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US RE37,355 E1Granted
6-dimethylaminomethyl-1-phenyl-cyclohexane compounds as pharmaceutical active ingredients
AssigneeGruenenthal GmbH
InventorsHelmut Heinrich Buschmann, Wolfgang Werner Alfred Strassburger, Norma Selve, Elmar Josef Friderichs
Life of this patent
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Abstract
6-dimethylaminomethyl-1-phenyl-cyclohexane compounds, methods of preparing them and the use of these compounds in drugs are described.
Claims7
A 6-dimethylaminomethyl-1-phenyl-cyclohexane compound corresponding to formula I:
- wherein
- R1 represents H, OH, Cl or F;
- R2 represents benzyl, CF3, OH, OCH2-C6H5, O—C1-4-alkyl, Cl or F,
- R3 represents H,
- R4 represents H, CH3, PO(OC1-4-alkyl)2, CO(OC1-5-alkyl), CO—NH—C6H4-C1-3-alkyl CO—C6H4-R5, CO—C1-5-alkyl CO—CHR6-NHR7 or an unsubstituted or substituted pyridyl thienyl, thiazoyl or phenyl group;
- R5 represents OC(O)C1-3-alkyl in the ortho position or CH2-N(R8)2 in the meta or para position, wherein R8 represents C1-4 alkyl or both groups R8 together with N constitute a 4-morpholino radical, and
- R6 and R7 are each independently selected from H and C1-6 alkyl,
- or a pharmaceutically acceptable acid addition salt thereof.
5 more elements
A 6-dimethylaminomethyl-1-phenyl-cyclohexane compound corresponding to formula I:
- wherein
- R1 represents H, OH, Cl or F;
- R2 represents benzyl, CF3, OH, OCH2-C6H5, O—C1-4-alkyl, Cl or F, or if R1 and R4 are H, R2 may also be H,
- R3 represents H,
- R4 represents H, CH3, PO(OC1-4-alkyl)2, CO(OC1-5-alkyl), CO—NH—C6H4-C1-3-alkyl, CO—C6H4-R5, CO—C1-5-alkyl, CO—CHR6-NHR7 or an unsubstituted or substituted pyridyl, thienyl, thiazoyl or phenyl group;
- R5 represents OC(O)C1-3-alkyl in the ortho position or CH2-N(R8)2 in the meta or para position, wherein R8 represents C1-4 alkyl or both groups R8 together with N constitute a 4-morpholino radical, and
- R6 and R7 are each independently selected from H and C1-6 alkyl,
- or a pharmaceutically acceptable acid addition salt thereof.
5 more elements
(−)-(1R,2S)-3-(2-dimethylaminomethyl-cyclohexyl)-phenol or a pharmaceutically acceptable acid addition salt thereof.
Dependencies are inferred from the claim text.