Claims
- 1. The compound having the following formula: ##STR51## wherein R is carboxy, a carboxy salt, or derivatized carboxy having the formula --COOY wherein Y is alkyl having 1-10 carbon atoms, 1-succinimidoethyl, 1-(pivaloyloxy)ethyl, 2-acetamidoethyl, or diloweralkylamino-loweralkyl;
- A is oxymethylene;
- R.sup.1 is formyl, acetyl, propionyl, acryloyl, hydroxyacetyl, 3-hydroxypropionyl, hydroxymethyl, 1-hydroxyethyl, 1,2-dihydroxyethyl, 1,3-dihydroxypropyl, or 1-hydroxy-1-methylethyl;
- Z is methylene, ethylene, trimethylene, tetramethylene, vinylene, or ethynylene;
- R.sup.2 is independently hydrogen or methyl;
- R.sup.3 is hydrogen;
- R.sup.4 is selected independently from the group consisting of hydrogen and methyl; and
- R.sup.5 is selected from the group consisting of hydrogen, lower alkyl of 1-4 carbon atoms either straight or branched (e.g., methyl, ethyl, propyl, isopropyl, butyl, tert-butyl), vinyl, and 2,2,2-trifluoroethyl.
- 2. The compound of claim 1 wherein R is carboxy or a pharmaceutically acceptable carboxy salt.
- 3. The compound of claim 2 which has the formula: ##STR52## wherein R.sup.1 is formyl, acetyl, propionyl, hydroxyacetyl, 1-hydroxyethyl, hydroxymethyl, or 1-hydroxy-1-methylethyl; A is oxymethylene; Z is methylene, ethylene, trimethylene, or tetramethylene; R.sup.4 is hydrogen or methyl; and R.sup.5 is hydrogen, loweralkyl, vinyl, or 2,2,2-trifluoroethyl.
- 4. The compound of claim 3 wherein A is oxymethylene, and R.sup.4 is hydrogen.
- 5. The compound of claim 4 wherein R.sup.1 is acetyl or propionyl.
- 6. The compound of claim 5 wherein R.sup.5 is straight chain loweralkyl having 2-5 carbon atoms.
- 7. The compound of claim 2 which has the formula: ##STR53## wherein A is oxymethylene; R.sup.1 is acetyl or 1-hydroxyethyl; and R.sup.5 is hydrogen, loweralkyl of 1-4 carbon atoms, or 2,2,2-trifluoroethyl.
- 8. The compound of claim 2 which has the formula: ##STR54## wherein R.sup.1 is formyl, acetyl, propionyl, hydroxymethyl, 1-hydroxy-1-methylethyl, 1-hydroxyethyl, or hydroxyacetyl; A is oxymethylene; Z is methylene, ethylene, trimethylene, tetramethylene, or vinylene; and R.sup.5 is hydrogen, loweralkyl of 1-4 carbon atoms, or 2,2,2-trifluoroethyl.
- 9. The compound of claim 2 which has the formula: ##STR55## wherein R.sup.1 is acetyl, propionyl, 3-hydroxypropionyl, acryloyl, formyl; A is oxymethylene; and R.sup.5 is hydrogen, loweralkyl, vinyl, or 2,2,2-trifluoroethyl.
- 10. (5-Acetyl-9-hydroxytetradecyloxy)acetic acid, the compound of claim 9 wherein A is oxymethylene, and R.sup.1 is acetyl and R.sup.5 is ethyl.
- 11. The compound of claim 2 which has the formula: ##STR56## wherein R.sup.1 is hydroxymethyl, 1-hydroxyethyl, 1-hydroxy-1-methylethyl, 1,2-dihydroxyethyl, or 1,3-dihydroxypropyl; A is oxymethylene; Z is methylene, ethylene, trimethylene, tetramethylene, vinylene, or ethynylene; R.sup.2 and R.sup.4 are selected independently from a group consisting of hydrogen and methyl; and R.sup.5 is hydrogen, loweralkyl, vinyl, or 2,2,2-trifluoroethyl.
- 12. The compound of claim 1 which has the formula: ##STR57## wherein A is oxymethylene; R.sup.1 is acetyl, propionyl, hydroxymethyl, or 1-hydroxyethyl; R.sup.2 is methyl or hydrogen;
- R.sup.4 is selected independently from the group consisting of hydrogen and methyl;
- R.sup.5 is selected from the group consisting of hydrogen, lower alkyl of 1-4 carbon atoms either straight or branched (e.g., methyl, ethyl, propyl, isopropyl, butyl, tert-butyl) vinyl, and 2,2,2-trifluoroethyl;
- and Y is alkyl having 1-10 carbon atoms, 1-succinimidoethyl, 1-(pivaloylethyl), 2-acetamidoethyl, or diloweralkylamino-loweralkyl.
- 13. A composition comprising the compound of claim 1 in a non-toxic, pharmaceutically-acceptable carrier.
- 14. The composition of claim 13 which is suitable for oral administration in tablet form.
- 15. The composition of claim 13 which is suitable for oral administration in capsule form.
- 16. The composition of claim 13 which is suitable for parenteral administration.
- 17. The composition of claim 13 which is suitable for use in suppository form.
- 18. The compound of claim 1 wherein R.sup.1 is formyl, acetyl, propionyl, acryloyl, hydroxy, acetyl, or 3-hydroxypropionyl.
RELATIONSHIP TO OTHER APPLICATIONS
This is a division of application Ser. No. 669,118 filed Mar. 22, 1976; U.S. Pat. No. 4,066,692 which is a continuation-in-part application of Ser. No. 571,038 filed Apr. 23, 1975 filed and now abandoned; which in turn is a continuation-in-part of Ser. No. 389,901 Aug. 23, 1973 and now abandoned; which in turn is a continuation-in-part of Ser. No. 302,365 filed Oct. 30, 1972 and now abandoned.
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
3991087 |
Crogoe, Jr. et al. |
Nov 1976 |
|
Divisions (1)
|
Number |
Date |
Country |
Parent |
669118 |
Mar 1976 |
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Continuation in Parts (3)
|
Number |
Date |
Country |
Parent |
571038 |
Apr 1975 |
|
Parent |
389901 |
Aug 1973 |
|
Parent |
302265 |
Oct 1972 |
|