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AR033562A1 - BICYCLIC HETEROCICLES, MEDICATIONS CONTAINING THESE COMPOUNDS, THEIR EMPLOYMENT AND PROCEDURES FOR THEIR PREPARATION - Google Patents

BICYCLIC HETEROCICLES, MEDICATIONS CONTAINING THESE COMPOUNDS, THEIR EMPLOYMENT AND PROCEDURES FOR THEIR PREPARATION

Info

Publication number
AR033562A1
AR033562A1 ARP010104041A ARP010104041A AR033562A1 AR 033562 A1 AR033562 A1 AR 033562A1 AR P010104041 A ARP010104041 A AR P010104041A AR P010104041 A ARP010104041 A AR P010104041A AR 033562 A1 AR033562 A1 AR 033562A1
Authority
AR
Argentina
Prior art keywords
group
amino
methyl
oxo
phenyl
Prior art date
Application number
ARP010104041A
Other languages
Spanish (es)
Inventor
Himmelsbach Frank Dr
Langkopf Elke Dr
Jung Birgit Dr
Blech Stefan Dr
Solca Flavia Dr
Original Assignee
Boehringer Ingelheim Pharma
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 Boehringer Ingelheim Pharma filed Critical Boehringer Ingelheim Pharma
Publication of AR033562A1 publication Critical patent/AR033562A1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic 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
    • C07D405/02Heterocyclic 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
    • C07D405/12Heterocyclic 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 chain containing hetero atoms as chain links
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/04Drugs 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/16Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
    • 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00Drugs for disorders of the respiratory system
    • A61P11/08Bronchodilators
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00Drugs for disorders of the urinary system
    • A61P13/12Drugs for disorders of the urinary system of the kidneys
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00Drugs for disorders of the senses
    • A61P27/16Otologicals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • A61P35/04Antineoplastic agents specific for metastasis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/08Antiallergic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/70Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
    • C07D239/72Quinazolines; Hydrogenated quinazolines
    • C07D239/86Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
    • C07D239/94Nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02Heterocyclic 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
    • C07D413/12Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/14Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings

Landscapes

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

Abstract

Heterociclos bicíclicos de la formula general (1), en la que Ra significa un grupo bencilo o 1-feniletilo, o un grupo fenilo sustituido con los radicales R1 y R2, en donde R1 representa un átomo de hidrogeno, fluor, cloro o bromo, un grupo metilo, trifluorometilo, ciano o etinilo, y R2 representa un átomo de hidrogeno o fluor, uno de los radicales Rb o Rc significa un grupo R3-(CH2)m-O, y el otro de los radicales Rb o Rc significa un grupo metoxi, ciclobutiloxi, ciclpentiloxi, ciclopropilmetoxi, ciclobutilmetoxi, ciclopentilmetoxi, tetrahidrofuran-3-il-oxi, tetrahidropiran-3-iloxi, tetrahidropiran-4-iloxi, tetrahidrofuranilmetoxi o tetrahidropiranilmetoxi, representando: R3 un grupo N-(2-oxo-tetrahidrofuran-4-il)-metilamino o N-(2-oxo-tetrahidrofuran-4-il)-etilamino, un grupo R4-O-CO-CH2-N-CH2CH2-OH sustituido en los grupos metileno con uno o dos grupos metilo o etilo, en el que R4 representa un átomo de hidrogeno o un grupo alquilo C1-4, o un grupo 2-oxo-morfolin-4-ilo sustituido con uno o dos grupos metilo o etilo, y m significa el numero 2, 3 o 4; con la condicion de estén excluidos los siguientes compuestos 4-[(3-cloro-4-fluoro-fenil)amino]-6-ciclopentiloxi-7-(2-{N-2-hidroxi-2-metil-prop-1-il)-N-[(etoxicarbonil)metil]-amino}-etoxi)-quinazolina, 4-[(3-cloro-4-fluoro-fenil)amino]-6-ciclopentiloxi-7-[2-(6,6-dimetil-2-oxo-morfolin-4-il)-etoxi]-quinazolina, 4-[(3-bromo-fenil)amino]-6-[2-(6,6-dimetil-2-oxo-morfolin-4-il)-etoxi]-7-metoxi-quinazolina y 4-[(3-bromo-fenil)amino]-6-{2-[N-(2-oxo-tetrahidrofuran-4-il)-N-metil-amino]-etoxi}-7-metoxi-quinazolina, sus tautomeros, sus estereoisomeros y sus sales, en particular sus sales fisiologicamente compatibles con ácidos o bases inorgánicos u orgánicos. Estos compuestos presentan valiosas propiedades farmacologicas, en particular, un efecto inhibidor sobre la transduccion de senales inducida por tirosina-quinasas. También se describe un procedimiento para preparar los compuestos de formula general (1), un medicamento que los contiene y un procedimiento para preparar tal medicamento. Asimismo se describe el uso de los compuestos de formula (1) para preparar un medicamento destinado al tratamiento de tumores benignos o malignos, a la prevencion y al tratamiento de enfermedades de las vías respiratorias y de los pulmones, al tratamiento de polipos, de enfermedades del tracto gastrointestinal, de los conductos biliares y la vesícula biliar, así como de los rinones y la piel.Bicyclic heterocycles of the general formula (1), in which Ra means a benzyl or 1-phenylethyl group, or a phenyl group substituted with the radicals R1 and R2, wherein R1 represents a hydrogen, fluorine, chlorine or bromine atom, a methyl, trifluoromethyl, cyano or ethynyl group, and R2 represents a hydrogen or fluorine atom, one of the radicals Rb or Rc means a group R3- (CH2) mO, and the other of the radicals Rb or Rc means a methoxy group , cyclobutyloxy, cyclopentyloxy, cyclopropylmethoxy, cyclobutylmethoxy, cyclopentylmethoxy, tetrahydrofuran-3-yl-oxy, tetrahydropyran-3-yloxy, tetrahydropyran-4-yloxy, tetrahydrofuranylmethoxy or tetrahydropyranylmethoxy, representing: R-3-tetra N-4-tetra N-group -yl) -methylamino or N- (2-oxo-tetrahydrofuran-4-yl) -ethylamino, an R4-O-CO-CH2-N-CH2CH2-OH group substituted in the methylene groups with one or two methyl or ethyl groups , wherein R4 represents a hydrogen atom or a C1-4 alkyl group, or a substituted 2-oxo-morpholin-4-yl group with one or two methyl or ethyl groups, and m means the number 2, 3 or 4; with the proviso that the following compounds 4 - [(3-chloro-4-fluoro-phenyl) amino] -6-cyclopentyloxy-7- (2- {N-2-hydroxy-2-methyl-prop-1-) are excluded il) -N - [(ethoxycarbonyl) methyl] -amino} -ethoxy) -quinazoline, 4 - [(3-chloro-4-fluoro-phenyl) amino] -6-cyclopentyloxy-7- [2- (6.6 -dimethyl-2-oxo-morpholin-4-yl) -ethoxy] -quinazoline, 4 - [(3-bromo-phenyl) amino] -6- [2- (6,6-dimethyl-2-oxo-morpholin) 4-yl) -ethoxy] -7-methoxy-quinazoline and 4 - [(3-bromo-phenyl) amino] -6- {2- [N- (2-oxo-tetrahydrofuran-4-yl) -N-methyl -amino] -ethoxy} -7-methoxy-quinazoline, its tautomers, its stereoisomers and its salts, in particular its physiologically compatible salts with inorganic or organic acids or bases. These compounds have valuable pharmacological properties, in particular, an inhibitory effect on signal transduction induced by tyrosine kinases. A procedure for preparing the compounds of general formula (1), a medicament containing them and a method for preparing such medicament is also described. The use of the compounds of formula (1) to prepare a medicament for the treatment of benign or malignant tumors, for the prevention and treatment of diseases of the respiratory tract and lungs, for the treatment of polyps, of diseases is also described. of the gastrointestinal tract, bile ducts and gallbladder, as well as the kidneys and skin.

ARP010104041A 2000-08-26 2001-08-24 BICYCLIC HETEROCICLES, MEDICATIONS CONTAINING THESE COMPOUNDS, THEIR EMPLOYMENT AND PROCEDURES FOR THEIR PREPARATION AR033562A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE10042058A DE10042058A1 (en) 2000-08-26 2000-08-26 Bicyclic heterocycles, medicaments containing these compounds, their use and processes for their preparation

Publications (1)

Publication Number Publication Date
AR033562A1 true AR033562A1 (en) 2003-12-26

Family

ID=7653945

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP010104041A AR033562A1 (en) 2000-08-26 2001-08-24 BICYCLIC HETEROCICLES, MEDICATIONS CONTAINING THESE COMPOUNDS, THEIR EMPLOYMENT AND PROCEDURES FOR THEIR PREPARATION

Country Status (30)

Country Link
EP (1) EP1315705A1 (en)
JP (1) JP4834282B2 (en)
KR (1) KR100862873B1 (en)
CN (1) CN100404517C (en)
AR (1) AR033562A1 (en)
AU (2) AU2001287694B2 (en)
BG (1) BG107559A (en)
BR (1) BR0113519A (en)
CA (1) CA2417897C (en)
CZ (1) CZ302567B6 (en)
DE (1) DE10042058A1 (en)
EA (1) EA005679B1 (en)
EC (1) ECSP034464A (en)
EE (1) EE05269B1 (en)
HR (1) HRP20030138A2 (en)
HU (1) HUP0300819A3 (en)
IL (2) IL154602A0 (en)
ME (1) MEP58708A (en)
MX (1) MXPA03001483A (en)
MY (1) MY126132A (en)
NO (1) NO324866B1 (en)
NZ (1) NZ524668A (en)
PL (1) PL360248A1 (en)
RS (1) RS52279B (en)
SK (1) SK287747B6 (en)
TW (1) TWI294422B (en)
UA (1) UA73004C2 (en)
UY (1) UY26903A1 (en)
WO (1) WO2002018351A1 (en)
ZA (1) ZA200300991B (en)

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Also Published As

Publication number Publication date
MY126132A (en) 2006-09-29
IL154602A (en) 2008-07-08
HUP0300819A2 (en) 2003-09-29
UY26903A1 (en) 2002-03-22
RS52279B (en) 2012-10-31
CZ302567B6 (en) 2011-07-13
ECSP034464A (en) 2003-03-31
AU8769401A (en) 2002-03-13
EA005679B1 (en) 2005-04-28
BG107559A (en) 2003-10-31
BR0113519A (en) 2003-07-01
MEP58708A (en) 2011-05-10
TWI294422B (en) 2008-03-11
KR20030024914A (en) 2003-03-26
HK1057557A1 (en) 2004-04-08
SK287747B6 (en) 2011-08-04
MXPA03001483A (en) 2003-06-06
EP1315705A1 (en) 2003-06-04
AU2001287694B2 (en) 2007-09-06
NZ524668A (en) 2006-06-30
ZA200300991B (en) 2004-04-16
CA2417897C (en) 2009-03-31
EE200300077A (en) 2004-12-15
IL154602A0 (en) 2003-09-17
HRP20030138A2 (en) 2005-04-30
UA73004C2 (en) 2005-05-16
CN1449390A (en) 2003-10-15
DE10042058A1 (en) 2002-03-07
WO2002018351A1 (en) 2002-03-07
NO20030870L (en) 2003-02-25
PL360248A1 (en) 2004-09-06
JP4834282B2 (en) 2011-12-14
NO324866B1 (en) 2007-12-17
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HUP0300819A3 (en) 2008-03-28
JP2004507529A (en) 2004-03-11
EA200300219A1 (en) 2003-08-28
EE05269B1 (en) 2010-02-15
CN100404517C (en) 2008-07-23
SK2312003A3 (en) 2003-10-07
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