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US 6,608,086 B2Granted
Dihydropyridines and new uses thereof
AssigneeSynaptic Pharmaceutical Corporation
InventorsCharles Gluchowski, John M. Wetzel, George Chiu, Mohammed R. Marzabadi, Wai C. Wong, Dhanapalan Nagarathnam
Life of this patent
Estimating the term…
Abstract
This invention provides dihydropyridines useful for treatment of prostatic hyperplasia, inhibition of cholesterol synthesis, and/or reduction of intraocular pressure.
Claims18
A compound having the structure:
- wherein X is C═O, CH2, CRa2, NH, NRa, NCHO, NCORa, NOH, O or S where Ra is a methyl, ethyl, or propyl group;
- wherein Q is OH, OR″, SH, SR′″, NH2, NHR′″, NR2′″, NR″OH, NR″OR′″, or a linear or branched chain alkyl group, or an arylalkyl group, or an alkenyl or alkynyl group, or an aryl group;
- where R″ is H, a linear or branched chain alkyl group, trialkylsilylalkyl, cyanoalkyl or an aryl group;
- where R′″ is a linear or branched chain alkyl group, or an aryl group;
- wherein R is H, a linear or branched chain alkyl or acyl group, or an aryl group;
- wherein R0 and R1 are independently the same or different and are H, a linear or branched chain alkyl, an alkoxyalkyl, azidoalkyl, aminoalkoxyalkyl, azidoalkoxyalkyl, trihaloalkoxyalkyl, aminoalkyl, hydroxyalkyl or an aryl group, or (CH2)tW, where W is NH2, NHR′, NR2′, NHOH, N+R3′Z−, NHCOR′, N3, NO2 or CH2W0(CH2)vW1, or a linear or branched chain alkyl group, or an arylalkyl group, or an alkenyl or alkynyl group, or an aryl group, where R′ is a linear or branched chain alkyl group, or an aryl group, where W0 is O, S or NH, where W1 is NH2, NHR′, NR2′, NHOH, N+R3′Z−, NHCOR′, N3 or NO2, where Z− is a pharmaceutically acceptable counterion, and t is 1, 2, 3, 4, 5 or 6 and where v is 2, 3, 4, 5, or 6;
- wherein R2, R13 and R14 are independently the same or different and are H, or a linear or branched chain alkyl, hydroxyalkyl, alkoxyalkyl, amino alkyl, or aryl group;
- wherein R4 is H, a linear or branched chain alkyl, alkoxyalkyl, hydroxyalkyl, or a linear or branched chain alkenylalkyl group;
- wherein R5 and R6 are independently the same or different and are H, Cl, Br, I or F;
- wherein R7 and R8 are independently the same or different and are H, CN, CF3, OH, OR′, OCOR′, NH2, NHR′, NR′2, NHCOR′, CONH2, CONHR′, CONR2′, COOH, COOR′, CHO, COR′, COSH, COSR′, COO(CH2)qOH or COO(CH2)qOR′, or a benzyl group, a linear or branched chain alkyl or cycloalkyl group, or are a heteroaryl group comprising a pyridyl, indolyl, indolylalkyl, quinolinyl, isoquinolinyl, pyrryl, furyl or thiophene group, or an aryl group having the structure:
- wherein R9 and R10 are independently the same or different and are H, Cl, Br, I, F, OH, NO2, N3, ORiv, OCORiv, OCOORiv, OCONHRiv, NH2, NHRiv, NRiv2, NHCORiv, NHCOORiv or NHCONHRiv, where Riv is a linear or branched chain alkyl group, and q is 2, 3, 4 or 5;
- wherein R12 is H or a linear chain alkyl group;
- and
- wherein n is 2, 3 or 4.
11 more elements
Dependencies are inferred from the claim text.