JP2005518364A5 - - Google Patents
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- JP2005518364A5 JP2005518364A5 JP2003547369A JP2003547369A JP2005518364A5 JP 2005518364 A5 JP2005518364 A5 JP 2005518364A5 JP 2003547369 A JP2003547369 A JP 2003547369A JP 2003547369 A JP2003547369 A JP 2003547369A JP 2005518364 A5 JP2005518364 A5 JP 2005518364A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- alkylamino
- hydrogen
- cycloalkyl
- compound
- 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.)
- Pending
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- 125000000217 alkyl group Chemical group 0.000 claims 49
- 150000001875 compounds Chemical class 0.000 claims 23
- 229910052739 hydrogen Inorganic materials 0.000 claims 17
- 239000001257 hydrogen Substances 0.000 claims 17
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 14
- 125000001475 halogen functional group Chemical group 0.000 claims 11
- 150000002431 hydrogen Chemical class 0.000 claims 11
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 10
- 125000002252 acyl group Chemical group 0.000 claims 10
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 9
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 9
- 125000003545 alkoxy group Chemical group 0.000 claims 8
- -1 2-acetylamino-4-fluorophenyl Chemical group 0.000 claims 7
- 125000003118 aryl group Chemical group 0.000 claims 7
- 125000003282 alkyl amino group Chemical group 0.000 claims 6
- 125000004404 heteroalkyl group Chemical group 0.000 claims 6
- 150000003839 salts Chemical class 0.000 claims 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 5
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 4
- 125000006413 ring segment Chemical group 0.000 claims 4
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 3
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 3
- 125000004442 acylamino group Chemical group 0.000 claims 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 3
- 125000000623 heterocyclic group Chemical group 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 3
- 125000004738 (C1-C6) alkyl sulfinyl group Chemical group 0.000 claims 2
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 2
- NGJFTTUFSAZOMS-DHIUTWEWSA-N 1-[(1r,2r)-2-[4-[(4-chlorophenyl)methyl]piperidin-1-yl]cyclopentyl]-3-cyclohexylurea Chemical compound C1=CC(Cl)=CC=C1CC1CCN([C@H]2[C@@H](CCC2)NC(=O)NC2CCCCC2)CC1 NGJFTTUFSAZOMS-DHIUTWEWSA-N 0.000 claims 1
- LQNAGGWPLKQCEK-WOJBJXKFSA-N 1-[(1r,2r)-2-[4-[(4-chlorophenyl)methyl]piperidin-1-yl]cyclopentyl]-3-propan-2-ylurea Chemical compound CC(C)NC(=O)N[C@@H]1CCC[C@H]1N1CCC(CC=2C=CC(Cl)=CC=2)CC1 LQNAGGWPLKQCEK-WOJBJXKFSA-N 0.000 claims 1
- MLOZBBSHHJOKIK-NHCUHLMSSA-N 1-butyl-3-[(1r,2r)-2-[4-[(4-chlorophenyl)methyl]piperidin-1-yl]cyclopentyl]urea Chemical compound CCCCNC(=O)N[C@@H]1CCC[C@H]1N1CCC(CC=2C=CC(Cl)=CC=2)CC1 MLOZBBSHHJOKIK-NHCUHLMSSA-N 0.000 claims 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- 125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 claims 1
- 125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 claims 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 1
- 102000004499 CCR3 Receptors Human genes 0.000 claims 1
- 108010017316 CCR3 Receptors Proteins 0.000 claims 1
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 1
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 claims 1
- 208000006673 asthma Diseases 0.000 claims 1
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 claims 1
- 125000002619 bicyclic group Chemical group 0.000 claims 1
- 239000004202 carbamide Substances 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 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
- 238000003745 diagnosis Methods 0.000 claims 1
- KTRSSEQFRCXBDB-NHCUHLMSSA-N ethyl 3-[[(1r,2r)-2-[4-[(4-chlorophenyl)methyl]piperidin-1-yl]cyclopentyl]carbamoylamino]propanoate Chemical compound CCOC(=O)CCNC(=O)N[C@@H]1CCC[C@H]1N1CCC(CC=2C=CC(Cl)=CC=2)CC1 KTRSSEQFRCXBDB-NHCUHLMSSA-N 0.000 claims 1
- 239000000543 intermediate Substances 0.000 claims 1
- 239000012948 isocyanate Substances 0.000 claims 1
- 150000002513 isocyanates Chemical class 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 1
- 125000002950 monocyclic group Chemical group 0.000 claims 1
- GQOSSOMLRYHEIG-UHFFFAOYSA-N n-(2-piperazin-1-ylphenyl)acetamide Chemical compound CC(=O)NC1=CC=CC=C1N1CCNCC1 GQOSSOMLRYHEIG-UHFFFAOYSA-N 0.000 claims 1
- VROURLLLOBVPRF-DHIUTWEWSA-N n-[(1r,2r)-2-[4-[(4-chlorophenyl)methyl]piperidin-1-yl]cyclopentyl]cyclohexanecarboxamide Chemical compound C1=CC(Cl)=CC=C1CC1CCN([C@H]2[C@@H](CCC2)NC(=O)C2CCCCC2)CC1 VROURLLLOBVPRF-DHIUTWEWSA-N 0.000 claims 1
- DYBJEOJIXAWVBR-UHFFFAOYSA-N n-[2-(4-benzylpiperazin-1-yl)phenyl]acetamide Chemical compound CC(=O)NC1=CC=CC=C1N1CCN(CC=2C=CC=CC=2)CC1 DYBJEOJIXAWVBR-UHFFFAOYSA-N 0.000 claims 1
- AZQAWLNVPPPDRY-UHFFFAOYSA-N n-[2-(4-benzylpiperazin-1-yl)phenyl]methanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC=C1N1CCN(CC=2C=CC=CC=2)CC1 AZQAWLNVPPPDRY-UHFFFAOYSA-N 0.000 claims 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 claims 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 claims 1
- 239000000651 prodrug Substances 0.000 claims 1
- 229940002612 prodrug Drugs 0.000 claims 1
- 239000002464 receptor antagonist Substances 0.000 claims 1
- 229940044551 receptor antagonist Drugs 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US33481901P | 2001-11-30 | 2001-11-30 | |
| PCT/EP2002/012997 WO2003045917A2 (en) | 2001-11-30 | 2002-11-20 | Ccr-3 receptor antagonists vii |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005518364A JP2005518364A (ja) | 2005-06-23 |
| JP2005518364A5 true JP2005518364A5 (https=) | 2005-12-22 |
Family
ID=23308965
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003547369A Pending JP2005518364A (ja) | 2001-11-30 | 2002-11-20 | Ｃｃｒ−３受容体アンタゴニストｖｉｉ |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US7019007B2 (https=) |
| EP (1) | EP1453804B1 (https=) |
| JP (1) | JP2005518364A (https=) |
| KR (1) | KR100579352B1 (https=) |
| CN (1) | CN1296356C (https=) |
| AR (1) | AR037586A1 (https=) |
| AT (1) | ATE370932T1 (https=) |
| AU (1) | AU2002356694A1 (https=) |
| BR (1) | BR0214611A (https=) |
| CA (1) | CA2468402A1 (https=) |
| DE (1) | DE60222015T2 (https=) |
| ES (1) | ES2291539T3 (https=) |
| MX (1) | MXPA04004980A (https=) |
| PL (1) | PL373275A1 (https=) |
| RU (1) | RU2004120065A (https=) |
| WO (1) | WO2003045917A2 (https=) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR034257A1 (es) * | 2000-06-30 | 2004-02-18 | Du Pont Pharm Co | Compuesto ureido, composicion farmaceutica que lo comprende y metodo para modular la actividad del receptor de quimiocinas |
| WO2004041777A2 (en) * | 2002-10-30 | 2004-05-21 | Merck & Co., Inc. | Heteroarylpiperidine modulators of chemokine receptor activity |
| US7319111B2 (en) * | 2003-02-20 | 2008-01-15 | Encysive Pharmaceuticals, Inc. | Phenylenediamine Urotensin-II receptor antagonists and CCR-9 antagonists |
| JP4384635B2 (ja) * | 2003-06-30 | 2009-12-16 | 住友化学株式会社 | 不斉尿素化合物およびこれを触媒として用いる不斉共役付加反応による不斉化合物の製造方法 |
| US7541468B2 (en) * | 2004-06-10 | 2009-06-02 | Bristol-Myers Squibb Company | Process of preparing N-ureidoalkyl-piperidines |
| US8883791B2 (en) * | 2010-09-29 | 2014-11-11 | Intervet Inc. | N-heteroaryl compounds with cyclic bridging unit for the treatment of parasitic diseases |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB953005A (en) * | 1961-02-24 | 1964-03-18 | Soc Ind Fab Antibiotiques Sifa | Substituted n-phenylethyl-n-phenyl-piperazines |
| US5051423A (en) | 1988-07-13 | 1991-09-24 | Schering Ag | Derivatized alkanolamines as cardiovascular agents |
| HU206337B (en) * | 1988-12-29 | 1992-10-28 | Mitsui Petrochemical Ind | Process for producing pyrimidine derivatives and pharmaceutical compositions |
| JPH0592921A (ja) * | 1991-05-17 | 1993-04-16 | Yamanouchi Pharmaceut Co Ltd | シクロヘキシルアルキルアミド および 該化合物を有効成分とするタキキニン抑制剤 |
| ZA9610745B (en) | 1995-12-22 | 1997-06-24 | Warner Lambert Co | 4-Subsituted piperidine analogs and their use as subtype selective nmda receptor antagonists |
| GB9601724D0 (en) * | 1996-01-29 | 1996-03-27 | Merck Sharp & Dohme | Therapeutic agents |
| US6455528B1 (en) * | 1997-10-14 | 2002-09-24 | Mitsubishi Pharma Corporation | Piperazine compounds and medicinal use thereof |
| JP2002532427A (ja) * | 1998-12-18 | 2002-10-02 | デュポン ファーマシューティカルズ カンパニー | ケモカイン受容体活性のモジュレーターとしてのｎ−ウレイドアルキルピペリジン |
| EP1140087A4 (en) | 1998-12-18 | 2002-04-03 | Du Pont Pharm Co | N-UREIDOALKYL-PIPERIDINES FOR USE AS MODULATORS OF THE ACTIVITY OF CHIMIOKIN RECEPTORS |
| US6486180B1 (en) | 1998-12-18 | 2002-11-26 | Bristol-Myers Squibb Pharma Company | N-ureidoalkyl-piperidines as modulators of chemokine receptor activity |
| US6331541B1 (en) * | 1998-12-18 | 2001-12-18 | Soo S. Ko | N-ureidoalkyl-piperidines as modulators of chemokine receptor activity |
| AU2057200A (en) | 1998-12-18 | 2000-07-03 | Du Pont Pharmaceuticals Company | N-ureidoalkyl-piperidines as modulators of chemokine receptor activity |
| AU2482100A (en) | 1998-12-18 | 2000-07-03 | Du Pont Pharmaceuticals Company | N-ureidoalkyl-piperidines as modulators of chemokine receptor activity |
| WO2001007427A1 (en) * | 1999-07-28 | 2001-02-01 | Daiichi Radioisotope Laboratories, Ltd. | Vesamicol piperazine derivatives and drugs containing the same |
| GB0012240D0 (en) * | 2000-05-19 | 2000-07-12 | Merck Sharp & Dohme | Therapeutic agents |
-
2002
- 2002-11-20 CN CNB028239768A patent/CN1296356C/zh not_active Expired - Fee Related
- 2002-11-20 RU RU2004120065/04A patent/RU2004120065A/ru not_active Application Discontinuation
- 2002-11-20 JP JP2003547369A patent/JP2005518364A/ja active Pending
- 2002-11-20 PL PL02373275A patent/PL373275A1/xx not_active Application Discontinuation
- 2002-11-20 AU AU2002356694A patent/AU2002356694A1/en not_active Abandoned
- 2002-11-20 EP EP02803781A patent/EP1453804B1/en not_active Expired - Lifetime
- 2002-11-20 WO PCT/EP2002/012997 patent/WO2003045917A2/en not_active Ceased
- 2002-11-20 KR KR1020047008306A patent/KR100579352B1/ko not_active Expired - Fee Related
- 2002-11-20 BR BR0214611-8A patent/BR0214611A/pt not_active IP Right Cessation
- 2002-11-20 MX MXPA04004980A patent/MXPA04004980A/es not_active Application Discontinuation
- 2002-11-20 ES ES02803781T patent/ES2291539T3/es not_active Expired - Lifetime
- 2002-11-20 DE DE60222015T patent/DE60222015T2/de not_active Expired - Fee Related
- 2002-11-20 AT AT02803781T patent/ATE370932T1/de not_active IP Right Cessation
- 2002-11-20 CA CA002468402A patent/CA2468402A1/en not_active Abandoned
- 2002-11-27 US US10/306,820 patent/US7019007B2/en not_active Expired - Fee Related
- 2002-11-28 AR ARP020104583A patent/AR037586A1/es not_active Application Discontinuation
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