PE20040952A1 - N-ARYLHETERO CYCLES SUBSTITUTED AND PROCEDURES FOR THEIR PREPARATION - Google Patents

N-ARYLHETERO CYCLES SUBSTITUTED AND PROCEDURES FOR THEIR PREPARATION

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Publication number
PE20040952A1
PE20040952A1 PE2004000158A PE2004000158A PE20040952A1 PE 20040952 A1 PE20040952 A1 PE 20040952A1 PE 2004000158 A PE2004000158 A PE 2004000158A PE 2004000158 A PE2004000158 A PE 2004000158A PE 20040952 A1 PE20040952 A1 PE 20040952A1
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Peru
Prior art keywords
alkyl
phenyl
preparation
pyrrolidin
phenoxy
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PE2004000158A
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Spanish (es)
Inventor
Lothar Schwink
Siegfried Stengelin
Matthias Gossel
Thomas Bohme
Gerhard Hessler
Petra Stahl
Dirk Gretzke
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Aventis Pharma Gmbh
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Application filed by Aventis Pharma Gmbh filed Critical Aventis Pharma Gmbh
Publication of PE20040952A1 publication Critical patent/PE20040952A1/en

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    • C07D207/18—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 one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—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 one double bond between ring members or between a ring member and a non-ring member 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
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
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    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61P3/00—Drugs for disorders of the metabolism
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    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • 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
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    • A61P9/00—Drugs for disorders of the cardiovascular system
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    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • 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
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    • 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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    • 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
    • C07D207/30—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 two double bonds between ring members or between ring members and non-ring members
    • C07D207/34—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 two 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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
    • C07D211/56—Nitrogen atoms
    • C07D211/58—Nitrogen atoms attached in position 4
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    • 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
    • C07D401/04—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 directly linked by a ring-member-to-ring-member bond
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    • C07—ORGANIC CHEMISTRY
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    • 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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    • C07D401/14—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 three or more hetero rings
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    • 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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    • 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
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    • 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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    • C07D417/12—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

Abstract

SE REFIERE A N-ARILHETEROCICLOS SUSTITUIDOS DE FORMULA I DONDE R1 Y R2 SON H, ALQUILO C1-C8, -(CR78R79)o-R12, (ALCOXI C1-C4)(ALQUILO C1-C4), ARILOXI-(ALQUILO C1-C4), ALQUENILO C3-C8, ALQUINILO C3-C8, ENTRE OTROS; o ES 0-6; p ES 0-2; q, r, s SON 0-4; R13 Y R14 SON UN SISTEMA AROMATICO DE 5-10 ESLABONES CON 0-2 HETEROATOMOS: R15 A R17 Y R19 A R32 SON H, ALQUILO C1-C6; R18 ES H, ALQUILO C1-C6, CO(ALQUILO C1-C6) ENTRE OTROS; R12 ES OH, O-(ALQUILO C1-C6), O-(ALQUILEN C0-C8)-ARILO, ENTRE OTROS; R3 ES H, ALQUILO C1-C6; R4 Y R5 SON H, ALQUILO C1-C6, OH, ENTRE OTROS; R6 A R9 ES H, ALQUILO C1-C8; n, m SON 0 A 2; A, B, D, G SON N, C(R42); R42 ES H, HALO, OH, CF3, ENTRE OTROS; X ES N(R52) Y R52 ES H, ALQUILO C1-C8; E ES UN HETEROCICLICO; K ES UN ENLACE, O, OCH2, S, ENTRE OTROS;R10 ES H, ALQUILO C1-C8, ALQUENILO C3-C6; R11 ES H, ALQUILO C1-C8, ENTRE OTROS; R78 Y R79 SON H, ALQUILO C1-C6. SON COMPUESTOS PREFERIDOS N-METIL-N-(1-{4-[3-(4-FENOXI-FENIL)-UREIDO]-FENIL}-PIRROLIDIN-3-IL)ACETAMIDA; 1-[4-(3-METILAMINO-PIRROLIDIN-IL)-FENIL]-3-(4-FENOXI-FENIL)-UREA; N-METIL-N-(1-{4-[3-(4-FENOXI-FENIL)-UREIDO]-FENIL}-PIRROLIDIN-3-IL)-2-FENIL-ACETAMIDA, ENTRE OTROS. SE REFIERE TAMBIEN A UN PROCEDIMIENTO PARA LA PREPARACION. LOS COMPUESTOS MENCIONADOS SON UTILES PARA EL TRATAMIENTO DE LA OBESIDAD Y DIABETESREFERS TO N-ARYLHETEROCYCLES SUBSTITUTED FOR FORMULA I WHERE R1 AND R2 ARE H, C1-C8 ALKYL, - (CR78R79) or -R12, (C1-C4 ALCOXI) (C1-C4 ALKYL), ARYLOXY- (C1-C4 ALKYL ), C3-C8 ALKENYL, C3-C8 ALKYNYL, AMONG OTHERS; or ES 0-6; p IS 0-2; q, r, s ARE 0-4; R13 AND R14 ARE A 5-10 LINK AROMATIC SYSTEM WITH 0-2 HETEROATOMS: R15 TO R17 AND R19 TO R32 ARE H, C1-C6 ALKYL; R18 IS H, C1-C6 ALKYL, CO (C1-C6 ALKYL) AMONG OTHERS; R12 IS OH, O- (C1-C6 ALKYL), O- (C0-C8 ALKYLENE) -ARYL, AMONG OTHERS; R3 IS H, C1-C6 ALKYL; R4 AND R5 ARE H, C1-C6 ALKYL, OH, AMONG OTHERS; R6 TO R9 IS H, C1-C8 ALKYL; n, m ARE 0 TO 2; A, B, D, G ARE N, C (R42); R42 IS H, HALO, OH, CF3, AMONG OTHERS; X IS N (R52) AND R52 IS H, C1-C8 ALKYL; E IS A HETERO CYCLIC; K IS A LINK, O, OCH2, S, AMONG OTHERS, R10 IS H, C1-C8 ALKYL, C3-C6 ALKYL; R11 IS H, C1-C8 ALKYL, AMONG OTHERS; R78 AND R79 ARE H, C1-C6 ALKYL. PREFERRED COMPOUNDS ARE N-METHYL-N- (1- {4- [3- (4-PHENOXY-PHENYL) -UREIDO] -PHENYL} -PYRROLIDIN-3-IL) ACETAMIDE; 1- [4- (3-METHYLAMINO-PYRROLIDIN-IL) -PHENYL] -3- (4-PHENOXY-PHENYL) -UREA; N-METHYL-N- (1- {4- [3- (4-PHENOXY-PHENYL) -UREIDO] -PHENYL} -PYRROLIDIN-3-IL) -2-PHENYL-ACETAMIDE, AMONG OTHERS. IT ALSO REFERS TO A PROCEDURE FOR PREPARATION. THE MENTIONED COMPOUNDS ARE USEFUL FOR THE TREATMENT OF OBESITY AND DIABETES

PE2004000158A 2003-02-14 2004-02-13 N-ARYLHETERO CYCLES SUBSTITUTED AND PROCEDURES FOR THEIR PREPARATION PE20040952A1 (en)

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DE10306250A DE10306250A1 (en) 2003-02-14 2003-02-14 Substituted N-aryl heterocycles, processes for their preparation and their use as pharmaceuticals

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EP (1) EP1597228A2 (en)
JP (1) JP2006517563A (en)
KR (1) KR20050101215A (en)
CN (1) CN100506792C (en)
AR (1) AR044496A1 (en)
AU (1) AU2004212145B2 (en)
BR (1) BRPI0407504A (en)
CA (1) CA2516118A1 (en)
CO (1) CO5690548A2 (en)
DE (1) DE10306250A1 (en)
EC (1) ECSP055967A (en)
HR (1) HRP20050710A2 (en)
MA (1) MA27735A1 (en)
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MY (1) MY139102A (en)
NO (1) NO20054220L (en)
NZ (1) NZ541823A (en)
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PA (1) PA8595901A1 (en)
PE (1) PE20040952A1 (en)
PL (1) PL378065A1 (en)
RS (1) RS20050666A (en)
RU (1) RU2005128551A (en)
TN (1) TNSN05194A1 (en)
TW (1) TW200510297A (en)
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UY (1) UY28186A1 (en)
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