AR072707A1 - Compuestos heterociclicos, procesos para su preparacion, medicamentos que comprenden estos compuestos y el uso de los mismos - Google Patents

Compuestos heterociclicos, procesos para su preparacion, medicamentos que comprenden estos compuestos y el uso de los mismos

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Publication number
AR072707A1
AR072707A1 ARP090102556A ARP090102556A AR072707A1 AR 072707 A1 AR072707 A1 AR 072707A1 AR P090102556 A ARP090102556 A AR P090102556A AR P090102556 A ARP090102556 A AR P090102556A AR 072707 A1 AR072707 A1 AR 072707A1
Authority
AR
Argentina
Prior art keywords
alkyl
alkylene
haloalkyl
cycloalkyl
hydrogen
Prior art date
Application number
ARP090102556A
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English (en)
Original Assignee
Sanofi Aventis
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.)
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Publication date
Application filed by Sanofi Aventis filed Critical Sanofi Aventis
Publication of AR072707A1 publication Critical patent/AR072707A1/es

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/69—Two or more oxygen atoms
    • 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
    • A61P3/04—Anorexiants; Antiobesity agents
    • 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
    • A61P3/06—Antihyperlipidemics
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
    • C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three 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
    • C07D237/14—Oxygen atoms
    • C07D237/16—Two oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
    • C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic 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
    • C07D405/02—Heterocyclic 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
    • C07D405/12—Heterocyclic 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

Landscapes

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

Abstract

Los compuestos son adecuados, por ejemplo, para el tratamiento del síndrome metabolico, la resistencia a la insulina, la obesidad y la diabetes. Reivindicacion 1: Un compuesto de la formula (1) en la que los significados son: A, B, D, E independientemente entre sí C(R5) o N, donde no más de dos de los radicales A, B, D y E pueden tener el significado de N; G, L, R, T, independientemente entre sí =C(R6)-, -C(R6)(R7)-, =N, -N(R8)- u O, donde no más de dos de los radicales G, L, R y T pueden tener el significado de =N, -N(R8)- u O; con la condicion de que A, B, D, E y G, L, R, T y los átomos de C a los que están unidos no formen simultáneamente fenilo; M es =C, -C(R9)- o N; W es O, S, CH(R10); Y es alquileno C2-10, donde uno o dos grupos CH2 pueden reemplazarse por O, S, N(R10a), -CH=CH-, -CH(fenilo)- o CON(R10b); R1 es alquilo C1-16, haloalquilo C1-12, arilo C6-10, heteroarilo C3-12, heterociclilo C3-12, cicloalquilo C3-12, alquileno C1-6-arilo C6-10, alquileno C1-6-heteroarilo C3-12, alquileno C1-6-heterociclilo C3-12 o alquileno C1-6-cicloalquilo C3-12, donde el arilo, heteroarilo, heterociclilo o cicloalquilo puede estar sustituido una o más veces con F, Cl, Br, I, OH, CF3, NO2, CN, OCF3, O-alquilo C1-6, O-alcoxi C1-4-alquilo C1-4, S-alquilo C1-6, alquilo C1-6, haloalquilo C2-4, O-haloalquilo C2-4, alquenilo C2-6, cicloalquilo C3-8, O-cicloalquilo C3-8, alquinilo C2-6, N(R11)(R12), SO2-CH3, SO2-NH2, SF5, oxo, COOH, COO-alquilo C1-6 CON(R13)(R14), N(R15)CO(R16), N(R17)SO2(R18), CO(R19), (CR20R21)x-O(R22), O-CO-N(R23)(R24), O-CO-alquileno C1-6-CO-O-alquilo C1-6, O-CO-alquileno C1-6-CO-OH, O-CO-alquileno C1-6-CO-N(R25)(R26); x es 0, 1, 2, 3, 4, 5, 6; R10a, R10b, R11, R12, R13, R14, R15, R16, R17, R18, R19, R20, R21, R22, R23, R24, R25, R26 son, independientemente entre sí hidrogeno, alquilo C1-6; R2 es hidrogeno, -CO-N(R3a)-R4, -CO-R4, -CO-OR4, heteroarilo C3-12, donde el heteroarilo puede estar sustituido una o más veces con F, Cl, Br, I, OH, CF3, NO2, CN, OCF3, O-alquilo C1-6, O-alcoxi C1-4-alquilo C1-4, S-alquilo C1-6, alquilo C1-6, haloalquilo C2-4, O-haloalquilo C2-4, alquenilo C2-6, cicloalquilo C3-8, O-cicloalquilo C3-8, alquinilo C2-6, N(R27)(R28), SO2-CH3, SO2-NH2, SF5, COOH, COO-alquilo C1-6, CON(R29)(R30), N(R31)CO(R32), N(R33)SO2(R34), CO(R35), (CR36R37)x'-O(R38), O-CO-N(R39)(R40), O-CO-alquileno C1-6-CO-O-alquilo C1-6, O-CO-alquileno C1-6-CO-OH, O-CO-alquileno C1-6-CO-N(R41)(R42); x' es 0, 1, 2, 3, 4, 5, 6; R3, R3a son, independientemente entre sí hidrogeno, alquilo C1-6, bencilo; R1 es hidrogeno, alquilo C1-16, alquileno C1-6-OH, arilo C6-10, heteroarilo C3-12, heterociclilo C3-12, cicloalquilo C3-12, alquileno C1-6-arilo C6-10, alquileno C1-6-heteroarilo C3-12, alquileno C1-6-heterociclilo C3-12 o alquileno C1-6-cicloalquilo C3-12, donde el arilo, heteroarilo, heterociclilo o cicloalquilo puede estar sustituido una o más veces con F, Cl, Br, I, OH, CF3, NO2, CN, OCF3, O-alquilo C1-6, O-alcoxi C1-4-alquilo C1-4, S-alquilo C1-6, alquilo C1-6, haloalquilo C2-4, O-haloalquilo C2-4, alquenilo C2-6, cicloalquilo C3-8, O-cicloalquilo C3-8, alquinilo C2-6, N(R43)(R44), SO2-CH3, SO2-NH2, SF5, COOH, COO-alquilo C1-6, CON(R45)(R46), N(R47)CO(R48), N(R49)SO2(R50), CO(R51), (CR52R53)x''-O(R54), O-CO-N(R55)(R56), O-CO-alquileno C1-6-CO-O-alquilo C1-6, O-CO-alquileno C1-6-CO-OH, O-CO-alquileno C1-6-CO-N(R57)(R58), x'' es 0, 1, 2, 3, 4, 5, 6; R27, R28, R29, R30, R31, R32, R33, R34, R35, R36, R37, R38, R39, R40, R41, R42, R43, R44, R45, R46, R47, R48, R49, R50, R51, R52, R53, R54, R55, R56, R57, R58 son, independientemente entre sí hidrogeno, alquilo C1-6; R5 es independientemente entre sí hidrogeno, alquilo C1-6, F, Cl, Br, I, OH, CF3, NO2, CN, haloalquilo C2-4, alquenilo C2-6, alquinilo C2-6, N(R59)(R60), SO2-CH3, SO2-NH2, SF5, COOH, COO-alquilo C1-6, CON(R61)(R62), N(R63)CO(R64), N(R65)SO2(R66), CO(R67), (CR68R69)x'''-O(R70), O-CO-N(R71)(R72), O-CO-alquileno C1-6-CO-O-alquilo C1-6, O-CO-alquileno C1-6-CO-OH, O-CO-alquileno C1-6-CO-N(R73)(R74); x''' es 0, 1, 2, 3, 4, 5, 6; R6, R7 son, independientemente entre sí hidrogeno, alquilo C1-6, F, Cl, Br, I, OH, CF3, NO2, CN, OCF3, O-alquilo C1-6, O-alcoxi C1-4-alquilo C1-4, S-alquilo C1-6, alquilo C1-6, haloalquilo C2-4, O-haloalquilo C2-4, alquenilo C2-6, alquinilo C2-6, N(R75)(R76), SO2-CH3, SO2-NH2, SF5, oxo, COOH, COO-alquilo C1-6, CON(R77)(R78), N(R79)CO(R80), N(R81)SO2(R82), CO(R83), (CR84R85)x''''-O(R86), O-CO-N(R87)(R88), O-CO-alquileno C1-6-CO-O-alquilo C1-6, O-CO-alquileno C1-6-CO-OH, O-CO-alquileno C1-6-CO-N(R89)(R90); R8 es independientemente entre sí hidrogeno, alquilo C1-6, CF3, CN, alquilo C1-6, haloalquilo C2-4, alquenilo C2-6, alquinilo C2-6, SO2-CH3, SO2-NH2, COO-alquilo C1-6, CON(R77)(R78), CO(R83), (CR84R85)x''''-O(R86); x'''' es 0, 1, 2, 3, 4, 5, 6; R9, R10 son, independientemente entre sí hidrogeno, alquilo C1-6, F, OH, CF3, haloalquilo C2-4, alquenilo C2-6, alquinilo C2-6, (CR91R92)y-O(R93); y es 0, 1, 2, 3, 4, 5, 6; R59, R60, R61, R62, R63, R64, R65, R66, R67, R68, R69, R70, R71, R72, R73, R74, R75, R76, R77, R78, R79, R80, R81, R82, R83, R84, R85, R86, R87, R88, R89, R90, R91, R92, R93 son, independientemente entre sí hidrogeno, alquilo C1-6; y sales farmacéuticamente aceptables del mismo.
ARP090102556A 2008-07-09 2009-07-07 Compuestos heterociclicos, procesos para su preparacion, medicamentos que comprenden estos compuestos y el uso de los mismos AR072707A1 (es)

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US (1) US8470841B2 (es)
EP (1) EP2310372B1 (es)
AR (1) AR072707A1 (es)
TW (1) TW201014822A (es)
UY (1) UY31968A (es)
WO (1) WO2010003624A2 (es)

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US20110183998A1 (en) 2011-07-28
WO2010003624A3 (en) 2010-04-22
TW201014822A (en) 2010-04-16
UY31968A (es) 2010-01-29
WO2010003624A2 (en) 2010-01-14

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