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US 7,741,333 B2Granted
Quinazoline derivatives, their preparation, their use, and medicaments comprising them
AssigneeBayer Schering Pharma Aktiengesellschaft
InventorsOlaf Prien, Knut Eis, Wolfgang Schwede, Judith Guenther, Dieter Zopf, Dominic E. A. Brittain
Life of this patent
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Abstract
The present invention relates to a quinazoline derivative having the general formula (A): in which R1, R2, X, Y and Z are indicated in the description and the claims, the use of the compounds of the general formula (A) for the treatment of various disorders, and the preparation of compounds of the general formula (A).
Claims19
A quinazoline compound according to formula (A):
- where
- R1 and R2 are identical or different and are each independently selected from hydrogen, hydroxy, halogen, nitro, cyano, —C1-C6-alkyl, —C1-C4-hydroxyalkyl, —C2-C6-alkenyl, —C2-C6-alkynyl, —C3-C10-cycloalkyl, —C3-C12-heterocycloalkyl, —C6-C12-aryl, —C5-C18-heteroaryl, —C1-C6-alkoxy, —C1-C6-alkoxy-C1-C6-alkoxy, —C1-C6-alkoxy-C1-C6-alkyl, —C1-C6-alkoxy-C1-C6-alkoxy-C1-C6-alkyl, —(CH2)n—C6-C12-aryl, —(CH2)n—C5-C18-heteroaryl, —(CH2)n—C3-C10-cycloalkyl, —(CH2)n—C3-C12-heterocycloalkyl, -phenylene-(CH2)p—R6, —(CH2)pPO3(R6)2, —(CH2)p—NR5R6, —(CH2)p—NR4COR5, —(CH2)p—NR4CSR5, —(CH2)p—NR4S(O)R5, —(CH2)p—NR4S(O)2R5, —(CH2)p—NR4CONR5R6, —(CH2)p—NR4COOR5, —(CH2)p—NR4C(NH)NR5R6, —(CH2)p—NR4CSNR5R6, —(CH2)p—NR4S(O)NR5R6, —(CH2)p—NR4S(O)2NR5R6, —(CH2)p—COR5, —(CH2)p—CSR5, —(CH2)p—S(O)R5, —(CH2)p—S(O)(NH)R5, —(CH2)p—S(O)2R5, —(CH2)p—S(O)2NR5R6, —(CH2)p—SO2OR5, —(CH2)p—CO2R5, —(CH2)p—CONR5R6, —(CH2)p—CSNR5R6, —OR5, —CHR5R6, —(CH2)p—SR5 and —CR5(OH)—R6,
- where —C1-C6-alkyl, —C2-C6-alkenyl, —C2-C6-alkynyl, —C3-C10-cycloalkyl, —C3-C12-heterocycloalkyl, —C6-C12-aryl, —C5-C18-heteroaryl, and —C1-C6-alkoxy are each unsubstituted or are substituted one or more times independently of one another by hydroxy, halogen, nitro, cyano, —NR5R6, —C(O)NR5R6, —S(O)2NR5R6, —NR5S(O)2R6, —NR5C(O)R6, —SR5, —R5, or —OR5,
- where the carbon framework of the —C3-C10-cycloalkyl and of the —C1-C10-alkyl optionally contain one or more times independently of one another nitrogen, oxygen, sulphur atoms, —NR4 or C═O groups, or one or more double bonds, or
- R1 and R2 are optionally together a bridge of 3-10 methylene units forming a ring structure with the N atom to which they are attached, where up to two methylene units are each optionally replaced by O, S or —NR4;
- X, Y, Z are identical or different and are each independently selected —CR3═, CR3R4—, —C(O)—, —N═, —S—, —O—, —NR3—, —S(O)2—, —S(O)— and —S(O)(N═R3)—, and single or double bonds are present between X, Y and Z, but a maximum of one of X, Y and Z is identical with —O—, and at most one of X, Y and Z is identical with —N═ or —NR3—, or else a maximum of two of X, Y and Z are identical with —CR3═ or —CR3R4—, and wherein —X—Y—Z— is not —NH—CH═CH— or —CH═CH—NH—;
- R3 and R4 are each independently selected from hydrogen, —C1-C10-alkyl, —C2-C6-alkenyl, —C2-C6-alkynyl, —C3-C10-cycloalkyl, —C3-C12-heterocycloalkyl, and —C1-C10-alkanoyl, where —C1-C10-alkyl, —C2-C6-alkenyl, —C2-C6-alkynyl, —C3-C10-cycloalkyl, —C3-C12-heterocycloalkyl, and —C1-C10-alkanoyl are each unsubstituted or substituted one or more times independently of one another by hydroxy, halogen, nitro, cyano, phenyl, —NR5R6, alkyl, —SR5 or —OR5;
- R5 and R6 are identical or different and are each independently selected from hydrogen, —C1-C10-alkyl, —C2-C10-alkenyl, —C2-C10-alkynyl, —C1-C6-alkoxy, —C3-C10-cycloalkyl, —C3-C12-heterocycloalkyl, —C6-C12-aryl, and —C5-C18-heteroaryl,
- where —C1-C10-alkyl, —C2-C10-alkenyl, —C2-C10-alkynyl, —C1-C6-alkoxy, —C3-C10-cycloalkyl, —C3-C12-heterocycloalkyl, —C6-C12-aryl, and —C5-C18-heteroaryl are each unsubstituted or are substituted one or more times independently of one another by hydroxy, halogen, cyano, nitro, —OR7, —NR7R8, —C(O)NR7R8, —C(O)OR7 or —C1-C6-alkyl, where —C1-C6-alkyl is unsubstituted or is substituted one or more times independently of one another by halogen, hydroxy, cyano, —NR7R8, —OR7 or phenyl, or
- R5 and R6 are optionally together a bridge of 3-10 methylene units forming a ring structure with the N atom to which they are attached, where up to two methylene units are each optionally replaced by O, S or NR4;
- R7, R8 are identical or different and are each independently selected from hydrogen, —C1-C4-alkyl, —C6-C12-aryl, and —C5-C18-heteroaryl,
- where alkyl, aryl, and heteroaryl are each unsubstituted or substituted one or more times independently of one another by halogen or alkoxy, or
- R7 and R8 are optionally together a bridge of 3-10 methylene units forming a ring structure with the N atom to which they are attached, where up to two methylene units are each optionally replaced by O, S or —NR4;
- m′, m″ are each independently of one another 0, 1, 2, 3, or 4;
- n is 1, 2, 3, 4, 5, or 6;
- p is 0, 1, 2, 3, 4, 5, or 6;
- or
- an N-oxide, stereoisomer, diastereomer, enantiomer, or salt thereof.
15 more elements
A quinazoline compound selected from the following compounds and pharmaceutically acceptable salts thereof:
Dependencies are inferred from the claim text.