | 2002-07-16 | 抗ガン剤及び抗増殖性剤として有用なアシルセミカルバジドサイクリン依存キナーゼ阻害剤 |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US6593356B2 (enExample) |
| EP (1) | EP1417177A4 (enExample) |
| JP (1) | JP2004536853A (enExample) |
| KR (1) | KR20040015368A (enExample) |
| CN (1) | CN1553900A (enExample) |
| BR (1) | BR0211203A (enExample) |
| CA (1) | CA2453594A1 (enExample) |
| HU (1) | HUP0401588A3 (enExample) |
| IL (1) | IL159863A0 (enExample) |
| MX (1) | MXPA04000531A (enExample) |
| NO (1) | NO20040175L (enExample) |
| PL (1) | PL366912A1 (enExample) |
| RU (1) | RU2004104329A (enExample) |
| WO (1) | WO2003007883A2 (enExample) |
| ZA (1) | ZA200400332B (enExample) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20040048844A1 (en) * | 1999-10-20 | 2004-03-11 | Bristol-Myers Squibb Pharma Company | Acylsemicarbazides as cyclin dependent kinase inhibitors useful as anti-cancer and anti-proliferative agents |
| JP3821090B2 (ja) * | 2002-10-22 | 2006-09-13 | トヨタ自動車株式会社 | 内燃機関の始動制御装置 |
| US7456169B2 (en) | 2003-02-27 | 2008-11-25 | Abbott Laboratories Inc. | Heterocyclic kinase inhibitors |
| US7320986B2 (en) | 2003-03-07 | 2008-01-22 | Abbott Labortories | Fused tri and tetra-cyclic pyrazole kinase inhibitors |
| ES2551293T3 (es) | 2004-03-24 | 2015-11-17 | Abbvie Inc. | Inhibidores de quinasas de pirazol tricíclicos |
| US8029441B2 (en) | 2006-02-28 | 2011-10-04 | Abbott Diabetes Care Inc. | Analyte sensor transmitter unit configuration for a data monitoring and management system |
| US8512243B2 (en) | 2005-09-30 | 2013-08-20 | Abbott Diabetes Care Inc. | Integrated introducer and transmitter assembly and methods of use |
| US20100198034A1 (en) | 2009-02-03 | 2010-08-05 | Abbott Diabetes Care Inc. | Compact On-Body Physiological Monitoring Devices and Methods Thereof |
| WO2011025549A1 (en) | 2009-08-31 | 2011-03-03 | Abbott Diabetes Care Inc. | Medical devices and methods |
| JP2013523217A (ja) | 2010-03-24 | 2013-06-17 | アボット ダイアベティス ケア インコーポレイテッド | 医療用装置挿入器、並びに医療用装置の挿入方法および使用方法 |
| LT4056105T (lt) | 2011-12-11 | 2024-01-10 | Abbott Diabetes Care, Inc. | Analitės jutiklių įrenginiai |
| US10213139B2 (en) | 2015-05-14 | 2019-02-26 | Abbott Diabetes Care Inc. | Systems, devices, and methods for assembling an applicator and sensor control device |
| JP6895963B2 (ja) | 2015-11-18 | 2021-06-30 | ジェンザイム・コーポレーション | 多発性嚢胞腎のバイオマーカーおよびその使用 |
| GB201721185D0 (en) | 2017-12-18 | 2018-01-31 | Nodthera Ltd | Sulphonyl urea derivatives |
| USD1002852S1 (en) | 2019-06-06 | 2023-10-24 | Abbott Diabetes Care Inc. | Analyte sensor device |
| HUE067378T2 (hu) | 2019-06-12 | 2024-10-28 | Nodthera Ltd | Szulfonilurea származékok és alkalmazásaik |
| USD999913S1 (en) | 2020-12-21 | 2023-09-26 | Abbott Diabetes Care Inc | Analyte sensor inserter |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6407103B2 (en) * | 1998-04-21 | 2002-06-18 | Bristol-Myers Squibb Pharma Company | Indeno [1,2-c] pyrazol-4-ones and their uses |
| JP4665239B2 (ja) | 1998-04-21 | 2011-04-06 | アゲンニクス アーゲー | 抗癌剤および抗増殖性薬剤としての5−アミノインデノ[1,2−c]ピラゾール−4−オン |
| US6291504B1 (en) * | 1999-10-20 | 2001-09-18 | Dupont Pharmaceuticals Company | Acylsemicarbazides and their uses |
| CA2420164A1 (en) * | 2000-10-20 | 2002-05-02 | Bristol-Myers Squibb Pharma Company | Acylsemicarbazides and their use as cyclin dependent kinase (cdk) inhibitors |
| WO2002044174A2 (en) * | 2000-12-01 | 2002-06-06 | Bristol-Myers Squibb Pharma Company | 3-(2,4-dimethylthiazol-5-yl) indeno[1,2-c]pyrazol-4-one derivatives as cdk inhibitors |
-
2001
- 2001-07-16 US US09/906,963 patent/US6593356B2/en not_active Expired - Lifetime
-
2002
- 2002-07-16 EP EP02748186A patent/EP1417177A4/en not_active Withdrawn
- 2002-07-16 CA CA002453594A patent/CA2453594A1/en not_active Abandoned
- 2002-07-16 PL PL02366912A patent/PL366912A1/xx not_active Application Discontinuation
- 2002-07-16 HU HU0401588A patent/HUP0401588A3/hu unknown
- 2002-07-16 IL IL15986302A patent/IL159863A0/xx unknown
- 2002-07-16 RU RU2004104329/04A patent/RU2004104329A/ru not_active Application Discontinuation
- 2002-07-16 KR KR10-2004-7000762A patent/KR20040015368A/ko not_active Withdrawn
- 2002-07-16 MX MXPA04000531A patent/MXPA04000531A/es unknown
- 2002-07-16 WO PCT/US2002/022663 patent/WO2003007883A2/en not_active Ceased
- 2002-07-16 JP JP2003513492A patent/JP2004536853A/ja not_active Abandoned
- 2002-07-16 CN CNA028177614A patent/CN1553900A/zh active Pending
- 2002-07-16 BR BR0211203-5A patent/BR0211203A/pt not_active IP Right Cessation
-
2004
- 2004-01-15 ZA ZA2004/00332A patent/ZA200400332B/en unknown
- 2004-01-15 NO NO20040175A patent/NO20040175L/no unknown
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