Claims
- 1. A compound of the formula: ##STR44## wherein A is of type a) an alkyl radical having from 1 to 23 carbon atoms;
- type b) an alkenyl or alk-(poly)en-yl radical having from 7 to 23 carbon atoms and from 1 to 4 ethylenically unsaturated positions; or
- type c) a saturated hydrocarbon chain having from 7 to 23 carbon atoms and 1 to 4 cyclopropanyl groups of the formula ##STR45## and B is of: type a) an aralkyl radical of the structure ##STR46## wherein g is 0 or 1; wherein
- R.sup.1 is a hydrogen atom, halo having an atomic weight of from about 19 to 80, alkoxy having from 1 to 3 carbon atoms; or alkyl having from 1 to 3 carbon atoms;
- R.sup.2 is a hydrogen atom, alkyl having from 1 to 3 carbon atoms, alkoxy having from 1 to 3 carbon atoms, or halo having an atomic weight of from about 19 to 36; and
- R.sup.3 is i) a hydrogen atom, a phenyl radical of the structure ii) ##STR47## wherein y is a hydrogen atom, halo having an atomic weight of from about 19 to 80, alkoxy having from 1 to 3 carbon atoms, or alkyl having from 1 to 3 carbon atoms; and
- y' is a hydrogen atom, alkoxy having from 1 to 3 carbon atoms, alkyl having from 1 to 3 carbon atoms, or halo having an atomic weight of from about 19 to 36; or of
- subtype iii, a benzyl radical of the formula ##STR48## wherein y and y' are as defined above; or subtype iv) alkyl having from 1 to 8 carbon atoms;
- type b) a phenyl radical of the structure of: ##STR49## wherein R.sup.2 is as defined above, and
- R.degree. is a hydrogen atom, halo having an atomic weight of from about 19 to 80, alkyl having from 1 to 3 carbon atoms; alkoxy having from 1 to 3 carbon atoms; or
- a radical of the structure R.sup.f : ##STR50## in which D is --CH.sub.2 -- or --O--;
- f is 0 or 1; and
- Q is a hydrogen atom, halo having an atomic weight of from about 19 to 80, alkoxy having from 1 to 3 carbon atoms, or alkyl having from 1 to 3 carbon atoms;
- or
- type c) a benzocycloalkyl nucleus of the structure: ##STR51## wherein R.sup.1 and R.sup.2 are as defined above; and
- j is a whole integer of from 1 to 4.
- 2. A compound of claim 1 in which B is a type a).
- 3. A compound of claim 1 in which B is of type b).
- 4. A compound of claim 1 in which B is of type c).
- 5. A compound of claim 1 in which A is of type a).
- 6. The compound of claim 5 in which is N-[1-phenyl-2-(p-methyl-phenyl)ethyl]-oct-2-ynoylamide.
- 7. The compound of claim 5 which is N-[.alpha.-(p-methylbenzyl)-.beta.-(p-methylphenyl)-ethyl]-oct-2-ynoylamide.
- 8. The compound of claim 5 which is N-[d-(+)-.alpha.-methylbenzyl]oct-2-ynoylamide.
- 9. The compound of claim 5 which is N-[d-(+)-.alpha.-methylbenzyl]-tetradec-2-ynoylamide.
- 10. The compound of claim 5 which is N-[d-(+)-.alpha.-methylbenzyl]-octadec-2-ynoylamide.
- 11. The compound of claim 5 which is N-[1-phenyl-2-(4-methylphenyl)-ethyl]-octadec-2-ynoylamide.
- 12. The compound of claim 5 which is N-[.alpha.-(p-methylbenzyl)-.beta.-(p-methylphenyl)ethyl]-octadec-2-ynoylamide.
- 13. The compound of claim 5 which is N-(1-phenyl-2-(p-methyl-phenyl)-ethyl]-but-2-ynoylamide.
- 14. The compound of claim 5 which is N-[1-phenyl-2-(p-methyl-phenyl)-ethyl]-hex-2-ynoylamide.
- 15. The compound of claim 5 which is N-[.alpha.-(benzyl)-.beta.-(phenyl)ethyl]-oct-2-ynoylamide.
- 16. A compound of claim 1 in which A is of type b).
- 17. The compound of claim 16 which is N-(1-eicosa-11,14-cis,cis-dien-2-ynyl)-d-(+)-.alpha.-methylbenzylamine.
- 18. The compound of claim 16 which is N-[.alpha.-methylbenzyl]eicos-11-cis-en-2-ynoylamide.
- 19. The compound of claim 16 which is N-[1-phenyl-2-(p-methyl-phenyl)-ethyl]octadec-9-cis-en-2-ynoylamide.
- 20. The compound of claim 16 which is N-[.alpha.-p-methylbenzyl)-.beta.-(p-methylphenyl)ethyl]-octadeca-9-cis-en-2-ynoylamide.
- 21. The compound of claim 16 which is N-[.alpha.-(benzyl)-.beta.-(phenyl)ethyl]-octadeca-9-cis-en-2-ynoylamide.
- 22. A pharmaceutical composition suitable for inhibiting the accumulation of cholesterol ester in the arterial wall of a mammal comprising an amount of a compound of claim 1 effective in inhibiting the accumulation of cholesterol ester and a non-toxic pharmaceutically-acceptable carrier.
- 23. A composition of claim 22 in which the compound is present in an amount of from about 13 milligrams to about 2,500 milligrams.
- 24. A composition of claim 22 in a solid form.
- 25. A composition of claim 22 in which the carrier is solid.
- 26. A composition of claim 22 in which the carrier is liquid.
- 27. A composition of claim 22 in which the compound is N-[1-phenyl-2-(p-methylphenyl)-ethyl]oct-2-ynoylamide.
- 28. A method of inhibiting the accumulation of cholesterol ester in the arterial wall of a mammal in need of such treatment, comprising administering an amount of a compound of claim 1 to said mammal effective in inhibiting the accumulation of cholesterol ester in the arterial walls of said mammal.
- 29. A method of claim 28 in which the compound is administered in an amount of from about 100 milligrams to about 5,000 milligrams per day.
- 30. A method of claim 28 in which the compound is administered in an amount of from about 100 milligrams to about 2,000 milligrams per day.
- 31. A method of claim 28 in which the compound is N-[1-phenyl-.alpha.-(p-methylphenyl)-ethyl]oct-2-ynoylamide.
Parent Case Info
This application is a continuation-in-part of copending application Ser. No. 943,340 filed Sept. 18, 1978, abandoned.
US Referenced Citations (3)
Number |
Name |
Date |
Kind |
3995059 |
Fukumaru et al. |
Nov 1976 |
|
4021224 |
Pallos et al. |
Mar 1977 |
|
4139563 |
Metcalf et al. |
Feb 1979 |
|
Foreign Referenced Citations (2)
Number |
Date |
Country |
40-9134 |
May 1965 |
JPX |
40-10571 |
May 1965 |
JPX |
Non-Patent Literature Citations (2)
Entry |
Noller, 3rd Ed., "Chem. of Organic Compounds", pp. 207, 208 & 868, W. B. Saunders Co., Phila. Pa., 1965. |
Suyamya et al., Chem.-Abst., 66, 29058y. |
Continuation in Parts (1)
|
Number |
Date |
Country |
Parent |
943340 |
Sep 1978 |
|