BRPI0607469A2 - derivados de ácido 5-fenil-pentanóico, seus processos de preparação, composição farmacêutica compreendendo os mesmos e processo de separação dos referidos derivados - Google Patents
derivados de ácido 5-fenil-pentanóico, seus processos de preparação, composição farmacêutica compreendendo os mesmos e processo de separação dos referidos derivadosInfo
- Publication number
- BRPI0607469A2 BRPI0607469A2 BRPI0607469-3A BRPI0607469A BRPI0607469A2 BR PI0607469 A2 BRPI0607469 A2 BR PI0607469A2 BR PI0607469 A BRPI0607469 A BR PI0607469A BR PI0607469 A2 BRPI0607469 A2 BR PI0607469A2
- Authority
- BR
- Brazil
- Prior art keywords
- nhc
- aralkyl
- cycloalkyl
- alkyl
- derivatives
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 3
- BYHDDXPKOZIZRV-UHFFFAOYSA-N 5-phenylpentanoic acid Chemical class OC(=O)CCCCC1=CC=CC=C1 BYHDDXPKOZIZRV-UHFFFAOYSA-N 0.000 title abstract 2
- 238000002360 preparation method Methods 0.000 title abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 4
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 4
- 125000003342 alkenyl group Chemical group 0.000 abstract 3
- 125000000304 alkynyl group Chemical group 0.000 abstract 3
- 125000003118 aryl group Chemical group 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 abstract 3
- 125000001072 heteroaryl group Chemical group 0.000 abstract 3
- 125000000623 heterocyclic group Chemical group 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- 206010001052 Acute respiratory distress syndrome Diseases 0.000 abstract 1
- 201000001320 Atherosclerosis Diseases 0.000 abstract 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 abstract 1
- 206010019280 Heart failures Diseases 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 102000002274 Matrix Metalloproteinases Human genes 0.000 abstract 1
- 108010000684 Matrix Metalloproteinases Proteins 0.000 abstract 1
- 206010027476 Metastases Diseases 0.000 abstract 1
- 206010028980 Neoplasm Diseases 0.000 abstract 1
- 206010035664 Pneumonia Diseases 0.000 abstract 1
- 201000004681 Psoriasis Diseases 0.000 abstract 1
- 201000001263 Psoriatic Arthritis Diseases 0.000 abstract 1
- 208000036824 Psoriatic arthropathy Diseases 0.000 abstract 1
- 208000013616 Respiratory Distress Syndrome Diseases 0.000 abstract 1
- 208000006011 Stroke Diseases 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 201000000028 adult respiratory distress syndrome Diseases 0.000 abstract 1
- 125000003302 alkenyloxy group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000005133 alkynyloxy group Chemical group 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- 208000006673 asthma Diseases 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- -1 cyano, amidino Chemical group 0.000 abstract 1
- 125000001153 fluoro group Chemical group F* 0.000 abstract 1
- 208000007565 gingivitis Diseases 0.000 abstract 1
- 125000002795 guanidino group Chemical group C(N)(=N)N* 0.000 abstract 1
- 125000004446 heteroarylalkyl group Chemical group 0.000 abstract 1
- 125000004415 heterocyclylalkyl group Chemical group 0.000 abstract 1
- 208000027866 inflammatory disease Diseases 0.000 abstract 1
- 230000000302 ischemic effect Effects 0.000 abstract 1
- 208000017169 kidney disease Diseases 0.000 abstract 1
- 201000006417 multiple sclerosis Diseases 0.000 abstract 1
- 201000008482 osteoarthritis Diseases 0.000 abstract 1
- 230000002018 overexpression Effects 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 230000035755 proliferation Effects 0.000 abstract 1
- 208000005069 pulmonary fibrosis Diseases 0.000 abstract 1
- 208000037803 restenosis Diseases 0.000 abstract 1
- 206010039073 rheumatoid arthritis Diseases 0.000 abstract 1
- 206010039083 rhinitis Diseases 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 229910052717 sulfur Chemical group 0.000 abstract 1
- 239000011593 sulfur Chemical group 0.000 abstract 1
Classifications
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- C07D253/02—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00 not condensed with other rings
- C07D253/04—1,2,3-Triazines
-
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- C07D—HETEROCYCLIC COMPOUNDS
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Abstract
DERIVADOS DE áCIDO 5-FENIL-PENTANóICO, SEUS PROCESSOS DE PREPARAçãO, COMPOSIçãO FARMACêUTICA COMPREENDENDO OS MESMOS E PROCESSO DE SEPARAçãO DOS REFERIDOS DERIVADOS. A presente invenção refere-se a compostos apresentando a estrutura de Fórmula I: em que n é um número inteiro de 1 a 5; R~ 1~ é opcionalmente alquila, alquenila, alquinila, cicloalquila, arila, heterociclila, heteroarila, aralquila, alcoxi, ariloxi, alqueniloxi ou alquiniloxi substituído; R~ 2~ é alquenila, alcinila, arila, heterociclila, heteroarila, cicloalquila, NR~ 4~R~ 5~, -NHC (=Y) R~ 4~, -NHC (=Y) NR~ 5~R~ x~, -NHC (=0) OR~ 4~, -NHSO~ 2~R~ 4~, C(=Y)NR~ 4~R~ 5~, C(=O)OR~ 6~ (em que Y é oxigênio ou enxofre), OR~ 5~, -O(C=O)NR~ 4~R~ 5~, O-acila, S(O)~ m~R~ 4~, -SO~ 2~N(R~ 4~)~ 2~, ciano, amidino ou guanidino (em que R~ 4~ é alquila, alquenila, alquinila, cicloalquila, arila, heterociclila, heteroarila, aralquila, heteroarilalquila, heterociclilalquila ou cicloalquilalquila e m é um número inteiro de 0 a 2; R~ 5~ é hidrogênio ou R~ 4~; R~ é R4 ou -SO~ 2~N(R~ 4~)~ 2~ e R~ 6~ is hidrogênio, alquila, cicloalquila, aralquila, heteroarilalquila, heterociclilalquila ou cicloalquilalquilal; R~ 3~ é hidrogênio, flúor, alquila, cicloalquilalquila ou aralquila; A é OH, OR~ 4~, -OC(=O)NR~ 4~R~ 5~, O-acila, NH~ 2~, NR~ 4~R~ 5~, - NHC (=Y) R~ 4~, -NHC (=Y) NR~ 5~R~ x~, -NHC (=O) OR~ 4~, -NHSO~ 2~R~ 4~, e a processos de síntese dos mesmos. A presente invenção refere-se ainda a composições farmacêuticas compreendendo os compostos da presente invenção, e a métodos de tratamento de asma, artrite reumatóide, COPD, rinite, osteoartrite, artrite psoriática, psoríase, fibrose pulmonar, inflamação pulmonar, síndrome da dificuldade respiratória aguda, perodontite, esclerose múltipla, gengivite, aterosclerose, proliferação neointimal, que leva a restenose e falha cardíaca isquêmica, derrame, doenças renais, metástases de tumor, e outras desordens inflamatórias caracterizadas por sobre-expressão e sobre-ativação de metaloproteinase de matriz, utilizando os compostos.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN380DE2005 | 2005-02-22 | ||
| PCT/IB2006/000349 WO2006090235A1 (en) | 2005-02-22 | 2006-02-21 | 5-phenyl-pentanoic acid derivatives as matrix metalloproteinase inhibitors for the treatment of asthma and other diseases |
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| GB0321538D0 (en) * | 2003-09-13 | 2003-10-15 | Glaxo Group Ltd | Therapeutically useful compounds |
| NZ560803A (en) | 2005-02-22 | 2010-10-29 | Ranbaxy Lab Ltd | 5-phenyl-pentanoic acid derivatives as matrix metalloproteinase inhibitors for the treatment of asthma and other diseases |
| NZ574905A (en) * | 2006-08-22 | 2011-12-22 | Ranbaxy Lab Ltd | Matrix metalloproteinase inhibitors |
| AU2013200728B2 (en) * | 2006-08-22 | 2014-12-18 | Sun Pharmaceutical Industries Limited | Matrix metalloproteinase inhibitors |
| FR2949463B1 (fr) * | 2009-08-26 | 2011-09-16 | Commissariat Energie Atomique | Inhibiteurs de mmp |
| WO2012014114A1 (en) | 2010-07-30 | 2012-02-02 | Ranbaxy Laboratories Limited | Matrix metalloproteinase inhibitors |
| SG188642A1 (en) | 2010-09-24 | 2013-05-31 | Ranbaxy Lab Ltd | Matrix metalloproteinase inhibitors |
| US20120129186A1 (en) * | 2010-11-23 | 2012-05-24 | Kci Licensing, Inc. | Devices and methods for the diagnosis and treatment of wounds using biomarkers |
| ES2640485T3 (es) | 2011-08-12 | 2017-11-03 | Universitätsklinikum Freiburg | Uridina y análogos de uridina para el uso en el tratamiento de la enfermedad pulmonar obstructiva crónica |
| GB201322512D0 (en) * | 2013-12-19 | 2014-02-05 | Glaxosmithkline Ip Dev Ltd | Novel compounds |
| CA2970011C (en) | 2014-12-24 | 2021-08-03 | Lg Chem, Ltd. | Biaryl derivative as gpr120 agonist |
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| US5109002A (en) | 1989-09-08 | 1992-04-28 | Du Pont Merck Pharmaceutical Company | Antipsychotic 1-cycloalkylpiperidines |
| CA2150550A1 (en) | 1992-12-01 | 1994-06-09 | Melissa S. Egbertson | Fibrinogen receptor antagonists |
| US5789434A (en) | 1994-11-15 | 1998-08-04 | Bayer Corporation | Derivatives of substituted 4-biarylbutyric acid as matrix metalloprotease inhibitors |
| US5516789A (en) | 1995-04-12 | 1996-05-14 | Abbott Laboratories | Lipoxygenase and cyclooxygenase inhibiting compounds |
| EP0927156A1 (en) | 1996-09-04 | 1999-07-07 | Warner-Lambert Company | Biphenyl butyric acids and their derivatives as inhibitors of matrix metalloproteinases |
| MY117687A (en) * | 1996-10-31 | 2004-07-31 | Bayer Corp | Substituted 4-biphenyl-4-hydroxybutric acid derivatives as matrix metalloprotease inhibitors |
| TR199902957T2 (xx) | 1997-06-10 | 2004-12-21 | Unilever N.V. | Bir enzimin etkinli�ini art�rma y�ntemi, a�art�c� bile�imi, deterjan bile�imi ve boya aktar�m�n� �nleme y�ntemi. |
| US6037361A (en) * | 1998-03-09 | 2000-03-14 | Warner-Lambert Company | Fluorinated butyric acids and their derivatives as inhibitors of matrix metalloproteinases |
| AU4229499A (en) * | 1998-07-30 | 2000-02-21 | Warner-Lambert Company | Tricyclic heteroaromatics and their derivatives as inhibitors of matrix metalloproteinases |
| KR20010101325A (ko) * | 1998-12-30 | 2001-11-14 | 빌프리더 하이더 | 치환된 4-비아릴부티르산 유도체 및 5-비아릴펜탄산유도체의 호흡기 질환 치료용 매트릭스 메탈로프로테아제저해제로서의 용도 |
| ITRM20010464A1 (it) | 2001-07-31 | 2003-01-31 | Sigma Tau Ind Farmaceuti | Derivati retinoidi ad attivita' antiangiogenica, antitumorale e pro-apoptotica. |
| ATE432703T1 (de) | 2003-04-10 | 2009-06-15 | Ortho Mcneil Pharm Inc | Substituierte phenylacetamide und ihre anwendung als protease inhibitoren |
| GB0312654D0 (en) | 2003-06-03 | 2003-07-09 | Glaxo Group Ltd | Therapeutically useful compounds |
| GB0314488D0 (en) | 2003-06-20 | 2003-07-23 | Glaxo Group Ltd | Therapeutically useful compounds |
| GB0321538D0 (en) | 2003-09-13 | 2003-10-15 | Glaxo Group Ltd | Therapeutically useful compounds |
| NZ560803A (en) | 2005-02-22 | 2010-10-29 | Ranbaxy Lab Ltd | 5-phenyl-pentanoic acid derivatives as matrix metalloproteinase inhibitors for the treatment of asthma and other diseases |
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