AR088474A1 - Derivados de alcoholes de 1-fenil-2-piridinilalquilo como inhibidores de la fosfodiesterasa - Google Patents

Derivados de alcoholes de 1-fenil-2-piridinilalquilo como inhibidores de la fosfodiesterasa

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Publication number
AR088474A1
AR088474A1 ARP120103932A ARP120103932A AR088474A1 AR 088474 A1 AR088474 A1 AR 088474A1 AR P120103932 A ARP120103932 A AR P120103932A AR P120103932 A ARP120103932 A AR P120103932A AR 088474 A1 AR088474 A1 AR 088474A1
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alkyl
group
optionally substituted
same
different
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ARP120103932A
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Amari Gabriele
Capaldi Carmelida
Carzaniga Laura
La Porta Elena
Guala Matilde
Armani Elisabetta
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Chiesi Farma Spa
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    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic 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
    • A61K31/4353Heterocyclic 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 ortho- or peri-condensed with heterocyclic ring systems
    • A61K31/437Heterocyclic 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 ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
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    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic 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
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4427Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
    • A61K31/4439Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
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    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/498Pyrazines or piperazines ortho- and peri-condensed with carbocyclic ring systems, e.g. quinoxaline, phenazine
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/50Pyridazines; Hydrogenated pyridazines
    • A61K31/502Pyridazines; Hydrogenated pyridazines ortho- or peri-condensed with carbocyclic ring systems, e.g. cinnoline, phthalazine
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/505Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • A61K31/517Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with carbocyclic ring systems, e.g. quinazoline, perimidine
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    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/505Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • A61K31/519Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
    • A61K31/52Purines, e.g. adenine
    • A61K31/522Purines, e.g. adenine having oxo groups directly attached to the heterocyclic ring, e.g. hypoxanthine, guanine, acyclovir
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • A61P11/02Nasal agents, e.g. decongestants
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    • A61P11/06Antiasthmatics
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    • A61P37/08Antiallergic agents
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    • C07ORGANIC CHEMISTRY
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    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/89Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members with hetero atoms directly attached to the ring nitrogen atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
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    • C07D417/12Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
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  • Plural Heterocyclic Compounds (AREA)
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Abstract

Se relaciona con inhibidores de la enzima fosfodiesterasa 4 (PDE4). Más particularmente, la presente se relaciona con compuestos que son derivados de alcoholes de 1-fenil-2-piridinilalquilo, métodos para preparar dichos compuestos, composiciones que los contienen y el uso terapéutico de los mismos. Reivindicación 1: Un compuesto caracterizado porque es de fórmula general (1) donde: R¹ y R², que pueden ser iguales o diferentes, se seleccionan en forma independiente entre el grupo que consiste en: alquilo C₁₋₆, opcionalmente sustituido con cicloalquilo C₃₋₇; haloalquilo C₁₋₆; cicloalquilo C₃₋₇; y heterocicloalquilo C₃₋₇; R³ es hidrógeno, alquilo C₁₋₆ o alquiltio C₁₋₃-alquilo C₁₋₆; A es un sistema de anillos bicíclico parcialmente insaturado o insaturado que consiste en dos sistemas de anillos monocíclicos fusionados B y C como se representa en la fórmula (2), donde el anillo B contiene un átomo de nitrógeno que representa el punto de unión del anillo A al resto de la molécula a través de un grupo -(CHR³)- y donde los anillos B y C opcionalmente pueden contener otros heteroátomos; p es un entero entre cero y 3; Y es un grupo oxo; n es un entero entre cero y 3; K se selecciona entre el grupo que consiste en: alquilo C₁₋₆, opcionalmente sustituido con uno o más grupos cicloalquilo C₃₋₇; heterocicloalquil C₃₋₇-alquilo C₁₋₄; heterocicloalquilo C₃₋₇, opcionalmente sustituido con uno o más grupos alquilo C₁₋₆; haloalquilo C₁₋₄; un grupo -OR⁴ donde R⁴ se selecciona entre el grupo que consiste en: H; alquilo C₁₋₁₀, opcionalmente sustituido con cicloalquilo C₃₋₇ o heteroarilo; átomos de halógeno; un grupo -CN; un grupo -NO₂; NR⁵R⁶ donde R⁵ y R⁶, que pueden ser iguales o diferentes, se seleccionan en forma independiente entre el grupo que consiste en: H; un grupo -OH; alquil C₁₋₄-NR⁷R⁸ donde R⁷ y R⁸, que pueden ser iguales o diferentes, se seleccionan en forma independiente entre el grupo que consiste en: H; alquilo C₁₋₆, opcionalmente sustituido con alcoxilo C₁₋₆; y alquil C₁₋₆-NR⁹R¹⁰ donde R⁹ y R¹⁰, que pueden ser iguales o diferentes, son H o alquilo C₁₋₆; o forman con el átomo de nitrógeno al cual están unidos un anillo heterocicloalquilo C₃₋₇ opcionalmente sustituido con alquilo C₁₋₆ o un grupo alquil C₁₋₆carbonilo; alquilo C₁₋₆, opcionalmente sustituido con alcoxilo C₁₋₆ o heteroarilo, heterocicloalquilcarbonilo C₃₋₇, heteroarilcarbonilo, donde todos están opcionalmente sustituidos adicionalmente con uno o más grupos alquilo C₁₋₆, haloalquilo C₁₋₆ o alcoxilo C₁₋₆, que pueden ser iguales o diferentes y se seleccionan en forma independiente; un grupo -SO₂R¹¹, donde R¹¹ es alquilo C₁₋₆; un grupo -C(O)R¹², donde R¹² es alquilo C₁₋₆ opcionalmente sustituido con alcoxilo C₁₋₆; alquil C₁₋₄-NR¹³R¹⁴ donde R¹³ y R¹⁴, que pueden ser iguales o diferentes, se seleccionan en forma independiente en el grupo que consiste en: -SO₂-alquilo C₁₋₆, H, alquilo C₁₋₆, y heterocicloalquil C₃₋₇-alquilo C₁₋₄; y SO₂-NR¹⁵R¹⁶; donde R¹⁵ y R¹⁶, que pueden ser iguales o diferentes, son en forma independiente H o alquilo C₁₋₆; donde los grupos R⁴ a R¹⁶ pueden tener significados iguales o diferentes en cada caso, si se encuentran presentes en más de un grupo; o N-óxidos de piridina, sales farmacéuticamente aceptables, o solvatos de los mismos; y donde el compuesto de fórmula (1) no es: 3,5-dicloro-4-(2-(3-(ciclopropilmetoxi)-4-(difluorometoxi)fenil)-2-(2-(1,3-dimetil-2,6-dioxo-2,3-dihidro-1H-purin-7(6H)-il)acetoxi)etil)piridina.
ARP120103932A 2011-10-21 2012-10-19 Derivados de alcoholes de 1-fenil-2-piridinilalquilo como inhibidores de la fosfodiesterasa AR088474A1 (es)

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US (1) US9024027B2 (es)
EP (1) EP2768822B1 (es)
KR (1) KR20140078719A (es)
CN (1) CN103889972A (es)
AR (1) AR088474A1 (es)
BR (1) BR112014009471A2 (es)
CA (1) CA2852723A1 (es)
HK (1) HK1198251A1 (es)
RU (1) RU2617401C2 (es)
WO (1) WO2013057013A2 (es)

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EP2022783A1 (en) 2007-08-08 2009-02-11 CHIESI FARMACEUTICI S.p.A. "Derivatives of 1-phenyl-2-pyridinyl alkyl alcohols as phosphodiesterase inhibitors"
EP2216327A1 (en) 2009-02-06 2010-08-11 CHIESI FARMACEUTICI S.p.A. Benzoic acid (1-phenyl-2-pyridin-4-yl)ethyl esters as phosphodiesterase inhibitors
EP2718267B1 (en) * 2011-06-06 2016-08-10 Chiesi Farmaceutici S.p.A. Derivatives of 1-phenyl-2-pyridinyl alkyl alcohols as phosphodiesterase inhibitors
WO2013045280A1 (en) 2011-09-26 2013-04-04 Chiesi Farmaceutici S.P.A. Derivatives of 1-phenyl-2-pyridinyl alkyl alcohols as phosphodiesterase inhibitors
KR20150022789A (ko) 2012-06-04 2015-03-04 키에시 파르마슈티시 엣스. 피. 에이. 포스포디에스테라제 억제제로서 1-페닐-2-피리디닐 알킬 알코올의 유도체
CA2932486A1 (en) 2013-12-05 2015-06-11 Chiesi Farmaceutici S.P.A. Benzhydryl derivatives for the treatment of respiratory diseases
KR20160086351A (ko) * 2013-12-05 2016-07-19 키에시 파르마슈티시 엣스. 피. 에이. 호흡기 질환의 치료를 위한 헤테로아릴 유도체
EP3087069B1 (en) * 2013-12-23 2019-01-30 Norgine B.V. Compounds useful as ccr9 modulators
AR104829A1 (es) * 2015-06-01 2017-08-16 Chiesi Farm Spa Derivados de aminoésteres
AR104822A1 (es) * 2015-06-01 2017-08-16 Chiesi Farm Spa Derivado de aminoésteres
CN105061404B (zh) * 2015-07-21 2017-07-11 广东炜林纳新材料科技股份有限公司 一种亚酰胺类聚丙烯β晶型成核剂及其制备方法
CN106084465B (zh) * 2016-06-30 2019-03-01 广东炜林纳新材料科技股份有限公司 一种稀土类聚丙烯增刚成核剂及其制备方法
CN115466169B (zh) * 2021-06-10 2024-03-26 中国医学科学院药物研究所 取代邻苯二酚醚类化合物及其制备方法和应用

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EP2070913A1 (en) 2007-12-14 2009-06-17 CHIESI FARMACEUTICI S.p.A. Ester derivatives as phosphodiesterase inhibitors
EP2216327A1 (en) * 2009-02-06 2010-08-11 CHIESI FARMACEUTICI S.p.A. Benzoic acid (1-phenyl-2-pyridin-4-yl)ethyl esters as phosphodiesterase inhibitors

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RU2014115290A (ru) 2015-11-27
US20130102576A1 (en) 2013-04-25
WO2013057013A3 (en) 2013-06-20
US9024027B2 (en) 2015-05-05
KR20140078719A (ko) 2014-06-25
HK1198251A1 (en) 2015-03-20
RU2617401C2 (ru) 2017-04-25
CN103889972A (zh) 2014-06-25
EP2768822B1 (en) 2017-12-06
WO2013057013A2 (en) 2013-04-25
EP2768822A2 (en) 2014-08-27
CA2852723A1 (en) 2013-04-25
BR112014009471A2 (pt) 2017-04-18

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