CA2589209A1 - Substituted pteridines for treating inflammatory diseases - Google Patents
Substituted pteridines for treating inflammatory diseases Download PDFInfo
- Publication number
- CA2589209A1 CA2589209A1 CA002589209A CA2589209A CA2589209A1 CA 2589209 A1 CA2589209 A1 CA 2589209A1 CA 002589209 A CA002589209 A CA 002589209A CA 2589209 A CA2589209 A CA 2589209A CA 2589209 A1 CA2589209 A1 CA 2589209A1
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- CA
- Canada
- Prior art keywords
- denotes
- alkyl
- nitrogen
- aromatic
- compounds
- 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
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- 208000027866 inflammatory disease Diseases 0.000 title claims abstract description 12
- 150000003195 pteridines Chemical class 0.000 title abstract description 10
- 150000001875 compounds Chemical class 0.000 claims abstract description 55
- 201000010099 disease Diseases 0.000 claims abstract description 23
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 23
- 210000003169 central nervous system Anatomy 0.000 claims abstract description 8
- 230000002093 peripheral effect Effects 0.000 claims abstract description 8
- 210000001428 peripheral nervous system Anatomy 0.000 claims abstract description 8
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 7
- 230000002496 gastric effect Effects 0.000 claims abstract description 4
- -1 C1-6-alkyl-OH Chemical group 0.000 claims description 63
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 48
- 125000003118 aryl group Chemical group 0.000 claims description 40
- 229910052757 nitrogen Inorganic materials 0.000 claims description 35
- 125000004432 carbon atom Chemical group C* 0.000 claims description 29
- 229910052760 oxygen Inorganic materials 0.000 claims description 29
- 125000000623 heterocyclic group Chemical group 0.000 claims description 28
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 26
- 125000005842 heteroatom Chemical group 0.000 claims description 25
- 150000003839 salts Chemical class 0.000 claims description 25
- 239000005864 Sulphur Substances 0.000 claims description 24
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 24
- 239000001301 oxygen Substances 0.000 claims description 24
- 150000004677 hydrates Chemical class 0.000 claims description 21
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 20
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- 125000004429 atom Chemical group 0.000 claims description 18
- 125000002619 bicyclic group Chemical group 0.000 claims description 18
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 18
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 16
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 16
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 16
- 230000001154 acute effect Effects 0.000 claims description 14
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 7
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- 125000006574 non-aromatic ring group Chemical group 0.000 claims description 4
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 claims description 4
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 3
- FCEHBMOGCRZNNI-UHFFFAOYSA-N 1-benzothiophene Chemical compound C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 claims description 3
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 claims description 3
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 3
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- 201000010133 Oligodendroglioma Diseases 0.000 claims description 2
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 claims description 2
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 claims description 2
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims description 2
- BNBQRQQYDMDJAH-UHFFFAOYSA-N benzodioxan Chemical compound C1=CC=C2OCCOC2=C1 BNBQRQQYDMDJAH-UHFFFAOYSA-N 0.000 claims description 2
- 208000024207 chronic leukemia Diseases 0.000 claims description 2
- 208000032852 chronic lymphocytic leukemia Diseases 0.000 claims description 2
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims description 2
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims description 2
- 125000002541 furyl group Chemical group 0.000 claims description 2
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- 230000004054 inflammatory process Effects 0.000 claims description 2
- 230000002401 inhibitory effect Effects 0.000 claims description 2
- CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical compound C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 claims description 2
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 2
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- 125000004076 pyridyl group Chemical group 0.000 claims description 2
- 125000001544 thienyl group Chemical group 0.000 claims description 2
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 2
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- 208000019693 Lung disease Diseases 0.000 claims 1
- 101100082610 Plasmodium falciparum (isolate 3D7) PDEdelta gene Proteins 0.000 claims 1
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- Physical Education & Sports Medicine (AREA)
- Otolaryngology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102004057618A DE102004057618A1 (de) | 2004-11-29 | 2004-11-29 | Substituierte Pteridine zur Behandlung von entzündlichen Erkrankungen |
| DE102004057618.1 | 2004-11-29 | ||
| PCT/EP2005/056247 WO2006056607A1 (de) | 2004-11-29 | 2005-11-25 | Substituierte pteridine zur behandlung von entzündlichen erkrankungen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2589209A1 true CA2589209A1 (en) | 2006-06-01 |
Family
ID=35789067
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002589209A Abandoned CA2589209A1 (en) | 2004-11-29 | 2005-11-25 | Substituted pteridines for treating inflammatory diseases |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US7550472B2 (enExample) |
| EP (1) | EP1828189A1 (enExample) |
| JP (1) | JP2008521775A (enExample) |
| KR (1) | KR20070090975A (enExample) |
| CN (1) | CN101065382A (enExample) |
| AR (1) | AR054992A1 (enExample) |
| AU (1) | AU2005308785A1 (enExample) |
| BR (1) | BRPI0516626A (enExample) |
| CA (1) | CA2589209A1 (enExample) |
| DE (1) | DE102004057618A1 (enExample) |
| IL (2) | IL183447A0 (enExample) |
| MX (1) | MX2007006357A (enExample) |
| NZ (1) | NZ556152A (enExample) |
| RU (1) | RU2007124328A (enExample) |
| TW (1) | TW200633711A (enExample) |
| WO (1) | WO2006056607A1 (enExample) |
| ZA (1) | ZA200703125B (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20060198891A1 (en) | 2004-11-29 | 2006-09-07 | Francois Ravenelle | Solid formulations of liquid biologically active agents |
| DE102004057645A1 (de) * | 2004-11-29 | 2006-06-01 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Substituierte Pteridine zur Behandlung von entzündlichen Erkrankungen |
| DE102004057594A1 (de) * | 2004-11-29 | 2006-06-08 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Substitueirte Pteridine zur Behandlung von entzündlichen Erkrankungen |
| DE102004057595A1 (de) | 2004-11-29 | 2006-06-08 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Substituierte Pteridine zur Behandlung von entzündlichen Erkrankungen |
| WO2007135026A2 (de) | 2006-05-24 | 2007-11-29 | Boehringer Ingelheim International Gmbh | Substituierte pteridine als therapeutika |
| JP5352452B2 (ja) * | 2006-06-06 | 2013-11-27 | メディシノバ， インコーポレイテッド | 置換ピラゾロ［１，５−ａ］ピリジン化合物およびその使用方法 |
| WO2015120138A2 (en) * | 2014-02-05 | 2015-08-13 | Dana-Farber Cancer Institute, Inc. | AGENTS THAT MODULATE RGMb-NEOGENIN-BMP SIGNALING AND METHODS OF USE THEREOF |
| LT3700529T (lt) | 2017-10-23 | 2025-10-10 | Naujas veikliųjų medžiagų derinys, skirtas progresuojančių fibrozinių intersticinių plaučių ligų (pf-ild) gydymui | |
| CN113876761B (zh) * | 2020-07-01 | 2022-12-20 | 广州华真医药科技有限公司 | 磷酸二酯酶4抑制剂ZL-n-91在制备抗骨肉瘤药物中的应用 |
| CA3234847A1 (en) | 2021-12-09 | 2023-06-15 | Boehringer Ingelheim International Gmbh | New oral pharmaceutical composition and dose regimen for the therapy of progressive fibrosing interstitial lung diseases |
| PL4426298T3 (pl) | 2021-12-09 | 2026-07-20 | Boehringer Ingelheim International Gmbh | Nowe kombinacje terapeutyczne zawierające pirfenidon i inhibitor pde4 do leczenia postępujących włókniejących śródmiąższowych chorób płuc |
| CN119947728A (zh) | 2022-09-28 | 2025-05-06 | 勃林格殷格翰国际有限公司 | 生物标志物在用pde4b抑制剂治疗纤维化病症中的用途 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2940972A (en) | 1957-06-27 | 1960-06-14 | Thomae Gmbh Dr K | Tri-and tetra-substituted pteridine derivatives |
| DE3323932A1 (de) | 1983-07-02 | 1985-01-10 | Dr. Karl Thomae Gmbh, 7950 Biberach | Neue 2-piperazino-pteridine, verfahren zu ihrer herstellung und diese verbindung enthaltende arzneimittel |
| US4560685A (en) | 1984-06-18 | 1985-12-24 | Dr. Karl Thomae Gesellschaft Mit Beschrankter Haftung | 2-Piperazino-pteridines useful as antithrombotics and antimetastatics |
| DE3445298A1 (de) | 1984-12-12 | 1986-06-12 | Dr. Karl Thomae Gmbh, 7950 Biberach | Neue pteridine, verfahren zu ihrer herstellung und deren verwendung als zwischenprodukte oder als arzneimittel |
| DE3540952C2 (de) | 1985-11-19 | 1997-08-14 | Thomae Gmbh Dr K | 2-Piperazino-pteridine, Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende Arzneimittel |
| AU770551B2 (en) | 1998-12-28 | 2004-02-26 | 4-Aza Bioscience Nv | Immunosuppressive effects of pteridine derivatives |
| GB0101577D0 (en) | 2001-01-22 | 2001-03-07 | Smithkline Beecham Plc | Compounds |
| DE10202468A1 (de) | 2002-01-23 | 2004-09-30 | Faustus Forschungs Cie. Translational Cancer Research Gmbh | Pteridinderivate, Verfahren zu deren Herstellung und ihre Verwendung |
| DE102004057645A1 (de) | 2004-11-29 | 2006-06-01 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Substituierte Pteridine zur Behandlung von entzündlichen Erkrankungen |
| DE102004057594A1 (de) | 2004-11-29 | 2006-06-08 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Substitueirte Pteridine zur Behandlung von entzündlichen Erkrankungen |
| DE102004057595A1 (de) | 2004-11-29 | 2006-06-08 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Substituierte Pteridine zur Behandlung von entzündlichen Erkrankungen |
-
2004
- 2004-11-29 DE DE102004057618A patent/DE102004057618A1/de not_active Withdrawn
-
2005
- 2005-11-18 US US11/282,535 patent/US7550472B2/en not_active Expired - Lifetime
- 2005-11-25 CN CNA2005800408289A patent/CN101065382A/zh active Pending
- 2005-11-25 AU AU2005308785A patent/AU2005308785A1/en not_active Abandoned
- 2005-11-25 JP JP2007541996A patent/JP2008521775A/ja active Pending
- 2005-11-25 AR ARP050104923A patent/AR054992A1/es unknown
- 2005-11-25 EP EP05813409A patent/EP1828189A1/de not_active Withdrawn
- 2005-11-25 KR KR1020077014857A patent/KR20070090975A/ko not_active Ceased
- 2005-11-25 RU RU2007124328/04A patent/RU2007124328A/ru not_active Application Discontinuation
- 2005-11-25 MX MX2007006357A patent/MX2007006357A/es active IP Right Grant
- 2005-11-25 NZ NZ556152A patent/NZ556152A/en not_active IP Right Cessation
- 2005-11-25 BR BRPI0516626-8A patent/BRPI0516626A/pt not_active IP Right Cessation
- 2005-11-25 CA CA002589209A patent/CA2589209A1/en not_active Abandoned
- 2005-11-25 WO PCT/EP2005/056247 patent/WO2006056607A1/de not_active Ceased
- 2005-11-28 TW TW094141780A patent/TW200633711A/zh unknown
-
2007
- 2007-04-13 ZA ZA200703125A patent/ZA200703125B/xx unknown
- 2007-05-28 IL IL183447A patent/IL183447A0/en unknown
-
2010
- 2010-12-09 IL IL209879A patent/IL209879A0/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US7550472B2 (en) | 2009-06-23 |
| IL209879A0 (en) | 2011-02-28 |
| RU2007124328A (ru) | 2009-02-20 |
| JP2008521775A (ja) | 2008-06-26 |
| AR054992A1 (es) | 2007-08-01 |
| US20060116372A1 (en) | 2006-06-01 |
| TW200633711A (en) | 2006-10-01 |
| MX2007006357A (es) | 2007-06-20 |
| KR20070090975A (ko) | 2007-09-06 |
| IL183447A0 (en) | 2007-09-20 |
| NZ556152A (en) | 2009-06-26 |
| ZA200703125B (en) | 2008-09-25 |
| AU2005308785A1 (en) | 2006-06-01 |
| WO2006056607A8 (de) | 2007-01-18 |
| BRPI0516626A (pt) | 2008-09-16 |
| EP1828189A1 (de) | 2007-09-05 |
| WO2006056607A1 (de) | 2006-06-01 |
| CN101065382A (zh) | 2007-10-31 |
| DE102004057618A1 (de) | 2006-06-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |
Effective date: 20121126 |