AR086152A1 - Derivados de ester de alcaloide y carbamato y composiciones medicinales de los mismos - Google Patents

Derivados de ester de alcaloide y carbamato y composiciones medicinales de los mismos

Info

Publication number
AR086152A1
AR086152A1 ARP120101494A ARP120101494A AR086152A1 AR 086152 A1 AR086152 A1 AR 086152A1 AR P120101494 A ARP120101494 A AR P120101494A AR P120101494 A ARP120101494 A AR P120101494A AR 086152 A1 AR086152 A1 AR 086152A1
Authority
AR
Argentina
Prior art keywords
group
heteroaryl
aryl
alkyl
cycloalkyl
Prior art date
Application number
ARP120101494A
Other languages
English (en)
Inventor
Gabriele Amari
Mauro Riccaboni
Zani Daniele De
Original Assignee
Chiesi Farma Spa
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Chiesi Farma Spa filed Critical Chiesi Farma Spa
Publication of AR086152A1 publication Critical patent/AR086152A1/es

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D453/00—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
    • C07D453/02—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems
    • 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
    • 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
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/14—Nitrogen atoms not forming part of a nitro radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D211/60—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D211/62—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals attached in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic 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
    • C07D401/02—Heterocyclic 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
    • C07D401/06—Heterocyclic 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 carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/06—Heterocyclic 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 carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12—Heterocyclic 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic 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
    • C07D417/02—Heterocyclic 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
    • C07D417/06—Heterocyclic 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 carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic 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
    • C07D417/02—Heterocyclic 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
    • C07D417/12—Heterocyclic 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

Landscapes

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

Abstract

Derivados aminoéster de alcaloides que actúan como antagonistas de receptores muscarínicos, métodos de preparación de dichos derivados, las composiciones que los comprenden y su uso terapéutico.Reivindicación 1: Un compuesto caracterizado porque es de fórmula general (1) donde: X puede ser O ó S; X’ puede ser O ó S; Y puede ser NH o estar ausente; R1 se selecciona entre el grupo que consiste en arilo, heteroaril, arilalquilo C1-6, heteroarilalquilo C1-6 y un grupo de fórmula (a) ó (b), donde R3 y R4 son iguales o diferentes y pueden ser en forma independiente H o se seleccionan entre el grupo que consiste en cicloalquilo C3-8, arilo, arilalquilo C1-6, heteroarilo y heteroarilalquilo C1-6, que pueden estar opcionalmente sustituidos con uno o más sustituyentes seleccionados entre el grupo que consiste en átomos de halógeno, OH, haloalquilo C1-6, alcoxi C1-6, oxo (=O), -SH, -NO2, -CN, -CONH2, -COOH, alcoxicarbonilo C1-6, alquilsulfanilo C1-6, alquilsulfinilo C1-6, alquilsulfonilo C1-6 y alquilo C1-6 o, cuando R3 y R4 son ambos en forma independiente arilo o heteroarilo pueden estar unidos entre sí a través de un (CH2)r con r = 0 - 2, para formar un sistema de anillos tricíclico donde cualquiera de los grupos metileno (CH2)r puede reemplazarse opcionalmente por un heteroátomo o grupo heteroaromático seleccionado entre O, S, N y NH, y con la condición de que R3 y R4 no son simultáneamente H; R2 es un grupo de fórmula (c) ó (d), donde m = 1, 2 ó 3; n = 1, 2 ó 3; A- es un anión fisiológicamente aceptable; R5 es un grupo de fórmula: ---(CH2)p---P---(CH2)q---W, donde p es 0 ó un entero entre 1 y 4; q es 0 ó un entero entre 1 y 4; P se encuentra ausente o se selecciona entre el grupo que consiste en -O-, -S-, -S(O)-, -S(O2)-, -C(O)-, -CO(O)-, -N(R6)-, -CH=CH-, -N(R6)(SO2)-, -N(R6)CO(O)-, -N(R6)C(O)-, -SO2N(R6)-, -CO(O)N(R6)- y -C(O)N(R6)-; W se selecciona entre el grupo que consiste en H, alquilo C1-6, alquenilo C2-6, cicloalquilo C3-8, heterocicloalquilo C3-8, arilo y heteroarilo, opcionalmente sustituido con uno o más sustituyentes seleccionados entre el grupo que consiste en átomos de halógeno, -OH, oxo (=O), -SH, -NO2, -N(R6)2, -CN, -CON(R6)2, -COOH, -NHCOR6, -CO2R6, alcoxicarbonilo C1-6, alquilsulfanilo C1-6, alquilsulfinilo C1-6, alquilsulfonilo C1-6, alquilo C1-6, alcoxi C1-6, arilo y heteroarilo; R6 es, en forma independiente en cada instancia, H o se selecciona entre el grupo que consiste en alquilo C1-6, haloalquilo C1-6, alquinilo C2-6, alquenilo C2-6, cicloalquilo C3-8, heteroarilo arilo, opcionalmente sustituido con uno o más sustituyentes seleccionados entre el grupo que consiste en átomos de halógeno, -OH, oxo (=O), -SH, -NO2, -CN, -CONH2, -COOH, alcoxicarbonilo C1-6, alquilsulfanilo C1-6, alquilsulfinilo C1-6, alquilsulfonilo C1-6, cicloalquilo C3-8, alquilo C1-6 y alcoxi C1-6; y sales farmacéuticamente aceptables del mismo.
ARP120101494A 2011-04-29 2012-04-27 Derivados de ester de alcaloide y carbamato y composiciones medicinales de los mismos AR086152A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP11164337 2011-04-29

Publications (1)

Publication Number Publication Date
AR086152A1 true AR086152A1 (es) 2013-11-20

Family

ID=46044649

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP120101494A AR086152A1 (es) 2011-04-29 2012-04-27 Derivados de ester de alcaloide y carbamato y composiciones medicinales de los mismos

Country Status (9)

Country Link
US (1) US8604015B2 (es)
EP (1) EP2702041A1 (es)
KR (1) KR20140019409A (es)
CN (1) CN103502213B (es)
AR (1) AR086152A1 (es)
BR (1) BR112013025682A2 (es)
CA (1) CA2834467A1 (es)
RU (1) RU2611627C2 (es)
WO (1) WO2012146515A1 (es)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2154136A1 (en) 2008-08-08 2010-02-17 CHIESI FARMACEUTICI S.p.A. Quinuclidine carbonate derivatives and medicinal compositions thereof
EP2206712A1 (en) 2008-12-23 2010-07-14 CHIESI FARMACEUTICI S.p.A. "Alkaloid aminoester derivatives and medicinal composition thereof"
CA2862008A1 (en) 2011-12-30 2013-07-04 Chiesi Farmaceutici S.P.A. Quinuclidine esters of 1-azaheterocyclylacetic acid as antimuscarinic agents, process for their preparation and medicinal compositions thereof
EP3625232B1 (en) 2017-05-19 2021-06-23 Council of Scientific and Industrial Research Substituted methanopyrido [2, 1-a]isoindolones as machr modulators for treating various associated pathophysiological conditions and process for preparation thereof

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CH444157A (de) * 1963-05-03 1967-09-30 Eprova Ag Verfahren zur Herstellung von neuen Piperidincarbonsäureestern
WO1995006635A1 (fr) * 1993-09-02 1995-03-09 Yamanouchi Pharmaceutical Co., Ltd. Derive de carbamate et medicament le contenant
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KR100869722B1 (ko) 2000-12-22 2008-11-21 알미랄 에이쥐 퀴누클리딘 카르바메이트 유도체 및 ｍ3 길항제로서 그의사용
EP1461336B1 (en) 2001-12-20 2013-05-22 CHIESI FARMACEUTICI S.p.A. 1-alkyl-1-azoniabicyclo (2.2.2) octane carbamate derivatives and their use as muscarinic receptor antagonists
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ATE378048T1 (de) * 2002-12-06 2007-11-15 The Feinstein Inst Medical Res Hemmung von entzündungen unter verwendungvon alpha-7-rezeptor verbindenden cholinergen agonisten
CN1812970A (zh) * 2003-06-27 2006-08-02 东丽精密化学株式会社 含氮杂环化合物的制备方法
US20060270847A1 (en) * 2003-06-27 2006-11-30 Seiji Morii Process for producing nitrogenous heterocyclic compound
EP1882691A1 (en) 2006-07-26 2008-01-30 CHIESI FARMACEUTICI S.p.A. Quinuclidine derivatives as M3 antagonists
UA97492C2 (ru) * 2006-11-14 2012-02-27 Астразенека Аб Хиниклидиновые производные (гетеро) арилциклогептанкарбоксиловой кислоты как антагонисты мускаринового рецептора
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EP2154136A1 (en) * 2008-08-08 2010-02-17 CHIESI FARMACEUTICI S.p.A. Quinuclidine carbonate derivatives and medicinal compositions thereof
EP2206712A1 (en) * 2008-12-23 2010-07-14 CHIESI FARMACEUTICI S.p.A. "Alkaloid aminoester derivatives and medicinal composition thereof"
CN101955457A (zh) * 2010-09-21 2011-01-26 海门慧聚药业有限公司 光学活性3-氨基吡咯烷、3-氨基哌啶烷及其衍生物的一种通用制备方法

Also Published As

Publication number Publication date
CN103502213A (zh) 2014-01-08
CN103502213B (zh) 2016-09-28
EP2702041A1 (en) 2014-03-05
CA2834467A1 (en) 2012-11-01
RU2013148009A (ru) 2015-05-10
KR20140019409A (ko) 2014-02-14
US20120276018A1 (en) 2012-11-01
RU2611627C2 (ru) 2017-02-28
BR112013025682A2 (pt) 2017-01-03
WO2012146515A1 (en) 2012-11-01
US8604015B2 (en) 2013-12-10

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