Publication number: 20050171114
Abstract: A compound selected from those of formula (I): wherein: B1, B2 represent carbon or nitrogen, X, Y, X1 and Y1 represent a group selected from hydrogen, halogen, hydroxy, alkoxy, nitro, cyano, trihaloalkyl and NRaRb wherein Ra and Rb are as defined in the description, R1 represents hydrogen or alkyl, R2 represents a group selected from hydrogen, alkyl, —OR?a, —NR?aR?b, —O-Ta-OR?a, —NR?a-Ta-NR?aR?b, NR?a—C(O)-TaH, —O—C(O)-TaH, —O-Ta-NRa?Rb?, —NR?a-Ta-OR?a, —NR?a-Ta-CO2R?a and —NR?a—C(O)-Ta-NR?aR?b wherein R?a, R?b, R?a and Ta are as defined in the description, R3, R4 represent hydrogen or alkyl, A represents a group of formula —CH(R5)—CH(R6)—, —CH?C(R7)—, —C(R7)?CH—, —C(O)—CH(R8)— or —CH(R8)—C(O)— wherein R5, R6, R7 and R8 are as defined in the description, its isomers, N-oxides, and addition salts thereof with a pharmaceutically acceptable acid or base, and medicinal products containing the same which are useful in the treatment of cancer.
Type:
Application
Filed:
January 31, 2005
Publication date:
August 4, 2005
Inventors:
Michel Koch, Francois Tillequin, Sylvie Michel, John Hickman, Alain Pierre, Stephane Leonce, Bruno Pfeiffer, Pierre Renard
Patent number: 6878746
Abstract: A compound selected from these of formula (I): wherein: R1 represents hydrogen, alkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, alkoxycarbonyl, aryloxycarbonyl, arylalkoxycarbonyl, heterocycloalkoxycarbonyl, alkylsulfonyl, arylsulfonyl, arylalkylsulfonyl or phosphono, R2 represents oxygen or sulphur, R3 represents hydrogen or alkyl, cycloalkyl or arylalkyl, X represents linear or branched (C1-C6)alkylene, R4 represents a group selected from amino optionally substituted by one or two groups, —N(R3)—X1—OR5 wherein R3, X1 and R5 are as defined in the description, —N(R3)—X1—NR6R7 wherein R3, X1, R6 and R7 are as defined in the description, hydroxy, alkoxy, aryloxy, —O—X1—OR5 wherein R5 and X1 are as defined in the description, and —O—X1—NR6R7 wherein R6, R7 and X1 are as defined in the description, its isomers, and also addition salts thereof with a pharmaceutically acceptable acid or base, and medical products containing the same which are useful in the treatment of cancer.
Type:
Grant
Filed:
June 19, 2001
Date of Patent:
April 12, 2005
Assignee:
Les Laboratoires Servier
Inventors:
Claude Monneret, Emmanuel Bertounesque, Philippe Meresse, Ghanem Atassi, Alain Pierre, John Hickman, Bruno Pfeiffer, Pierre Renard
Patent number: 6699876
Abstract: Compound of formula (I):
wherein:
n is 0, 1 or 2,
R1 represents (C3-C11)cycloalkyl or (C3-C11)cycloalkylalkyl,
R2, R3, R4 and R5 are selected from hydrogen, halogen, alkyl, alkenyl, alkynyl, perhaloalkyl, cycloalkyl, cycloalkylalkyl, hydroxy, hydroxyalkyl, alkoxy, alkoxyalkyl, alkoxycarbonyl, acyloxy, carboxy, nitro, cyano, aminocarbonyl (optionally substituted), and the groups (CH2)p—NaRb and —O—C(O)—N—RaRb, with p, Ra and Rb being as defined in the description,
or two adjacent groups R2, R3, R4 and R5 together form a group —O—(CH2)t—O, t being integer from 1 to 3,
R60, R70n, R80 and R90 represent a hydrogen atom, a hydroxy group, an alkoxy group, or an O—(CO)—X or O—(CO)—NXW group as defined in the description,
R61, R71n, R81, and R91 represent a hydrogen atom, alkyl, alkenyl or alkynyl, or taken in pairs together form a bond or an oxirane group, or two groups together form an oxo group.
Type:
Grant
Filed:
November 20, 2002
Date of Patent:
March 2, 2004
Assignee:
Les Laboratoires Servier
Inventors:
Gilbert Lavielle, Patrick Hautefaye, Alain Pierre, Ghanem Atassi, John Hickman, Bernard Cimetiere
Patent number: 6642248
Abstract: A compound selected from those of formula (I):
wherein:
X and Y represent group selected from hydrogen, halogen, mercapto, cyano, nitro, alkyl, trihaloalkyl, trihaloalkylcarbonylamino, —ORa, —NRaRb, —NRa—C(O)—T1, —O—C(O)—T1, —O—T2-NRaRb, —O—T2-ORa, —NRa—T2-NRaRb, —NRa—T2-ORa and —NRa—T2-CO2Ra wherein Ra, Rb, T1, T2 are as defined in the description,
R1 represents hydrogen or alkyl,
R2 represents a group selected from hydrogen, —ORa, —NRaRb, —NRa—C(O)—T1, —O—C(O)—T1, —O—T2-NRaRb, —O—T2-ORa, —NRa—T2-NRaRb, —NRa—T2-ORa and —NRa—T2-CO2Ra wherein Ra, Rb, T1 and T2 are as defined hereinbefore,
R3 and R4 represent hydrogen or alkyl,
W represents a group of formula —CH(R5)—CH(R6)—, —CH═C(R7)—, —C(R7)═CH— or —C(O)—CH(R8)
Type:
Grant
Filed:
July 25, 2002
Date of Patent:
November 4, 2003
Assignee:
Les Laboratories Servier
Inventors:
Michel Koch, François Tillequin, Sylvie Michel, Elisabeth Seguin, Abdelhakim El Omri, John Hickman, Alain Pierre, Bruno Pfeiffer, Pierre Renard
Patent number: 6638962
Abstract: Compound of formula (I):
wherein:
X represents a bond or alkylene, CO, S(O)n, —S(O)n—A1—, —CO—A1—, —A—S(O)n—A′1— or —A1—CO—A′1—,
Y represents aryl, heteroaryl, cycloalkyl or heterocycloalkyl, each unsubstituted or substituted,
R1, R2, R3 and R4 each independently of the others represent hydrogen or aryl, heteroaryl, cycloalkyl or heterocycloalkyl, each unsubstituted or substituted,
or R1, R2, R3 and R4, taken in pairs, together form a bond, or form a fused benzene ring or a fused aromatic or partially unsaturated heterocycle,
T represents —CH(R5)—, —N(R5)— or —N(R5)CO—,
V represents hydrogen or unsubstituted or substituted aryl or heteroaryl,
A2 represents [C(R6)(R′6)]p,
R7 and R8 are as defined in the description,
their isomers and addition salts thereof with a pharmaceutically acceptable acid or base and medicinal products containing t
Type:
Grant
Filed:
January 16, 2002
Date of Patent:
October 28, 2003
Assignee:
Les Laboratoires Servier
Inventors:
Patrick Casara, Thierry Le Diguarher, Gilbert Dorey, John Hickman, Alain Pierre, Gordon Tucker, Nicolas Guilbaud
Patent number: 6627650
Abstract: A compound of formula (I):
wherein:
R represents hydrogen, optionally substituted alkyl or alkenyl,
R1 to R8, which may be identical or different, each represents hydrogen, optionally substituted alkyl, hydroxy, acyloxy, optionally substituted amino, carboxy, optionally substituted alkoxy, or alkenyloxy, or one of R1 to R8 forms, with another of R1 to R8 that is adjacent, an alkylenedioxy group,
X represents oxygen or NR16 wherein R16 represents hydrogen, alkyl, aryl or arylalkyl,
R9 represents hydrogen, aryl, heteroaryl, or optionally substituted, saturated or unsaturated alkyl,
an isomer thereof, or an addition salt thereof with a pharmaceutically acceptable acid or base.
Medicinal products containing the same which are useful as anti-cancer agents.
Type:
Grant
Filed:
June 13, 2002
Date of Patent:
September 30, 2003
Assignee:
Les Laboratoires Servier
Inventors:
Michel Wierzbicki, Marie-Françoise Boussard, Anne Rousseau, Ghanem Atassi, John Hickman, Alain Pierre, Stéphane Leonce, Nicolas Guilbaut, Laurence Kraus-Berthier