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US 6,187,792 B1Granted
Compounds with analgesic effect
AssigneeAstra Pharma Inc.
InventorsDaniel Delorme, Edward Roberts, Zhongyong Wei
Life of this patent
Estimating the term…
Abstract
Compounds of general formula (I) are disclosed and claimed in the present application, as well as their pharmaceutically acceptable salts, pharmaceutical compositions comprising the novel compounds and their use in therapy, in particular in the management of pain.
Claims14
A compound of the general formula (I)
- wherein:
- R1 is selected from hydrogen, a branched or straight C1-C6 alkyl, C1-C6 alkenyl, C3-C8 cycloalkyl, C4-C8(alkyl-cycloalkyl) wherein alkyl is C1-C2 alkyl and cycloalkyl is C3-C6 cycloalkyl;
- C6-C10 aryl;
- or heteroaryl having from 5 to 10 atoms selected from any of C, S, N and O;
- wherein the aryl and heteroaryl may optionally and independently be substituted by 1 or 2 substituents independently selected from any of hydrogen, CH3, —(CH2)pCF3, halogen, —CONR5R4, —COOR5, —COR5, —(CH2)pNR5R4, —(CH2)pCH3(CH2)pSOR5R4, —(CH2)pSO2R5, and —(CH2)pSO2NR5, wherein R4 and R5 are each and independently as defined for R1 above and p is 0, 1 or 2;
- (C1-C2 alkyl)-C6-C10 aryl);
- or (C1-C2 alkyl)heteroaryl, the heteroarylmoieties having from 5 to 10 atoms selected from any of C, S, N and O, and where the aryl or heteroaryl may optionally and independently be substituted by 1 or 2 substituents independently selected from any of hydrogen, CH3, —(CH2)qCF3, halogen, —CONR5R4, —COOR5, —COR5, —(CH2)qNR5R4, —(CH2)qCH3(CH2)qSOR5R4, —(CH2)qSO2R5, —(CH2)qSO2NR5 and —(CH2)pOR5, wherein R4 and R5 are each and independently as defined for R1 above and q is 0, 1 or 2;
- and
- wherein R18, R19, R20, R21, R22, R23, R24 and R25 are each and independently hydrogen, C1-C6 alkyl or C1-C6 alkenyl;
- R2 and R3 are each and independently hydrogen or C1-C6 alkyl;
- A is selected from
- wherein R8, R9, R10, R11, R12, R13, R14, R15, R16 and R17 are each and independently as defined for R1 above, and where in the phenyl ring of each A substituent maybe optionally and independently substituted at any position of the phenyl ring by 1 or 2 substituents Z1 and Z2 which are each and independently selected from hydrogen, CH3, —(CH2)qCF3, halogen, CONR6R7, —COOR6, —COR6, —(CH2)rNR6R7, —(CH2)rCH3(CH2)rSOR6, —(CH2)rSO2R6 and —(CH2)rSO2NR6R7 wherein R6 and R7 are each and independently as defined for R1 above and r is 0, 1, or 2;
- Q is a C5-C6 hydroaryl or heterohydroaromatic having 5 or 6 atoms selected from any one of C, S, N and O;
- C5-C6 cycloalkyl, or heterocycloalkyl having 5 or 6 atoms selected from any one of C, N, O and S;
- and where each Q may optionally be substituted by a substituent Z1 and Z2 as defined above;
- B is a substituted or unsubstituted aromatic, heteroaromatic, hydroaromatic or heterohydroaromatic moiety having from 5 to 10 atoms selected from any of C, S, N and O, optionally and independently substituted by 1 or2 substituents independently selected from hydrogen, CH3, —(CH2)tCF3, halogen, —(CH2)tCONR5R4, —(CH2)tNR5R4, —(CH2)tCOR5, —(CH2)tCOOR5, —OR5, —(CH2)tSOR5, —(CH2)tSO2R5, and —(CH2)tSO2NR5R4, wherein R4 and R5 are each and independently as defined for R1 above, and t is 0, 1, 2 or 3;
- R4 and R5 are each and independently as defined for R1 above;
- as well as pharmaceutically acceptable salts of the compounds of the formula (I), and isomers, hydrates, isoforms and prodrugs thereof
- with the proviso that:
- when A is:
- R1 is H;
- R12 is CH3
- and R13 is a C1-C2 alkyl,
- then B is not an unsubstituted phenyl.
21 more elements
A compound according to any one of the preceding claims, in form of a hydrochloride, sulfate, tartrate or citrate salt.
Dependencies are inferred from the claim text.