PE20040766A1 - N-ARIL-HETEROAROMATIC PRODUCTS, COMPOSITIONS CONTAINING THEM AND THEIR USE - Google Patents

N-ARIL-HETEROAROMATIC PRODUCTS, COMPOSITIONS CONTAINING THEM AND THEIR USE

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Publication number
PE20040766A1
PE20040766A1 PE2003001229A PE2003001229A PE20040766A1 PE 20040766 A1 PE20040766 A1 PE 20040766A1 PE 2003001229 A PE2003001229 A PE 2003001229A PE 2003001229 A PE2003001229 A PE 2003001229A PE 20040766 A1 PE20040766 A1 PE 20040766A1
Authority
PE
Peru
Prior art keywords
alkyl
phenyl
methanone
piperazin
alkylene
Prior art date
Application number
PE2003001229A
Other languages
Spanish (es)
Inventor
Alain Le-Brun
Fabienne Thompson
Gilles Tiraboschi
Joseph Salvino
Patrick Mailliet
Original Assignee
Aventis Pharma Sa
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 Aventis Pharma Sa filed Critical Aventis Pharma Sa
Publication of PE20040766A1 publication Critical patent/PE20040766A1/en

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Classifications

    • 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
    • C07D401/04—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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • C—CHEMISTRY; METALLURGY
    • 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
    • C07D207/30—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
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • 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
    • C07D403/04—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 directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • 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
    • C07D409/04—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 directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • C07D417/04—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 directly linked by a ring-member-to-ring-member bond

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (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)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

SE REFIERE ADERIVADOS N-ARIL-HETEROAROMATICOS DE FORMULA(I), EN DONDE R1 Y R2 SON ARILO, HETEROARILO SUSTITUIDOS, O R2 SE PUEDE SER CICLOALQUILO(C5-C7); L ES C(R7)(R8), C=O, C=S o C=N(R7); R3 ES H, HALOGENO, CF3, ALQUILO O ALQUILENO SUSTITUIDOS, CICLOALQUILO, CICLOALQUILENO, HETEROCICLILO, CO-R7, C[N-O(R8)](R7), ENTRE OTROS; R4 ES H, ALQUILO(C1-C3), CICLOPROPILO, ALQUILENO(C1-C3), ALQUINILO(C1-C3), O-ALQUILO(C1-C3), S-ALQUILO(C1-C3), F, Cl, Y Br; R5 Y R6 ES H, ALQUILO(C1-C3), OXO, Y HALOGENO; R7 Y R8 SON H, ALQUILO(C1-C3) Y ALQUILO(C1-C3) SUSTITUIDO; L-G-R1 ES COMO LAS FORMULAS: a), b) O c) DONDE L Y R1 SON COMO SE INDICA ANTERIORMENTE Y R9 ES ALQUILO C1-C3; X ES N. SON COMPUESTOS PREFERIDOS: (3,5-DIMETIL-1-FENIL-1H-PIRAZOL-4-IL)-(4-FENIL-PIPERAZIN-1-IL)-METANONA, (3,5-DIMETIL-1-FENIL-1H-PIRAZOL-4-IL)-[4-(2-METOXI-FENIL)-PIPERAZIN-1-IL]-METANONA, (3,5-DIMETIL-1-FENIL-1H-PIRAZOL-4-IL)-[4-(3-TRIFLUORMETIL-FENIL)-PIPERAZIN-1-IL]-METANONA, ENTRE OTROS. TAMBIEN SE REFIERE A UNA COMPOSICION FARMACEUTICA QUE LO CONTIENE. ESTOS COMPUESTOS SON AGENTES INHIBIDORES DE LA POLIMERIZACION DE LA TUBULINA Y DE LA PROLIFERACION DE CELULAS TUMORALES POR LO QUE SON UTILES EN ELTRATAMIENTO DEL CANCERREFERRED TO N-ARYL-HETEROAROMATIC ADERTIVES OF FORMULA (I), WHERE R1 AND R2 ARE ARYL, HETEROARYL SUBSTITUTE, OR R2 MAY BE CYCLOALKYL (C5-C7); L IS C (R7) (R8), C = O, C = S or C = N (R7); R3 IS H, HALOGEN, CF3, SUBSTITUTED ALKYL OR ALKYLENE, CYCLOALKYL, CYCLOALKYLENE, HETEROCYCLYL, CO-R7, C [N-O (R8)] (R7), AMONG OTHERS; R4 IS H, ALKYL (C1-C3), CYCLOPROPYL, ALKYLENE (C1-C3), ALKYLENE (C1-C3), O-ALKYL (C1-C3), S-ALKYL (C1-C3), F, Cl, AND Br; R5 AND R6 IS H, (C1-C3) ALKYL, OXO, AND HALOGEN; R7 AND R8 ARE H, ALKYL (C1-C3) AND ALKYL (C1-C3) SUBSTITUTED; L-G-R1 IS LIKE THE FORMULAS: a), b) OR c) WHERE L AND R1 ARE AS INDICATED ABOVE AND R9 IS C1-C3 ALKYL; X IS N. PREFERRED COMPOUNDS ARE: (3,5-DIMETHYL-1-PHENYL-1H-PYRAZOLE-4-IL) - (4-PHENYL-PIPERAZIN-1-IL) -METHANONE, (3,5-DIMETHYL-1 -PHENYL-1H-PIRAZOL-4-IL) - [4- (2-METOXY-PHENYL) -PIPERAZIN-1-IL] -METHANONE, (3,5-DIMETHYL-1-PHENYL-1H-PIRAZOL-4-IL ) - [4- (3-TRIFLUORMETHYL-PHENYL) -PIPERAZIN-1-IL] -METHANONE, AMONG OTHERS. IT ALSO REFERS TO A PHARMACEUTICAL COMPOSITION THAT CONTAINS IT. THESE COMPOUNDS ARE INHIBITING AGENTS OF THE POLYMERIZATION OF TUBULIN AND THE PROLIFERATION OF TUMOR CELLS SO THEY ARE USEFUL IN THE TREATMENT OF CANCER

PE2003001229A 2003-01-28 2003-12-04 N-ARIL-HETEROAROMATIC PRODUCTS, COMPOSITIONS CONTAINING THEM AND THEIR USE PE20040766A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR0300894A FR2850379B1 (en) 2003-01-28 2003-01-28 N-ARYL-HETEROAROMATIC PRODUCTS, COMPOSITIONS CONTAINING SAME AND USE THEREOF

Publications (1)

Publication Number Publication Date
PE20040766A1 true PE20040766A1 (en) 2004-12-14

Family

ID=32669255

Family Applications (1)

Application Number Title Priority Date Filing Date
PE2003001229A PE20040766A1 (en) 2003-01-28 2003-12-04 N-ARIL-HETEROAROMATIC PRODUCTS, COMPOSITIONS CONTAINING THEM AND THEIR USE

Country Status (9)

Country Link
AR (1) AR042900A1 (en)
CL (1) CL2004000045A1 (en)
FR (1) FR2850379B1 (en)
GT (1) GT200300267A (en)
PA (1) PA8594301A1 (en)
PE (1) PE20040766A1 (en)
SV (1) SV2004001710A (en)
TW (1) TW200504026A (en)
UY (1) UY28173A1 (en)

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3449350A (en) * 1968-06-24 1969-06-10 Ciba Geigy Corp Certain pyrazole-3-carboxylic acid hydrazide derivatives
US3778433A (en) * 1969-04-18 1973-12-11 Sumitomo Chemical Co Process for producing benzodiazepine derivatives
JPS61129129A (en) * 1984-11-28 1986-06-17 Kureha Chem Ind Co Ltd Antitumor agent
TW312694B (en) * 1994-09-26 1997-08-11 Daiichi Seiyaku Co
EA005934B1 (en) * 2001-07-05 2005-08-25 Х. Лундбекк А/С Substituted anilinic piperidines as mch selective antagonists

Also Published As

Publication number Publication date
AR042900A1 (en) 2005-07-06
UY28173A1 (en) 2004-08-31
PA8594301A1 (en) 2004-08-31
FR2850379A1 (en) 2004-07-30
GT200300267A (en) 2004-02-24
TW200504026A (en) 2005-02-01
FR2850379B1 (en) 2006-11-17
SV2004001710A (en) 2004-03-19
CL2004000045A1 (en) 2005-01-07

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