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Generated: July 24, 2017

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Title: Certain 7-[2,6-diisopropyl-4-phenyl-5-lower alkoxymethyl-pyrid-3-yl]-3,5-dihydroxy-6-enoates and derivatives useful for treating circulatory diseases
Abstract:Novel compounds for treating hyperproteinaemia, lipoproteinaemia or arteriosclerosis of the formula ##STR1## in which A, B, D and E can have varied meanings, X is --CH.sub.2 --CH.sub.2 or --CH.dbd.CH--, and R is ##STR2## wherein R.sup.21 denotes hydrogen or alkyl and R.sup.22 denotes hydrogen, denotes alkyl, aryl or aralkyl, or denotes a cation, and their oxidation products.
Inventor(s): Angerbauer; Rolf (Wuppertal, DE), Fey; Peter (Wuppertal, DE), Hubsch; Walter (Wuppertal, DE), Philipps; Thomas (Cologne, DE), Bischoff; Hilmar (Wuppertal, DE), Petzinna; Dieter (Duesseldorf, DE), Schmidt; Delf (Wuppertal, DE), Thomas; Gunter (Arese, IT)
Assignee: Bayer Aktiengesellschaft (Leverkusen, DE)
Application Number:07/298,549
Patent Claims: 1. A substituted pyridine of the formula ##STR217## in which B and E are C.sub.1-3 -alkyl of which one may be cyclopropyl,

Y--Q-- is CH.sub.3 O--, (H.sub.3 C).sub.3 C(CH.sub.3).sub.2 --Si--O--, ##STR218## C.sub.2 H.sub.5 O--, C.sub.3 H.sub.7 O--, i-C.sub.3 H.sub.7 O--, C.sub.4 H.sub.9 O--, C.sub.5 H.sub.11 --, C.sub.6 H.sub.13 O-- or ##STR219## and R.sup.22 is hydrogen, lower alkyl, phenyl, benzyl or a physiologically tolerable metal or ammonium cation.

2. A compound according to claim 1, wherein such compound is methyl erythro-(E)-7-[2,6-diisopropyl-4-(4-fluorophenyl)-5-methoxymethyl-pyrid-3- yl]-3,5-dihydroxy-hept-6enoate of the formula ##STR220##

3. A compound according to claim 1, wherein such compound is methyl erythro-(E)-7-[5-tert.butyldimethylsilyloxymethyl-4-(4-fluorophenyl)2-isop ropyl-6-methylpyrid-3-yl]-3,5-dihydroxy-hept-6-enoate of the formula ##STR221##

4. A compound according to claim 1, wherein such compound is methyl erythro-(E)-7-[3-benzyloxymethyl-4-(4-fluorophenyl)-6-isopropyl-2-methyl-p yrid-5-yl]-3,5-dihydroxy-hept-6-enoate of the formula ##STR222##

5. A compound according to claim 1, wherein such compound is methyl erythro-(E)-7-[5-tert.butyldimethylsilyloxymethyl-2,6-dimethyl-4-(4-fluoro phenyl)pyrid-3-yl]-3,5-dihydroxy-hept-6-enoate of the formula ##STR223##

6. A compound according to claim 1, wherein such compound is methyl erythro-(E)-7-[6-cyclopropyl-2-isopropyl-4-(4-fluorophenyl)-5-methoxymethy l-pyrid-3-yl[3,5-dihydroxy-hept-6-enoate of the formula ##STR224##

7. A compound according to claim 1, wherein such compound is methyl erythro-(E)-7-[2,6-diisopropyl-4-(4-fluorophenyl)-b 5-phenoxymethyl-pyrid-3-yl[-3,5-dihydroxy-hept-6-enoate of the formula ##STR225##

8. A compound according to claim 1, wherein such compound is methyl erythro-(E)-7-[2,6-diisopropyl-4-(4-fluorophenyl)-5-carboxyethyl-pyrid-3-y ]-3,5-dihydroxy-hept-6-enoate of the formula ##STR226##

9. A compound according to claim 1, wherein such compound is methyl erythro-(E)-7-[2,6-diisopropyl-4-(4-fluorophenyl)-5-benzylthio-methyl-pyri d-3-yl]-3,5-dihydroxy-hept-6-enoate of the formula ##STR227##

10. A compound according to claim 1, wherein such compound is methyl erythro-(E)-7-[2,6-diisopropyl-5-ethoxymethyl-4-(4-fluorophenyl)-pyrid-3-y l]-3,5-dihydroxy-hept-6-enoate of the formula ##STR228##

11. A compound according to claim 1, wherein such compound is methyl erythro-(E)-7-[2,6-diisopropyl-4-(4-fluorophenyl)-5-propyloxymethyl-pyrid- 3-yl]-3,5-dihydroxy-hept-6-enoate of the formula ##STR229##

12. A compound according to claim 1, wherein such compound is methyl erythro-(E)-7-[2,6-diisopropyl-4-(4-fluorophenyl)-5-isopropoxymethyl-pyrid -3-yl]-3,5-dihydroxy-hept-6-enoate of the formula ##STR230##

13. A compound according to claim 1, wherein such compound is methyl erythro-(E)-7-[2,6-diisopropyl-4-(4-fluorophenyl)-5-butyloxymethyl-pyrid-3 -yl]-3,5-dihydroxy-hept-6-enoate of the formula ##STR231##

14. A compound according to claim 1, wherein such compound is methyl erythro-(E)-7-[2,6-diisopropyl-4-(4-fluorophenyl)-5-pentyloxymethyl-pyrid- 3-yl]-3,5-dihydroxy-hept-6-enoate of the formula ##STR232##

15. A compound according to claim 1, wherein such compound is methyl erythro-(E)-7-[2,6-diisopropyl-4-(4-fluorophenyl)-5-hexyloxymethyl-pyrid-3 -yl]-3,5-dihydroxy-hept-6-enoate of the formula ##STR233##

16. A compound according to claim 1, wherein such compound is methyl erythro-(E)-7-[2,6-diisopropyl-3-(4-fluorobenzyloxymethyl)-4-(4-fluorophen yl)-pyrid-5-yl]-3,5-dihydroxy-hept-6-enoate of the formula ##STR234##

17. A composition for inhibiting cholesterol biosynthesis and HMG-CoA reductase comprising an amount effective therefor of a compound according to claim 1 and a pharmaceutically acceptable diluent.

18. A method of treating a patient afflicted with hyperlipoproteinaemia, lipoproteinaemia or arterioschlerosis which comprises administering to such patient and amount effective therefor of a compound according to claim 1.

19. The method according to claim 18, wherein such compound is

methyl erythro-(E)-7-[2,6-diisopropyl-4-(4-fluorophenyl)-5-methoxymethyl-pyrid-3- yl]-3,5-dihydroxy-hept-6-enoate,

methyl erythro-(E)-7-[5-tert.butyldimethylsiloxymethyl-4-(4-fluorophenyl)-2-isopr opyl-6methyl-pyrid-3-yl]-3,5-dihydroxy-hept-6-enoate,

methyl erythro-(E)-7-[3-benzyloxymethyl-4-(4-fluorophenyl)-6-isopropyl-2-methyl-p yrid-5-yl]-3,5-dihydroxy-hept-6-enoate,

methyl erythro-(E)-7-[5-tert.-butyldimethylsilyloxymethyl-2,6-dimethyl-4-(4-fluor ophenyl)pyrid-3-yl]-3,5-dihydroxy-hept-6-enoate,

methyl erythro-(E)-7-[6-cyclopropyl-2-isopropyl-4-(4-fluorophenyl)-5-methoxymethy l-pyrid-3-yl]-3,5-dihydroxy-hept-6-enoate,

methyl erythro-(E)-7-[2,6-diisopropyl-4-(4-fluorophenyl)-5-phenoxymethyl-pyrid-3- yl]-3,5-dihydroxy-hept-6-enoate,

methyl erythro-(E)-7-[2,6-diisopropyl-4-(4-fluorophenyl)-5-carboxymethyl-pyrid-3- yl]-3,5-dihydroxy-hept-6-enoate,

methyl erythro-(E)-7-[2,6-diisopropyl-4-(4-fluorophenyl)-5-benzothio-methyl-pyrid -3-yl]-3,5-dihydroxy-hept-6-enoate,

methyl erythro-(E)-7-[2,6-diisopropyl-5-ethoxymethyl-4-(4-fluorophenyl)-pyrid-3-y l]-3,5-dihydroxy-hept-6-enoate,

methyl erythro-(E)-7-[2,6-diisopropyl-4-(4-fluorophenyl)-5-propyloxymethyl-pyrid- 3-yl]-3,5-dihydroxy-hept-6-enoate,

methyl erythro-(E)-7-[2,6-diisopropyl-4-(4-fluorophenyl)-5-isopropoxymethyl-pyrid -3-yl]-3,5-dihydroxy-hept-6-enoate,

methyl erythro-(E)-7-[2,6-diisopropyl-4-(4-fluorophenyl)-5-butyloxymethyl-pyrid-3 -yl]-3,5-dihydroxy-hept-6-enoate,

methyl erythro-(E)-7-[2,6-diisopropyl-4-(4-fluorophenyl)-5-pentyloxymethyl-pyrid- 3-yl]-3,5-dihydroxy-hept-6-enoate,

methyl erythro-(E)-7-[2,6-diisopropyl-4-(4-fluorophenyl)-5-hexyloxymethyl-pyrid-3 -yl]-3,5-dihydroxy-hept-6-enoate,

methyl erythro-(E)-7-[2,6-diisopropyl-3-(4-fluorobenzyloxymethyl)-4-(4-fluropheny l-pyrid-5-yl]-3,5-dihydroxy-hept-6-enoate.
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