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AR036111A1 - Compuesto de n-[alfa-aminoalcanoil]-3-fluorpirrolidina; composicion farmaceutica formulada con dicho compuesto; su uso en la preparacion de dicha composicion y metodo para el tratamiento de la diabetes tipo 2 utilizando dicho compuesto - Google Patents

Compuesto de n-[alfa-aminoalcanoil]-3-fluorpirrolidina; composicion farmaceutica formulada con dicho compuesto; su uso en la preparacion de dicha composicion y metodo para el tratamiento de la diabetes tipo 2 utilizando dicho compuesto

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Publication number
AR036111A1
AR036111A1 ARP020102397A ARP020102397A AR036111A1 AR 036111 A1 AR036111 A1 AR 036111A1 AR P020102397 A ARP020102397 A AR P020102397A AR P020102397 A ARP020102397 A AR P020102397A AR 036111 A1 AR036111 A1 AR 036111A1
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AR
Argentina
Prior art keywords
alkyl
optionally substituted
het
ring
substituted phenyl
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ARP020102397A
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English (en)
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Ferring Bv
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Publication of AR036111A1 publication Critical patent/AR036111A1/es

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    • 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
    • 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
    • A61P3/00—Drugs for disorders of the metabolism
    • 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
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • 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
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • 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
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    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P5/00—Drugs for disorders of the endocrine system
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    • 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
    • C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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    • 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
    • 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
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    • C07—ORGANIC CHEMISTRY
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    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic 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
    • C07D403/06—Heterocyclic 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 carbon chain containing only aliphatic carbon atoms
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic 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
    • C07D403/12—Heterocyclic 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
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    • 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
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    • 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
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    • 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
    • C07D471/02—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 two hetero rings
    • C07D471/04—Ortho-condensed systems

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

Abstract

Compuestos inhibidores de la dipeptidil peptidasa IV y profármacos de los mismos, utilizables en función de sus propiedades inhibitorias de las peptidilpeptidasas (IV) en el tratamiento de la diabetes tipo 2. Dichos compuestos responden a la fórmula (1) donde: A es F ó H; uno de R1A y R1B se selecciona entre H y CN y el otro es H; R2 se selecciona entre H, alquilo C1-8, fenilo opcionalmente sustituido, bencilo opcionalmente sustituido y R5; R3 se selecciona entre H, alquilo C1-8, adamantilo, adamantilmetilo, adamantiletilo y Het-NH(CH2)a; ó R2 y R3 juntos constituyen una cadena de tres o cuatro grupos metileno, de manera de formar, junto con los átomos a los que se encuentran unidos, un anillo de pirrolidina o piperidina, pudiendo dicho anillo, además fusionarse con un anillo bencenoide; R4 se selecciona entre H, R6OCO, H2NCH(R7)CO, H2NCH(R8)CONHCH(R9)CO y un grupo, de acuerdo con la fórmula general (2); R5 se selecciona entre CH2R13, CH2CH2R13 y C(R14)(R15)-X1-R16; R6 se selecciona entre alquilo C1-8, fenilo opcionalmente sustituido, bencilo opcionalmente sustituido y R17CO2C(R18)(R19); R7, R8 y R9 son cada uno independientemente seleccionados entre las cadenas laterales de los aminoácidos proteináceos; R10 se selecciona entre alquilo C1-8, fenilo y O-(alquilo C1-8); R11 se selecciona entre alquilo C1-8; R12 se selecciona entre H, alquilo C1-8 y fenilo; R13 se selecciona entre CO-N(R20)(R21), N(R22)-C(=X2)R23 y N(R22)R24); R14 y R15 se seleccionan en forma independientemente entre H y metilo, o juntos representan -(CH2)z-; R16 se selecciona entre alquilo C1-8, fenilo opcionalmente sustituido, bencilo opcionalmente sustituido y -(CH2)b-R13; R17 se selecciona entre H y alquilo C1-8; R18 y R19 se seleccionan independientemente entre H y alquilo C1-8, o juntos representan -(CH2)y-; R20 y R21 se seleccionan independientemente entre H, alquilo C1-8, fenilo opcionalmente sustituido, fenilalquilo opcionalmente sustituido, Het y -(CH2)cHet, ó R20 y R21 juntos constituyen una cadena de cuatro o cinco grupos metileno de manera de formar junto con el átomo de nitrógeno al que se encuentran unidos, un anillo de pirrolidina o piperidina, pudiendo además dicho anillo fusionarse con un anillo bencenoide; R22 se selecciona entre H y metilo; R23 se selecciona entre R25, O-R25 y N(R26)(R27); R24 se selecciona entre fenilo opcionalmente sustituido, Het y -CH2-Het; R25 se selecciona entre alquilo C1-8, fenilo opcionalmente sustituido, fenilalquilo opcionalmente sustituido, Het y -(CH2)cHet; R26 y R27 se seleccionan independientemente entre H, alquilo C1-8, fenilo opcionalmente sustituido, fenilalquilo opcionalmente sustituido, Het y -(CH2)cHet, ó R26 y R27 juntos forman una cadena de cuatro o cinco grupos metileno de manera de formar, junto con el átomo de nitrógeno al que se encuentran unidos, un anillo de pirrolidina o piperidina, pudiendo además dicho anillo fusionarse con un anillo bencenoide; Het es un heterociclo aromático que contiene nitrógeno seleccionado entre piridilo, piridazinilo, pirimidinilo, pirazinilo, imidazolilo, tiazolilo, isotiazolilo, oxazolilo, isoxazolilo y análogos de éstos fusionados con benceno, como por ejemplo, quinolinilo, isoquinolinilo, quinoxalinilo, bencimidazolilo y similares, pudiendo todos ellos sustituirse opcionalmente en uno o más átomos de carbono, y donde los sustituyentes se seleccionan entre grupos alquilo inferior, hidroxi, alquiloxi inferior, amino, alquilamino inferior, di(alquilo inferior)amino, flúor, cloro, bromo, trifluorometilo, nitro, ciano, carboxi y alquiloxicarbonilo inferior; X1 se selecciona entre -O-, -S- ó -CH2-; X2 se selecciona entre O y S; a representa 2 ó 3; b representa 1, 2 ó 3; c representa 1 ó 2; e y y z representan 2, 3 ó 4. Se describen y reivindican, además, los objetos restantes mencionados en el título.
ARP020102397A 2001-06-25 2002-06-26 Compuesto de n-[alfa-aminoalcanoil]-3-fluorpirrolidina; composicion farmaceutica formulada con dicho compuesto; su uso en la preparacion de dicha composicion y metodo para el tratamiento de la diabetes tipo 2 utilizando dicho compuesto AR036111A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GBGB0115517.5A GB0115517D0 (en) 2001-06-25 2001-06-25 Novel antidiabetic agents

Publications (1)

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AR036111A1 true AR036111A1 (es) 2004-08-11

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ARP020102397A AR036111A1 (es) 2001-06-25 2002-06-26 Compuesto de n-[alfa-aminoalcanoil]-3-fluorpirrolidina; composicion farmaceutica formulada con dicho compuesto; su uso en la preparacion de dicha composicion y metodo para el tratamiento de la diabetes tipo 2 utilizando dicho compuesto

Country Status (20)

Country Link
US (1) US20040235752A1 (es)
EP (1) EP1399154A1 (es)
JP (1) JP2004534815A (es)
KR (1) KR20040010748A (es)
CN (1) CN1520293A (es)
AR (1) AR036111A1 (es)
AU (1) AU2002302857B2 (es)
CA (1) CA2449441A1 (es)
CZ (1) CZ20033413A3 (es)
GB (1) GB0115517D0 (es)
HU (1) HUP0400365A2 (es)
IL (1) IL159152A0 (es)
MX (1) MXPA03011981A (es)
NO (1) NO20035775L (es)
NZ (1) NZ529925A (es)
PL (1) PL364902A1 (es)
RU (1) RU2003136148A (es)
UY (1) UY27357A1 (es)
WO (1) WO2003000250A1 (es)
ZA (1) ZA200309624B (es)

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