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US 6,673,834 B2Granted
Hydroperylene derivatives
AssigneeAventis Pharma Deutschland GmbH
InventorsMichael Kurz, Matthias Herrmann, Luigi Toti, Laszlo Vertesy
Life of this patent
Estimating the term…
Abstract
Compounds of the formula I are suitable for producing pharmaceuticals for the prophylaxis and therapy of diseases in which high blood platelet aggregations occur.
Claims9
A compound of formula I
- including all stereoisomeric forms of said compound of formula I, mixtures of said forms and compounds in any ratio, and/physiologically tolerated salts thereof, wherein:
- R1, R2, R3, R4, R5, R6, R7, R8, R10 and R11 are independently selected from the group consisting of
- hydrogen;
- (C1-C6)-alkyl, in which alkyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —OH;
- ═O;
- —O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —O—(C2-C6)-alkenyl, in which alkenyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —O—(C2-C6)-alkynyl, in which alkynyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- -aryl, in which aryl is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- halogen;
- —(C1-C4)-alkyl, in which alkyl is a straight or branched chain;
- —O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —OH and —(C1-C4)-alkyl, in which alkyl is a straight or branched chain and is substituted by one, two or three substituents selected from the group consisting of halogen;
- —C(O)—OH;
- —C(O)—O—NH2;
- —C(O)—O—(C1-C4)-alkyl, in which alkyl is a straight or branched chain;
- —NH—(C1-C6)-alkyl, in which alkyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —NH—(C2-C6)-alkenyl, in which alkenyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —NH—(C2-C6)-alkynyl, in which alkynyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —NH2 and halogen;
- (C2-C6)-alkenyl, in which alkenyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —OH;
- ═O;
- —O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —O—(C2-C6)-alkenyl, in which alkenyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —O—(C2-C6)-alkynyl, in which alkynyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- -aryl, in which aryl is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- halogen;
- —(C1-C4)-alkyl, in which alkyl is a straight or branched chain;
- —O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —OH and —(C1-C4)-alkyl, in which alkyl is a straight or branched chain and is substituted one, two or three times by halogen;
- —C(O)—OH;
- —C(O)—O—NH2;
- —C(O)—O—(C1-C4)-alkyl, in which alkyl is a straight or branched chain;
- —NH—(C1-C6)-alkyl, in which alkyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —NH—(C2-C6)-alkenyl, in which alkenyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —NH—(C2-C6)-alkynyl, in which alkynyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —NH2 and halogen;
- (C2-C6)-alkynyl, in which alkynyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —OH;
- ═O;
- —O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —O—(C2-C6)-alkenyl, in which alkenyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —O—(C2-C6)-alkynyl, in which alkynyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- -aryl, in which aryl is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- halogen;
- —(C1-C4)-alkyl, in which alkyl is a straight or branched chain;
- —O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —OH and —(C1-C4)-alkyl, in which alkyl is a straight or branched chain and is substituted one, two or three times by halogen;
- —C(O)—OH;
- —C(O)—O—NH2;
- —C(O)—O—(C1-C4)-alkyl, in which alkyl is a straight or branched chain;
- —NH—(C1-C6)-alkyl, in which alkyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —NH—(C2-C6)-alkenyl, in which alkenyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —NH—(C2-C6)-alkynyl, in which alkynyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —NH2 and halogen;
- —O—R9, in which R9 is selected from the group consisting of:
- (C1-C6)-alkyl, in which alkyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —OH;
- ═O;
- —O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH;
- and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —O—(C2-C6)-alkenyl, in which alkenyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —O—(C2-C6)-alkynyl, in which alkynyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- -aryl, in which aryl is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- halogen;
- —(C1-C4)-alkyl, in which alkyl is a straight or branched chain;
- —O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —OH and —(C1-C4)-alkyl, in which alkyl is a straight or branched chain and is substituted one, two or three times by halogen;
- —C(O)—OH;
- —C(O)—O—NH2;
- —C(O)—O—(C1-C4)-alkyl, in which alkyl is a straight or branched chain;
- —NH—(C1-C6)-alkyl, in which alkyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH;
- and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —NH—(C2-C6)-alkenyl, in which alkenyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —NH—(C2-C6)-alkynyl, in which alkynyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —NH2 and halogen;
- (C2-C6)-alkenyl, in which alkenyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —OH;
- ═O;
- —O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH;
- and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —O—(C2-C6)-alkenyl, in which alkenyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —O—(C2-C6)-alkynyl, in which alkynyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- -aryl, in which aryl is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- halogen;
- —(C1-C4)-alkyl, in which alkyl is a straight or branched chain;
- —O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —OH and —(C1-C4)-alkyl, in which alkyl is a straight or branched chain and is substituted one, two or three times by halogen;
- —C(O)—OH;
- —C(O)—O—NH2;
- —C(O)—O—(C1-C4)-alkyl, in which alkyl is a straight or branched chain;
- —NH—(C1-C6)-alkyl, in which alkyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH;
- and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —NH—(C2-C6)-alkenyl, in which alkenyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —NH—(C2-C6)-alkynyl, in which alkynyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —NH2 and halogen;
- (C2-C6)-alkynyl, in which alkynyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —OH;
- ═O;
- —O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH;
- and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —O—(C2-C6)-alkenyl, in which alkenyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —O—(C2-C6)-alkynyl, in which alkynyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- -aryl, in which aryl is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- halogen;
- —(C1-C4)-alkyl, in which alkyl is a straight or branched chain;
- —O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —OH and —(C1-C4)-alkyl, in which alkyl is a straight or branched chain and is substituted one, two or three times by halogen;
- —C(O)—OH;
- —C(O)—O—NH2;
- —C(O)—O—(C1-C4)-alkyl, in which alkyl is a straight or branched chain;
- —NH—(C1-C6)-alkyl, in which alkyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH;
- and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —NH—(C2-C6)-alkenyl, in which alkenyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —NH—(C2-C6)-alkynyl, in which alkynyl is a straight or branched chain and is unsubstituted or substituted by one, two or three substituents independently selected from the group consisting of:
- —CN;
- —NH2;
- ═N—OH and ═N—O—(C1-C6)-alkyl, in which alkyl is a straight or branched chain;
- —NH2 and halogen;
- —NH—R9, in which R9 is as defined above;
- —NH—C(O)—H;
- —NH—C(O)—R9, in which R9 is as defined above;
- —NH-aryl, in which aryl is unsubstituted or independently substituted one, two or three times by R9, in which R9 is as defined above:
- ═N—OH;
- ═N—O—R9, in which R9 is as defined above;
- —S—H;
- —S—R9, in which R9 is as defined above;
- —S(O)—R9, in which R9 is as defined above;
- —S(O)2—R9, in which R9 is as defined above;
- and
- —SO2, with the following further alternatives to the foregoing definition:
- a) either R4 and R5 or R10 and R11, together with the carbon atoms to which they are,respectively, bonded, may form a 3-, 4-, 5- or 6-membered heteroalkyl or heteroaryl ring system which contains one or two heteroatoms selected from the group consisting of oxygen, nitrogen and sulfur;
- and
- b) the bond between the ring carbons indicated as —C14-C15— in formula I may be either a single bond or a double bond;
- and the further proviso that:
- c) R7 is not hydrogen.
240 more elements
Dependencies are inferred from the claim text.