JP2005518364A5 - - Google Patents
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- Publication number
- 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
Links
- 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 |
|---|---|---|---|---|
| JP2004517805A (ja) * | 2000-06-30 | 2004-06-17 | ブリストル−マイヤーズ・スクイブ・ファーマ・カンパニー | ケモカイン受容体活性調節剤としてのｎ−ウレイドヘテロシクロアルキル−ピペリジン |
| EP1558599A4 (en) * | 2002-10-30 | 2007-06-27 | Merck & Co Inc | HETEROARYLPIPERIDINE MODULATORS DERCHEMOKIN RECEPTORACTIVITY |
| US7319111B2 (en) * | 2003-02-20 | 2008-01-15 | Encysive Pharmaceuticals, Inc. | Phenylenediamine Urotensin-II receptor antagonists and CCR-9 antagonists |
| EP1640361B9 (en) * | 2003-06-30 | 2015-11-04 | Sumitomo Chemical Company, Limited | Asymmetric urea compounds and process for producing asymmetric compounds by asymmetric conjugate addition reaction using the same as catalyst |
| 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 |
| ATE293603T1 (de) * | 1997-10-14 | 2005-05-15 | Mitsubishi Pharma Corp | Piperazin-verbindungen und ihre medizinische verwendung |
| WO2000035449A1 (en) | 1998-12-18 | 2000-06-22 | Du Pont Pharmaceuticals Company | N-ureidoalkyl-piperidines as modulators of chemokine receptor activity |
| US6486180B1 (en) | 1998-12-18 | 2002-11-26 | Bristol-Myers Squibb Pharma Company | N-ureidoalkyl-piperidines as modulators of chemokine receptor activity |
| CA2350730A1 (en) | 1998-12-18 | 2000-06-22 | George V. Delucca | 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 |
| US6492400B1 (en) | 1998-12-18 | 2002-12-10 | Bristol-Myers Squibb Pharma Company | N-ureidoalkyl-piperidines as modulators of chemokine receptor activity |
| DE69926806D1 (de) * | 1998-12-18 | 2005-09-22 | Bristol Myers Squibb Pharma Co | N-ureidoalkylpiperidine als modulatoren der aktivität der chemokinrezeptoren |
| EP1205473A4 (en) * | 1999-07-28 | 2004-06-16 | Daiichi Radioisotope Lab | VESAMICOL PIPERAZINE DERIVATIVES AND MEDICINAL PRODUCTS CONTAINING THESE DERIVATIVES |
| GB0012240D0 (en) * | 2000-05-19 | 2000-07-12 | Merck Sharp & Dohme | Therapeutic agents |
-
2002
- 2002-11-20 EP EP02803781A patent/EP1453804B1/en not_active Expired - Lifetime
- 2002-11-20 ES ES02803781T patent/ES2291539T3/es not_active Expired - Lifetime
- 2002-11-20 KR KR1020047008306A patent/KR100579352B1/ko not_active Expired - Fee Related
- 2002-11-20 CN CNB028239768A patent/CN1296356C/zh not_active Expired - Fee Related
- 2002-11-20 MX MXPA04004980A patent/MXPA04004980A/es not_active Application Discontinuation
- 2002-11-20 AT AT02803781T patent/ATE370932T1/de not_active IP Right Cessation
- 2002-11-20 CA CA002468402A patent/CA2468402A1/en not_active Abandoned
- 2002-11-20 AU AU2002356694A patent/AU2002356694A1/en not_active Abandoned
- 2002-11-20 WO PCT/EP2002/012997 patent/WO2003045917A2/en not_active Ceased
- 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 DE DE60222015T patent/DE60222015T2/de not_active Expired - Fee Related
- 2002-11-20 BR BR0214611-8A patent/BR0214611A/pt not_active IP Right Cessation
- 2002-11-20 RU RU2004120065/04A patent/RU2004120065A/ru not_active Application Discontinuation
- 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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