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PE20020475A1 - PROPIONIC ACID DERIVATIVES AS MODULATORS OF THE PEROXISOME PROLIFERATOR RECEPTOR PPAR-O - Google Patents

PROPIONIC ACID DERIVATIVES AS MODULATORS OF THE PEROXISOME PROLIFERATOR RECEPTOR PPAR-O

Info

Publication number
PE20020475A1
PE20020475A1 PE2001000987A PE2001000987A PE20020475A1 PE 20020475 A1 PE20020475 A1 PE 20020475A1 PE 2001000987 A PE2001000987 A PE 2001000987A PE 2001000987 A PE2001000987 A PE 2001000987A PE 20020475 A1 PE20020475 A1 PE 20020475A1
Authority
PE
Peru
Prior art keywords
alkyl
alcoxy
amino
propionic acid
modulators
Prior art date
Application number
PE2001000987A
Other languages
Spanish (es)
Inventor
Klaus Urbahns
Michael Woltering
Susanne Nikolic
Josef Pernerstorfer
Berthold Hinzen
Elke Dittrich-Wengenroth
Hilmar Bischoff
Claudia Hirth-Dietrich
Klemens Lustig
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 PE20020475A1 publication Critical patent/PE20020475A1/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C237/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C237/12—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated having the nitrogen atom of at least one of the carboxamide groups bound to an acyclic carbon atom of a hydrocarbon radical substituted by carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical
    • 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
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
    • C07C229/18—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/34—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C237/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/26—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C317/28—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to acyclic carbon atoms of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
    • C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C323/52—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D263/32—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
    • C07D333/20—Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Veterinary Medicine (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Vascular Medicine (AREA)
  • Cardiology (AREA)
  • Urology & Nephrology (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

SE REFIERE A COMPUESTOS DERIVADOS DE ACIDO PROPIONICO DE FORMULA I DONDE R1, R2, R3 SON H, ALQUILO C1-C6, CICLOALQUILO C3-C7, OH, ALCOXI C1-C6, ARILOXI C6-C10, HALOGENO, TRIFLUOROMETILO, TRIFLUOROMETOXI, ALQUILSULFONILO C1-C7, NITRO CIANO; R2 Y R3 SON CICLOHEXANO, BENCENO CONDENSADO SUSTITUIDO POR ALQUILSULFONILMETILO C1-C4; R4 ES H, ALQUILO; R5 Y R6 SON H, CARBONILO, R7 ES H, ALQUILO C1-C6, FENILO, BENCILO SUSTITUIDO POR ALQUILO C1-C6, ALCOXI C1-C6, OH, HALOGENO; R8 ES H, ARILO C6-C10, ALQUILO C1-C4 SUSTITUIDO CON OH, TRIFLUOROMETOXI, ALCOXI C1-C6, FENOXI; R9 Y R10 SON H, ALQUILO C1-C6, ALCOXI C1-C6, TRIFLUOROMETILO, TRIFLUOROMETOXI, HALOGENO; R11 Y R12 SON H, ALQUILO C1-C6, CICLOALQUILO C4-C7; R13 ES H, UN GRUPO HIDROLIZABLE QUE PUEDE DEGRADARSE A ACIDO CARBOXILICO; A ES UN ENLACE, CH2, (CH2)2; X ES O, S, CH2; SON COMPUESTOS PREFERIDOS ACIDO 3-(4-{[N-(2-(2,4-DIMETILFENIL)AMINO-2-OXO)ETIL)N-(4-METILFENIL)AMINO]METIL}FENIL)-2,2-DIMETILPROPIONICO; 3-(4-{[(2-(4-METOXI-2,5-DIMETILFENIL)AMINO-2-OXOETIL)(2-FURILMETIL)AMINO]METILFENIL)-2,2-DIMETILPROPIONATO DE TERC-BUTILO; ENTRE OTROS. LOS COMPUESTOS SON AGONISTAS DEL RECEPTOR ACTIVADO POR EL PROLIFERADOR DE PEROXISOMA PPAR-a; INCREMENTA EL NIVEL DE HDL, DISMINUYE TRIGLICERIDOS, LDL Y PUEDEN SER UTILES PARA EL TRATAMIENTO DE ENFERMEDADES CORONARIAS COMO ARTERIOESCLEROSISREFERS TO COMPOUNDS DERIVED FROM PROPIONIC ACID OF FORMULA I WHERE R1, R2, R3 ARE H, C1-C6 ALKYL, C3-C7 CYCLOALKYL, OH, C1-C6 ALCOXY, C6-C10 ARYLOXY, HALOGULENE, C1-C6 ALKYL, TRIFLUMYLUMORONYL -C7, NITRO CYANE; R2 AND R3 ARE CYCLOHEXANE, CONDENSED BENZENE REPLACED BY C1-C4 ALKYLSULFONYL METHYL; R4 IS H, ALKYL; R5 AND R6 ARE H, CARBONYL, R7 IS H, C1-C6 ALKYL, PHENYL, BENZYL REPLACED BY C1-C6 ALKYL, C1-C6 ALCOXY, OH, HALOGEN; R8 IS H, C6-C10 ARYL, C1-C4 ALKYL SUBSTITUTED WITH OH, TRIFLUOROMETOXY, C1-C6 ALCOXY, PHENOXY; R9 AND R10 ARE H, C1-C6 ALKYL, C1-C6 ALCOXY, TRIFLUOROMETHYL, TRIFLUOROMETOXY, HALOGEN; R11 AND R12 ARE H, C1-C6 ALKYL, C4-C7 CYCLOALKYL; R13 IS H, A HYDROLIZABLE GROUP WHICH MAY DEGRADED TO CARBOXYL ACID; A IS A LINK, CH2, (CH2) 2; X IS O, S, CH2; PREFERRED COMPOUNDS ARE 3- (4 - {[N- (2- (2,4-DIMETHYLPHENYL) AMINO-2-OXO) ETHYL) N- (4-METHYLPHENYL) AMINO] METHYL} PHENYL) -2,2-DIMETHYLPROPIONIC ACID. ; THIRD-BUTYL 3- (4 - {[(2- (4-METHOXY-2,5-DIMETHYLPHENYL) AMINO-2-OXOETHYL) (2-FURYLMEthyl) AMINO] METHYLPHENYL) -2,2-DIMETHYLPROPIONATE; AMONG OTHERS. THE COMPOUNDS ARE AGONISTS OF THE RECEPTOR ACTIVATED BY THE PROLIFERATOR OF PEROXISOME PPAR-a; INCREASES THE LEVEL OF HDL, DECREASES TRIGLYCERIDES, LDL AND MAY BE USEFUL FOR THE TREATMENT OF CORONARY DISEASES SUCH AS ARTERIOSCLEROSIS

PE2001000987A 2000-10-05 2001-10-04 PROPIONIC ACID DERIVATIVES AS MODULATORS OF THE PEROXISOME PROLIFERATOR RECEPTOR PPAR-O PE20020475A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10049208 2000-10-05
DE10124905A DE10124905A1 (en) 2000-10-05 2001-05-22 propionic acid derivatives

Publications (1)

Publication Number Publication Date
PE20020475A1 true PE20020475A1 (en) 2002-06-08

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PE2001000987A PE20020475A1 (en) 2000-10-05 2001-10-04 PROPIONIC ACID DERIVATIVES AS MODULATORS OF THE PEROXISOME PROLIFERATOR RECEPTOR PPAR-O

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KR (1) KR20030059175A (en)
AR (1) AR035203A1 (en)
DE (1) DE10124905A1 (en)
DO (1) DOP2001000260A (en)
EC (1) ECSP034536A (en)
GT (1) GT200100198A (en)
PE (1) PE20020475A1 (en)
SV (1) SV2002000677A (en)
ZA (1) ZA200302610B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU2004247355A1 (en) * 2003-06-06 2004-12-23 F. Hoffmann-La Roche Ag Aniline derivatives
KR100699928B1 (en) * 2004-10-05 2007-03-26 재단법인서울대학교산학협력재단 Method for preparing intermediates for the preparation of peroxysomal proliferator activated receptor alpha ligands

Also Published As

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AR035203A1 (en) 2004-05-05
DE10124905A1 (en) 2002-04-11
ZA200302610B (en) 2004-04-05
ECSP034536A (en) 2003-05-26
GT200100198A (en) 2002-06-25
KR20030059175A (en) 2003-07-07
SV2002000677A (en) 2002-12-02
DOP2001000260A (en) 2002-12-15

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