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Sulfonyl urea and carbamate ACAT inhibitors

Assignee: Warner Lambert Co LLC
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Filing: 1991-10-15
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Granted: 1993-10-19
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Expires: 2011-10-15
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Abstract

Abstract A pharmaceutically useful compound which lowers blood cholesterol levels having the formula ##STR1## wherein X is oxygen or --NH--; Ar is phenyl, substituted phenyl, naphthyl or substituted naphthyl; R 1 is hydrogen, lower alkyl or benzyl; and R 2 is a straight or branched alkyl group having from 5 to 17 carbon atoms which may be substituted on the 1-carbon position with methyl, ethyl, phenyl, or substituted phenyl, or a cycloalkyl group having from 3 to 8 carbon atoms.

Inventors

  • 👤 Joseph A. Picard
  • 👤 William H. Roark
  • 👤 Bruce D. Roth

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 03:47
CPC Classifications
C; C07; C07C; C07C311/00; C07C311/50; C07C311/52; C07C311/53; C07C311/54; C07C311/55

Claims Analysis

Total Claims: 4
Claim 1
Independent Claim 348 words
A method for treating atherosclerosis in a patient in need thereof which comprises administering to said patient an effective amount of a compound of the formula ##STR30## wherein X is --NH--; wherein Ar is (a) phenyl which is unsubstituted or is substituted with from one to three substituents selected from: alkyl having from 1 to 4 carbon atoms and which is straight or branched, alkoxy having from 1 to 3 carbon atoms and which is straight or branched, hydroxy, fluorine, chlorine, bromine, nitro, cyano, trifluoromethyl, --COOH, --COOalkyl wherein alkyl has from 1 to 4 carbon atoms and which is straight or branched, --(CH 2 ) m NR 3 R 4 wherein m is zero or one, and each of R 3 and R 4 is hydrogen or a straight or branched alkyl group having 1 to 4 carbon atoms; (b) 1- or 2-naphthyl which is unsubstituted or substituted with one to three substituents selected from: alkyl having from 1 to 4 carbon atoms and which is straight or branched, alkoxy having from 1 to 3 carbon atoms and which is straight or branched, hydroxy, fluorine, chlorine, bromine, nitro, cyano, trifluoromethyl, --COOH, --COOalkyl wherein alkyl has from 1 to 4 carbon atoms and is straight or branched, --(CH 2 ) m NR 3 R 4 wherein m, R 3 , and R 4 have the meanings defined above; wherein R 1 is hydrogen, lower alkyl having from 1 to 4 carbon atoms or benzyl; wherein R 2 is ##STR31## wherein each of R 5 and R 6 is hydrogen, methyl, ethyl, phenyl, phenyl substituted with straight or branched lower alkyl having from 1 to 4 carbon atoms, straight or branched lower alkoxy having from 1 to 4 carbon atoms, chlorine, fluorine or bromine, or R 5 and R 6 together with the carbon atom to which they are attached form a cyclic group having from 3 to 8 carbon atoms; and R 7 is a straight or branched alkyl group having from 4 to 16 carbon atoms; and pharmaceutically acceptable salts thereof; in combination with a pharmaceutically acceptable carrier.
Claim 2
Independent Claim 348 words
A method for treating atherosclerosis in a patient in need thereof which comprises administering to said patient an effective amount of a compound of the formula ##STR30## wherein X is --NH--; wherein Ar is (a) phenyl which is unsubstituted or is substituted with from one to three substituents selected from: alkyl having from 1 to 4 carbon atoms and which is straight or branched, alkoxy having from 1 to 3 carbon atoms and which is straight or branched, hydroxy, fluorine, chlorine, bromine, nitro, cyano, trifluoromethyl, --COOH, --COOalkyl wherein alkyl has from 1 to 4 carbon atoms and which is straight or branched, --(CH 2 ) m NR 3 R 4 wherein m is zero or one, and each of R 3 and R 4 is hydrogen or a straight or branched alkyl group having 1 to 4 carbon atoms; (b) 1- or 2-naphthyl which is unsubstituted or substituted with one to three substituents selected from: alkyl having from 1 to 4 carbon atoms and which is straight or branched, alkoxy having from 1 to 3 carbon atoms and which is straight or branched, hydroxy, fluorine, chlorine, bromine, nitro, cyano, trifluoromethyl, --COOH, --COOalkyl wherein alkyl has from 1 to 4 carbon atoms and is straight or branched, --(CH 2 ) m NR 3 R 4 wherein m, R 3 , and R 4 have the meanings defined above; wherein R 1 is hydrogen, lower alkyl having from 1 to 4 carbon atoms or benzyl; wherein R 2 is ##STR31## wherein each of R 5 and R 6 is hydrogen, methyl, ethyl, phenyl, phenyl substituted with straight or branched lower alkyl having from 1 to 4 carbon atoms, straight or branched lower alkoxy having from 1 to 4 carbon atoms, chlorine, fluorine or bromine, or R 5 and R 6 together with the carbon atom to which they are attached form a cyclic group having from 3 to 8 carbon atoms; and R 7 is a straight or branched alkyl group having from 4 to 16 carbon atoms; and pharmaceutically acceptable salts thereof; in combination with a pharmaceutically acceptable carrier.
Claim 3
Dependent Claim 32 words
A method for treating atherosclerosis in a patient in a need thereof as defined in claim 1 wherein Ar is phenyl disubstituted on the 2,6-positions of trisubstituted on the 2, 4, 6-positions.
Claim 4
Dependent Claim 47 words
A method for treating atherosclerosis in a patient in need thereof as defined in claim 2 wherein Ar is phenyl disubstituted on the 2,6-positions with isopropyl groups or phenyl trisubstituted on the 2-, 4-, 6-positions with methoxy and each of R 5 and R 6 is hydrogen.

References Cited (Backward Citations)

CA613312A Cited
US2975212A Cited
DE1034618B Cited
CH407978A Cited
US4013706A Cited
FR2501681A1 Cited
US4845128A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1996-10-18 1997-04-19 1997-10-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2000-10-18 2001-04-19 2001-10-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2004-10-18 2005-04-19 2005-10-19 $7700.00 Window Closed / Lapsed

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