PT1330436E - Amidas do ácido n-(4-ariloxipiperidin-1-ilalquil) cinâmico como antagonistas dos receptores ccr3-3 - Google Patents
Amidas do ácido n-(4-ariloxipiperidin-1-ilalquil) cinâmico como antagonistas dos receptores ccr3-3 Download PDFInfo
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- PT1330436E PT1330436E PT01976285T PT01976285T PT1330436E PT 1330436 E PT1330436 E PT 1330436E PT 01976285 T PT01976285 T PT 01976285T PT 01976285 T PT01976285 T PT 01976285T PT 1330436 E PT1330436 E PT 1330436E
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- Prior art keywords
- alkyl
- sub
- substituted
- phenyl
- sup
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- 229940044551 receptor antagonist Drugs 0.000 title description 2
- 239000002464 receptor antagonist Substances 0.000 title description 2
- APEJMQOBVMLION-UHFFFAOYSA-N cinnamamide Chemical class NC(=O)C=CC1=CC=CC=C1 APEJMQOBVMLION-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 85
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 56
- -1 cyano, hydroxy Chemical group 0.000 claims abstract description 54
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 47
- 150000002367 halogens Chemical class 0.000 claims abstract description 46
- 125000001424 substituent group Chemical group 0.000 claims abstract description 39
- 150000003839 salts Chemical group 0.000 claims abstract description 35
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 33
- 239000001257 hydrogen Substances 0.000 claims abstract description 33
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 33
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 31
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 26
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 20
- 239000003814 drug Substances 0.000 claims abstract description 19
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 19
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 17
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 14
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims abstract description 12
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims abstract description 9
- 125000002252 acyl group Chemical group 0.000 claims abstract description 9
- 125000004122 cyclic group Chemical group 0.000 claims abstract description 6
- 125000000962 organic group Chemical group 0.000 claims abstract description 6
- 150000002431 hydrogen Chemical class 0.000 claims abstract description 4
- 238000000034 method Methods 0.000 claims description 27
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 16
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 11
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- 229940079593 drug Drugs 0.000 claims description 10
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 9
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- 125000000623 heterocyclic group Chemical group 0.000 claims description 9
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- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 8
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- 125000001624 naphthyl group Chemical group 0.000 claims description 4
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 4
- 230000000414 obstructive effect Effects 0.000 claims description 4
- 125000003341 7 membered heterocyclic group Chemical group 0.000 claims description 3
- 206010027654 Allergic conditions Diseases 0.000 claims description 3
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- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 2
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 1
- XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 claims 1
- 125000004946 alkenylalkyl group Chemical group 0.000 claims 1
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- 229960000195 terbutaline Drugs 0.000 description 1
- SNPNBTIZEFYWDI-LQVUNVMMSA-N tert-butyl n-[(2r)-2-[[(e)-3-(5-cyano-2-methoxyphenyl)prop-2-enoyl]amino]-3-[4-(4-fluorophenoxy)piperidin-1-yl]propyl]carbamate Chemical compound COC1=CC=C(C#N)C=C1\C=C\C(=O)N[C@H](CNC(=O)OC(C)(C)C)CN1CCC(OC=2C=CC(F)=CC=2)CC1 SNPNBTIZEFYWDI-LQVUNVMMSA-N 0.000 description 1
- MLGRKGLBRZFDBU-OAHLLOKOSA-N tert-butyl n-[(2r)-2-amino-3-[4-(4-fluorophenoxy)piperidin-1-yl]propyl]carbamate Chemical compound C1CN(C[C@H](N)CNC(=O)OC(C)(C)C)CCC1OC1=CC=C(F)C=C1 MLGRKGLBRZFDBU-OAHLLOKOSA-N 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- YMBCJWGVCUEGHA-UHFFFAOYSA-M tetraethylammonium chloride Chemical compound [Cl-].CC[N+](CC)(CC)CC YMBCJWGVCUEGHA-UHFFFAOYSA-M 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- 229960000257 tiotropium bromide Drugs 0.000 description 1
- 230000000451 tissue damage Effects 0.000 description 1
- 231100000827 tissue damage Toxicity 0.000 description 1
- 238000011200 topical administration Methods 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 230000037317 transdermal delivery Effects 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 125000005500 uronium group Chemical group 0.000 description 1
- 208000001319 vasomotor rhinitis Diseases 0.000 description 1
- 201000005539 vernal conjunctivitis Diseases 0.000 description 1
- 229960004764 zafirlukast Drugs 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/40—Oxygen atoms
- C07D211/44—Oxygen atoms attached in position 4
- C07D211/46—Oxygen atoms attached in position 4 having a hydrogen atom as the second substituent in position 4
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/16—Otologicals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pulmonology (AREA)
- Neurology (AREA)
- Dermatology (AREA)
- Physical Education & Sports Medicine (AREA)
- Neurosurgery (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Immunology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Biomedical Technology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Plural Heterocyclic Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0024675A GB0024675D0 (en) | 2000-10-09 | 2000-10-09 | Organic compounds |
| GB0120549A GB0120549D0 (en) | 2001-08-23 | 2001-08-23 | Organic compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PT1330436E true PT1330436E (pt) | 2010-10-11 |
Family
ID=26245127
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PT01976285T PT1330436E (pt) | 2000-10-09 | 2001-10-08 | Amidas do ácido n-(4-ariloxipiperidin-1-ilalquil) cinâmico como antagonistas dos receptores ccr3-3 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US7034042B2 (enExample) |
| EP (1) | EP1330436B1 (enExample) |
| JP (1) | JP4199539B2 (enExample) |
| CN (1) | CN1209351C (enExample) |
| AT (1) | ATE472533T1 (enExample) |
| AU (1) | AU2001295601A1 (enExample) |
| BR (1) | BR0114485A (enExample) |
| CA (1) | CA2423296C (enExample) |
| DE (1) | DE60142484D1 (enExample) |
| ES (1) | ES2348290T3 (enExample) |
| PT (1) | PT1330436E (enExample) |
| WO (1) | WO2002030898A1 (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0117387D0 (en) * | 2001-07-17 | 2001-09-05 | Novartis Ag | Organic compounds |
| US7524841B2 (en) * | 2002-04-25 | 2009-04-28 | Teijin Limited | 4,4-disubstituted piperidine derivatives having CCR3 antagonism |
| ZA200803939B (en) * | 2005-11-24 | 2009-10-28 | Eisai R&D Man Co Ltd | Morpholine type cinnamide compound |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4673684A (en) | 1984-04-04 | 1987-06-16 | Terumo Corporation | Amide derivatives and 5-lipoxygenase inhibitors containing the same as an active ingredient |
| JPH0660160B2 (ja) | 1985-12-13 | 1994-08-10 | テルモ株式会社 | アミド誘導体およびこれを含有する抗アレルギ−剤 |
| JPS63139124A (ja) | 1986-12-01 | 1988-06-10 | Terumo Corp | 腎炎治療剤 |
| JPS63179869A (ja) | 1987-01-20 | 1988-07-23 | Dainippon Pharmaceut Co Ltd | ピペリジン誘導体 |
| DE19756235A1 (de) | 1997-12-17 | 1999-07-01 | Klinge Co Chem Pharm Fab | Neue piperidinylsubstituierte Pyridylalkan- alken- und -alkincarbonsäureamide |
| EE200100502A (et) | 1999-03-26 | 2002-12-16 | Astrazeneca Ab | Ühendid |
| TWI227231B (en) * | 2000-07-12 | 2005-02-01 | Novartis Ag | 4-benzoyl-piperidine derivatives for treating conditions mediated by CCR-3 |
-
2001
- 2001-10-08 US US10/398,533 patent/US7034042B2/en not_active Expired - Fee Related
- 2001-10-08 EP EP01976285A patent/EP1330436B1/en not_active Expired - Lifetime
- 2001-10-08 AT AT01976285T patent/ATE472533T1/de active
- 2001-10-08 CA CA002423296A patent/CA2423296C/en not_active Expired - Fee Related
- 2001-10-08 PT PT01976285T patent/PT1330436E/pt unknown
- 2001-10-08 AU AU2001295601A patent/AU2001295601A1/en not_active Abandoned
- 2001-10-08 WO PCT/EP2001/011627 patent/WO2002030898A1/en not_active Ceased
- 2001-10-08 CN CNB018171028A patent/CN1209351C/zh not_active Expired - Fee Related
- 2001-10-08 BR BR0114485-5A patent/BR0114485A/pt not_active IP Right Cessation
- 2001-10-08 JP JP2002534284A patent/JP4199539B2/ja not_active Expired - Fee Related
- 2001-10-08 DE DE60142484T patent/DE60142484D1/de not_active Expired - Lifetime
- 2001-10-08 ES ES01976285T patent/ES2348290T3/es not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| CN1209351C (zh) | 2005-07-06 |
| AU2001295601A1 (en) | 2002-04-22 |
| BR0114485A (pt) | 2003-11-18 |
| US7034042B2 (en) | 2006-04-25 |
| WO2002030898A1 (en) | 2002-04-18 |
| ES2348290T3 (es) | 2010-12-02 |
| DE60142484D1 (de) | 2010-08-12 |
| EP1330436B1 (en) | 2010-06-30 |
| ATE472533T1 (de) | 2010-07-15 |
| JP4199539B2 (ja) | 2008-12-17 |
| US20040087621A1 (en) | 2004-05-06 |
| CA2423296A1 (en) | 2002-04-18 |
| EP1330436A1 (en) | 2003-07-30 |
| CN1468222A (zh) | 2004-01-14 |
| JP2004511467A (ja) | 2004-04-15 |
| CA2423296C (en) | 2009-12-29 |
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