JP2005516903A5 - - Google Patents
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- Publication number
- JP2005516903A5 JP2005516903A5 JP2003546895A JP2003546895A JP2005516903A5 JP 2005516903 A5 JP2005516903 A5 JP 2005516903A5 JP 2003546895 A JP2003546895 A JP 2003546895A JP 2003546895 A JP2003546895 A JP 2003546895A JP 2005516903 A5 JP2005516903 A5 JP 2005516903A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- phenyl
- alkylamino
- hydrogen
- cycloalkyl
- 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
- -1 nitro, cyano, mercapto, methylenedioxy Chemical group 0.000 claims 56
- 125000000217 alkyl group Chemical group 0.000 claims 52
- 150000001875 compounds Chemical class 0.000 claims 24
- 229910052739 hydrogen Inorganic materials 0.000 claims 19
- 239000001257 hydrogen Substances 0.000 claims 19
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 15
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 15
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 12
- 150000002431 hydrogen Chemical class 0.000 claims 12
- 125000002252 acyl group Chemical group 0.000 claims 11
- 125000003545 alkoxy group Chemical group 0.000 claims 10
- 125000003118 aryl group Chemical group 0.000 claims 10
- 125000001475 halogen functional group Chemical group 0.000 claims 10
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 10
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 6
- 125000006413 ring segment Chemical group 0.000 claims 6
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 5
- 125000004404 heteroalkyl group Chemical group 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 5
- 125000001424 substituent group Chemical group 0.000 claims 5
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 4
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 4
- 125000004442 acylamino group Chemical group 0.000 claims 4
- 125000003282 alkyl amino group Chemical group 0.000 claims 4
- 125000004738 (C1-C6) alkyl sulfinyl group Chemical group 0.000 claims 3
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 3
- 125000001072 heteroaryl group Chemical group 0.000 claims 3
- 125000000623 heterocyclic group Chemical group 0.000 claims 3
- 125000005809 3,4,5-trimethoxyphenyl group Chemical group [H]C1=C(OC([H])([H])[H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C1* 0.000 claims 2
- 125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 claims 2
- 125000003762 3,4-dimethoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C1* 0.000 claims 2
- 125000002619 bicyclic group Chemical group 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
- 125000005842 heteroatom Chemical group 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 125000002950 monocyclic group Chemical group 0.000 claims 2
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 1
- CUJPFPXNDSIBPG-UHFFFAOYSA-N 1,3-propanediyl Chemical group [CH2]C[CH2] CUJPFPXNDSIBPG-UHFFFAOYSA-N 0.000 claims 1
- OMIVCRYZSXDGAB-UHFFFAOYSA-N 1,4-butanediyl Chemical group [CH2]CC[CH2] OMIVCRYZSXDGAB-UHFFFAOYSA-N 0.000 claims 1
- OZMHQDPGWIYVRE-UHFFFAOYSA-N 1-[2-[4-[(3,4-dichlorophenyl)methyl]piperazin-1-yl]cyclohexyl]-3-(3-methoxyphenyl)urea Chemical compound COC1=CC=CC(NC(=O)NC2C(CCCC2)N2CCN(CC=3C=C(Cl)C(Cl)=CC=3)CC2)=C1 OZMHQDPGWIYVRE-UHFFFAOYSA-N 0.000 claims 1
- WKLKDCOJYYPIMN-UHFFFAOYSA-N 1-[2-[4-[(3,4-dichlorophenyl)methyl]piperazin-1-yl]phenyl]-3-(3-methoxyphenyl)urea Chemical compound COC1=CC=CC(NC(=O)NC=2C(=CC=CC=2)N2CCN(CC=3C=C(Cl)C(Cl)=CC=3)CC2)=C1 WKLKDCOJYYPIMN-UHFFFAOYSA-N 0.000 claims 1
- DISYQBBNLBEGET-UHFFFAOYSA-N 1-[4-[4-[(4-chlorophenyl)methyl]piperazin-1-yl]oxolan-3-yl]-3-(3,4,5-trimethoxyphenyl)urea Chemical compound COC1=C(OC)C(OC)=CC(NC(=O)NC2C(COC2)N2CCN(CC=3C=CC(Cl)=CC=3)CC2)=C1 DISYQBBNLBEGET-UHFFFAOYSA-N 0.000 claims 1
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims 1
- 125000004215 2,4-difluorophenyl group Chemical group [H]C1=C([H])C(*)=C(F)C([H])=C1F 0.000 claims 1
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims 1
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims 1
- 125000004204 2-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C(OC([H])([H])[H])C([H])=C1[H] 0.000 claims 1
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000006275 3-bromophenyl group Chemical group [H]C1=C([H])C(Br)=C([H])C(*)=C1[H] 0.000 claims 1
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims 1
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims 1
- 125000004207 3-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(OC([H])([H])[H])=C1[H] 0.000 claims 1
- 125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 claims 1
- VIRURHFFYUTYCL-UHFFFAOYSA-N 4-chloro-n-[2-[4-[(3,4-dichlorophenyl)methyl]piperazin-1-yl]phenyl]benzamide Chemical compound C1=CC(Cl)=CC=C1C(=O)NC1=CC=CC=C1N1CCN(CC=2C=C(Cl)C(Cl)=CC=2)CC1 VIRURHFFYUTYCL-UHFFFAOYSA-N 0.000 claims 1
- 125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 0.000 claims 1
- 125000004860 4-ethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 1
- 125000006306 4-iodophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1I 0.000 claims 1
- 125000004861 4-isopropyl phenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 1
- 125000004199 4-trifluoromethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C(F)(F)F 0.000 claims 1
- 102000004499 CCR3 Receptors Human genes 0.000 claims 1
- 108010017316 CCR3 Receptors Proteins 0.000 claims 1
- 239000013543 active substance Substances 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
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 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
- 239000003814 drug Substances 0.000 claims 1
- 239000012948 isocyanate Substances 0.000 claims 1
- 150000002513 isocyanates Chemical class 0.000 claims 1
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 1
- XBVKISFSKPFBOX-UHFFFAOYSA-N n-[2-[4-[(3,4-dichlorophenyl)methyl]piperazin-1-yl]cyclohexyl]-4-methylbenzamide Chemical compound C1=CC(C)=CC=C1C(=O)NC1C(N2CCN(CC=3C=C(Cl)C(Cl)=CC=3)CC2)CCCC1 XBVKISFSKPFBOX-UHFFFAOYSA-N 0.000 claims 1
- XVRRUFTXGZTFTE-UHFFFAOYSA-N n-[2-[4-[(3,4-dichlorophenyl)methyl]piperazin-1-yl]phenyl]-2-thiophen-2-ylacetamide Chemical compound C1=C(Cl)C(Cl)=CC=C1CN1CCN(C=2C(=CC=CC=2)NC(=O)CC=2SC=CC=2)CC1 XVRRUFTXGZTFTE-UHFFFAOYSA-N 0.000 claims 1
- BQKBGXIOIPCWPP-UHFFFAOYSA-N n-[2-[4-[(3,4-dichlorophenyl)methyl]piperazin-1-yl]phenyl]-3,4-difluorobenzamide Chemical compound C1=C(F)C(F)=CC=C1C(=O)NC1=CC=CC=C1N1CCN(CC=2C=C(Cl)C(Cl)=CC=2)CC1 BQKBGXIOIPCWPP-UHFFFAOYSA-N 0.000 claims 1
- YQYCQUMKGDSSBQ-UHFFFAOYSA-N n-[2-[4-[(3,4-dichlorophenyl)methyl]piperazin-1-yl]phenyl]-4-methylbenzamide Chemical compound C1=CC(C)=CC=C1C(=O)NC1=CC=CC=C1N1CCN(CC=2C=C(Cl)C(Cl)=CC=2)CC1 YQYCQUMKGDSSBQ-UHFFFAOYSA-N 0.000 claims 1
- HWOOVNZYSJSCEK-UHFFFAOYSA-N n-[2-[4-[(3,4-dichlorophenyl)methyl]piperazin-1-yl]phenyl]-4-methylbenzenesulfonamide Chemical compound C1=CC(C)=CC=C1S(=O)(=O)NC1=CC=CC=C1N1CCN(CC=2C=C(Cl)C(Cl)=CC=2)CC1 HWOOVNZYSJSCEK-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
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 claims 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 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
- 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 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
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US33465501P | 2001-11-30 | 2001-11-30 | |
| PCT/EP2002/013217 WO2003045393A1 (en) | 2001-11-30 | 2002-11-25 | Piperazine derivatives for use as ccr-3 receptor antagonists in the treatment of asthma |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005516903A JP2005516903A (ja) | 2005-06-09 |
| JP2005516903A5 true JP2005516903A5 (https=) | 2005-12-22 |
Family
ID=23308174
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003546895A Pending JP2005516903A (ja) | 2001-11-30 | 2002-11-25 | 喘息の処置におけるｃｃｒ−３受容体拮抗物質として使用するためのピペラジン誘導体 |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US6906073B2 (https=) |
| EP (1) | EP1453514B1 (https=) |
| JP (1) | JP2005516903A (https=) |
| KR (1) | KR100586131B1 (https=) |
| CN (1) | CN1321115C (https=) |
| AR (1) | AR037459A1 (https=) |
| AT (1) | ATE367160T1 (https=) |
| AU (1) | AU2002352122A1 (https=) |
| BR (1) | BR0214582A (https=) |
| CA (1) | CA2467966A1 (https=) |
| DE (1) | DE60221275T2 (https=) |
| ES (1) | ES2290346T3 (https=) |
| MX (1) | MXPA04004981A (https=) |
| PL (1) | PL370746A1 (https=) |
| RU (1) | RU2004120063A (https=) |
| WO (1) | WO2003045393A1 (https=) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7262197B2 (en) * | 2003-03-31 | 2007-08-28 | Janssen Pharmaceutica, N.V | Phospholipase C inhibitors for use in treating inflammatory disorders |
| US20040235855A1 (en) * | 2003-03-31 | 2004-11-25 | Bharat Lagu | Phospholipase C inhibitors for use in treating inflammatory disorders |
| 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 |
| AU2005245401A1 (en) * | 2004-05-12 | 2005-12-01 | Chemocentryx | Aryl sulfonamides |
| WO2007005214A1 (en) * | 2005-06-29 | 2007-01-11 | Janssen Pharmaceutica, N.V. | Substituted {4(4-phenyl-piperazin-1yl)-cyclohexyl}-urea compounds |
| WO2007053436A1 (en) * | 2005-10-31 | 2007-05-10 | Janssen Pharmaceutica N.V. | Substituted piperazines and piperidines as modulators of the neuropeptide y2 receptor |
| US7776877B2 (en) | 2007-06-22 | 2010-08-17 | Chemocentryx, Inc. | N-(2-(hetaryl)aryl) arylsulfonamides and N-(2-(hetaryl) hetaryl arylsulfonamides |
| US8338426B2 (en) * | 2007-07-03 | 2012-12-25 | Janssen Pharmaceutica Nv | Piperazinyl derivatives useful as modulators of the neuropeptide Y2 receptor |
| WO2010025375A1 (en) * | 2008-08-29 | 2010-03-04 | Treventis Corporation | Compositions and methods of treating amyloid disease |
| RU2539591C2 (ru) * | 2009-04-22 | 2015-01-20 | Аксикин Фармасьютикалз, Инк. | Антагонисты арилсульфонамида ccr3 |
| MX2011011080A (es) * | 2009-04-22 | 2012-02-23 | Axikin Pharmaceuticals Inc | Antagonistas de ccr3 de arilsulfonamida 2, 5-disustituida. |
| JP7142675B2 (ja) * | 2017-03-26 | 2022-09-27 | 武田薬品工業株式会社 | Ｇｐｒ６のモジュレーターとしてのピペリジニルおよびピペラジニル置換された複素芳香族カルボキサミド |
| EP3821947A1 (en) * | 2019-11-13 | 2021-05-19 | Libra Therapeutics, Inc. | Heterocyclic trpml1 agonists |
| TW202136219A (zh) * | 2019-12-19 | 2021-10-01 | 美商卡司馬療法公司 | Trpml調節劑 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| DZ2376A1 (fr) * | 1996-12-19 | 2002-12-28 | Smithkline Beecham Plc | Dérivés de sulfonamides nouveaux procédé pour leurpréparation et compositions pharmaceutiques les c ontenant. |
| US6339087B1 (en) * | 1997-08-18 | 2002-01-15 | Syntex (U.S.A.) Llc | Cyclic amine derivatives-CCR-3 receptor antagonists |
| IL125658A0 (en) * | 1997-08-18 | 1999-04-11 | Hoffmann La Roche | Ccr-3 receptor antagonists |
| ATE293603T1 (de) * | 1997-10-14 | 2005-05-15 | Mitsubishi Pharma Corp | Piperazin-verbindungen und ihre medizinische verwendung |
| JP2002179651A (ja) * | 1998-06-19 | 2002-06-26 | Wakamoto Pharmaceut Co Ltd | ベンズアニリド誘導体及び医薬組成物 |
| US6486180B1 (en) | 1998-12-18 | 2002-11-26 | 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 |
| WO2000035449A1 (en) | 1998-12-18 | 2000-06-22 | Du Pont Pharmaceuticals 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 |
| US6492400B1 (en) | 1998-12-18 | 2002-12-10 | Bristol-Myers Squibb Pharma Company | N-ureidoalkyl-piperidines as modulators of chemokine receptor activity |
-
2002
- 2002-11-25 MX MXPA04004981A patent/MXPA04004981A/es not_active Application Discontinuation
- 2002-11-25 KR KR1020047008311A patent/KR100586131B1/ko not_active Expired - Fee Related
- 2002-11-25 CN CNB028239695A patent/CN1321115C/zh not_active Expired - Fee Related
- 2002-11-25 RU RU2004120063/04A patent/RU2004120063A/ru not_active Application Discontinuation
- 2002-11-25 ES ES02787795T patent/ES2290346T3/es not_active Expired - Lifetime
- 2002-11-25 BR BR0214582-0A patent/BR0214582A/pt not_active IP Right Cessation
- 2002-11-25 PL PL02370746A patent/PL370746A1/xx not_active Application Discontinuation
- 2002-11-25 AU AU2002352122A patent/AU2002352122A1/en not_active Abandoned
- 2002-11-25 AT AT02787795T patent/ATE367160T1/de not_active IP Right Cessation
- 2002-11-25 EP EP02787795A patent/EP1453514B1/en not_active Expired - Lifetime
- 2002-11-25 DE DE60221275T patent/DE60221275T2/de not_active Expired - Fee Related
- 2002-11-25 CA CA002467966A patent/CA2467966A1/en not_active Abandoned
- 2002-11-25 WO PCT/EP2002/013217 patent/WO2003045393A1/en not_active Ceased
- 2002-11-25 JP JP2003546895A patent/JP2005516903A/ja active Pending
- 2002-11-28 AR ARP020104582A patent/AR037459A1/es not_active Application Discontinuation
- 2002-11-29 US US10/307,159 patent/US6906073B2/en not_active Expired - Fee Related
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