AR048976A1 - Compuesto derivado de alcohol terciario de 8-azoniabiciclo(3.2.1)octano, composicion farmaceutica que lo comprende y su uso para preparar esta ultima - Google Patents
Compuesto derivado de alcohol terciario de 8-azoniabiciclo(3.2.1)octano, composicion farmaceutica que lo comprende y su uso para preparar esta ultimaInfo
- Publication number
- AR048976A1 AR048976A1 ARP050102174A ARP050102174A AR048976A1 AR 048976 A1 AR048976 A1 AR 048976A1 AR P050102174 A ARP050102174 A AR P050102174A AR P050102174 A ARP050102174 A AR P050102174A AR 048976 A1 AR048976 A1 AR 048976A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- atoms
- heteroatom
- aryl
- endo
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 4
- 150000003509 tertiary alcohols Chemical class 0.000 title abstract 3
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 2
- 125000005842 heteroatom Chemical group 0.000 abstract 8
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 8
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 6
- 125000004432 carbon atom Chemical group C* 0.000 abstract 5
- 125000001072 heteroaryl group Chemical group 0.000 abstract 4
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 abstract 2
- DGGKXQQCVPAUEA-UHFFFAOYSA-N 8-azabicyclo[3.2.1]octane Chemical class C1CCC2CCC1N2 DGGKXQQCVPAUEA-UHFFFAOYSA-N 0.000 abstract 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 2
- -1 C1-10 alkyl halogen Chemical class 0.000 abstract 2
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 2
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 abstract 2
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 abstract 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 abstract 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 abstract 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 abstract 2
- 102000014415 Muscarinic acetylcholine receptor Human genes 0.000 abstract 2
- 108050003473 Muscarinic acetylcholine receptor Proteins 0.000 abstract 2
- 229910002651 NO3 Inorganic materials 0.000 abstract 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 abstract 2
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 abstract 2
- 229910019142 PO4 Inorganic materials 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 2
- DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 abstract 2
- 125000002877 alkyl aryl group Chemical group 0.000 abstract 2
- 150000001450 anions Chemical class 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 125000004429 atom Chemical group 0.000 abstract 2
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 2
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 230000000694 effects Effects 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 125000000592 heterocycloalkyl group Chemical group 0.000 abstract 2
- 125000005885 heterocycloalkylalkyl group Chemical group 0.000 abstract 2
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- IWYDHOAUDWTVEP-UHFFFAOYSA-M mandelate Chemical compound [O-]C(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-M 0.000 abstract 2
- 230000001404 mediated effect Effects 0.000 abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 abstract 2
- 239000010452 phosphate Substances 0.000 abstract 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 abstract 2
- 229940095064 tartrate Drugs 0.000 abstract 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 abstract 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 abstract 2
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 abstract 1
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- 208000018569 Respiratory Tract disease Diseases 0.000 abstract 1
- 125000005055 alkyl alkoxy group Chemical group 0.000 abstract 1
- 229940065524 anticholinergics inhalants for obstructive airway diseases Drugs 0.000 abstract 1
- 239000000812 cholinergic antagonist Substances 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 230000005923 long-lasting effect Effects 0.000 abstract 1
- 210000004072 lung Anatomy 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000000717 retained effect Effects 0.000 abstract 1
- 125000003107 substituted aryl group Chemical group 0.000 abstract 1
- 230000009885 systemic effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/08—Bridged systems
-
- 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
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/08—Bronchodilators
-
- 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
- A61P11/16—Central respiratory analeptics
-
- 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
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Health & Medical Sciences (AREA)
- Pulmonology (AREA)
- Immunology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Medicinal Preparation (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Compuestos derivados de alcohol terciario de 8-azoniabiciclo[3.2.1]octanos de formula (1) donde: R1 y R2 se seleccionan, independientemente, entre un enlace, H, alquilo C1-12, alquenilo C2-10, alquil C1-6-cicloalquilo C3-6, alquil C1-10-arilo, alquil C1-10-OH, alquil C1-6-CN, alquil C1-10-halogeno, alquil C1-6-CF3, alquil C1-6-alcoxi, y alquil C1-6-O-alquil C1-6-OCH3; R3 y R4, independientemente, se seleccionan entre grupos alquilo inferior de cadena lineal o ramificada con preferiblemente de 1 a 6 átomos de C, grupos cicloalquilo con 5 a 6 átomos de C, cicloalquilalquilo con 6 a 10 átomos de C, 2-tienilo, arilo, arilo opcionalmente sustituido, heteroarilo que tiene de 5 a 6 átomos de C y N u O como el heteroátomo, heteroarilo opcionalmente sustituido que tiene de 5 a 6 átomos de C y N u O como heteroátomo, heterocicloalquilo que tiene de 5 a 6 átomos de C y N u O como heteroátomo, y heterocicloalquilalquilo que tiene de 6 a 10 átomos de C y N u O como heteroátomo, Y es hidroxi (-OH) o ciano (-CN); y X- es un anion fisiologicamente aceptable, asociado con la carga positiva del átomo de N; X- puede ser cloruro, bromuro, yoduro, hidroxido, sulfato, nitrato, fosfato, acetato, trifluoroacetato, fumarato, citrato, tartrato, oxalato, succinato, mandelato, metansulfonato y p-toluensulfonato; y la cadena lateral puede tener orientacion endo o exo, preferiblemente endo. Se aplica para tratar enfermedades del tracto respiratorio mediadas por el receptor de acetilcolina muscarínico. Su efecto es de larga duracion, siendo retenidos en el receptor o pulmon, evitando efectos secundarios indeseados observables con anticolinérgicos sistémicos. Composicion farmacéutica para el tratamiento de enfermedades mediadas por el receptor de acetilcolina muscarínico que comprende dicho compuesto y su uso para preparar la mencionada composicion. Reivindicacion 1: Un compuesto derivado de alcohol terciario de 8-azoniabiciclo[3.2.1]octano caracterizado porque tiene la formula (1) donde: R1 y R2 se seleccionan, independientemente, entre el grupo que consiste en: un enlace, H, alquilo C1-12, alquenilo C2-10, alquil C1-6-cicloalquilo C3-6, alquil C1-10-arilo, alquil C1-10-OH, alquil C1- 6-CN, alquil C1-10-halogeno, alquil C1-6-CF3, alquil C1-6-alcoxi, y alquil C1-6-O-alquil C1-6-OCH3; R3 y R4, independientemente, se seleccionan del grupo que consiste en grupos alquilo inferior de cadena lineal o ramificada con preferiblemente de 1 a 6 átomos de C, grupos cicloalquilo que tienen de 5 a 6 átomos de C, cicloalquilalquilo que tiene de 6 a 10 átomos de C, 2-tienilo, arilo, arilo opcionalmente sustituido, heteroarilo que tiene de 5 a 6 átomos de C y N u O como el heteroátomo, heteroarilo opcionalmente sustituido que tiene de 5 a 6 átomos de C y N u O como heteroátomo, heterocicloalquilo que tiene de 5 a 6 átomos de C y N u O como el heteroátomo, y heterocicloalquilalquilo que tiene de 6 a 10 átomos de C y N u O como el heteroátomo, Y es hidroxi (-OH) o ciano (-CN); y X- es un anion fisiologicamente aceptable, asociado con la carga positiva del átomo de N; X- puede ser, pero no está limitado a cloruro, bromuro, yoduro, hidroxido, sulfato, nitrato, fosfato, acetato, trifluoroacetato, fumarato, citrato, tartrato, oxalato, succinato, mandelato, metansulfonato y p-toluensulfonato; y la cadena lateral indicada puede tener orientacion endo o exo, pero se prefiere con endo.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US57532904P | 2004-05-28 | 2004-05-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR048976A1 true AR048976A1 (es) | 2006-06-14 |
Family
ID=35462875
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP050102174A AR048976A1 (es) | 2004-05-28 | 2005-05-26 | Compuesto derivado de alcohol terciario de 8-azoniabiciclo(3.2.1)octano, composicion farmaceutica que lo comprende y su uso para preparar esta ultima |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US7579345B2 (es) |
| EP (1) | EP1749012A4 (es) |
| JP (1) | JP2008501020A (es) |
| AR (1) | AR048976A1 (es) |
| PE (1) | PE20060367A1 (es) |
| TW (1) | TW200606161A (es) |
| WO (1) | WO2005118594A1 (es) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR045914A1 (es) * | 2003-07-17 | 2005-11-16 | Glaxo Group Ltd | Compuesto alcoholico terciario del 8-azoniabiciclo [3.2.1] octano, composicion farmaceutica que lo comprende y su uso para preparar esta ultima |
| BRPI0415281A (pt) * | 2003-10-17 | 2006-12-19 | Glaxo Group Ltd | antagonistas de receptor de acetilcolina muscarìnico |
| AR046225A1 (es) * | 2003-11-04 | 2005-11-30 | Glaxo Group Ltd | Compuesto de 8-azoniabiciclo(3.2.1)octano, composicion farmaceutica para el tratamiento de enfermedades mediadas por receptores de acetilcolina muscarinicos que lo comprende y uso del compuesto para preparar dicha composicion |
| WO2005087236A1 (en) * | 2004-03-11 | 2005-09-22 | Glaxo Group Limited | Novel m3 muscarinic acetylcholine receptor antagonists |
| WO2005095407A1 (en) * | 2004-03-17 | 2005-10-13 | Glaxo Group Limited | M3 muscarinic acetylcholine receptor antagonists |
| TWI363759B (en) | 2004-04-27 | 2012-05-11 | Glaxo Group Ltd | Muscarinic acetylcholine receptor antagonists |
| US7598267B2 (en) * | 2004-05-13 | 2009-10-06 | Glaxo Group Limited | Muscarinic acetylcholine receptor antagonists |
| JP2008520579A (ja) * | 2004-11-15 | 2008-06-19 | グラクソ グループ リミテッド | 新規ｍ３ムスカリン性アセチルコリン受容体アンタゴニスト |
| EP1937267A4 (en) * | 2005-08-02 | 2009-08-26 | Glaxo Group Ltd | M3-MUSCARIN ACETYLCHOLIN RECEPTOR ANTAGONISTS |
| EP1937068A4 (en) * | 2005-08-18 | 2010-08-04 | Glaxo Group Ltd | ANTAGONISTS OF ACETYLCHOLINE MUSCARINIC RECEPTORS |
| BRPI0807615A8 (pt) | 2007-02-23 | 2017-12-05 | Theravance Inc | Compostos de difenilmetil amônico quaternário úteis como antagonistas de receptor muscarínico |
| UY31636A1 (es) | 2008-02-06 | 2009-08-03 | Farmacoforos duales-antagonistas muscarinicos de pde4 | |
| UY31637A1 (es) | 2008-02-06 | 2009-08-03 | Farmacoforos duales-antagonistas muscarinicos de pde4 | |
| TW200946526A (en) | 2008-02-06 | 2009-11-16 | Glaxo Group Ltd | Dual pharmacophores-PDE4-muscarinic antagonistics |
| WO2010094643A1 (en) | 2009-02-17 | 2010-08-26 | Glaxo Group Limited | Quinoline derivatives and their uses for rhinitis and urticaria |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6476046B1 (en) * | 2000-12-04 | 2002-11-05 | Sepracor, Inc. | Diazabicyclo[4.3.0]nonanes, and methods of use thereof |
| US6696462B2 (en) * | 2002-01-31 | 2004-02-24 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Anticholinergics, processes for the preparation thereof, and pharmaceutical compositions |
-
2005
- 2005-05-26 TW TW094117162A patent/TW200606161A/zh unknown
- 2005-05-26 EP EP05753818A patent/EP1749012A4/en not_active Withdrawn
- 2005-05-26 PE PE2005000591A patent/PE20060367A1/es not_active Application Discontinuation
- 2005-05-26 WO PCT/US2005/018563 patent/WO2005118594A1/en not_active Ceased
- 2005-05-26 US US11/568,909 patent/US7579345B2/en not_active Expired - Fee Related
- 2005-05-26 JP JP2007515340A patent/JP2008501020A/ja active Pending
- 2005-05-26 AR ARP050102174A patent/AR048976A1/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| TW200606161A (en) | 2006-02-16 |
| EP1749012A4 (en) | 2009-07-29 |
| US20070232599A1 (en) | 2007-10-04 |
| EP1749012A1 (en) | 2007-02-07 |
| WO2005118594A1 (en) | 2005-12-15 |
| JP2008501020A (ja) | 2008-01-17 |
| PE20060367A1 (es) | 2006-04-28 |
| US7579345B2 (en) | 2009-08-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FB | Suspension of granting procedure |