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AR065195A1 - Heterociclos biciclicos medicamentos que contienen estos compuestos , su utilizacion y procedimientos para su preparacion - Google Patents

Heterociclos biciclicos medicamentos que contienen estos compuestos , su utilizacion y procedimientos para su preparacion

Info

Publication number
AR065195A1
AR065195A1 ARP080100494A ARP080100494A AR065195A1 AR 065195 A1 AR065195 A1 AR 065195A1 AR P080100494 A ARP080100494 A AR P080100494A AR P080100494 A ARP080100494 A AR P080100494A AR 065195 A1 AR065195 A1 AR 065195A1
Authority
AR
Argentina
Prior art keywords
alkyl
group
carbonyl
substituted
amino
Prior art date
Application number
ARP080100494A
Other languages
English (en)
Inventor
Frank Himmelsbach
Ralf Lotz
Birgit Jung
Markus Ostermeier
Original Assignee
Boehringer Ingelheim Int
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
Priority claimed from EP07101785A external-priority patent/EP1956010A1/de
Application filed by Boehringer Ingelheim Int filed Critical Boehringer Ingelheim Int
Publication of AR065195A1 publication Critical patent/AR065195A1/es

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
    • C07D239/72—Quinazolines; Hydrogenated quinazolines
    • C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
    • C07D239/94—Nitrogen atoms
    • 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
    • A61K31/495—Heterocyclic 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
    • A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • A61K31/517—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with carbocyclic ring systems, e.g. quinazoline, perimidine
    • 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
    • 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
    • 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
    • A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
    • 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
    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/08—Drugs for disorders of the urinary system of the prostate
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/06—Antipsoriatics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/16—Otologicals
    • 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]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A61P35/04—Antineoplastic agents specific for metastasis
    • 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
    • A61P37/02—Immunomodulators
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • 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
    • C07D401/12—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 chain containing hetero atoms as chain links

Landscapes

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

Abstract

Los compuestos de la presente presentan valiosas propiedades farmacologicas, en especial una accion inhibidora sobre la transduccion de senales mediada por tirosina quinasas, a su uso para el tratamiento de enfermedades, en especial de enfermedades tumorales, así como de hiperplasia benigna de prostata (BPH), de enfermedades pulmonares y de las vías respiratorias y a su produccion. Reivindicacion 1: Heterociclos bicíclicos caracterizados porque tienen la formula general (1) en los cuales Ra es un grupo fenilo, 1-feniletilo o indan-4-ilo, en los que el nucleo fenilo está sustituido en cada caso con los radicales R1 a R3, donde R1 y R2, pueden ser iguales o diferentes, en cada caso un átomo de hidrogeno, fluor, cloro, bromo o yodo, un grupo alquilo C1-4, hidroxi, alcoxi C1-4, alquenilo C2-3 o alquinilo C2-3, un grupo arilo, ariloxio, arilmetilo o arilmetoxi, un grupo heteroarilo, heteroariloxi, heteroarilmetilo o heteroarilmetoxi, un grupo metilo o metoxi sustituido con 1 a 3 átomos de fluor o un grupo ciano, nitro o amino, y R3 un átomo de hidrogeno, fluor, cloro o bromo o un grupo metilo o trifluorometilo, Rb un grupo azetidin-1-ilo, pirrolidin-1-ilo, piperidin-1-ilo, homiperidin-1-ilo, morfolin-4-ilo, homomorfolin-4- ilo, piperazin-1-ilo, 4-(alquil C1--4carbonil)-piperazin-1-ilo, 4-(alquil C1-4-sulfonil)-piperazin-1-ilo, homopiperazin-1-iIo, 4-(alquil C1-4-carbonil)-homopiperazin-1-ilo o 4-(alquil C1-4-sulfonil)-homopiperazin-1-ilo, que en cada caso puede estar mono-, di- o trisustituido con R4, en donde los sustituyentes pueden ser iguales o diferentes y R4 un átomo de fluor, cloro, bromo o yodo, un grupo alquilo C1-4, alquenilo C2-4 o alquinilo C2-4, un grupo metilo o metoxi sustituido con 1 a 3 átomos de fluor, un grupo amino, alquil C1-4-amino, di-(alquil C1-4)amino, alquil C1-4-carbonilamino, N-(alquil C1-4)-alquil C1-4-carbonilamino, alquil C1-4-sulfonilamino o N-(alquil C1-4)-alquil C1-4-sulfonilamino, un grupo amino-alquilo C1-4, alquil C1-4- amino-alquilo C1-4, di-(alquil C1-4)amino-alquilo C1-4, alquil C1-4-carbonilamino-alquilo C1-4, N-(alquil C1-4)-alquil C1-4-carbonilamino-alquilo C1-4, alquil C1-4-sulfonilamino-alquilo C1-4 o N-(alquil C1-4)-alquil C1-4-suIfonilamino-alquilo C1-4, un grupo hidroxi, alquil C1-4-oxi o alquil C1-4-carboniloxi un grupo hidroxi-alquilo C1-4, alquil C1-4-oxi-alquilo C1-4 o alquil C1-4-carboniloxi-alquilo C1-4, un grupo alquil C1-4-carbonilo, ciano, alquil C1-4-oxicarbonilo, carboxi, aminocarbonilo, alquil C1-4-aminocarbonilo, di-(alquil C1-4)amino-carbonilo, pirrolidin-1-il-carbonilo, piperidin-1-il-carbonilo, piperazin-1-il-carbonilo, 4-alquil C1-4-piperazin-1-il-carbonilo o morfolin-4-il-carbonilo, un grupo alquil C1-4-carbonil-alquilo C1-4, ciano-alquilo C1-4, alquil C1-4-oxicarbonil-alquilo C1-4, aminocarbonil-alquilo C1-4, alquil C1-4-aminocarbonil-alquil C1-4, di-(alquil C1-4)aminocarbonil-alquilo C1-4, pirrolidin-1 -il-carbonil-alquilo C1-4, piperidin-1-il-carbonil-alquilo C1-4, piperazin-1-il-carbonil-alquilo C1-4, 4-alquil C1-4-piperazin-1-il-carbonil-alquilo C1-4 o morfolin-4-il-carbonil-alquilo C1-4, un grupo alquil C1-4-sulfanilo, alquil C1-4-sulfinilo, alquil C1-4-sulfonilo, aminosulfonilo, alquil C1-4-aminosulfonilo o di-(alquil C1-4)amino-sulfonilo, un grupo alquil C14-sulfanil-alquilo C1-4, alquil C1-4-sulfinil-alquilo C1-4, alquil C1-4-sulfonil-alquilo C1-4, aminosulfonil-alquilo C1-4, alquil C1-4-aminosulfonil-alquilo C1-4 o di-(alquil C1-4)amino-sulfonil- alquilo C1-4 y en donde los heterociclos mencionados previamente en Rb pueden estar sustituidos adicionalmente con un grupo oxo, Rc un átomo de hidrogeno, un átomo de fluor, cloro, bromo o yodo, un grupo alquilo C1-4, un grupo alquilo C1-4, que está sustituido con un radical R5, en donde R5 representa un grupo hidroxi, alquil C1-3-oxi, cicloalquil C3-6-oxi, amino, alquil C1-3-amino, di-(alquil C1-3)amino, bis-(2-metoxietil)-amino, pirrolidin-1-ilo, piperidin-1-ilo, homopiperidin-1-ilo, morfolin- 4-ilo, homomorfolin-4-ilo, 2-oxa-5-aza-biciclo[2.2.1]hept-5-ilo, 3-oxa-8-aza-biciclo[3.2.1]oct-8-ilo, 8-oxa-3-aza- biciclo[3.2.1]oct-3-ilo, piperazin-1-ilo, 4-alquil C1-3-piperazin-1-ilo, homopiperazin-1-ilo o alquil C1-3-homopiperazin-1-ilo o un grupo formilamino, alquil C1-4-carbonilamino, alquil C1-3-oxi-alquil C1-3-carbonilamino, alquil C1-4-oxicarbonilamino, aminocarbonilamino, alquil C1-3-aminocarbonilamino, di-(alquil C1-3)aminocarbonilamino, pirrolidin-1-ilcarbonilamino, piperidin-1- ilcarbonilamino, piperazin-1-ilcarbonilamino, 4-alquil C1-3-piperazin-1-ilcarbonilamino, morfolin-4-ilcarbonilamino o un grupo alquil C1-4-sulfonilamino, un grupo hidroxi, un grupo alquil C1-4-oxi, un grupo metoxi o etiloxi sustituido con 1 a 3 átomos de fluor, un grupo alquil C2-4-oxi, que está sustituido con el radical R5, en donde R5 se define como se menciono con anterioridad, un grupo cicloalquil C3-7-oxi o cicloalquil C3-7-alquil C1-4-oxi, un grupo tetrahidrofuran-3-iloxi, tetrahidropiran-3-iloxi o tetrahidropiran-4-iloxi, un grupo tetrahidrofuranil-alquil C1-4-oxi o tetrahidropiranil-alquil C1-4-oxi, un grupo alcoxi C1-4, que está sustituido con un grupo pirrolidinilo, piperidinilo o homopiperidinilo sustituido con el radical R6 sustituido en posicion 1, en donde R6 representa un átomo de hidrogeno o un grupo alquilo C1-3, o un grupo alcoxi C1-4, que está sustituido con un grupo morfolinilo sustituido en posicion 4 con el radical R6, en donde R6 se define como se menciono con anterioridad, y en donde los grupos pirrolidinilo, piperidinilo, piperazinilo y morfolinilo mencionados previamente en la definicion del radical Rc en cada caso pueden estar sustituidos con uno o dos grupos alquilo C1-3, y en donde por grupos arilo mencionados en la definicion de los radicales previamente citados en cada caso se debe entender un grupo fenilo, que está mono- o disustituido con R7, en donde los sustituyentes pueden ser iguales o diferentes y R7 representa un átomo de hidrogeno, un átomo de fluor, cloro, bromo o yodo o un grupo alquilo C1-3, hidroxi, alquil C1-3-oxi, difluorometilo, trifluorometilo, difluorometoxi, trifluorometoxi o ciano, y por grupo heteroarilo mencionados en la definicion de los radicales previamente citados se entiende un grupo piridilo, piridazinilo, pirimidinilo o pirazinilo, en donde los grupos heteroarilo previamente citados en cada caso están mono- o disustituidos con el radical R7, en donde los sustituyentes pueden ser iguales o diferentes y R7 se define como se menciono con anterioridad, y siempre y cuando no se haya mencionado otra cosa, los grupos alquilo previamente mencionados pueden ser de cadena lineal o ramificada, sus tautomeros, sus estereoisomeros, sus mezclas y sus sales.
ARP080100494A 2007-02-06 2008-02-05 Heterociclos biciclicos medicamentos que contienen estos compuestos , su utilizacion y procedimientos para su preparacion AR065195A1 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP07101785A EP1956010A1 (de) 2007-02-06 2007-02-06 Bicyclische Heterocyclen, diese Verbindungen enthaltende Arzneimittel,deren Verwendung und Verfahren zu ihrer Herstellung
EP07118700 2007-10-17

Publications (1)

Publication Number Publication Date
AR065195A1 true AR065195A1 (es) 2009-05-20

Family

ID=39247377

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP080100494A AR065195A1 (es) 2007-02-06 2008-02-05 Heterociclos biciclicos medicamentos que contienen estos compuestos , su utilizacion y procedimientos para su preparacion

Country Status (18)

Country Link
US (1) US7998949B2 (es)
EP (1) EP2118075A1 (es)
JP (1) JP5377332B2 (es)
KR (1) KR20090116782A (es)
AR (1) AR065195A1 (es)
AU (1) AU2008212999A1 (es)
BR (1) BRPI0807234A2 (es)
CA (1) CA2677336A1 (es)
CL (1) CL2008000356A1 (es)
CO (1) CO6210816A2 (es)
EA (1) EA200901041A1 (es)
EC (1) ECSP099562A (es)
IL (1) IL199923A0 (es)
MA (1) MA31171B1 (es)
MX (1) MX2009007610A (es)
TN (1) TN2009000332A1 (es)
TW (1) TW200846330A (es)
WO (1) WO2008095847A1 (es)

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CN101939316B (zh) * 2008-02-07 2013-10-02 贝林格尔.英格海姆国际有限公司 螺环杂环化合物、含有所述化合物的药物、其用途及其制备方法
CA2731895C (en) * 2008-08-08 2016-11-08 Boehringer Ingelheim International Gmbh Process for the stereoselective preparation of bicyclic heterocycles
US8648191B2 (en) * 2008-08-08 2014-02-11 Boehringer Ingelheim International Gmbh Cyclohexyloxy substituted heterocycles, pharmaceutical compositions containing these compounds and processes for preparing them
CA2735875A1 (en) 2008-09-03 2010-03-11 Boehringer Ingelheim International Gmbh Use of quinazoline derivatives for the treatment of viral diseases
EP2289881A1 (de) * 2009-08-06 2011-03-02 Boehringer Ingelheim International GmbH Verfahren zur stereoselektiven Synthese bicyclischer Heterocyclen
JP5629331B2 (ja) 2010-01-29 2014-11-19 ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング 置換ナフチリジン及びｓｙｋキナーゼ阻害剤としてのその使用
KR20140096571A (ko) * 2013-01-28 2014-08-06 한미약품 주식회사 1-(4-(4-(3,4-디클로로-2-플루오로페닐아미노)-7-메톡시퀴나졸린-6-일옥시)피페리딘-1-일)프로프-2-엔-1-온의 제조방법

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CA2677336A1 (en) 2008-08-14
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US20100022505A1 (en) 2010-01-28
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TW200846330A (en) 2008-12-01
MA31171B1 (fr) 2010-02-01
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