AR104829A1 - Derivados de aminoésteres - Google Patents

Derivados de aminoésteres

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Publication number
AR104829A1
AR104829A1 ARP160101581A ARP160101581A AR104829A1 AR 104829 A1 AR104829 A1 AR 104829A1 AR P160101581 A ARP160101581 A AR P160101581A AR P160101581 A ARP160101581 A AR P160101581A AR 104829 A1 AR104829 A1 AR 104829A1
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AR
Argentina
Prior art keywords
alkyl
group
hydrogen
cycloalkyl
diyl
Prior art date
Application number
ARP160101581A
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English (en)
Inventor
Trivedi Naimisha
Baker-Glenn Charles
Van De Pol Herv
Blackaby Wesley
Armani Elisabetta
Amari Gabriele
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Chiesi Farm Spa
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Filing date
Publication date
Application filed by Chiesi Farm Spa filed Critical Chiesi Farm Spa
Publication of AR104829A1 publication Critical patent/AR104829A1/es

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/14Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445Non condensed piperidines, e.g. piperocaine
    • A61K31/4523Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
    • A61K31/4545Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring hetero atom, e.g. pipamperone, anabasine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4427Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
    • A61K31/4436Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a heterocyclic ring having sulfur as a ring hetero atom
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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
    • A61K31/44Non 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4427Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
    • A61K31/444Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring heteroatom, e.g. amrinone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445Non condensed piperidines, e.g. piperocaine
    • A61K31/4523Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
    • A61K31/4535Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a heterocyclic ring having sulfur as a ring hetero atom, e.g. pizotifen
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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
    • A61K31/468-Azabicyclo [3.2.1] octane; Derivatives thereof, e.g. atropine, cocaine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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
    • A61K31/496Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00Drugs for disorders of the respiratory system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00Drugs for disorders of the respiratory system
    • A61P11/06Antiasthmatics
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D451/00Heterocyclic 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
    • C07D451/02Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D453/00Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
    • C07D453/02Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic 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
    • 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
    • C07D471/08Bridged systems

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Epidemiology (AREA)
  • Pulmonology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Emergency Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

Reivindicación 1: Un compuesto caracterizado porque responde a la fórmula general (1), donde cada R¹ es hidrógeno o se selecciona de forma independiente del grupo que consiste en: halógeno, C₁₋₄ alquilo, C₁₋₄ alcoxi, C₁₋₄ haloalquilo, hidroxi, -SO₂NR⁶R⁷, -CN, -NR⁸SO₂R⁹, -NR⁶R⁷, -CONR⁶R⁷ y -NR⁸COR⁹ y donde dicho C₁₋₄ alquilo está opcionalmente sustituido con uno o más grupos seleccionados entre C₃₋₇ cicloalquilo, hidroxi y -NR⁶R⁷ y donde dicho C₁₋₄ alcoxi está opcionalmente sustituido con uno o más halógenos o grupos C₃₋₇ cicloalquilo donde, R⁶ es hidrógeno o C₁₋₆ alquilo; R⁷ es hidrógeno o C₁₋₆ alquilo; R⁸ es hidrógeno o C₁₋₆ alquilo; R⁹ es hidrógeno o C₁₋₆ alquilo; n es un entero entre 1 y 3; cada R² es hidrógeno o se selecciona del grupo que consiste en halógeno, C₁₋₄ alquilo, C₁₋₄ alcoxi, C₁₋₄ haloalquilo, hidroxi, -SO₂NR¹⁰R¹¹, -CN y -NR¹²SO₂R¹⁶ y donde dicho C₁₋₄ alquilo y dicho C₁₋₄ alcoxi se sustituyen opcionalmente con uno o más grupos C₃₋₇ cicloalquilo donde R¹⁰ es hidrógeno o C₁₋₆ alquilo; R¹¹ es hidrógeno o C₁₋₆ alquilo; R¹² es hidrógeno o C₁₋₆ alquilo; R¹³ es hidrógeno o C₁₋₆ alquilo; m es un entero entre 1 y 3; R³ y R⁴ son diferentes o iguales y se seleccionan en forma independiente entre el grupo que consiste en: H, C₃₋₇ cicloalquilcarbonilo, C₁₋₆ alquilo opcionalmente sustituido con uno o más sustituyentes y seleccionados entre C₁₋₄ alcoxi, C₃₋₇ cicloalquilo o C₅₋₇ cicloalquenilo, C₁₋₆ haloalquilo, C₃₋₇ cicloalquilo, C₅₋₇ cicloalquenilo, C₂₋₆ alquenilo, y C₂₋₆ alquinilo; cada R⁵, cuando está presente, se selecciona en forma independiente entre el grupo que consiste en: CN, NO₂, CF₃ y átomos de halógeno; k es 0 o es un entero entre 1 y 3; W¹ se selecciona entre un grupo heteroarileno divalente; W² se selecciona entre un arilo y un heteroarilo o C₃₋₇ cicloalquilo; L es una unión o un grupo -(CH₂)-; L¹ se selecciona entre la lista que consiste de: una unión, -(CH₂)ₚ-, [3]-(CH₂)ₚ-O-[4], [3]-(CH₂)ₚ-NR¹⁰-(CH₂)ₜ-[4], [3]-(CH₂)ₚ-OC(O)-[4], [3]-(CH₂)ₚ-NR¹⁰C(O)-[4], [3]-(CH₂)ₚ-NR¹⁰S(O₂)-[4], y [3]-(CH₂)ₚ-S(O₂)-N(R¹⁰)-[4], donde [3] y [4] representan, respectivamente el punto de unión del grupo L¹ al grupo carbonilo y al anillo W¹ y donde R¹⁰ es como se describe precedentemente, p es un entero entre 1 y 4 y t es un entero entre 1 y 4; L² es un grupo seleccionado entre -(CH₂)q- donde q es un entero entre 1 y 4; L³ es un C₁₋₄ alquileno; X es un grupo seleccionado entre los compuestos de fórmula (2), (3) y (4) donde [1], representan en cada caso el punto de unión del grupo X a L², [2a] el punto de unión a L-W² y [2b] el punto de unión al grupo carbonilo -CO₂A; y donde R¹⁴ se selecciona del grupo que consiste en H, OH, C₁₋₄ alquilo, C₁₋₄ alcoxi, C₁₋₄ haloalquilo, y -CN, donde dicho C₁₋₄ alquilo está opcionalmente sustituido con uno o más grupos seleccionados entre C₃₋₇ cicloalquilo e hidroxilo, o, como alternativa, cuando R¹⁴ es C₁₋₄ alquilo, W² es un anillo fenilo, uno de R¹ es un alquilo en posición orto con respecto a L, ambos R¹ y R¹⁴ pueden estar conectados para formar con W² un radical cíclico condensado entre al menos 1H-ciclopropabencen-1,1-diilo, indan-1,1-diilo (también denominado 2,3-dihidro-1H-inden-1,1-diilo), indan-2,2-diilo (también denominado 2,3-dihidro-1H-inden-2,2-diilo), 1,2,3,4-tetrahidronaftalen-1,1-diilo, y 1,2,3,4-tetrahidronaftalen-2,2-diilo; R¹⁵ se selecciona entre hidrógeno, C₁₋₆ alquilo, C₃₋₇ cicloalquilo, C₃₋₇ heterocicloalquilo y bencilo; donde dicho C₁₋₆ alquilo está opcionalmente sustituido con hidroxilo o NR¹⁸R¹⁹; estando dichos R¹⁸ y R¹⁹ seleccionados en forma independiente entre hidrógeno y C₁₋₄ alquilo, o, tomados junto con el átomo de nitrógeno al estar unidos, forman un nitrógeno que contiene, un grupo heterocicloalquilo saturado, que contiene opcionalmente un heteroátomo adicional seleccionado entre O, S y NH; y donde i es 1 ó 2; i es 1 ó 2, i es un entero entre 0 y 3; A se selecciona entre los grupos de fórmula (i) a (vi) del grupo de fórmulas (5) donde R¹⁶ se selecciona en cada caso en forma independiente entre C₁₋₄ alquilo opcionalmente sustituido con uno o más grupos C₁₋₄ alcoxi; R¹⁷ es hidrógeno, halógeno o C₁₋₄ alquilo; f = 0, 1, 2 ó 3; g = 0, 1, 2 ó 3; y el asterisco (*) representa el punto de unión al grupo L³ en la fórmula (1); sus N-óxidos en el anillo piridina, derivados deuterados, y sales aceptables farmacéuticamente, o solvatos de los mismos.
ARP160101581A 2015-06-01 2016-05-30 Derivados de aminoésteres AR104829A1 (es)

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EP15170041 2015-06-01

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AR104829A1 true AR104829A1 (es) 2017-08-16

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US (1) US9636336B2 (es)
EP (1) EP3303328B1 (es)
KR (1) KR20180011123A (es)
CN (1) CN107667103A (es)
AR (1) AR104829A1 (es)
BR (1) BR112017025901A2 (es)
CA (1) CA2987483A1 (es)
HK (1) HK1248237A1 (es)
MX (1) MX2017015300A (es)
RU (1) RU2017141411A (es)
TR (1) TR201908391T4 (es)
TW (1) TW201710254A (es)
WO (1) WO2016193244A1 (es)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11034669B2 (en) 2018-11-30 2021-06-15 Nuvation Bio Inc. Pyrrole and pyrazole compounds and methods of use thereof
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

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2022783A1 (en) * 2007-08-08 2009-02-11 CHIESI FARMACEUTICI S.p.A. "Derivatives of 1-phenyl-2-pyridinyl alkyl alcohols as phosphodiesterase inhibitors"
UA111198C2 (uk) * 2011-06-06 2016-04-11 К'Єзі Фармачеутічі С.П.А. Похідні 1-феніл-2-піридинілалкільних спиртів як інгібітори фосфодіестерази
CN103827088B (zh) * 2011-09-26 2017-10-13 奇斯药制品公司 作为磷酸二酯酶抑制剂的1‑苯基‑2‑吡啶基烷基醇的衍生物
BR112014009471A2 (pt) * 2011-10-21 2017-04-18 Chiesi Farm Spa compostos, combinação de um composto, composição farmacêutica, uso de um composto, dispositivo e kit
BR112014029642A2 (pt) * 2012-06-04 2017-06-27 Chiesi Farm Spa composto, combinação de um composto, composição farmacêutica, uso de um composto, dispositivo e kit
CA2893622A1 (en) 2012-12-05 2014-06-12 Chiesi Farmaceutici S.P.A. Novel compounds
BR112015012720A2 (pt) 2012-12-05 2017-07-11 Chiesi Farm Spa derivados de feniletilpiridina como inibidores de pde4
CN104822669A (zh) * 2012-12-05 2015-08-05 奇斯药制品公司 作为pde-4抑制剂的苯基乙基吡啶衍生物
WO2014086865A1 (en) * 2012-12-05 2014-06-12 Chiesi Farmaceutici S.P.A. 1-phenyl-2-pyridinyl alkyl alcohol derivatives as phosphodiesterase inhibitors
RU2016121854A (ru) * 2013-12-05 2017-12-07 КЬЕЗИ ФАРМАЧЕУТИЧИ С.п.А. Производные гетероарила
AR098622A1 (es) 2013-12-05 2016-06-01 Chiesi Farm Spa Derivados de benzhidrilo
US9763924B2 (en) * 2014-06-05 2017-09-19 Chiesi Farmaceutici S.P.A. Aminoester derivatives

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RU2017141411A (ru) 2019-07-16
US20160346268A1 (en) 2016-12-01
KR20180011123A (ko) 2018-01-31
WO2016193244A1 (en) 2016-12-08
BR112017025901A2 (pt) 2018-08-14
EP3303328B1 (en) 2019-03-20
TW201710254A (zh) 2017-03-16
CA2987483A1 (en) 2016-12-08
HK1248237A1 (zh) 2018-10-12
CN107667103A (zh) 2018-02-06
EP3303328A1 (en) 2018-04-11
TR201908391T4 (tr) 2019-07-22
US9636336B2 (en) 2017-05-02
MX2017015300A (es) 2018-04-11

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