ES2329553T3 - Pirroloquinolinas y piridoquinolinas sustituidas como agonistas y antagonistas de serotonina. - Google Patents

Pirroloquinolinas y piridoquinolinas sustituidas como agonistas y antagonistas de serotonina. Download PDF

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Publication number
ES2329553T3
ES2329553T3 ES01994318T ES01994318T ES2329553T3 ES 2329553 T3 ES2329553 T3 ES 2329553T3 ES 01994318 T ES01994318 T ES 01994318T ES 01994318 T ES01994318 T ES 01994318T ES 2329553 T3 ES2329553 T3 ES 2329553T3
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alkyl
substituted
case
independently selected
alkenyl
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ES01994318T
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ES2329553T4 (es
Inventor
John M. Fevig
Ian S. Mitchell
Taekyu Lee
Wenting Chen
Joseph Cacciola
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Bristol Myers Squibb Co
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Bristol Myers Squibb Co
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic 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
    • C07D471/12—Heterocyclic 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 three hetero rings
    • C07D471/16—Peri-condensed systems
    • 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
    • A61P1/14—Prodigestives, e.g. acids, enzymes, appetite stimulants, antidyspeptics, tonics, antiflatulents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/20—Hypnotics; Sedatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/22—Anxiolytics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/24—Antidepressants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/04—Anorexiants; Antiobesity agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/12—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains three hetero rings
    • C07D498/16—Peri-condensed systems

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biomedical Technology (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Psychiatry (AREA)
  • Pain & Pain Management (AREA)
  • Obesity (AREA)
  • Child & Adolescent Psychology (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Anesthesiology (AREA)
  • Nutrition Science (AREA)
  • Endocrinology (AREA)
  • Reproductive Health (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

Un compuesto de la fórmula (I): **(Ver fórmula)** o un estereoisómero o una forma de sal farmacéuticamente aceptable del mismo, en el que: b es un enlace sencillo, donde los hidrógenos puente son cis o trans; X es -CH2-, R1 se selecciona entre H, alquilo C1-5, alquenilo C2-5, alquinilo C2-5, cicloalquilo C3-6, -(alquil C1-3) cicloalquilo C3-6, -(alquenil C2-3)cicloalquilo C3-6 y -(alquinil C2-3)cicloalquilo C3-6, R6a es H o alquilo C1-4; R6b es H; como alternativa, R6a y R6b se toman juntos para formar =O o =S; R7 y R9, en cada caso, se seleccionan independientemente entre H, halo, -CF3, -OCF3, -OH, -CN, -NO2, alquilo C1-4, alquenilo C2-4, alquinilo C2-4, haloalquilo C1-4, alcoxi C1-4 y (haloalquil C1-4)oxi; R8 se selecciona entre H; fenilo sustituido con O-S R33; y -NR12R13; R12, en cada caso, se selecciona independientemente entre alquilo C1-4 sustituido con 0-1 R12a, alquenilo C2-4 sustituido con 0-1 R12a, alquinilo C2-4 sustituido con 0-1 R12a, cicloalquilo C3-6 sustituido con 0-3 R33, arilo sustituido con 0-5 R33; resto carbocíclico C3-10 sustituido con 0-3 R33 y sistema de anillos heterocíclicos de 5-10 miembros que contiene 1-4 heteroátomos seleccionados entre el grupo constituido por N, O y S sustituido con 0-3 R31; R12a, en cada caso, se selecciona independientemente entre fenilo sustituido con 0-5 R33; resto carbocíclico C3-10 sustituido con 0-3 R33 y sistema de anillos heterocíclicos de 5-10 miembros que contiene de 1-4 heteroátomos seleccionados entre el grupo constituido por N, O y S sustituido con 0-3 R31; R13, en cada caso, se selecciona independientemente entre H, alquilo C1-4, alquenilo C2-4 y alquinilo C2-4; como alternativa, R12 y R13, cuando se unen a N, pueden combinarse para formar un anillo heterocíclico bicíclico de 9 ó 10 miembros que contiene 1-3 heteroátomos seleccionados entre el grupo constituido por N, O y S, donde dicho sistema de anillos heterocíclicos bicíclico está insaturado o parcialmente saturado, donde dicho sistema de anillos heterocíclicos bicíclico está sustituido con 0-3 R16; R16, en cada caso, se selecciona independientemente entre H, OH, halo, CN, NO2, CF3, SO2R45, NR46R47, -C(=O) H, alquilo C1-4, alquenilo C2-4, alquinilo C2-4, haloalquilo C1-4, (haloalquil C1-3)-oxi-, (alquiloxi C1-3)-, y =O; R31, en cada caso, se selecciona independientemente entre H, OH, halo, CF3, SO2R45, NR46R47, alquilo C1-4 y =O; R33, en cada caso, se selecciona independientemente entre H, OH, halo, CN, NO2, CF3, SO2R 45, NR46R47, -C(=O)H, =O, fenilo, alquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-6, haloalquilo C1-4, (haloalquil C1-4)-oxi-, (alquiloxi C1-4)-, (alquiltio C1-4)-, (alquil C1-4)-C(=O)-, (alquil C1-4)-C(=O)NH-, (alquil C1-4)-OC(=O)-, (alquil C1-4)-C(=O)O-, (cicloalquil C3-6)-oxi-, (cicloalquilmetil C3-6)-oxi-; alquilo C1-6 sustituido con OH, metoxi, etoxi, propoxi, butoxi, -SO2R45, -NR46R47, NR46R47C(=O)- o (alquil C1-4)CO2-; y alquenilo C2-6 sustituido con OH, metoxi, etoxi, propoxi, butoxi, -SO2R45, -NR46R47, NR46R47C(=O)-, o (alquil C1-4)CO2-; R45 es alquilo C1-4; R46, en cada caso, se selecciona independientemente entre H y alquilo C1-4; R47, en cada caso, se selecciona independientemente entre H, alquilo C1-4, -C(=O)NH(alquilo C1-4), -SO2(alquilo C1-4), -C(=O)O(alquilo C1-4), -C(=O)( alquilo C1-4) y -C(=O)H; n es 1 ó 2; m es 1 ó 2; y n más m es 2, 3 ó 4.
ES01994318T 2000-12-20 2001-12-19 Pirroloquinolinas y piridoquinolinas sustituidas como agonistas y antagonistas de serotonina. Expired - Lifetime ES2329553T4 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US25674500P 2000-12-20 2000-12-20
US256745P 2000-12-20

Publications (2)

Publication Number Publication Date
ES2329553T3 true ES2329553T3 (es) 2009-11-27
ES2329553T4 ES2329553T4 (es) 2010-12-07

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ES01994318T Expired - Lifetime ES2329553T4 (es) 2000-12-20 2001-12-19 Pirroloquinolinas y piridoquinolinas sustituidas como agonistas y antagonistas de serotonina.

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Country Link
US (1) US6777406B2 (es)
EP (1) EP1399445B9 (es)
JP (1) JP4386639B2 (es)
KR (1) KR20030070590A (es)
AT (1) ATE438646T1 (es)
AU (1) AU2002246726B2 (es)
BG (1) BG107863A (es)
BR (1) BR0116348A (es)
CA (1) CA2432181C (es)
CZ (1) CZ20031707A3 (es)
DE (1) DE60139511D1 (es)
EE (1) EE200300303A (es)
ES (1) ES2329553T4 (es)
HU (1) HUP0303530A3 (es)
IL (1) IL156261A0 (es)
IS (1) IS6851A (es)
MX (1) MXPA03005355A (es)
NO (1) NO20032798L (es)
PL (1) PL366627A1 (es)
RU (1) RU2003121306A (es)
SK (1) SK7032003A3 (es)
WO (1) WO2002059124A2 (es)
ZA (1) ZA200304304B (es)

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BR112015010225A2 (pt) 2012-11-05 2017-07-11 Zafgen Inc compostos tricíclicos e seus métodos de produção e utilização
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Publication number Publication date
WO2002059124A2 (en) 2002-08-01
ATE438646T1 (de) 2009-08-15
BG107863A (en) 2004-06-30
IS6851A (is) 2003-06-18
NO20032798L (no) 2003-08-19
PL366627A1 (en) 2005-02-07
WO2002059124A3 (en) 2004-01-08
EE200300303A (et) 2003-12-15
BR0116348A (pt) 2004-11-23
RU2003121306A (ru) 2005-03-10
ES2329553T4 (es) 2010-12-07
JP2004528290A (ja) 2004-09-16
ZA200304304B (en) 2004-09-02
US20040092502A1 (en) 2004-05-13
JP4386639B2 (ja) 2009-12-16
EP1399445A2 (en) 2004-03-24
US6777406B2 (en) 2004-08-17
NO20032798D0 (no) 2003-06-19
EP1399445B1 (en) 2009-08-05
CZ20031707A3 (cs) 2003-11-12
EP1399445B9 (en) 2010-07-21
MXPA03005355A (es) 2004-05-27
CA2432181C (en) 2009-11-17
KR20030070590A (ko) 2003-08-30
IL156261A0 (en) 2004-01-04
HUP0303530A3 (en) 2012-10-29
HUP0303530A2 (hu) 2004-01-28
CA2432181A1 (en) 2002-08-01
DE60139511D1 (de) 2009-09-17
AU2002246726B2 (en) 2007-03-01
SK7032003A3 (en) 2004-04-06

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