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US 6,320,050 B1Granted
Heteroaromatic glucokinase activators
AssigneeHoffmann-La Roche Inc.
InventorsFred Thomas Bizzarro, Wendy Lea Corbett, Joseph Francis Grippo, Nancy-Ellen Haynes, George William Holland, Robert Francis Kester, Ramakanth Sarabu
Life of this patent
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Abstract
2,3-Di-substituted N-heteroaromatic propionamides with said substitution at the 2-position being a substituted phenyl group and at the 3-position being a cycloalkyl ring, said propionamides being glucokinase activators which increase insulin secretion in the treatment of type II diabetes.
Claims216
A compound selected from the group consisting of an amide of the formula:
- wherein, the * indicates an asymmetric carbon atom,
- R1 and R2 are independently hydrogen, halo, amino, hydroxyamino, cyano, nitro, lower alkyl, —OR5,
- perfluoro-lower alkyl, lower alkyl thio, perfluoro-lower alkyl thio, lower alkyl sulfonyl, perfluoro-lower alkyl sulfonyl, lower alkyl sulfinyl, or sulfonamido, R3 is cycloalkyl having from 3 to 7 carbon atoms;
- R4 is an unsubstituted or mono-substituted five- or six-membered heteroaromatic ring connected by a ring carbon atom to the amine group shown, which five- or six-membered heteroaromatic ring contains from 1 to 3 heteroatoms selected from sulfur, oxygen or nitrogen, with one heteroatom being nitrogen which is adjacent to the connecting ring carbon atom;
- said mono-substituted heteroaromatic ring being monosubstituted at a position on a ring carbon atom other than adjacent to said connecting carbon atom with a substituent selected from the group consisting of lower alkyl, halo, nitro, cyano,
- —(CH2)n-OR6,
- —(CH2)n-NHR6
- n is 0, 1, 2, 3 or 4;
- R5 is hydrogen, lower alkyl, or perfluoro-lower alkyl and R6, R7 and R8 are independently hydrogen or lower alkyl;
- and a pharmaceutically acceptable salt thereof.
7 more elements
Dependencies are inferred from the claim text.