WO2013039428A3 - Dérivés de quinoléine et notamment 1-(2-chloroquinoléin-3-yl)-4-diméthylamino-2-(naphthalén-1-yl)-1-phénylbutan-2-ols 5,6,7- substitués, procédés de leur production et d'utilisation - Google Patents
Dérivés de quinoléine et notamment 1-(2-chloroquinoléin-3-yl)-4-diméthylamino-2-(naphthalén-1-yl)-1-phénylbutan-2-ols 5,6,7- substitués, procédés de leur production et d'utilisation Download PDFInfo
- Publication number
- WO2013039428A3 WO2013039428A3 PCT/RU2012/000725 RU2012000725W WO2013039428A3 WO 2013039428 A3 WO2013039428 A3 WO 2013039428A3 RU 2012000725 W RU2012000725 W RU 2012000725W WO 2013039428 A3 WO2013039428 A3 WO 2013039428A3
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- methoxy
- producing
- quinoline derivatives
- phenylbutan
- chloroquinolin
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 3
- 229940027991 antiseptic and disinfectant quinoline derivative Drugs 0.000 title abstract 2
- 125000002943 quinolinyl group Chemical class N1=C(C=CC2=CC=CC=C12)* 0.000 title 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 3
- KOMTYCABAFMYGW-UHFFFAOYSA-N 1-(2-chloroquinolin-3-yl)-4-(dimethylamino)-2-naphthalen-1-yl-1-phenylbutan-2-ol Chemical class C=1C=CC2=CC=CC=C2C=1C(O)(CCN(C)C)C(C=1C(=NC2=CC=CC=C2C=1)Cl)C1=CC=CC=C1 KOMTYCABAFMYGW-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- -1 R2 is Н Chemical group 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 230000002365 anti-tubercular Effects 0.000 abstract 1
- 239000003926 antimycobacterial agent Substances 0.000 abstract 1
- 150000008365 aromatic ketones Chemical class 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 150000003248 quinolines Chemical class 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 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
- C07D215/18—Halogen atoms or nitro radicals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
- A61P31/06—Antibacterial agents for tuberculosis
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
- C07D491/056—Ortho-condensed systems with two or more oxygen atoms as ring hetero atoms in the oxygen-containing ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pulmonology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
La présente invention concerne de nouveaux dérivés de quinoléines tels que les 1-(2-chloroquinoléin-3-yl)-4-diméthylamino-2-(naphthalén-1-yl)-1-phénylbutan-2-ols substitués, un procédé de leur fabrication et aussi leur utilisation en tant que agents antimycobactériens, notamment des 1-(2-chloroquinoléin-3-yl)-4-diméthylamino-2-(naphthalén-1-yl)-1-phénylbutan-2-ols 5,6,7-substitués de la formule générale (I), dans laquelle R1 est Н ou méthoxy, R2 est Н, méthoxy ou -O-(CH2)n-O-, R3 est Н, méthoxy ou -O-(CH2)n-O-, n=1-2, et aussi leurs sels pharmaceutiquement acceptables avec des acides manifestant une activité par rapport aux mycobactéries. L'invention concerne aussi un procédé de fabrication des compositions de la formule (I) qui consiste en l'interaction des arylchinolines correspondantes avec un cétone aromatique et leur utilisation en tant que principe actif dans la création de préparations médicamenteuses dirigées contre la tuberculose.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
RU2011137490 | 2011-09-12 | ||
RU2011137490/04A RU2486175C2 (ru) | 2011-09-12 | 2011-09-12 | Производные хинолина, в частности 5,6,7-замещенные 1-(2-хлорхинолин-3-ил)-4-диметиламино-2-(нафталин-1-ил)-1-фенилбутан-2-олы, способ получения и применение соединений |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2013039428A2 WO2013039428A2 (fr) | 2013-03-21 |
WO2013039428A3 true WO2013039428A3 (fr) | 2013-05-10 |
Family
ID=47883906
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/RU2012/000725 WO2013039428A2 (fr) | 2011-09-12 | 2012-09-04 | Dérivés de quinoléine et notamment 1-(2-chloroquinoléin-3-yl)-4-diméthylamino-2-(naphthalén-1-yl)-1-phénylbutan-2-ols 5,6,7- substitués, procédés de leur production et d'utilisation |
Country Status (2)
Country | Link |
---|---|
RU (1) | RU2486175C2 (fr) |
WO (1) | WO2013039428A2 (fr) |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2004011436A1 (fr) * | 2002-07-25 | 2004-02-05 | Janssen Pharmaceutica N.V. | Derives de quinoleine et leur utilisation en tant qu'inhibiteurs mycobacteriens |
WO2006125769A1 (fr) * | 2005-05-25 | 2006-11-30 | Janssen Pharmaceutica N.V. | Procede de preparation de (alpha s, beta r)-6-bromo-alpha-[2-(dimethylamino)ethyl]-2-methoxy-alpha-1-naphtalenyl-beta-phenyl-3-quinoline-ethanol |
RU2006145336A (ru) * | 2004-05-21 | 2008-06-27 | Чирон Корпорейшн (Us) | Замещенные производные хинолина, как ингибиторы митотического кинезина |
RU2404971C2 (ru) * | 2008-12-02 | 2010-11-27 | ЗАО "Фарм-Синтез" | Новые производные хинолина, способ их получения, их применение для лечения микобактериальных инфекций, фармацевтическая композиция на их основе |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EA011572B9 (ru) * | 2004-01-29 | 2018-01-31 | Янссен Фармацевтика Н.В. | Производные хинолина для применения в качестве микобактериальных ингибиторов |
JO2725B1 (en) * | 2006-12-06 | 2013-09-15 | جانسين فارماسوتيكا ان. في | Quinoline antibacterial derivatives |
-
2011
- 2011-09-12 RU RU2011137490/04A patent/RU2486175C2/ru active
-
2012
- 2012-09-04 WO PCT/RU2012/000725 patent/WO2013039428A2/fr active Application Filing
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2004011436A1 (fr) * | 2002-07-25 | 2004-02-05 | Janssen Pharmaceutica N.V. | Derives de quinoleine et leur utilisation en tant qu'inhibiteurs mycobacteriens |
RU2006145336A (ru) * | 2004-05-21 | 2008-06-27 | Чирон Корпорейшн (Us) | Замещенные производные хинолина, как ингибиторы митотического кинезина |
WO2006125769A1 (fr) * | 2005-05-25 | 2006-11-30 | Janssen Pharmaceutica N.V. | Procede de preparation de (alpha s, beta r)-6-bromo-alpha-[2-(dimethylamino)ethyl]-2-methoxy-alpha-1-naphtalenyl-beta-phenyl-3-quinoline-ethanol |
RU2404971C2 (ru) * | 2008-12-02 | 2010-11-27 | ЗАО "Фарм-Синтез" | Новые производные хинолина, способ их получения, их применение для лечения микобактериальных инфекций, фармацевтическая композиция на их основе |
Also Published As
Publication number | Publication date |
---|---|
RU2011137490A (ru) | 2013-03-20 |
WO2013039428A2 (fr) | 2013-03-21 |
RU2486175C2 (ru) | 2013-06-27 |
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