Claims
- 1. A compound of Formula II ##STR10## and the N-oxide thereof, wherein X is --CH2CH2-- or --CH.dbd.CH--; R.sub.1 and R.sub.4 are each independently
- alkyl of from one to six carbons;
- trifluoromethyl;
- cyclopropyl;
- cyclohexyl;
- cyclohexylmethy;
- phenyl;
- phenyl substituted with
- fluorine,
- chlorine
- bromine;
- hydroxy
- trifluoromethyl,
- alkyl of from one to four carbon
- atoms, or
- alkoxy of from one to four carbon atoms;
- phenylmethyl;
- phenylmethyl substituted with
- fluorine,
- chlorine,
- bromine;
- hydroxy,
- trifluoromethyl,
- alkyl of from one to four carbon
- atoms, or
- alkoxy of from one to four carbon
- atoms;
- 2-pyridinyl;
- 2-pyridinyl-N-oxide;
- 3-pyridinyl;
- 3-pyridinyl-N-oxide;
- 4-pyridinyl;
- 4-pyridinyl-N-oxide;
- 2-pyrimidinyl;
- 4-pyrimidinyl;
- 5-pyrimidinyl;
- 2-thienyl;
- 3-thienyl;
- CH.sub.2 OH;
- chlorine;
- bromine;
- NR'R" wherein R' and R" are each independently hydrogen, alkyl of from one to four carbons atoms;
- or R.sub.1 is
- CN;
- OR; or
- S(O).sub.n R
- wherein n is 0, 1, or 2 and R is lower alkyl phenyl, substituted phenyl, benzyl or substituted benzyl;
- R.sub.2 is
- hydrogen;
- alkyl of from one to six carbon atoms;
- trifluoromethyl;
- cyclopropyl;
- phenyl;
- phenyl substituted with
- fluorine,
- chlorine,
- bromine;
- hydroxy,
- trifluoromethyl,
- alkyl of from one to four carbon
- atoms, or
- alkoxy of from one to four carbon
- atoms;
- 2-pyrikdinyl;
- 2-pyridinyl-N-oxide;
- 3-pyridinyl;
- 4-pyridinyl;
- 2-pyrimidinyl;
- 4-pyrimidinyl;
- 5-pyrimidinyl;
- 2-thienyl;
- 3-thienyl;
- CH.sub.2 OH;
- chlroine;
- bromine; or
- NR'NR" wherein R' and R" are as above,
- R.sub.3 is
- hydrogen;
- alkyl of from one to six carbon atoms;
- cyano;
- nitro;
- --NR.sub.5 R.sub.6 where R.sub.5 and R.sub.6 are
- independently
- hydrogen or alkyl of from one to four carbon atoms;
- phenyl;
- --NHCOR.sub.7 where R.sub.7 is alkyl of frome one to four carbon atoms;
- --COR.sub.8 where R.sub.8 is
- hydroxyl,
- alkoxyl of from one to six carbon atoms;
- phenoxy,
- NR.sub.5 R.sub.6, where R.sub.5 and R.sub.6 are as defined above,
- vinyl,
- alkoxy of from one to four carbon atoms,
- hydrogen, or
- CH.sub.2 OH; or a lower alkyl ester or pharmaceutically acceptable salt thereof, all of the compounds being in the trans racemate of the tetrahydropyran moiety.
- 2. A compound as defined by claim 1 wherein X is --CH.dbd.CH--.
- 3. A compound as defined by claim 1 wherein X is --CH.sub.2 CH.sub.2 --.
- 4. A compound as defined by claim 1 having the name [R*,R*]-3,5-dihydroxy-7-(2-methyl-4-phenyl-3-pyridinyl)-6-heptanoic acid, or a pharmaceutically acceptable salt thereof.
- 5. A compound as defined by claim 1 having the name [R*,S*(E)]-3,5-dihydroxy-7-(2-methyl-4-phenyl-3-pyridinyl)-6-heptenoic acid, or a pharmaceutically acceptable salt thereof.
- 6. A compound as defined by claim 1 having the name [R*,S*(E)]-7-(2,6-dimethyl-4-phenyl-3-pyridinyl)-3,5-dihydroxy-6-heptenoic acid, or a pharmaceutically acceptable salt thereof.
- 7. A compound as defined by claim 1 having the name [R*,S*(E)]-7-[4-(4-fluorophenyl)-2,6-dimethyl-3-pyridinyl]-3,5-dihydroxy-6-heptenoic acid, or a pharmaceutically acceptable salt thereof.
- 8. A compound as defined by claim 1 having the name [R*,S8(E)]-7-[5-cyano-4-(4-fluorophenyl)-2,6-dimethyl-3-pyridinyl]-3,5-dihydroxy-6-heptenoic acid, or a pharmaceutically acceptable salt thereof.
- 9. A pharmaceutical composition for inhibiting cholesterol biosynthesis comprising an effective amount of a compound as defined by claim 1 in combination with a pharmaceutically acceptable carrier.
- 10. A method of inhibiting cholesterol biosynthesis in a patient in need of said treatment comprising administering a cholesterol synthesis inhibiting amount of a compound as defined by claim 1 in combination with a pharmaceutically acceptable carrier.
Parent Case Info
CROSS-REFERENCE TO RELATED APPLICATION
This is a divisional of Ser. No. 071 226,190, filed Aug. 2, 1988, now U.S. Pat. No. 4,906,624, which is a continuation-in-part of Ser. No. 071 094,198, filed Sept. 8, 1987, now abandoned.
US Referenced Citations (4)
Foreign Referenced Citations (2)
Number |
Date |
Country |
0000307 |
Jan 1986 |
WOX |
0028274 |
Jan 1986 |
WOX |
Divisions (1)
|
Number |
Date |
Country |
Parent |
226190 |
Aug 1988 |
|
Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
94198 |
Sep 1987 |
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