Claims
- 1. A compound of the formula ##STR46## wherein n is 0 or 1;
- A is ##STR47## wherein Y is a hydrogen atom, alkyl having from 1 to 4 carbon atoms, alkoxy having from 1 to 24 carbon atoms, alkylthio having from 1 to 24 carbon atoms, halo having an atomic weight of from about 19 to 36, cyclohexyl, phenoxy or substituted or unsubstituted phenyl of the formula ##STR48## wherein X is a hydrogen atom, halo having an atomic weight of from about 19 to 36, alkoxy having from 1 to 4 carbon atoms or alkyl having from 1 to 4 carbon atoms; and
- n' is 1 or 2;
- each of R.sup.1 and R.sup.2, independently, is a hydrogen atom or alkyl having from 1 to 4 carbon atoms;
- R.sup.3 is a hydrogen atom, halo having an atomic weight of from about 19 to 36, or alkyl having from 1 to 4 carbon atoms; and
- when n is 0, then A may also be ##STR49## wherein R.sup.a is a hydrogen atom, halo having an atomic weight of from about 19 to 36, alkyl having from 1 to 4 carbon atoms, alkoxy having from 1 to 4 carbon atoms, alkylthio having from 1 to 4 carbon atoms, or difluoromethoxy;
- B is ##STR50## wherein each of R.sup.4 and R.sup.5 is, independently, alkyl having from 1 to 3 carbon atoms; and
- M is alkyl having from 1 to 3 carbon atoms provided that when n is 0, then Y and R.sup.3 are not both hydrogen atoms.
- 2. A compound of claim 1 in which n is 0.
- 3. A compound of claim 2 in which A is ##STR51##
- 4. A compound of claim 3 in which Y is at the para-position.
- 5. A compound of claim 4 in which R.sup.1 is a hydrogen atom.
- 6. A compound of claim 5 in which R.sup.2 is methyl.
- 7. A compound of claim 6 in which Y is alkoxy having from 1 to 24 carbon atoms or alkylthio having from 1 to 24 carbon atoms.
- 8. A compound of claim 7 wherein Y is alkoxy having from 1 to 4 carbon atoms or alkylthio having from 1 to 4 carbon atoms.
- 9. A compound of claim 8 wherein Y is alkoxy having from 1 to 4 carbon atoms.
- 10. A compound of claim 8 wherein Y is alkylthio having from 1 to 4 carbon atoms.
- 11. A compound of claim 6 wherein Y is alkoxy having from 5 to 24 carbon atoms.
- 12. A compound of claim 3 in which R.sup.1 is methyl.
- 13. A compound of claim 3 in which R.sup.1 is tert.-butyl.
- 14. A compound of claim 3 in which R.sup.1 is a hydrogen atom.
- 15. A compound of claim 1 in which n is 1.
- 16. A compound of claim 1 wherein A is ##STR52## R.sup.a being as defined.
- 17. A compound of claim 6 wherein Y is alkylthio having from 5 to 24 carbon atoms.
- 18. A compound of claim 1 in which A is ##STR53##
- 19. A compound of claim 6 wherein Y is alkoxy having from 5 to 16 carbon atoms.
- 20. The compound of claim 1 which is ethyl 4-(p-thiomethylphenyl)-2-methyl-buta-2,3-dienoate.
- 21. The compound of claim 1 which is ethyl 4-(p-methoxyphenyl)-2-methyl-buta-2,3-dienoate.
- 22. The compound of claim 1 which is ethyl 4-(6-methoxy-2-naphthyl)-penta-2,3-dienoate.
- 23. The compound of claim 1 which is ethyl 5-(p-fluorophenyl)-2,5-dimethyl-hexa-2,3-dienoate.
- 24. The compound of claim 1 which is ethyl 5-(p-chlorophenyl)2,5-dimethyl-hexa-2,3-dienoate.
- 25. The compound of claim 1 which is ethyl 4-(p-chlorophenyl)-2-methyl-buta-2,3-dienoate.
- 26. The compound of claim 1 which is ethyl 4-(m-chlorophenyl)-2-methyl-buta-2,3-dienoate.
- 27. The compound of claim 1 which is ethyl 4-(p-chlorophenyl)-2-methyl-penta-2,3-dienoate.
- 28. The compound of claim 1 which is ethyl 4-(2,4-dichlorophenyl)-2-methyl-buta-2,3-dienoate.
- 29. The compound of claim 1 which is ethyl 4-(2,6-dichlorophenyl)-2-methyl-buta-2,3-dienoate.
- 30. The compound of claim 1 which is ethyl 4-(p-biphenylyl)-2-methyl-buta-2,3-dienoate.
- 31. The compound of claim 1 which is ethyl 4-(6'-methoxy-2'-naphthyl)-2-methyl-penta-2,3-dienoate.
- 32. The compound of claim 1 which is ethyl 4-(6'-methoxy-2'-naphthyl)-2-methyl-buta-2,3-dienoate.
- 33. The compound of claim 1 which is ethyl 4-(p-ethyl-phenyl)-2-methyl-buta-2,3-dienoate.
- 34. A pharmaceutical composition, useful as a hypolipidemic agent, comprising a non-toxic pharmaceutically acceptable solid carrier and as active ingredient from about 12.5 to 1000 milligrams of a compound of the formula ##STR54## wherein n is 0 or 1;
- A is ##STR55## wherein Y is a hydrogen atom, alkyl having from 1 to 4 carbon atoms, alkoxy having from 1 to 24 carbon atoms, alkylthio having from 1 to 24 carbon atoms, halo having an atomic weight of from about 19 to 36, cyclohexyl, phenoxy or substituted or unsubstituted phenyl of the formula ##STR56## wherein X is a hydrogen atom, halo having an atomic weight of from about 19 to 36, alkoxy having from 1 to 4 carbon atoms or alkyl having from 1 to 4 carbon atoms;
- n' is 1 or 2;
- each of R.sup.1 and R.sup.2, independently, is a hydrogen atom or alkyl having from 1 to 4 carbon atoms;
- R.sup.3 is a hydrogen atom, halo having an atomic weight of from about 19 to 36, or alkyl having from 1 to 4 carbon atoms, and
- when n is 0 then A may also be ##STR57## wherein R.sup.a is a hydrogen atom, halo having an atomic weight of from about 19 to 36, alkyl having from 1 to 4 carbon atoms, alkoxy having from 1 to 4 carbon atoms, alkylthio having from 1 to 4 carbon atoms, or difluoromethoxy;
- B is ##STR58## wherein each of R.sup.4 and R.sup.5 is, independently, alkyl having from 1 to 3 carbon atoms; and
- M is alkyl having from 1 to 3 carbon atoms.
- 35. A composition of claim 34 which is in the form of a tablet.
- 36. A composition of claim 34 which is in the form of a capsule.
- 37. A method of lowering the level of lipids in the blood of a mammal comprising administering to said mammal an amount effective in lowering the level of lipids in the blood of said mammal of a compound of the formula: ##STR59## wherein n is 0 or 1;
- A is ##STR60## wherein Y is a hydrogen atom, alkyl having from 1 to 4 carbon atoms, alkoxy having from 1 to 24 carbon atoms, alkylthio having from 1 to 24 carbon atoms, halo having an atomic weight of from about 19 to 36, cyclohexyl, phenoxy or substituted or unsubstituted phenyl of the formula ##STR61## wherein X is a hydrogen atom, halo having an atomic weight of from about 19 to 36, alkoxy having from 1 to 4 carbon atoms or alkyl having from 1 to 4 carbon atoms; and
- n' is 1 or 2;
- each of R.sup.1 and R.sup.2, independently, is a hydrogen atom or alkyl having from 1 to 4 carbon atoms;
- R.sup.3 is a hydrogen atom, halo having an atomic weight of from about 19 to 36, or alkyl having from 1 to 4 carbon atoms; and
- when n is 0, then A may also be ##STR62## wherein R.sup.a is a hydrogen atom, halo having an atomic weight of from about 19 to 36, alkyl having from 1 to 4 carbon atoms, alkoxy having from 1 to 4 carbon atoms, alkylthio having from 1 to 4 carbon atoms, or difluoromethoxy;
- B is ##STR63## wherein each of R.sup.4 and R.sup.5 is, independently, alkyl having from 1 to 3 carbon atoms; and
- M is alkyl having from 1 to 3 carbon atoms.
- 38. A method of claim 37 in which the total daily dosage of the compound is from about 50 milligrams to about 2000 milligrams.
Parent Case Info
This is a division of application Ser. No. 605,040 filed Aug. 15, 1975, now U.S. Pat. No. 4,011,339.
Non-Patent Literature Citations (1)
Entry |
chemical Abstracts, 64:19474d, (1966). |
Divisions (1)
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Number |
Date |
Country |
Parent |
605040 |
Aug 1975 |
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