PE20020762A1 - DERIVATIVES OF INDOL - Google Patents

DERIVATIVES OF INDOL

Info

Publication number
PE20020762A1
PE20020762A1 PE2001001301A PE2001001301A PE20020762A1 PE 20020762 A1 PE20020762 A1 PE 20020762A1 PE 2001001301 A PE2001001301 A PE 2001001301A PE 2001001301 A PE2001001301 A PE 2001001301A PE 20020762 A1 PE20020762 A1 PE 20020762A1
Authority
PE
Peru
Prior art keywords
alkyl
indol
oxy
isopropyl
halogen
Prior art date
Application number
PE2001001301A
Other languages
Spanish (es)
Inventor
Helmut Haning
Michael Woltering
Gunter Schmidt
Hilmar Bischoff
Axel Kretschmer
Verena Vohringer
Christiane Faeste
Original Assignee
Bayer Ag
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 Bayer Ag filed Critical Bayer Ag
Publication of PE20020762A1 publication Critical patent/PE20020762A1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 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
    • A61P5/00Drugs for disorders of the endocrine system
    • A61P5/14Drugs for disorders of the endocrine system of the thyroid hormones, e.g. T3, T4
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/08Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
    • 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic 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
    • C07D417/02Heterocyclic 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
    • C07D417/12Heterocyclic 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Diabetes (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Endocrinology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Indole Compounds (AREA)

Abstract

SE REFIERE A DERIVADOS DE INDOL DE FORMULA I DONDE Z ES O, S, SO, SO2, CH2, CHF, CF2, NR9; R9 Y R11 SON H, ALQUILO C1-C4, R1 Y R2 SON H, HALOGENO, CIANO, ALQUILO C1-C6, CF3, CHF2, VINILO, CICLOALQUILO C3-C7; R3 ES Am-Dn-Eo-Gp-L-R10; A ES O, S, NR11, (R12C=CR13)-; R12 Y R13 SON H, CIANO, ALQUILO C1-C4, ALCOXI C1-C4; D ES ALQUILENO C1-C3; E Y L SON CO, SO2; G ES NR14; R14 ES H, ALQUILO C1-C4, ALQUILENO C1-C3, ENTRE OTROS; m, n, o, p SON 0-1; SI L ES CO, (m+n+o+p) ES DIFERENTE DE CERO; SI m Y n SON 1; A ES NR11; E Y L SON CO; (n+p) ES DIFERENTE DE 0; R10 ES OR15, NR16R17, ALQUILO C1-C10, CICLOALQUILO C3-C8, ALQUENILO C2-C6, ARILO, ENTRE OTROS; R3 ES (CH2)r-Q, GRUPO a; Q ES UN HETEROCICLO, r ES 0-2; R4 Y R5 SON H, HIDROXI, HALOGENO, CN, NITRO, ALQUILO C1-C4, ENTRE OTROS; R6 ES H, HALOGENO; M ES CARBONILO, SULFONILO, METILENO; a ES 0-1; R7 ES H, ACILO; R8 ES R6. SON COMPUESTOS PREFERIDOS 3-({4-[(3-ISOPROPIL-1H-INDOL-5-IL)OXI]-3,5-DIMETIL-FENIL}AMINO)-3-OXOPROPANOATO DE METILO, N-{4-[(3-ISOPROPIL-1H-INDOL-5-IL)OXI]-3,5-DIMETILFENIL} GLICINATO DE ETILO; 3-({3,5-DICLORO-4-[(3-ISOPROPIL-1H-INDOL-5-IL)OXI]-FENIL}AMINO)-3-OXOPROPANOATO DE METILO, ENTRE OTROS. TAMBIEN SE REFIERE A UN PROCEDIMIENTO PARA LA PREPARACION. LOS COMPUESTOS PUEDEN SER UTILES PARA INDICACIONES QUE PUEDAN TRATARSE CON HORMONAS TIROIDEAS NATURALES COMO EL TRATAMIENTO DE ARTERIOESCLEROSIS, HIPERCOLESTEROLEMIA, DISLIPIDEMIA, ADIPOSIDAD, OBESIDAD, INSUFICIENCIA CARDIACAREFERS TO INDEOL DERIVATIVES OF FORMULA I WHERE Z IS O, S, SO, SO2, CH2, CHF, CF2, NR9; R9 AND R11 ARE H, C1-C4 ALKYL, R1 AND R2 ARE H, HALOGEN, CYANE, C1-C6 ALKYL, CF3, CHF2, VINYL, C3-C7 CYCLOALKYL; R3 IS Am-Dn-Eo-Gp-L-R10; A IS O, S, NR11, (R12C = CR13) -; R12 AND R13 ARE H, CYANE, C1-C4 ALKYL, C1-C4 ALCOXY; D IS C1-C3 ALKYLENE; E AND L ARE CO, SO2; G IS NR14; R14 IS H, C1-C4 ALKYL, C1-C3 ALKYLENE, AMONG OTHERS; m, n, o, p ARE 0-1; IF L IS CO, (m + n + o + p) IS DIFFERENT FROM ZERO; IF m AND n ARE 1; A IS NR11; E AND L ARE CO; (n + p) IS DIFFERENT FROM 0; R10 IS OR15, NR16R17, C1-C10 ALKYL, C3-C8 CYCLOALKYL, C2-C6 ALKENYL, ARYL, AMONG OTHERS; R3 IS (CH2) r-Q, GROUP a; Q IS A HETEROCYCLE, r IS 0-2; R4 AND R5 ARE H, HYDROXY, HALOGEN, CN, NITRO, C1-C4 ALKYL, AMONG OTHERS; R6 IS H, HALOGEN; M IS CARBONYL, SULFONYL, METHYLENE; a ES 0-1; R7 IS H, ACILO; R8 IS R6. PREFERRED COMPOUNDS ARE 3 - ({4 - [(3-ISOPROPYL-1H-INDOL-5-IL) OXY] -3,5-DIMETHYL-PHENYL} AMINO) -3-OXOPROPANOATE, METHYL, N- {4 - [( ETHYL 3-ISOPROPYL-1H-INDOL-5-IL) OXY] -3,5-DIMETHYLPHENYL} GLYCINATE; METHYL 3 - ({3,5-DICHLORO-4 - [(3-ISOPROPYL-1H-INDOL-5-IL) OXY] -PHENYL} AMINO) -3-OXOPROPANOATE, AMONG OTHERS. IT ALSO REFERS TO A PROCEDURE FOR PREPARATION. THE COMPOUNDS MAY BE USEFUL FOR INDICATIONS THAT CAN BE TREATED WITH NATURAL THYROID HORMONES SUCH AS THE TREATMENT OF ARTERIOSCLEROSIS, HYPERCHOLESTEROLEMIA, DYSLIPIDEMIA, ADIPOSITY, OBESITY, HEART FAILURE

PE2001001301A 2000-12-27 2001-12-26 DERIVATIVES OF INDOL PE20020762A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10065433 2000-12-27
DE10130830A DE10130830A1 (en) 2000-12-27 2001-06-27 Indole derivatives

Publications (1)

Publication Number Publication Date
PE20020762A1 true PE20020762A1 (en) 2002-10-02

Family

ID=7669266

Family Applications (1)

Application Number Title Priority Date Filing Date
PE2001001301A PE20020762A1 (en) 2000-12-27 2001-12-26 DERIVATIVES OF INDOL

Country Status (4)

Country Link
DE (1) DE10130830A1 (en)
HN (1) HN2001000284A (en)
PE (1) PE20020762A1 (en)
SV (1) SV2002000780A (en)

Also Published As

Publication number Publication date
SV2002000780A (en) 2002-12-02
DE10130830A1 (en) 2002-07-25
HN2001000284A (en) 2002-04-04

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