N-sulfamoyl-N′-benzopyranpiperidine compounds and uses thereof
AssigneeSolvay Pharmaceuticals GmbH
InventorsJochen Antel, Harald Waldeck, Uwe Schoen, Peter-Colin Gregory, Michael Wurl, Michael Firnges, Dania Reiche, Uwe Reinecker, Holger Sann
Life of this patent
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Abstract
N-sulfamoyl-N′-benzopyranpiperidine compounds of formula I and their physiologically acceptable acid addition salts, pharmaceutical compositions comprising them, processes for their preparation, and their use for the treatment and/or inhibition of glaucoma, epilepsy, bipolar disorders, migraine, neuropathic pain, obesity, type II diabetes, metabolic syndrome, alcohol dependence, and/or cancer, and related concomitant and/or secondary diseases or conditions
Claims20
A compound corresponding to Formula I:
- wherein
- R1 and R2 are independently selected from the group consisting of hydrogen, C1 to C4 alkyl, and C4 to C7 cycloalkyl, or
- R1 and R2 together form a 5 or 6-membered ring which optionally may contain 1 or 2 heteroatoms independently selected from the group consisting of nitrogen and oxygen, and which optionally also may be substituted by aryl optionally substituted with one to three substituents independently selected from the group consisting of hydrogen, amino, halogen, C1 to C4 alkyl, C1 to C4 alkoxy, oxyaryl, C1 to C4 mercapto, C(O)H, trifluoromethyl, —N—C(O)C1-4alkyl, C2 to C4 alkenyl, C(O)C1-4alkyl, aryl, cyano, nitro, and C1 to C4 alkylsulfonyl;
- heteroaryl optionally substituted with halogen, trifluoromethyl, cyano, C1 to C4 alkyl or C1 to C4 alkoxy;
- or arylenehalogenalkyl;
- R3 to R6 are independently selected from the group consisting of hydrogen;
- halogen;
- C1 to C4 alkyl;
- C2 to C4 alkenyl optionally substituted with aryl;
- C1 to C4 alkoxy;
- C1 to C4 alkoxy substituted with halogen, provided that the alpha-carbon atom is not substituted by any halogen other than fluorine;
- C2 to C4 alkinyl;
- C1 to C4 NSO2alkyl;
- NH2;
- NO2;
- C1 to C4 aminoalkyl;
- C2 to C8 aminodialkyl;
- cyano;
- oxyaryl;
- oxyalkylenearyl;
- oxyarylenealkyl;
- oxyalkylenearylenealkoxy;
- C2 to C8 ester;
- C1 to C8 amido;
- C2 to C8 oxyalkylenecarbonylalkyl;
- C2 to C8 oxyalkyleneoxyalkyl;
- C1 to C4 amidooxyalkyl;
- aryl optionally substituted with one to three substituents independently selected from the group consisting of hydrogen, amino, halogen, C1 to C4 alkyl, C1 to C4 alkoxy, oxyaryl, C1 to C4 mercapto, C(O)H, trifluoromethyl, —N—C(O)C1-4alkyl, C2 to C4 alkenyl, C(O)C1-4alkyl, aryl, cyano, nitro, and C1 to C4 alkylsulfonyl;
- heteroaryl optionally substituted with halogen, trifluoromethyl, cyano, C1 to C4 alkyl or C1 to C4 alkoxy;
- condensed aryl optionally substituted with halogen, trifluoromethyl, cyano, C1 to C4 alkyl or C1 to C4 alkoxy;
- and condensed heteroaryl optionally substituted with halogen, trifluoromethyl, cyano, C1 to C4 alkyl or C1 to C4alkoxy;
- or
- R3 and R6 have the same meanings as above, and R4 and R5 together form a 5 or 6-membered ring which optionally may contain from 1 to 3 heteroatoms independently selected from the group consisting of nitrogen, oxygen and sulfur, and which optionally may include 1 or 2 double bonds, and which also may contain a carbonyl group, and which also may be substituted by C1 to C4 alkyl, C1 to C4 halogenalkyl, aryl optionally substituted with one to three substituents independently selected from the group consisting of hydrogen, amino, halogen, C1 to C4 alkyl, C1 to C4 alkoxy, oxyaryl, C1 to C4 mercapto, C(O)H, trifluoromethyl, —N—C(O)C1-4alkyl, C2 to C4 alkenyl, C(O)C1-4alkyl, aryl, cyano, nitro, and C1 to C4 alkylsulfonyl;
- and/or heteroaryl optionally substituted with halogen, trifluoromethyl, cyano, C1 to C4 alkyl or C1 to C4 alkoxy;
- or
- R5 and R6 have the same meanings as above, and R3 and R4 together form a 5 or 6-membered ring which optionally may contain from 1 to 3 heteroatoms independently selected from the group consisting of nitrogen, oxygen and sulfur, and which optionally may include 1 or 2 double bonds, and which also may contain a carbonyl group, and which also may be substituted by C1 to C4 alkyl, C1 to C4 halogenalkyl, aryl optionally substituted with one to three substituents independently selected from the group consisting of hydrogen, amino, halogen, C1 to C4 alkyl, C1 to C4 alkoxy, oxyaryl, C1 to C4 mercapto, C(O)H, trifluoromethyl, —N—C(O)C1-4alkyl, C2 to C4 alkenyl, C(O)C1-4alkyl, aryl, cyano, nitro, and C1 to C4 alkylsulfonyl;
- and/or heteroaryl optionally substituted with halogen, trifluoromethyl, cyano, C1 to C4 alkyl or C1 to C4 alkoxy;
- or
- R3 and R4 have the same meanings as above, and R5 and R6 together form a 5 or 6-membered ring which optionally may contain from 1 to 3 heteroatoms independently selected from the group consisting of nitrogen, oxygen and sulfur, and which optionally may include 1 or 2 double bonds, and which also may contain a carbonyl group, and which also may be substituted by C1 to C4 alkyl, C1 to C4 halogenalkyl, aryl optionally substituted with one to three substituents independently selected from the group consisting of hydrogen, amino, halogen, C1 to C4 alkyl, C1 to C4 alkoxy, oxyaryl, C1 to C4 mercapto, C(O)H, trifluoromethyl, —N—C(O)C1-4alkyl, C2 to C4 alkenyl, C(O)C1-4alkyl, aryl, cyano, nitro, and C1 to C4 alkylsulfonyl;
- and/or heteroaryl optionally substituted with halogen, trifluoromethyl, cyano, C1 to C4 alkyl or C1 to C4 alkoxy;
- and
- Y—X is selected from the group consisting of HC═CH, CH2—CH2, O═C—CH2, and (HO)(H)C—CH2;
- or a physiologically acceptable salt thereof.
Dependencies are inferred from the claim text.