CA2289100A1 - Derives de quinoline utilises en tant qu'inhibiteurs de la pde iv et/ou du tnf - Google Patents
Derives de quinoline utilises en tant qu'inhibiteurs de la pde iv et/ou du tnf Download PDFInfo
- Publication number
- CA2289100A1 CA2289100A1 CA002289100A CA2289100A CA2289100A1 CA 2289100 A1 CA2289100 A1 CA 2289100A1 CA 002289100 A CA002289100 A CA 002289100A CA 2289100 A CA2289100 A CA 2289100A CA 2289100 A1 CA2289100 A1 CA 2289100A1
- Authority
- CA
- Canada
- Prior art keywords
- compound
- disease
- alkyl
- optionally substituted
- arylalkyl
- 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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- 125000002943 quinolinyl group Chemical class N1=C(C=CC2=CC=CC=C12)* 0.000 title claims 2
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- 229940046728 tumor necrosis factor alpha inhibitor Drugs 0.000 title description 4
- 239000002451 tumor necrosis factor inhibitor Substances 0.000 title description 4
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- 150000001875 compounds Chemical class 0.000 claims abstract description 67
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- 125000000217 alkyl group Chemical group 0.000 claims abstract description 22
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- 125000003118 aryl group Chemical group 0.000 claims abstract description 16
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 12
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 10
- 125000004429 atom Chemical group 0.000 claims abstract description 8
- 125000001424 substituent group Chemical group 0.000 claims abstract description 6
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- 108010037584 Type 4 Cyclic Nucleotide Phosphodiesterases Proteins 0.000 claims abstract description 4
- 125000004001 thioalkyl group Chemical group 0.000 claims abstract description 3
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- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims abstract 2
- 150000003839 salts Chemical class 0.000 claims description 21
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- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 claims description 4
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- UWYZHKAOTLEWKK-UHFFFAOYSA-N 1,2,3,4-tetrahydroisoquinoline Chemical compound C1=CC=C2CNCCC2=C1 UWYZHKAOTLEWKK-UHFFFAOYSA-N 0.000 claims 2
- 210000003979 eosinophil Anatomy 0.000 claims 2
- HPUBXFZKUDTWRH-UHFFFAOYSA-N 3,4-dihydroisoquinoline Chemical compound C1=CC=C2[C]=NCCC2=C1 HPUBXFZKUDTWRH-UHFFFAOYSA-N 0.000 claims 1
- BUPHMJDJKBJHSZ-UHFFFAOYSA-N 5-naphthalen-1-yl-8-propan-2-yloxyquinoline Chemical compound C12=CC=CN=C2C(OC(C)C)=CC=C1C1=CC=CC2=CC=CC=C12 BUPHMJDJKBJHSZ-UHFFFAOYSA-N 0.000 claims 1
- CEZVVZRSDKKSMP-UHFFFAOYSA-N 8-methoxy-2-methyl-5-phenylquinoline Chemical compound C12=CC=C(C)N=C2C(OC)=CC=C1C1=CC=CC=C1 CEZVVZRSDKKSMP-UHFFFAOYSA-N 0.000 claims 1
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- YYBNCYPOZRDXFW-UHFFFAOYSA-N n-[2-(5-methoxyquinolin-8-yl)phenyl]-2,2-dimethylpropanamide Chemical compound C12=NC=CC=C2C(OC)=CC=C1C1=CC=CC=C1NC(=O)C(C)(C)C YYBNCYPOZRDXFW-UHFFFAOYSA-N 0.000 claims 1
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- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 241000701161 unidentified adenovirus Species 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- 230000003827 upregulation Effects 0.000 description 1
- 230000009385 viral infection Effects 0.000 description 1
- 239000008215 water for injection Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
- C07D215/20—Oxygen atoms
- C07D215/24—Oxygen atoms attached in position 8
- C07D215/26—Alcohols; Ethers thereof
-
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
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- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
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- A61P31/04—Antibacterial agents
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- A—HUMAN NECESSITIES
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- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
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- A—HUMAN NECESSITIES
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- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
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- A—HUMAN NECESSITIES
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- A61P37/08—Antiallergic agents
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- A—HUMAN NECESSITIES
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- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
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- Engineering & Computer Science (AREA)
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- Neurology (AREA)
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- Diabetes (AREA)
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- Rheumatology (AREA)
- Hematology (AREA)
- Pain & Pain Management (AREA)
- Psychiatry (AREA)
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- Dermatology (AREA)
- Virology (AREA)
- Hospice & Palliative Care (AREA)
- Psychology (AREA)
- AIDS & HIV (AREA)
- Endocrinology (AREA)
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- Tropical Medicine & Parasitology (AREA)
- Ophthalmology & Optometry (AREA)
- Obesity (AREA)
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Abstract
L'invention concerne des composés de la formule (i) dans laquelle R¿1? représente un C¿1-6?alcoxy (la partie alkyle étant éventuellement substituée par un ou plusieurs halogènes) ou un thioalkyle; Q représente une chaîne aryle ou hétéroaryle liée à n'importe quel atome approprié et éventuellement substituée au niveau de n'importe quelle(s) position(s) par un ou plusieurs substituants R¿5?. Ces composés peuvent être utilisés pour traiter des états pathologiques, par exemple des états pathologiques associés à des protéines qui agissent sur l'activité cellulaire, par exemple, en inhibant le facteur de nécrose tumorale et/ou la phosphodiestérase IV.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9712761.7 | 1997-06-17 | ||
| GBGB9712761.7A GB9712761D0 (en) | 1997-06-17 | 1997-06-17 | Quinolines and their therapeutic use |
| PCT/GB1998/001770 WO1998057936A1 (fr) | 1997-06-17 | 1998-06-17 | Derives de quinoline utilises en tant qu'inhibiteurs de la pde iv et/ou du tnf |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2289100A1 true CA2289100A1 (fr) | 1998-12-23 |
Family
ID=10814456
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002289100A Abandoned CA2289100A1 (fr) | 1997-06-17 | 1998-06-17 | Derives de quinoline utilises en tant qu'inhibiteurs de la pde iv et/ou du tnf |
Country Status (8)
| Country | Link |
|---|---|
| EP (1) | EP0993449A1 (fr) |
| JP (1) | JP2002504925A (fr) |
| CN (1) | CN1260784A (fr) |
| AU (1) | AU735573B2 (fr) |
| CA (1) | CA2289100A1 (fr) |
| GB (1) | GB9712761D0 (fr) |
| WO (1) | WO1998057936A1 (fr) |
| ZA (1) | ZA985253B (fr) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6808902B1 (en) | 1999-11-12 | 2004-10-26 | Amgen Inc. | Process for correction of a disulfide misfold in IL-1Ra Fc fusion molecules |
| US6521618B2 (en) | 2000-03-28 | 2003-02-18 | Wyeth | 3-cyanoquinolines, 3-cyano-1,6-naphthyridines, and 3-cyano-1,7-naphthyridines as protein kinase inhibitors |
| CA2451955C (fr) | 2001-06-26 | 2015-09-29 | Abgenix, Inc. | Anticorps opgl |
| US7501516B2 (en) | 2001-07-16 | 2009-03-10 | Astrazeneca Ab | Quinoline derivatives and their use as tyrosine kinase inhibitors |
| TWI328009B (en) | 2003-05-21 | 2010-08-01 | Glaxo Group Ltd | Quinoline derivatives as phosphodiesterase inhibitors |
| WO2011143106A1 (fr) | 2010-05-10 | 2011-11-17 | Gilead Sciences, Inc. | Composés pyrazolopyridiniques bifonctionnels |
| NZ603136A (en) | 2010-05-10 | 2014-11-28 | Gilead Sciences Inc | Bifunctional quinoline derivatives |
| US9663486B2 (en) | 2013-10-14 | 2017-05-30 | Eisai R&D Management Co., Ltd. | Selectively substituted quinoline compounds |
| TWI624467B (zh) | 2013-10-14 | 2018-05-21 | 衛材Ｒ＆Ｄ企管股份有限公司 | 選擇性經取代之喹啉化合物 |
| CN103980194B (zh) * | 2014-05-15 | 2016-09-07 | 浙江省医学科学院 | 6,8-双取代喹啉化合物或其药学上可接受的盐及其制备方法和应用 |
| CN113861189A (zh) * | 2020-06-29 | 2021-12-31 | Vtv治疗有限责任公司 | 喹啉衍生物，其药学上可接受的盐及其使用方法 |
| TWI908838B (zh) | 2020-07-28 | 2025-12-21 | 美商Ｖｔｖ治療有限責任公司 | 喹啉衍生物的鹽酸鹽的結晶形式 |
| CN119977881B (zh) * | 2025-02-10 | 2025-10-31 | 海南大学 | 一种2-羟基-6-烷氧基喹啉类化合物及其应用 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3245165B2 (ja) * | 1991-10-09 | 2002-01-07 | シンテックス（ユー・エス・エイ）・インコーポレイテッド | ピリドピリダジノンおよびピリダジンチオン化合物 |
| US5455252A (en) * | 1993-03-31 | 1995-10-03 | Syntex (U.S.A.) Inc. | Optionally substituted 6,8-quinolines |
| WO1997044322A1 (fr) * | 1996-05-20 | 1997-11-27 | Darwin Discovery Limited | Sulfonamides de quinoline en tant qu'inhibiteurs de tnf et inhibiteurs de photodiesterase-iv |
| NZ332341A (en) * | 1996-05-20 | 2000-05-26 | Darwin Discovery Ltd | Quinoline carboxamides as TNF inhibitors and as PDE-IV inhibitors |
-
1997
- 1997-06-17 GB GBGB9712761.7A patent/GB9712761D0/en active Pending
-
1998
- 1998-06-17 WO PCT/GB1998/001770 patent/WO1998057936A1/fr not_active Ceased
- 1998-06-17 CN CN98806235A patent/CN1260784A/zh active Pending
- 1998-06-17 CA CA002289100A patent/CA2289100A1/fr not_active Abandoned
- 1998-06-17 JP JP50397799A patent/JP2002504925A/ja active Pending
- 1998-06-17 EP EP98932276A patent/EP0993449A1/fr not_active Withdrawn
- 1998-06-17 AU AU82228/98A patent/AU735573B2/en not_active Ceased
- 1998-06-17 ZA ZA985253A patent/ZA985253B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO1998057936A1 (fr) | 1998-12-23 |
| CN1260784A (zh) | 2000-07-19 |
| GB9712761D0 (en) | 1997-08-20 |
| AU8222898A (en) | 1999-01-04 |
| ZA985253B (en) | 1999-06-17 |
| EP0993449A1 (fr) | 2000-04-19 |
| AU735573B2 (en) | 2001-07-12 |
| JP2002504925A (ja) | 2002-02-12 |
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