NO993225L - farnesyl transferase - Google Patents

farnesyl transferase

Info

Publication number
NO993225L
NO993225L NO993225A NO993225A NO993225L NO 993225 L NO993225 L NO 993225L NO 993225 A NO993225 A NO 993225A NO 993225 A NO993225 A NO 993225A NO 993225 L NO993225 L NO 993225L
Authority
NO
Norway
Prior art keywords
alkyl
hydrogen
optionally substituted
residue
compounds
Prior art date
Application number
NO993225A
Other languages
Norwegian (no)
Other versions
NO993225D0 (en
Inventor
Jean-Dominique Bourzat
Alain Commercon
Norbert Dereu
Patrick Mailliet
Fabienne Sounigo-Thompson
Jean-Paul Martin
Marc Capet
Michel Cheve
Original Assignee
Rhone Poulenc Rorer 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 Rhone Poulenc Rorer Sa filed Critical Rhone Poulenc Rorer Sa
Publication of NO993225D0 publication Critical patent/NO993225D0/en
Publication of NO993225L publication Critical patent/NO993225L/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/12Heterocyclic 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • A61P35/02Antineoplastic agents specific for leukemia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56Ring systems containing three or more rings
    • C07D209/58[b]- or [c]-condensed
    • C07D209/724,7-Endo-alkylene-iso-indoles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic 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
    • C07D403/04Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic 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
    • C07D405/02Heterocyclic 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
    • C07D405/04Heterocyclic 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 directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic 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
    • C07D405/14Heterocyclic 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 three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/04Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/14Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings

Abstract

Forbindelser med den generelle formel (I), der Ar betyr en substituert eller kondensert fenylrest eller en aromatisk, polycyklisk eller heterocyklisk rest, R betyr en rest med den generelle formel -(CH2)m-X,-(CH2)n-Z er X, er en enkeltbinding, O, S; m = O, 1; n = O, l, 2; restene CH2 kan være substituert; Z betyr karboksy, COOR* (R«= alkyl), CON(R7)(R8) (R7 = hydrogen eller alkyl og R, = hydrogen, hydroicsy, arylsulfonyl, heterocykel, eventuelt substituert amino, eventuelt substituert alkyloksy, eventuelt substituert alkyl, amino), PO(OR9)2 (R9 = hydrogen eller alkyl), en rest -NH-CO-T (T = hydrogen eller eventuelt substituert alkyl), eller også en rest - CH,¿1-/\ m R, og R2 er hydrogen eller halogen eller alkyl, eventuelt substituert alkyloksy, alkyltio, alkyloksykarbonyl eller også Ri og R2 i orto til hver- andre danner en heterocykel inneholdende l eller 2, eventuelt substituerte heteroatomer, R3 og RA er hydrogen eller halogen eller alkyl, alkenyl, alkyloksy, alkyltio, karboksy eller alkyloksykarbonyl, R5 er hydrogen, alkyl eller alkyltio, X er O eller S eller -NU-, -CO-, metylen, vinyldiyl, alken-l,l-diyl eller cykloalkan-l.l-diyl og Y er O eller S, i racemisk form samt i optiske isomerer og saltene av forbindelsene med den generelle formel (I). Forbindelsene med formel (I) har interessante farmasøytiske egenskaper og viser seg å være inhibitorer av farnesyltransferase med bemerkelsesverdige anti-tumorale og anti-leukemiske egenskaper. Forbindelsene finner særlig anvendelse for fremstilling av medikamenter for inhibering av farnesyltransferase.Compounds of general formula (I) wherein Ar represents a substituted or condensed phenyl residue or an aromatic, polycyclic or heterocyclic residue, R represents a residue of the general formula - (CH 2) m X, - (CH 2) n Z is X, is a single bond, O, S; m = 0.1; n = 0.1, 2; the residues CH2 may be substituted; Z means carboxy, COOR * (R + = alkyl), CON (R7) (R8) (R7 = hydrogen or alkyl and R, = hydrogen, hydroxy, arylsulfonyl, heterocycle, optionally substituted amino, optionally substituted alkyloxy, optionally substituted alkyl, amino), PO (OR9) 2 (R9 = hydrogen or alkyl), a residue -NH-CO-T (T = hydrogen or optionally substituted alkyl), or also a residue - CH, ¿1 - / m R, and R2 is hydrogen or halogen or alkyl, optionally substituted alkyloxy, alkylthio, alkyloxycarbonyl or also R1 and R2 in ortho to each other form a heterocycle containing 1 or 2, optionally substituted heteroatoms, R3 and RA are hydrogen or halogen or alkyl, alkenyl, alkyloxy, alkylthio, carboxy or alkyloxycarbonyl, R5 is hydrogen, alkyl or alkylthio, X is O or S or -NU-, -CO-, methylene, vinyldiyl, alkene-1, 1-diyl or cycloalkan-11-diyl and Y is O or S, in racemic form as well as in optical isomers and the salts of the compounds of general formula (I). The compounds of formula (I) have interesting pharmaceutical properties and are found to be inhibitors of farnesyl transferase with remarkable anti-tumor and anti-leukemic properties. The compounds find particular use for the preparation of drugs for inhibiting farnesyl transferase.

NO993225A 1996-12-30 1999-06-29 farnesyl transferase NO993225L (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR9616206A FR2757855B1 (en) 1996-12-30 1996-12-30 NOVEL FARNESYL TRANSFERASE INHIBITORS, THEIR PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
PCT/FR1997/002407 WO1998029390A1 (en) 1996-12-30 1997-12-23 Farnesyl transferase inhibitors

Publications (2)

Publication Number Publication Date
NO993225D0 NO993225D0 (en) 1999-06-29
NO993225L true NO993225L (en) 1999-08-24

Family

ID=9499293

Family Applications (1)

Application Number Title Priority Date Filing Date
NO993225A NO993225L (en) 1996-12-30 1999-06-29 farnesyl transferase

Country Status (32)

Country Link
EP (1) EP0948483B1 (en)
JP (1) JP2001509147A (en)
KR (1) KR20000062391A (en)
AR (1) AR008950A1 (en)
AT (1) ATE214367T1 (en)
AU (1) AU741921B2 (en)
BR (1) BR9714498A (en)
CA (1) CA2275943A1 (en)
CO (1) CO4920252A1 (en)
CZ (1) CZ233599A3 (en)
DE (1) DE69711081T2 (en)
DK (1) DK0948483T3 (en)
DZ (1) DZ2389A1 (en)
EA (1) EA002114B1 (en)
ES (1) ES2172033T3 (en)
FR (1) FR2757855B1 (en)
HU (1) HUP0001747A3 (en)
ID (1) ID22922A (en)
IL (1) IL130453A0 (en)
MA (1) MA26460A1 (en)
NO (1) NO993225L (en)
NZ (1) NZ336042A (en)
PE (1) PE28199A1 (en)
PL (1) PL334345A1 (en)
PT (1) PT948483E (en)
SK (1) SK88399A3 (en)
TN (1) TNSN97214A1 (en)
TR (1) TR199901502T2 (en)
UY (1) UY24832A1 (en)
WO (1) WO1998029390A1 (en)
YU (1) YU30299A (en)
ZA (1) ZA9711734B (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2787327B1 (en) * 1998-12-21 2003-01-17 Aventis Pharma Sa COMPOSITIONS CONTAINING FARNESYL TRANSFERASE INHIBITORS
FR2796640A1 (en) * 1999-07-22 2001-01-26 Aventis Pharma Sa New 3,9-ethano-2,3,3a,4,9,9a-hexahydro-1H-benzo (f) isoindole derivatives, are farnesyl transferase inhibitors useful for treating hyperproliferative disorders, e.g. psoriasis, restenosis or especially cancer
FR2796641B1 (en) * 1999-07-22 2001-09-21 Aventis Pharma Sa NOVEL PROCESS FOR THE PREPARATION OF BENZOPERHYDROISOINDOLE COMPOUNDS
FR2845994B1 (en) * 2002-10-18 2006-05-19 Servier Lab NOVEL SUBSTITUTED BENZO [E] [1,4] OXAZINO [3,2-G] ISOINDOLE DERIVATIVES, PROCESS FOR PREPARING THEM AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME
WO2005089504A2 (en) * 2004-03-18 2005-09-29 The Brigham And Women's Hospital, Inc. Methods for the treatment of synucleinopathies

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HUT75308A (en) * 1993-11-05 1997-05-28 Warner Lambert Co Substituted di- and tripeptide inhibitors of protein:farnesyl transferase
FR2736641B1 (en) * 1995-07-10 1997-08-22 Rhone Poulenc Rorer Sa NOVEL FARNESYL TRANSFERASE INHIBITORS, THEIR PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

Also Published As

Publication number Publication date
DE69711081T2 (en) 2002-08-01
HUP0001747A3 (en) 2000-10-30
PE28199A1 (en) 1999-06-05
ATE214367T1 (en) 2002-03-15
PT948483E (en) 2002-08-30
EP0948483B1 (en) 2002-03-13
EA199900608A1 (en) 2000-02-28
TR199901502T2 (en) 1999-09-21
HUP0001747A2 (en) 2000-09-28
DK0948483T3 (en) 2002-07-01
BR9714498A (en) 2000-03-21
CZ233599A3 (en) 1999-09-15
SK88399A3 (en) 2000-05-16
PL334345A1 (en) 2000-02-28
CA2275943A1 (en) 1998-07-09
NZ336042A (en) 2000-12-22
MA26460A1 (en) 2004-12-20
TNSN97214A1 (en) 2005-03-15
WO1998029390A1 (en) 1998-07-09
ZA9711734B (en) 1998-06-25
CO4920252A1 (en) 2000-05-29
UY24832A1 (en) 2001-08-27
AR008950A1 (en) 2000-02-23
ID22922A (en) 1999-12-16
IL130453A0 (en) 2000-06-01
EA002114B1 (en) 2001-12-24
DZ2389A1 (en) 2002-12-28
ES2172033T3 (en) 2002-09-16
AU741921B2 (en) 2001-12-13
YU30299A (en) 2002-03-18
FR2757855B1 (en) 1999-01-29
FR2757855A1 (en) 1998-07-03
JP2001509147A (en) 2001-07-10
EP0948483A1 (en) 1999-10-13
DE69711081D1 (en) 2002-04-18
NO993225D0 (en) 1999-06-29
AU5669498A (en) 1998-07-31
KR20000062391A (en) 2000-10-25

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