AR057651A1 - Derivados n-amida de 8-azabiciclo[3.2.1]oct-3-ilo como antagonistas de ccr1, una composicion farmaceutica que los comprende y su uso en la preparacion de un medicamento para el tratamiento de enfermedades relacionadas - Google Patents
Derivados n-amida de 8-azabiciclo[3.2.1]oct-3-ilo como antagonistas de ccr1, una composicion farmaceutica que los comprende y su uso en la preparacion de un medicamento para el tratamiento de enfermedades relacionadasInfo
- Publication number
- AR057651A1 AR057651A1 ARP060102442A ARP060102442A AR057651A1 AR 057651 A1 AR057651 A1 AR 057651A1 AR P060102442 A ARP060102442 A AR P060102442A AR P060102442 A ARP060102442 A AR P060102442A AR 057651 A1 AR057651 A1 AR 057651A1
- Authority
- AR
- Argentina
- Prior art keywords
- group
- branched
- linear
- alkyl
- hydrogen
- Prior art date
Links
- 102100031172 C-C chemokine receptor type 1 Human genes 0.000 title abstract 2
- 101710149814 C-C chemokine receptor type 1 Proteins 0.000 title abstract 2
- 201000010099 disease Diseases 0.000 title abstract 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title abstract 2
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 2
- 229940126601 medicinal product Drugs 0.000 title 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 13
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 13
- 125000005843 halogen group Chemical group 0.000 abstract 5
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- -1 hydroxy, cyano, phenyl Chemical group 0.000 abstract 2
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 abstract 1
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 abstract 1
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 abstract 1
- 102100031092 C-C motif chemokine 3 Human genes 0.000 abstract 1
- 101710155856 C-C motif chemokine 3 Proteins 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000005037 alkyl phenyl group Chemical group 0.000 abstract 1
- 230000008485 antagonism Effects 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 125000001153 fluoro group Chemical group F* 0.000 abstract 1
- 239000012458 free base Substances 0.000 abstract 1
- 125000002795 guanidino group Chemical group C(N)(=N)N* 0.000 abstract 1
- ORTFAQDWJHRMNX-UHFFFAOYSA-N hydroxidooxidocarbon(.) Chemical group O[C]=O ORTFAQDWJHRMNX-UHFFFAOYSA-N 0.000 abstract 1
- 230000003993 interaction Effects 0.000 abstract 1
- 239000003446 ligand Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 230000001404 mediated effect Effects 0.000 abstract 1
- CKFGINPQOCXMAZ-UHFFFAOYSA-N methanediol Chemical group OCO CKFGINPQOCXMAZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004483 piperidin-3-yl group Chemical group N1CC(CCC1)* 0.000 abstract 1
- 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 abstract 1
- 125000003386 piperidinyl group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
- C07D451/02—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
- C07D451/04—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof with hetero atoms directly attached in position 3 of the 8-azabicyclo [3.2.1] octane or in position 7 of the 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring system
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- A—HUMAN NECESSITIES
- 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
- A61K31/439—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 the ring forming part of a bridged ring system, e.g. quinuclidine
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
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- A61P13/12—Drugs for disorders of the urinary system of the kidneys
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
- A61P33/06—Antimalarials
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- A61P35/00—Antineoplastic agents
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- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
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- 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
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- A—HUMAN NECESSITIES
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- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Immunology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Oncology (AREA)
- Pulmonology (AREA)
- Virology (AREA)
- Communicable Diseases (AREA)
- Tropical Medicine & Parasitology (AREA)
- Hematology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Psychiatry (AREA)
- Urology & Nephrology (AREA)
- Epidemiology (AREA)
- AIDS & HIV (AREA)
- Cardiology (AREA)
- Molecular Biology (AREA)
- Diabetes (AREA)
- Gastroenterology & Hepatology (AREA)
- Vascular Medicine (AREA)
- Hospice & Palliative Care (AREA)
- Dermatology (AREA)
- Heart & Thoracic Surgery (AREA)
- Orthopedic Medicine & Surgery (AREA)
Abstract
Un compuesto de formula (1), en forma de la base libre, una sal farmacéuticamente aceptable o de una forma zwitterionica del mismo donde: n es un numero entero de 1 a 4; m es un numero entero de 1 a 3; p es un numero entero de 0 a 2; cada uno de R1, R2 y R3 representa independientemente un átomo de hidrogeno o un grupo alquilo C1-4 lineal o ramificado; Q representa un enlace directo o un grupo seleccionado entre -CONR9-, -OCONR9-, - NR9CONR10-, -NR9-, -NR9COO-, -O-, -SO2NR9- y -NR9CO-; cada uno de R9 y R10 representa independientemente un átomo de hidrogeno o un grupo alquilo C1-4 lineal o ramificado; R4 representa un átomo de hidrogeno o un grupo seleccionado entre alquilo C1-4 lineal o ramificado que está no sustituido o sustituido con un grupo seleccionado entre -COOH, fenilo o -SCH3 con la condicion de que cuando m sea 2 o 3, solo un R4 sea como se ha definido anteriormente y el resto R4 sean átomos de hidrogeno; cada uno de R5 y R6 representa independientemente un átomo de hidrogeno, un alquilo C1-4 lineal o ramificado o un grupo fenilo; o R5 y R6 junto con el átomo de carbono al que están unidos forman un grupo cicloalquilo C3-8; cada uno de R7 y R8 representa independientemente un átomo de hidrogeno o halogeno o a alcoxi C1-4; A representa un grupo de formula (2) o (3); D representa un enlace directo o un grupo seleccionado entre -O- y -CH2CH2-; R11 representa átomo de hidrogeno o halogeno o un grupo seleccionado entre: a) alquilo C1-4 lineal o ramificado que está no sustituido o sustituido con un hidroxi, ciano, fenilo o un grupo -CONRaRb en el que Ra y Rb se seleccionan independientemente entre átomos de hidrogeno y grupos alquilo C1-4; b) hidroxi, fenoxi o alcoxi C1-4 lineal o ramificado; c) nitro; d) hidroxicarbonilo o alcoxicarbonilo C1-4 lineal o ramificado; e) un grupo -NRcRd en el que Rc representa un átomo de hidrogeno o un alquilo C1-4 lineal o ramificado y Rd representa un átomo de hidrogeno, un alquilo C1-4 lineal o ramificado o un grupo fenilo que está opcionalmente sustituido con uno o más grupos seleccionados entre -CF3, y átomos de halogeno; f) un grupo -NHCORe en el que Re representa un grupo seleccionado entre -NH2, alquilo C1-4 lineal o ramificado que está no sustituido o sustituido con uno o más átomos de fluor o -NH2, alquenilo C2-4 lineal o ramificado y grupos 3-piperidinilo; g) un grupo -CONRcRf en el que Rc es como se ha definido anteriormente en este documento y Rf se seleccionado entre átomos de hidrogeno, grupos alquilo C1-4 lineal o ramificado y grupos 4-piperidinilo o Rc y Rf forman junto con el átomo de nitrogeno al que están unidos un grupo piperidinilo que puede estar no sustituido o sustituido con un grupo seleccionado entre -NH2, -CONH2 -, - CH2NH2 y -CH2NHCOCF3; h) un grupo -NHSO2Rg en el que Rg se seleccionado entre el grupo compuesto alquilo C1-4 lineales o ramificados y alquilfenilo C1-4; y i) un grupo guanidino; cada R12 representa independientemente un ciano, alquilo C1-4 lineal o ramificado, alcoxi C1-4 lineal o ramificado, un átomo de halogeno o un grupo -CF3; o R11 y uno de R12 forman un grupo metanodiol; q es un numero entero de 0 a 2; R13 representa un átomo de hidrogeno o un alquilo C1-4 lineal o ramificado; cada R14 representa independientemente un átomo de hidrogeno o halogeno, con la condicion de que el compuesto no sea 2-(4-fluorofenil)-N-(8-bencil-8-azabiciclo[3.2.1]-oct-3-il)acetamida. Se proveen también una composicion farmacéutica que lo comprende y el uso del mismo en la fabricacion de un medicamento para el tratamiento de enfermedades mediadas por el antagonismo de la interaccion entre el receptor de quimioquina CCR1 y sus ligandos como el MIP-1-alfa(CCL3).
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ES200501431A ES2277745B1 (es) | 2005-06-14 | 2005-06-14 | Derivados n-amida de 8-azabiciclo /3.2.1/oct-3-ilo como antagonistas de ccr1. |
Publications (1)
Publication Number | Publication Date |
---|---|
AR057651A1 true AR057651A1 (es) | 2007-12-12 |
Family
ID=35740673
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ARP060102442A AR057651A1 (es) | 2005-06-14 | 2006-06-12 | Derivados n-amida de 8-azabiciclo[3.2.1]oct-3-ilo como antagonistas de ccr1, una composicion farmaceutica que los comprende y su uso en la preparacion de un medicamento para el tratamiento de enfermedades relacionadas |
Country Status (12)
Country | Link |
---|---|
US (1) | US20090130090A1 (es) |
EP (1) | EP1891064B1 (es) |
JP (1) | JP2008543795A (es) |
CN (1) | CN101228158A (es) |
AR (1) | AR057651A1 (es) |
AT (1) | ATE441647T1 (es) |
DE (1) | DE602006008937D1 (es) |
ES (2) | ES2277745B1 (es) |
PE (1) | PE20070017A1 (es) |
TW (1) | TW200716626A (es) |
UY (1) | UY29572A1 (es) |
WO (1) | WO2006133802A1 (es) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2009529039A (ja) * | 2006-03-07 | 2009-08-13 | アストラゼネカ・アクチエボラーグ | ピペリジン誘導体、それらの製造法、治療剤としてのそれらの使用およびそれらを含む医薬組成物 |
RS52712B (en) | 2008-04-11 | 2013-08-30 | Janssen Pharmaceutica N.V. | THIAZOLOPYRIDIN-2-ILOXY-PHENYL I THIAZOLOPYRZIN-2-ILOXY-PHENYL KAO MODULATOR FOR LEUKOTRIEN A4 HYDROLAZE |
WO2010091104A1 (en) * | 2009-02-06 | 2010-08-12 | Exelixis, Inc. | Glucosylceramide synthase inhibitors |
WO2010132599A1 (en) | 2009-05-14 | 2010-11-18 | Janssen Pharmaceutica Nv | Compounds with two fused bicyclic heteroaryl moieties as modulators of leukotriene a4 hydrolase |
US8697691B2 (en) * | 2009-12-21 | 2014-04-15 | Vanderbilt University | Alkyl 3-((2-amidoethyl)amino)-8-azabicyclo[3.2.1]octane-8-carboxylate analogs as selective M1 agonists and methods of making and using same |
EP2771484A1 (en) | 2011-10-28 | 2014-09-03 | Galderma Research & Development | New leukocyte infiltrate markers for rosacea and uses thereof |
EP2875023B1 (en) * | 2012-07-19 | 2017-04-05 | Janssen Pharmaceutica NV | Octahydro-cyclopentapyrrolyl antagonists of ccr2 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA2261633A1 (en) * | 1996-07-29 | 1998-02-05 | Banyu Pharmaceutical Co., Ltd. | Chemokine receptor antagonists |
PE20001420A1 (es) * | 1998-12-23 | 2000-12-18 | Pfizer | Moduladores de ccr5 |
SE0200919D0 (sv) * | 2002-03-25 | 2002-03-25 | Astrazeneca Ab | Chemical compounds |
EP1525201A1 (en) * | 2002-07-18 | 2005-04-27 | Pfizer Products Inc. | Bicyclic piperidine derivatives as antagonists of the ccr1 chemokine receptor |
SE0301369D0 (sv) * | 2003-05-09 | 2003-05-09 | Astrazeneca Ab | Chemical compounds |
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2005
- 2005-06-14 ES ES200501431A patent/ES2277745B1/es not_active Expired - Fee Related
-
2006
- 2006-05-30 US US11/921,961 patent/US20090130090A1/en not_active Abandoned
- 2006-05-30 JP JP2008516161A patent/JP2008543795A/ja not_active Withdrawn
- 2006-05-30 CN CNA2006800266367A patent/CN101228158A/zh active Pending
- 2006-05-30 AT AT06753965T patent/ATE441647T1/de not_active IP Right Cessation
- 2006-05-30 WO PCT/EP2006/005129 patent/WO2006133802A1/en active Application Filing
- 2006-05-30 ES ES06753965T patent/ES2332819T3/es active Active
- 2006-05-30 EP EP06753965A patent/EP1891064B1/en active Active
- 2006-05-30 UY UY29572A patent/UY29572A1/es unknown
- 2006-05-30 DE DE602006008937T patent/DE602006008937D1/de active Active
- 2006-06-12 AR ARP060102442A patent/AR057651A1/es not_active Application Discontinuation
- 2006-06-12 PE PE2006000656A patent/PE20070017A1/es not_active Application Discontinuation
- 2006-06-13 TW TW095121003A patent/TW200716626A/zh unknown
Also Published As
Publication number | Publication date |
---|---|
ES2277745B1 (es) | 2008-06-01 |
JP2008543795A (ja) | 2008-12-04 |
DE602006008937D1 (de) | 2009-10-15 |
US20090130090A1 (en) | 2009-05-21 |
EP1891064B1 (en) | 2009-09-02 |
ES2332819T3 (es) | 2010-02-12 |
ATE441647T1 (de) | 2009-09-15 |
WO2006133802A1 (en) | 2006-12-21 |
EP1891064A1 (en) | 2008-02-27 |
PE20070017A1 (es) | 2007-02-05 |
TW200716626A (en) | 2007-05-01 |
CN101228158A (zh) | 2008-07-23 |
ES2277745A1 (es) | 2007-07-16 |
UY29572A1 (es) | 2006-12-29 |
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