CA2817388C - Derives de quinolinone - Google Patents
Derives de quinolinone Download PDFInfo
- Publication number
- CA2817388C CA2817388C CA2817388A CA2817388A CA2817388C CA 2817388 C CA2817388 C CA 2817388C CA 2817388 A CA2817388 A CA 2817388A CA 2817388 A CA2817388 A CA 2817388A CA 2817388 C CA2817388 C CA 2817388C
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- Prior art keywords
- carbon
- treatment
- compound
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- differentiation
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- LISFMEBWQUVKPJ-UHFFFAOYSA-N quinolin-2-ol Chemical class C1=CC=C2NC(=O)C=CC2=C1 LISFMEBWQUVKPJ-UHFFFAOYSA-N 0.000 title abstract description 6
- 150000001875 compounds Chemical class 0.000 claims abstract description 116
- 230000004069 differentiation Effects 0.000 claims abstract description 62
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- 230000024245 cell differentiation Effects 0.000 claims abstract description 18
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 88
- 210000004027 cell Anatomy 0.000 claims description 72
- 125000003118 aryl group Chemical group 0.000 claims description 48
- 229910052799 carbon Inorganic materials 0.000 claims description 48
- 125000004432 carbon atom Chemical group C* 0.000 claims description 47
- 210000000963 osteoblast Anatomy 0.000 claims description 45
- -1 1-hexyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxamido Chemical group 0.000 claims description 37
- 210000000988 bone and bone Anatomy 0.000 claims description 36
- 125000004429 atom Chemical group 0.000 claims description 35
- 125000005843 halogen group Chemical group 0.000 claims description 34
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 29
- 125000001424 substituent group Chemical group 0.000 claims description 23
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 22
- 125000000524 functional group Chemical group 0.000 claims description 21
- 125000005842 heteroatom Chemical group 0.000 claims description 21
- 125000000217 alkyl group Chemical group 0.000 claims description 19
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- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims description 8
- 239000003814 drug Substances 0.000 claims description 8
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims description 8
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- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 claims description 6
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 4
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- NMMQXAWKIYXDDK-UHFFFAOYSA-N butyl 4-[(4-hydroxy-2-oxo-1-propylquinoline-3-carbonyl)amino]benzoate Chemical compound C1=CC(C(=O)OCCCC)=CC=C1NC(=O)C1=C(O)C2=CC=CC=C2N(CCC)C1=O NMMQXAWKIYXDDK-UHFFFAOYSA-N 0.000 claims 1
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- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 6
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Classifications
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- 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
- C07D215/22—Oxygen atoms attached in position 2 or 4
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- 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
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- A61K31/4704—2-Quinolinones, e.g. carbostyril
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-
- 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
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
- C07D215/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3 with oxygen atoms in position 4
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Physical Education & Sports Medicine (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Rheumatology (AREA)
- Diabetes (AREA)
- Endocrinology (AREA)
- Neurology (AREA)
- Epidemiology (AREA)
- Biomedical Technology (AREA)
- Hematology (AREA)
- Neurosurgery (AREA)
- Dermatology (AREA)
- Reproductive Health (AREA)
- Pregnancy & Childbirth (AREA)
- Immunology (AREA)
- Gynecology & Obstetrics (AREA)
- Obesity (AREA)
- Emergency Medicine (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Quinoline Compounds (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1004445 | 2010-11-16 | ||
| FR1004445A FR2967353B1 (fr) | 2010-11-16 | 2010-11-16 | Derives de quinolinone |
| PCT/IB2011/055096 WO2012066478A1 (fr) | 2010-11-16 | 2011-11-15 | Dérivés de quinolinone |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2817388A1 CA2817388A1 (fr) | 2012-05-24 |
| CA2817388C true CA2817388C (fr) | 2019-12-31 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2817388A Expired - Fee Related CA2817388C (fr) | 2010-11-16 | 2011-11-15 | Derives de quinolinone |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US9061997B2 (enExample) |
| EP (1) | EP2640388B1 (enExample) |
| JP (1) | JP5914509B2 (enExample) |
| CA (1) | CA2817388C (enExample) |
| ES (1) | ES2651015T3 (enExample) |
| FR (1) | FR2967353B1 (enExample) |
| WO (1) | WO2012066478A1 (enExample) |
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| FR2967498B1 (fr) * | 2010-11-16 | 2015-01-02 | Centre Nat Rech Scient | Utilisation de derives de quinolinone comme outil de recherche |
| WO2016042112A1 (en) * | 2014-09-23 | 2016-03-24 | Active Biotech Ab | Quinoline carboxamides for use in the treatment of multiple myeloma |
| EP3641757A4 (en) * | 2017-06-23 | 2021-03-24 | New York Society for the Ruptured and Crippled Maintaining the Hospital for Special Surgery | COMPOSITION, USES, AND METHOD OF TREATMENTAL DISC DEGENERATION BY A HEDGEHOG SOUND PATH |
| CN114196623B (zh) * | 2021-11-12 | 2024-01-16 | 青岛大学附属医院 | 喹啉酮化合物作为骨髓间干细胞成骨分化促进剂的应用 |
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| IE52670B1 (en) * | 1981-03-03 | 1988-01-20 | Leo Ab | Heterocyclic carboxamides,compositions containing such compounds,and processes for their preparation |
| SE8301182D0 (sv) * | 1983-03-04 | 1983-03-04 | Haessle Ab | Novel compounds |
| HRP20000904A2 (en) * | 1998-07-06 | 2001-12-31 | Janssen Pharmaceutica Nv | Farnesyl protein transferase inhibitors for treating arthropathies |
| AU2005324492B2 (en) * | 2004-04-23 | 2012-06-07 | Paratek Pharmaceuticals, Inc. | Transcription factor modulating compounds and methods of use thereof |
| CN1955175A (zh) * | 2004-10-28 | 2007-05-02 | 中国医学科学院药物研究所 | 香豆素衍生物及其制法和其药物组合物与用途 |
| WO2007124617A1 (fr) * | 2006-04-28 | 2007-11-08 | Institute Of Mataria Medica, Chinese Academy Of Medical Sciences | Dérivés de coumarine, leurs procédés de préparation, compositions pharmaceutiques et utilisations |
| MX2009000943A (es) * | 2006-07-26 | 2009-02-04 | Novartis Ag | Inhibidores de undecaprenil pirofosfato sintasa. |
| US8183236B2 (en) * | 2007-04-12 | 2012-05-22 | University Of Southern California | Compounds with HIV-1 integrase inhibitory activity and use thereof as anti-HIV/AIDS therapeutics |
-
2010
- 2010-11-16 FR FR1004445A patent/FR2967353B1/fr active Active
-
2011
- 2011-11-15 JP JP2013538319A patent/JP5914509B2/ja not_active Expired - Fee Related
- 2011-11-15 EP EP11794858.8A patent/EP2640388B1/fr not_active Not-in-force
- 2011-11-15 WO PCT/IB2011/055096 patent/WO2012066478A1/fr not_active Ceased
- 2011-11-15 US US13/885,089 patent/US9061997B2/en not_active Expired - Fee Related
- 2011-11-15 ES ES11794858.8T patent/ES2651015T3/es active Active
- 2011-11-15 CA CA2817388A patent/CA2817388C/fr not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP2640388B1 (fr) | 2017-10-11 |
| US20130267559A1 (en) | 2013-10-10 |
| FR2967353B1 (fr) | 2013-08-16 |
| FR2967353A1 (fr) | 2012-05-18 |
| JP5914509B2 (ja) | 2016-05-11 |
| CA2817388A1 (fr) | 2012-05-24 |
| ES2651015T3 (es) | 2018-01-23 |
| JP2013543861A (ja) | 2013-12-09 |
| WO2012066478A1 (fr) | 2012-05-24 |
| EP2640388A1 (fr) | 2013-09-25 |
| US9061997B2 (en) | 2015-06-23 |
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